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Orleans Cheap Vacation Rental Deals

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    Travellers to Orleans are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    66 Matching Rentals in OrleansView all 264 rentals
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Walk to Nauset Beach and National Seashore from this charming home!1 / 27
    (1)Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    17 Center Place 183741 / 9
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    If you're looking for a cozy and quiet accommodation on Cape Cod, this cute little Orleans cottage in the pines may be the answer. Ideal for a couple interested in a romantic getaway or a small family, this rental is so close to the beach and dining, you can walk. There's also room for your water...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Escape the hustle and bustle of the city when you stay at this charming Orleans studio! Perfect for a couple, a small family, or a few close friends, this vacation rental offers easy access to Nauset Beach and features modern home conveniences including cable and free WiFi. SeaWind Guest Studio...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Escape to Cape Cod and enjoy being just a few blocks from the beach at this adorable three-bedroom duplex for six. Located in the small town of Orleans, you'll have lots of room plus a great outdoor space at this home, complete with a nice patio, grill, and outdoor shower. This home is located in...
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    Orleans, Cape Cod 02643
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great location near beach and town, newly renovated, sleeps 8 ** NEW for 2018! Complete Renovation with Upgrades! ** All new landscaping New sliding doors leading out to updated patio New carpets Updated paint throughout the home Outdoor shower! New furniture Some new beds New bedding Brand new...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Private, updated 2 bed, full A/C, adjacent Conservation land This is a unique ranch in beautiful East Orleans, neighboring the Orleans Conservation Area. At the end of the road you'll find nature trails in conservation land and along the saltwater estuary of Little Pleasant Bay, where you can walk...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedroom by Nauset Beach1 / 18
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed June 26, 2017
    We couldn't be more pleased with our stay at this cottage. Tucked away in the beautiful Nauset Heights area it was the ideal vacation spot. We had kid-friendly walks to inlet...
    Reviewed September 8, 2016
    This is the 3rd time we've rented this place. Comfortable, clean and close to the beach. A 10 minute walk to the outer end of Nauset, and minutes to the inlet. Nice little...
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    100 Yards from Water! Its hard to beat the location and value of this charming, well-appointed, 3 bedroom cottage on picturesque Nauset Heights with a short walk to both inland waterways and famous Nauset Beach. Set in a beautiful and relaxing setting - a perfect refuge. 3 Bedrooms. One Queen....
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    *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...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    *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...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    8 Hofe Road 183921 / 11
    (2)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    8 Hofe Road, Orleans MA (ID# 18392) ~ Close to Skaket Beach and Bike Trail 2018 Season! Quoted by a previous tenant this is the best rental for the money....! Spacious ranch minutes away from Skaket Beach and the Cape Cod Rail Trail! Sliders lead from the dining area to a large shaded deck which...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Adorable cottage located in a beautiful, quiet area about 3/10ths of a mile from Nauset Harbor. The cozy living/dining/kitchen area features a brand new kitchen, queen sofa bed and A/C unit. The bedroom has a king bed (easily converted into 2 twins) and an A/C unit. A separate laundry area has a...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    *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...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 full baths, large deck, under 10 mins to Nauset This recently remodeled 3 bedroom in delightful East Orleans sits 1.5 miles away from world renowned Nauset Beach. It has 3 bedrooms and 3 full baths as well as a fully finished basement with a game room, seats for game-playing and puzzles,...
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    Orleans, Cape Cod 02653
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lovely Nauset Heights cottage, private yard, 5 mins to Nauset Beach Family owned vacation home. This private cottage is enclosed with mature privet hedges. Access to Nauset beach is within 2/10's of a mile to both Inlet and Ocean sides. It has a large yard and patio for evening barbeques. With a...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Expansive deck and yard, A/C, walk to beach Enjoy this wonderful 3 bed, 3 bath vacation home in a quiet neighborhood - only 0.7 mile walk or drive to beautiful Skaket Beach. This home offers a private spacious backyard with outdoor dining and lounging on the deck. There are AC window units in all...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Classic Cape with best of both worlds - on the water and close to town! Enjoy some of the best that Orleans has to offer in this 3 bed, 2 bath classic Cape with private stairs to Town Cove. Located in the heart of Orleans, you can walk to local restaurants, bars and shopping or kayak over to the...
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    Orleans, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    *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...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Quaint private home with central A/C, located just 0.2 miles to the bike path and 3/4 mile walk to Skaket beach in a private neighborhood. Close to everything - beaches, ponds, the supermarket and shops. Enjoy a quiet and private back yard, as well as a spacious sunroom / screened in porch with...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charming 2-bedroom cottage in East Orleans, on a private lane off Tonset Road. The bedrooms have a queen, and 2 twins; full bathroom. Eat-in kitchen open to living room with ductless A/C unit to cool the cottage. Only a half-mile to Tonset Harbor beach for swimming and boating. Lovely outdoor...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Peaceful setting with nature views close to Nauset Beach, bikes and kayak included This 3 bedroom, 2 bath cottage is uniquely positioned on a very private road next to a kettle pond in East Orleans. The views of the pond are beautiful and the area attracts many coastal and inland birds for a...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Charming, pet-friendly, sleeps 8 This pet-friendly home is located just 0.8 miles from Nauset Beach. Enter into a charming, warm home that offers two spacious living areas. One is a bright great room with cathedral ceilings, sectional seating, big screen t.v and game table. The other is a living...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    25 B Doane Road, East Orleans (ID# 106441) Nauset Heights 2018 Season! Adorable 2 bedroom cottage in Nauset Heights. Peeks of Mill Pond and around the corner from the landing. Cute, clean and charming 2 bedroom, 1 bath cottage with central air conditioning, part of the Pilgrim Lane cottages....
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    ASP-12101 / 21
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed August 21, 2017
    The location of this house is amazing -- on a river with a view to the bay and surrounded by trees on all sides, so very private. Close to Ayers (sp?) Pond marina where you can...
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    WATERFRONT COTTAGE! Nestled on two acres in Mayflower Point is this absolutely lovely, newly renovated cottage. Light and bright with cottage character throughout, painted exposed beams, skylights and glorious views out to Pleasant Bay. Two bedrooms, one with a queen, the other with a bunk-bed...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    When it's time for your next vacation, make this prime lakefront Orleans home yours, and enjoy beautiful views in a secluded, tranquil setting with close proximity to town. You'll have access to private and public docks and two kayaks. Ideal for large families, couples, or groups, this home offers...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Location, Location! Popular duplex cottage very close to Skaket Beach on Cape Cod Bay. Simple and beachy, each side rents separately and has its own deck. Unit 2 (#429) with two bedrooms, has a new kitchen for the 2014 season. Unit 1 (#428) has three bedrooms. Both share the enclosed outdoor...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Only 1.8 miles to Nauset Beach and located In East Orleans Village! This renovated barn is private and cozy. You can walk into the village to get a morning coffee and newspaper, mail a postcard or grab a fresh made sandwich for your day * the beach. Stroll to dinner * one of the fine restaurants,...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Adorable cottage located in a wonderful East Orleans neighborhood near Mill Pond and Snow Shore Landing. The interior of this cottage is as cute as a button. Updates include new outdoor furniture, mattresses, and brand-new ductless AIR-CONDITIONING. Just steps away from Robert's Cove for great...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    6 mins to beach, open & airy living space, huge yard This recently remodeled 4 bedroom just 1.5 miles or a 5 minute drive from Nauset Beach offers lots of open living space inside and out. 2 living rooms and a lower level entertainment area give this home room for the whole family to gather...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 3 days ago
    Very private , yet walking distance to Rock Harbor.Private Beach !Serenaded by all the birds every morning while taking outdoor shower!Very family friendly. Great yard...
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    Secluded Cape Cottage, 2 Minute Walk to Beach Peak Summer Weekly Rates: $2,100 Rents Saturday - Saturday during peak season It's possibly one of the best values in Orleans. Located on the Bayside of town, this well-maintained cottage is one of 4 homes on a 25 acre family estate located between...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    5 mins to Nauset Beach, association tennis courts, small backyard pond This beautiful spacious home is part of the East Orleans Ocean Harbor Association, with deeded access to Mill Pond (3/10 mile away) and an association tennis court. It is located just 5 minutes away from Nauset Beach and under...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 BR | 1.5 BA | Sleeps 6 Spotless home in a lovely quiet setting near the bike path. There are two living spaces and a first floor laundry and half bath. The first floor bedroom has a queen size bed. On the second floor there are two bedrooms with a queen bed and two twin beds and a full bath....
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    Orleans, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    True Cape Cod Charm1 / 11
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed August 6, 2017
    Located in Orleans which was in the middle of cape. Good restaurants and shopping. We loved the Christmas Tree Shop. It was easy to drive to other towns North or South. Flew...
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    True Cape Cod Charm in every way! This 3 bedroom Saltbox is just up the road from Nauset Beach. All the upgraded conveniences you could want including granite counters, hardwood floors, washer/dryer, WIFI and 4 mini-split air conditioning units cool the entire home!. Relax in the outdoor shower or...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming remodeled 1930s cottage! This home is located in the desirable and scenic Mill Pond area in Orleans with a well kept yard and wrap-around deck. House is very comfortable with single story living. Three bedrooms (brand new mattresses) and 1 and a half baths are located off the main living...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chill out (now with central A/C!) and relax at this wonderful waterfront retreat located in Mayflower Point. This charming cottage offers wonderful views of Lonnie's Pond and Kent's Point. Enjoy its own path down a slope to Lonnie's River that leads out to Pleasant Bay. Perfect for boating or...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Location, Location! Beachfront on Skaket Beach! Two bedroom ground level condo in 4-unit waterfront building. Enjoy the sandy shore of Cape Cod Bay right outside your door. There are 2 twin beds in one bedroom and two sets of bunkbeds (4 twins) in the other. This single-floor condo has a brand new...
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    Orleans, Cape Cod 02653
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    NOW WITH CENTRAL A/C! Comfortable 4-bedroom home located on a quiet dead end road just a short distance from Rock Harbor and the Cape Cod Rail Trail. Bathrooms recently updated, hardwood flooring, water filtration system, Wifi Internet access 55-inch TV, DVD. Enjoy the outdoors or relax in the...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    NEW LISTING! Charm oozes throughout this adorable duplex condo with 180 degree water views of Town Cove. This lovely spot is in a quiet in-town location within walking distance of shops, restaurants, live theatre and baseball games! Two bedrooms, one with a queen and slider to deck; the other has...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Walk to town, minutes to Nauset Beach. Dog friendly with central AC! Centrally located in Orleans, this pet friendly 4 bedroom 2.5 bath boasts a stunning waterfront setting that is only steps from Main Street for boutique shopping, bars, restaurants and gourmet grocery and wine shops. Experience...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Nauset beach is just down the road from this East Orleans Village, sun filled home. The quiet private road and 150 foot driveway opens into a large backyard, surrounded by privacy, tall Cape Cod pines and colorful flower beds. [NOTE TO ALL INQUIRERS - PLEASE SEE THE HOUSE'S UP-TO-DATE...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    This 3 bedroom, 1 bath Orleans home is within walking distance of picturesque Rock Harbor and Cape Cod Bay. The first bedroom features a king sized bed, the second a double sized bed and the third has one twin sized bed. The spacious living room also offers a pull out sleeper sofa for extra...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    *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...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    ID#134634,14 Linda s Lane, Orleans 2018 Season! Great location not far away Nauset Harbor, Nauset Beach the Atlantic Ocean and Skaket Beach on Cape Cod Bay watch the sun set over the cape! Located on Lindas lane last house on the left very private yard home sitting on the hill side. Home offers an...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Vintage Nauset Heights cabin, 5 minute walk to beach Classic Nauset Heights home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean and Nauset Marsh. Short walk to inlet and ocean beaches. Vintage, rustic cottage character in unbelievable location. Great value...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    *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...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    This immaculate home is located in a quiet neighborhood with just a .2 mile walk down a sandy path to Skaket Beach. It is also close to the bike trail and nearby shopping and restaurants. The home features an open floor plan with skylites, a spacious screened porch with seating, and a large back...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Walking distance to Meetinghouse Pond, Passive Solar This 3 bed, 2.5 bath retreat with central A/C is hidden away down a semi private drive in East Orleans. It has large sliding glass doors down one side of the home off the living room offering lots of light. Mid-century modern decor fills this...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Walk to Meetinghouse Pond, 3 season porch, pet friendly This beautiful Cape Cod home sits on Barley Neck, a small peninsula just a few minutes drive to Nauset Beach. Surrounded by Meeting House Pond and Little Pleasant Bay, this area is harbored from the Atlantic Ocean by Pochet Island. From this...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    The whole family will find something to love at this riverfront house in Cape Cod, featuring views of the river and plenty of entertainment to satisfy every age in your group. This house boasts a comfortable atmosphere with a cozy wood stove that will make you feel right at home. This house sits...
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    Orleans, Cape Cod 02653
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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