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Chatham House Rentals

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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    A very well maintained 3 bedroom, 2 bath home located 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 bbq's. Amenties include central AC, washer, dryer, dishwasher, 2 TVs (includes sports and weather), DVD players, Wi-Fi,... View all property information
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    Chatham, Cape Cod 02633
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    North Chatham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    When only the best will do, head straight to this indulgent 2BR/2BA vacation rental in North Chatham, where high-end furnishings and an inviting outdoor haven offer a vacation experience that’s second to none. Inside, find granite countertops and stainless steel appliances in the kitchen and... View all property information
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    North Chatham, Chatham 02650
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate $1575 per week, including the cleaning fee! No Off season FRIDAY TO FRIDAY Bright, cheerful home with a peek of Pleasant Bay from the back deck. Swimming in Pleasant Bay is nearby at Jackknife Beach! This charming year-round home is impeccably maintained and has a finished lower... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Experience Cape Cod living at our 4-bed, 2-bath Chatham vacation rental in a quiet, quaint wooded neighborhood. Hop on your bike (or into the car) and be at the beach or downtown Chatham in minutes! The home’s wooded deck/backyard and its finished basement—with a pool table, foosball, playroom and... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $2175 per week, including the cleaning fee Off-Season: $1175 per week, including the cleaning fee Enjoy the simple life in this classic, Chatham cottage. Located in the popular Hardings Hills neighborhood, a quick walk down to Hardings Beach! The newly enclosed porch overlooks the... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    2017 Rental Rate: $2070 per week, with the cleaning fee~~~ Off Season: $1300 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Comfortable home in Chatham, near Ryder's Cove. Newer furniture throughout and brand new hardwood floors for the 2017 season! Upstairs family... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Coastal, seaside home offering Central air has plenty of room for 3 couples or 2 families. Walk to beach and town! Peak Summer Weekly Rates:  last week of June until the first week in September: $3,100/week. This Cape Cod Vacation Rental in Chatham has an open floor plan with 3 bedrooms on the main... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    2017 Rental Rates: $5250 per week, including the cleaning fee FRIDAY TO FRIDAY Rental. ~~ Off-Season: $2750 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Gorgeous beach house on a quiet street just steps to Ridgevale Beach! "Beachy" decor and furnishings throughout!... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $2375 per week, including the cleaning fee ~~Off-Season: $1675/week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Light and bright cottage just steps to the warm Nantucket Sound waters of Pleasant Street Beach! Tasteful, traditional furnishings throughout.... View all property information
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    Chatham, Cape Cod 02659
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Lovely bright home with waterviews and central A/C in North Chatham ALSO AVAILABLE FOR HOLIDAY VACATIONS! Stunning, beautifully furnished home with central A/C and views of Pleasant Bay! Located in lovely North Chatham, this home is truly a special spot. The reverse floor plan maximizes views and... View all property information
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    Chatham, Cape Cod 02633
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    North Chatham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $1725 per week, including the cleaning fee ~~ Off Season: $1125 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Recently remodeled cottage with central air is close to shopping and restaurants in downtown Chatham, baseball games at Veteran's Field,... View all property information
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    North Chatham, Chatham 02650
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    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    #601 - The Salty Seashell: Great Holiday Deal! Beautiful private Chatham home in great location with a deck, patio, grill & yard!  You will fall in love with this bright and cheery Cape! Wide planked Pine Hardwood floors in Living room and Dining room. Wide Galley Kitchen, fully equipped, including... View all property information
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    North Chatham, Chatham 02650
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $1950 per week including the cleaning fee FRIDAY TO FRIDAY RENTAL! ~~ Off-Season: $1400 per week including the cleaning fee !!! Weekly rentals from mid-JUNE to mid-SEPT Charming cottage just steps to Ridgevale Beach. Upstairs addition is fabulous. It has a separate bathroom and... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate ~ $1650 per week, including the cleaning fee Off-Season: $1200 per week, including the cleaning fee Comfortable summer rental home in a great central location! This three-bedroom ranch sits on a quiet street located in West Chatham. Just a quick drive in one direction to spend the... View all property information
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    Chatham, Cape Cod 02633
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    North Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Come stay at: Misty Meadow! Completely renovated vacation condo on Cape Cod in North Chatham. Enjoy this lovely condo with all amenities including Central A/C mini splits, wifi, and everything new. Peak Summer Weekly Rates:  last week of June until the first week in September: $1,275/week.... View all property information
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    North Chatham, Chatham 02650
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to Harding's Beach Hills, where you will find Three Cheers, this charming cottage by the sea! Peak Summer Weekly Rates:  last week of June until the first week in September: $2,000/week. This Chatham Cape Cod Vacation Rental offers ranch style living with A/C units in all 3 bedrooms,... View all property information
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    Chatham, Cape Cod 02633
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    West Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Enjoy this updated 2 bedroom, 1 bath Chatham vacation cottage with views of Oyster River. The open kitchen, dining and living room has a slider leading out to a large deck with chaise lounges, dining table with umbrella, gas grill and enclosed outside shower. Amenities include window AC units in... View all property information
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    West Chatham, Chatham 02669
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    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    Take in panoramic views of the shimmering Atlantic from this 4-bedroom, 2-bath luxury house beside a beautiful wetlands conservation area. Built on Chatham's highest point, the house has a touch of opulence, room enough for 8, and is just over 1 mile to gorgeous ocean beaches and downtown. A huge... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $1925 per week including the cleaning fee ~~ Off Season: $1425 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Comfortable home in a wonderful location near Chatham Village! Let the children play in the huge yard or walk the short distance to Chatham's... View all property information
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    Chatham, Cape Cod 02633
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2017 Rental Rates ~ In Season, $1125 including cleaning fee No Off-Season Clean rental home located just 1/2 mile to Hardings Beach or Oyster River Boatyard. Fresh paint and furnishings throughout make this small yet comfortable rental a great buy! Good size living room with high ceilings make it... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy a timeless beach vacation in this lovely Chatham home, 3-bed 2-bath, set near the beach with beautiful private gardens. Here, you’re only a mile from the beach, close to biking trails, and surrounded by fishing opportunities. Not to mention the shops and restaurants on Main Street! There’s a... View all property information
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    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    2017 Rental Rate: $3625 per week, including the cleaning fee No Off-Season Wonderful waterfront home, right on Taylor's Pond! This spacious home is light and bright, filled with upscale furnishings, colorful decor, and offers a private, peaceful setting in South Chatham. The open floor plan... View all property information
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    South Chatham, Chatham 02659
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    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This adorable, updated and meticulously maintained 2 bedroom, 1 bathroom quintessential Chatham vacation cottage has views of Nantucket Sound. This rental is only 2/10ths of a mile to Forest Beach and Pleasant Street Beach. (The rental does not included access to the beach shown in the photos which... View all property information
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    Chatham, Cape Cod 02659
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Rental Rate: $2475 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Take advantage of an easy walk to Hardings Beach from this light and bright updated ranch. The kitchen has been opened up with new appliances and finishing touches. There is a fantastic screened in... View all property information
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    Chatham, Cape Cod 02633
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    North Chatham
    8 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    Chatham Family Compound Sleeps 16 Walk to Beach – Linens Included Peak Summer Weekly Rates: $13,500 - $13,900 (Rents Saturday - Saturday during peak season) Located just 0.2 miles from the beach, this is an ideal estate for multi-generational families or other large groups to spend time together... View all property information
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    North Chatham, Chatham 02650
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Great location! Oyster Pond & Chatham Village!! At this home you will be just apprx. 500 ft to private Oyster Pond access, 7/10ths of a mile to the the public beach at Oyster Pond and just 6/10ths of a mile to Chatham Village at Cross St. This fantastic home features plenty of great outdoor living... View all property information
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    Chatham, Cape Cod 02633
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rate: $5475 per week, including the cleaning fee Off-Season: $3725 per week (4 night minimum) including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Lovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated... View all property information
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    Chatham, Cape Cod 02633
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Well maintained two bedroom home that sleeps 6. One queen and 2 twins with a pullout in the den. Located in scenic North Chatham. A five minute drive from downtown Chatham, Chatham Bars Inn, the Lighthouse, Chatham Seaside Links golf course and the baseball field which hosts the Cape Cod Baseball... View all property information
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    Chatham, Cape Cod 02650
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2017 Rental Rate: $3300 per week, including the cleaning fee ~~ Off Season: $1800 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Beautifully decorated home on quiet dead-end street. Open floor plan makes it light and bright! Large living room with additional den give... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2017 Rental Rate: $6250 per week, including the cleaning fee Off-Season $4450 per week, including the cleaning fee The perfect place for a most memorable and rewarding vacation. New owners of this original Morris Island home have brought in all new furnishings and bed sets. The spacious open floor... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    338 Seapine Road CHATHAM, ID# 104736 Waterfront 3 bedroom home overlooking Bassing Harbor and Fox Hill with the outer beach beyond. Located on a cul de sac near Eastward Ho! Country Club in North Chatham, the home is a classic Cape in style. Water access for kayaking in Pleasant Bay and beyond.... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Welcome to Sea Glass! This Cape Cod Vacation Rental home is just .2 miles from Pleasant Street Beach in Chatham. Peak Summer Weekly Rates:  last week of June until the first week in September: $2,900/week. Warm water, sunsets, and miles of beach on Nantucket Sound awaits you just around the... View all property information
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    Chatham, Cape Cod 02659
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Comfortable 3 bedroom, 2 bath quiet summer retreat only a half mile to downtown Chatham! Peak Summer Weekly Rates:  last week of June until the first week in September: $2,200/week. Offering Central AC & Wifi - like most of our Cape Cod Vacation Home Rentals - with over 1600 sq. ft. of finished... View all property information
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    Chatham, Cape Cod 02633
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    Welcome to: Endless Summer. Views-Views-Views! Pet Friendly Cape Cod Vacation Rental home with rooftop deck is just .2 to Ridgevale Beach. Peak Summer Weekly Rates:  (last week of June until the first week in September) $4,050/week Pet friendly! Enjoy water views from the main floor living areas... View all property information
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    Chatham, Cape Cod 02633
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Lovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated kitchen and an awesome location! The beach is just a walk across the street from this beautifully landscaped Shore Road home. This home is located on the first fairway of... View all property information
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    Chatham, Cape Cod 02633
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    South Chatham
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Price Range $2500-$5500 Superb Chatham location in Retreat style setting, this expansive home accommodates up to 10 guests in delightful comfort. This exceptional home set on 2.4 acres with pond views and pond access, lush yard with adventurist zip-line, seating surrounded fire pit, basketball... View all property information
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    South Chatham, Chatham 2659
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Welcome to The Little Caper. This updated 4 bedroom, 2 bath vacation rental home in Chatham is well maintained and a great spot for making family memories. Peak Summer Weekly Rates:  last week of June until the first week in September: $3,800/week and just $1,900 in Sept and October!! Just under a... View all property information
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    Chatham, Cape Cod 02633
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    6 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    209 Champlain Rd Chatham MA DOG FRIENDLY Great, rambling home with an old-Cape Cod feel located on the "loop" just around the bend from Stage Harbor. Wonderful area to enjoy while here on the Cape! A tennis court is available to tenants during daytime hours from 10 am to 5 pm. The huge, grassy... View all property information
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    Chatham, Cape Cod 02633
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    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    2017 Rental Rate: In Season, $3175 per week, including the cleaning fee No Off-Season Weekly rentals from mid-JUNE to mid-SEPT Recently renovated three bedroom home with beautiful views of Red River Marsh and Nantucket Sound! Filled with new furnishings and appliances, this spacious home offers... View all property information
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    South Chatham, Chatham 02659
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    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    16 SEA STRAND LANE (ID#109551) CHATHAM Charming and comfortable! Located in a quiet area within a short driving distance to both Hardings and Ridgevale Beaches. Air conditioning cools the home with units in every bedroom, including first floor master bedroom. WiFi, outdoor shower, washer/dryer,... View all property information
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    West Chatham, Chatham 02669
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Chatham Village Charm Next to Chatham Light Peak summer weekly rate: $4,675 - $5,900 JUST REDUCED -- remaining open weeks dropped $500 (click the rates tab to see the new rates). (Rents Saturday to Saturday during peak season) This 5 bedroom home offers impressive views of the Atlantic Ocean and a... View all property information
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    Chatham, Cape Cod 02633
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    2017 Rental Rate: $4270 per week including the cleaning fee. Weekly rentals from mid-JUNE to mid-SEPT Charming Cape-style home on Main Street in Chatham's Old Village. Located just blocks from the shops and Lighthouse Beach, this is a great location! This home offers comfortable interior space for... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    #603 Lovers Holley Home: Lovely renovated home less than one mile from Chatham's famous downtown shopping and overlooking Lover's Lake - which is a walk around corner in a few minutes. All Chatham beaches are within two miles. This home, located in the Great Hills Estates, provides a very... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    2017 Rental Rate: $2225 per week including the cleaning fee ~~ Off-season $1525 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming home located in terrific central area of North Chatham. Walk to Ryder's Cove boatyard. Beautifully landscaped, fenced-in, private... View all property information
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    Chatham, Cape Cod 02633
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Waterfront & Dog friendly! Sleeps 8! This newer Cape Cod Vacation Rental home in Chatham offers panoramic views and backyard access to beautiful Blue Pond and deeded access to White Pond, perfect for swimming, kayaking, canoeing and fishing. Peak Summer Weekly Rates:  last week of June until the... View all property information
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    Chatham, Cape Cod 02633
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Short Drive to Everything! Our cape home offers lots of space for your family. 3/4 mile to Pleasant Bay Beach, 1 minute walk to Ryder’s Cove boat yard, few minutes walk to tennis courts and Cape Cod bike trail. 5 minutes drive to town center. Close to playground and baseball field - home of the... View all property information
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    Chatham, Cape Cod 02633
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2016 Rental Rate: $1050 per week, including the cleaning fee ~~Off Season: $750/wk, with cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Quaint 2 bedroom cottage surrounded by beautiful gardens! Sitting on .5 acre in lovely North Chatham, this private getaway is just what the doctor ordered.... View all property information
    Location Information
    Chatham, Cape Cod 02650