We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals nearby Stick'n Rudder Aero Tours

240 George Ryder Rd, Chatham, Massachusetts 02633-1617
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$421 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to Chatham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Chatham
    All New Cottage in Chatham Near Hardings Beach1 / 19
    (5)Excellent
    0.9 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Quiet Lakeside Cottage - Ideal for Couple1 / 14
    (18)Very good
    0.6 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Captain's Haven1 / 16
    (1)Excellent
    0.8 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Private Contemporary Cape Set on a Hilltop1 / 20
    (2)Very good
    1.2 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2018
    Had a great stay with my family. It was quiet, relaxing, very well stocked with everything we needed and conveniently located. Would highly recommend.
    Reviewed August 19, 2016
    We are a family of four travelling from the UK and stayed at the property for one week in July. Chatham was a relaxing week after our whirlwind tour of Florida and New York. We...
    See all reviews
    About this property
    You will enjoy easy times in this 3 bedroom 2 bath Cape set on a hilltop. This very well-equipped house is at the end of a cul-de-sac and offers complete privacy, a large deck with grill, outdoor shower, and ample parking. It has a contemporary open and airy floor plan with cathedral ceilings and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    1.8 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.8 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $2,400 per week Off-Season: $1,400 per week Click for More Photos, Map, and Availability Calendar Light and bright 4 BR home, in a great central location! This recently updated home is across from the school tennis courts and playing fields, and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 8
    Make Enquiry
    1.4 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    key # 158 Additional amenities: 1/2 Bath 2, A/C Units 4 ~ 1 in each BR, Area Town, Bedding rm1 EnSuite Kin~2nd Fl., Bedding rm2 EnSuite Queen~1st Fl., Bedding rm3 2 Twins ~ 2nd Fl., Bedding rm4 2 Twins ~ 2nd Fl., Bedrooms 4.00, CD, Dist. To Downtown 3/4 mile, Distance to Beach 7/10 mile, Fans 4,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 8
    Make Enquiry
    1.2 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pet Friendly! Coastal, 3 bedroom (sleeps 8) home offering spacious open floor plan, refurbished kitchen, cathedral ceilings, hardwood floors, free WiFi, and central AC. Attractively furnished, impeccably maintained, and fully equipped. This 3 bedroom, 2 bath ranch-style vacation rental home is...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • DVD Player
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Cape Escape! Pet Friendly! Walk to Hardings Beach from this Chatham Vacation Rental Home. 4 Bedrooms, sleeps 8. Access to association dock and picnic area in Harding's Hills Association. AC units in 3 bedrooms and the main living area. There is cable and free WiFi too. Calling all...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience 'Chatham Coastal Charm'. Popular Contemporary Cape Cod Vacation Rental home in Chatham with heated salt water gunite pool that is just a short walk to Hardings Beach (.3). Sleeps 10! Don't miss this 'fan favorite' Cape Cod Vacation Rental home in Chatham with heated pool that is very...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Save time - get the best Chatham rentals sent straight to your email!
    Get the List
    0.9 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom 2 bath rental is located within walking distance to two fresh water ponds and is just a mile from downtown Chatham. Emery Pond is perfect for kayaking while the much larger White Pond is great for swimming and paddleboarding. The bike path is also adjacent to the neighborhood...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.0 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $1,825 per week No Off-Season Click for More Photos, Map, and Availability Calendar Traditional Cape Cod ranch with three bedrooms and central air conditioning. Great neighborhood for kids and about one-mile bike ride down to Hardings Beach....
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    2 Captains Row E Chatham Cape Cod - Captain's Row1 / 26
    (1)Excellent
    0.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2014
    We loved to stay in this luxurious and wonderful house! Anything is very clean and you don´t miss anything. Thank you for the nice "start bags", that is more than one...
    See all reviews
    About this property
    Welcome to Captain's Row! Enjoy easy resort style living in this newer Cape Cod Vacation Rental home in Chatham. This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a community pool & tennis court (Only 130 steps from your door!). Also...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    0.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $5050 per week Off-Season: $3800 per week Click for More Photos, Map, and Availability Calendar Spacious home, built on a quiet cul-de-sac with association pool and tennis court! Plenty of space for everyone, including out on the huge back deck!...
    View all property information
    Location Information
    West Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, Sleeps 8
    Make Enquiry
    1.3 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Patio
    • Waterfront
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $4,425 per week Off-Season: $3,125 per week Click for More Photos, Map, and Availability Calendar Stunning, new home located on Oyster River with breathtaking views of the river and marsh. Views from both upstairs bedrooms, one with a King and a...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 8
    Make Enquiry
    1.1 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Air Conditioning
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $2,100 per week Click for More Photos, Map, and Availability Calendar This is a well maintained property located in a quiet area in W. Chatham. Spacious bedrooms, one with two double beds. Updated kitchen, with a skylight, opens to dining area &...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 8
    Make Enquiry
    0.6 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular rental property. This open and airy, 4 bedroom, 4.5 bathroom home offers plenty of living space, inside and out, with it's soaring ceilings, open floor plan, large deck and private backyard. Centrally located in a wonderful neighborhood of high-end homes, this rental includes use of...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    1.5 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $2225 per week Off-Season: $1525 per week Click for More Photos, Map, and Availability Calendar Lovely updated cottage located in the popular Harding's Hills neighborhood. Spacious master bedroom with cathedral ceiling and private bath. The...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    1.8 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pretty, shabby chic, sunny cottage and barn on private two acres of land down quiet country road. Brand new six person hot tub on deck, in time for fall or winter rental. The grounds are naturally landscaped, not manicured, no chemicals used. Enjoy the serenity of the undisturbed woods, open floor...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    Make Enquiry
    West Chatham Cape Cod Vacation Rental (2307)1 / 19
    (2)Very good
    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 23, 2017
    A wonderful home for a family gathering. Property is convenient to beaches and to Chatham. The house has separate areas that offer privacy. The home as well appointed and...
    Reviewed September 19, 2016
    We have rented this property from Chatham Vacation Rentals for the last 4 years. We look forward to renting it next year and for many years to come. It is a well kept, extremely...
    See all reviews
    About this property
    Enjoy your Cape Cod vacation in this tastefully decorated, comfortable home. It is located in Hardings Beach Hills, only 4/10ths of a mile from popular Harding's Beach. This 3 bedroom, 2.5 bathroom home has an updated kitchen with granite countertops and stainless steel appliances as well as...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1.5 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in a private garden setting a delightful 3 bedroom / 1.5 bath (+ outdoor shower) home in Hardings Beach Hills is available to rent this season. With access to Buck's Creek flowing to Nantucket Sound, you can launch your kayak, fish or crab from the private association neighborhood dock and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On Season Weeks of 6/29 - 8/24 ~ $3,500/wk Shouder Week of 8/24 - 8/31 ~ $3,200 This renovated 3 bedroom, 2 bathroom property in the Ridgevale Beach area is well equipped to make your vacation stay comfortable. The home features gleaming hardwood floors on the first floor, new carpeting on the...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Chatham Cape Cod Vacation Rental (9068)1 / 17
    (1)Excellent
    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 14, 2017
    This is the fourth or fifth time we've rented this property. The house is great; not fancy, but very comfortable and accommodating. We prefer to be close to Harding Beach and...
    See all reviews
    About this property
    Enjoy this 3 bedroom, 1.5 bathroom Chatham vacation home in the Harding's Hills neighborhood only 1/2 mile from popular Harding's Beach. Exclusive rights to the Bucks Creek Association dock and picnic area for kayaking, canoeing, paddle boarding or a cookout. There is a bonus 'Florida room' with...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $1425 per week Off-Season: $1075 per week Click for More Photos, Map, and Availability Calendar 'The Cottage on the Curve' is the perfect beach get-away! This charming two bedroom cottage, with many updates, is just minutes to kayaking or...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, Sleeps 4
    Make Enquiry
    1.4 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $6300 per week Off-Season: $3300 per week Click for More Photos, Map, and Availability Calendar Gorgeous home, recently updated and lovingly decorated. Filled with upscale furnishings and stylish decor, this home offers peeks of Oyster Pond from...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    Chatham Cape Cod Vacation Rental (1936)1 / 13
    (4)Excellent
    1.8 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2018
    We’ve rented this house for several years and love it. It’s clean, close to the beach and a short drive to town. House is spacious with 3 bedrooms and 2 full baths, beautiful...
    Reviewed August 27, 2018
    This was our 6th year renting this same house. It's very comfortable with a great yard for the kids to play all sorts of sports. Close to the beach and town! Can't wait until...
    See all reviews
    About this property
    This 3 bedroom, 2 bath home is located on a cul-de-sac just over 1/2 mile to Ridgevale Beach on Nantucket Sound. There is an open and spacious back yard that is great for games and BBQs. Amenties include central AC, washer, dryer, dishwasher, Cable TV, DVD player, Wi-Fi, furnished deck, gas...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.4 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Parking
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous Home in Chatham! Lovely and overflowing with natural light, this open floor plan home is a great home base for your vacation on the Cape! The comfortable deck offers glimpses of Oyster Pond and a great spot for relaxing after enjoying all that nearby downtown Chatham has to offer. New...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering Central AC & free WiFi with over 1600 sq. ft. of finished living space, 3 bedrooms, 2 full bathrooms, and a large den there is plenty of space for you to relax in with the entire family. Welcome to The Oyster Bed! Enter the home through the front entry and head up the stairs to find...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rate (Cleaning Fee Included): In-Season: $1750 per week No Off-Season Click for More Photos, Map, and Availability Calendar Light and bright ranch in Chatham's Countryside neighborhood. Hardwood floors throughout, on a nice quiet street. This charming ranch features central air and high...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    1.0 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!1 / 29
    (1)Very good
    1.4 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 29, 2017
    Very nice Chatham, Cape Cod home with great views, and not too far from town. A comfortable home that I would rent again, and the managment company was good about staying in...
    See all reviews
    About this property
    Experience a glimpse of Cape Cod waterfront living at this three-bedroom Chatham home, a dog-friendly property with a wrap-around deck, panoramic views of the ocean and Oyster River, and nearby access to Harding's Beach. This quaint two-level home is scenically situated between Nantucket Sound and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.6 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $2,700 per week Off-Season: $1,700 per week Click for More Photos, Map, and Availability Calendar Beautiful home built in 2006 with an airy open floor plan and tons of living space throughout. Great central location, close to all the shops and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 12
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a mile from downtown Chatham, this 4 bedroom, 3 bathroom rental has all the comforts of home. The master bedroom with queen bed and a second bedroom with 2 twins are located on the 1st floor. The other two bedrooms and a bathroom are located on the second floor. Amenities include central...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    1.5 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Long Camp in Chatham! Pet Friendly! Come and enjoy a cozy vacation rental cottage on Goose Pond in Chatham. Goose Pond is the largest pond in Chatham and has 38 acres of unspoiled fresh water that is perfect for swimming, canoeing and kayaking. Free Wifi too. ​​​​​​​Nestled on the...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    1.4 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $2225 per week Off-Season: $1625 per week Click for More Photos, Map, and Availability Calendar Charming home located in terrific central area of North Chatham. Walk to Ryder's Cove boatyard. Beautifully landscaped, fenced-in, private backyard....
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 12
    Make Enquiry
    1.6 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely, renovated and very clean. Two-full bath condo near Ridgevale Beach. No roads to cross to access the beach road. Full kitchen and dining; Enjoy the private patio area with weber grille overlooking lovely plantings and lawn area. air conditioning , comfortable furnishings, and child...
    View all property information
    Location Information
    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $1800 per week Off-Season: $1075 per week Click for More Photos, Map, and Availability Calendar Weekly rentals from mid-JUNE to mid-SEPT This three bedroom home is a stones throw from Chatham's bike trail, so you can ride from your home all over...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    1.4 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $1,975 per week Off-Season: $1,425 per week Click for More Photos, Map, and Availability Calendar Enjoy the simple life in this classic, Chatham cottage. Located in the popular Hardings Hills neighborhood, a quick walk down to Hardings Beach!...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    1.3 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $5025 per week Off-Season: $3275 per week Click for More Photos, Map, and Availability Calendar Spacious beach rental located just over 1/2 of a mile from the popular Hardings Beach in Chatham! Light and bright, it offers two master bedrooms,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 12
    Make Enquiry
    1.3 kilometres from Stick'n Rudder Aero Tours
    2 Bedrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $1325 per week Off-Season: $1125 per week Click for More Photos, Map, and Availability Calendar Clean rental home located just 1/2 mile to Hardings Beach or Oyster River Boatyard. Fresh paint and furnishings throughout make this small yet...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, Sleeps 4
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Rosa Rugosa! Walk to Hardings Beach- Central air - private! Ranch-style home with Central air-comfortable, easy living all on one floor! 3 Bedrooms, 2 baths, sleeps 6 with central air, free WiFi, and sunroom. Beautiful gardens, patio, yard, and an easy walk to Harding's Beach! Quiet...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Chatham Cape Cod Vacation Rental (12383)1 / 26
    (1)Excellent
    1.4 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2018
    The rental was perfect for us: excellent location, and the property was very clean and well-maintained, inside and out. The deck provided us with a great location to relax after...
    See all reviews
    About this property
    This 3+ bedroom, 2 bathroom Chatham vacation rental is in a lovely neighborhood and just a .5 mile walk to Ridgevale Beach. The open floor plan with hardwood floors boasts a comfortable living room, updated kitchen and dining area with exposed beams and slider access to the large, wrap-around...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    0.5 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Patio
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $4250 per week Off-Season: $3000 per week Click for More Photos, Map, and Availability Calendar Gorgeous new construction home that is lovingly decorated with newly appointed furnishings. This home will get you into the Chatham state of mind...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 8
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Washer
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $3150 per week No Off-Season Click for More Photos, Map, and Availability Calendar Wonderful four bedroom summer home located in the popular Hardings Beach area. It is an easy one mile bike ride to kid-friendly Hardings Beach, or you can stroll...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 9
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FRIDAY TO FRIDAY 2019 Rental Rates (Cleaning Fee Included): In-Season: $5,025 per week Off-Season: $3,725 per week Click for More Photos, Map, and Availability Calendar Beautiful, new home centrally located in Chatham with upscale and lavish furnishings throughout. Simple elegance defines the home...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 9
    Make Enquiry
    1.6 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $2,475 per week Off-Season: $1475 per week Click for More Photos, Map, and Availability Calendar Bright and cheerful summer cottage, walking distance to the warm waters of Hardings Beach! Located in Hardings Hills, there is also an association...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 8
    Make Enquiry
    1.5 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    241 Training Field Road PET FRIENDLY Charming and updated 3 bedroom air conditioned ranch style home, just 1 mile from beautiful Pleasant Bay at Jacknife Point Beach. $1900 per week in season * $160 Cleaning Fee * $100 Handling Fee * $55 Damage Insurance OR $500 Security Deposit Please contact...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    0.5 kilometres from Stick'n Rudder Aero Tours
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. Located in a residential area and convenient to the Cape Cod Bike trail, and the Chatham Airport and restaurant (Hanger B eatery). It has 3 ac units in main floor bedrooms and free WiFi...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    1.7 kilometres from Stick'n Rudder Aero Tours
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come Stay at: Good Times! Welcome to your Beach House! This Cape Cod Vacation rental home is located in Chatham in the Harding's Beach Hills (just .3 mile to Harding's Beach and .2 mile to The Buck's Creek Association dock and picnic area). Spacious 3+ Bedrooms with 2 extra private bonus rooms...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    1.8 kilometres from Stick'n Rudder Aero Tours
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment on the Charles River in Newton with great views, boathouse with kayaks and canoes for use. Near Brandeis, Boston College, Newton Wellesely Hospital, Newton Marriott, Routes 128 and Mass Pike The space This is a downstairs apartment with a large fireplaced living room/bedroom. There is a...
    View all property information
    Location Information
    Chatham, Cape Cod
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    1
    List your property
    Owner log in