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Orleans Vacation Rentals

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0+ rooms, 2+ guests
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$1,000+
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210 rentals in Orleans.
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Highly Rated Cottage in Orleans, Cape Cod
3 bedrooms
2 bathrooms
Sleeps 6
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East Orleans - walk to Nauset Beach
2 bedrooms
1 bathroom
Sleeps 4
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Walk to Crystal Lake; private Tennis Court; Basketball Hoop
5 bedrooms
5 bathrooms
Sleeps 10
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Quaint Cape Near Beaches And Centrally Located
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury 7 BR, 4 BA w/ Unique 60 foot Private Pool, .4 Miles to Beach
7 bedrooms
4 bathrooms
Sleeps 21
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Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Home On Picturesque Pond Conveniently Located To Orleans And Chatham
4 bedrooms
4 bathrooms
Sleeps 10
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Beautiful Orleans Pilgrim Lake Waterfront Home
4 bedrooms
4 bathrooms
Sleeps 10
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CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE
2 bedrooms
3 bathrooms
Sleeps 8
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Enchanting Waterfront Escape on Pleasant Bay
4 bedrooms
5 bathrooms
Sleeps 7
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Save time - get the best Orleans rentals sent straight to your email!
Booking now Summer 2020!
3 bedrooms
2 bathrooms
Sleeps 8
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Your perfect Cape Cod Getaway! Fully renovated cottage minutes from the beach!
2 bedrooms
1 bathroom
Sleeps 4
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Family home, 2 mi to Nauset Beach, sleep 8+, perfect for 2 families
4 bedrooms
3 bathrooms
Sleeps 10
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Your perch to the Cape's best ocean view with private Nauset access for 8!
4 bedrooms
3 bathrooms
Sleeps 8
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Cozy studio cottage - within walking distance of the beach and dining!
1 bedroom
1 bathroom
Sleeps 3
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41 Pochet Rd 18558
2 bedrooms
1 bathroom
Sleeps 4
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Panoramic Views of the Atlantic
3 bedrooms
4 bathrooms
Sleeps 10
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Orleans Lakefront Privacy, Lake Access, Tennis and Basketball Courts; 021-O
5 bedrooms
3 bathrooms
Sleeps 10
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2 Greymoor Way 18282
4 bedrooms
4 bathrooms
Sleeps 8
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14 Iyanough Road 80840
2 bedrooms
1 bathroom
Sleeps 4
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Waterfront,88 Tonset Road ID ***********
3 bedrooms
3 bathrooms
Sleeps 6
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Nautical Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly
4 bedrooms
3 bathrooms
Sleeps 8
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17 Center Place 18374
2 bedrooms
0 bathrooms
Sleeps 4
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Family-friendly, Colonial-style home complete w/ three-seasons patio & gas grill
4 bedrooms
2 bathrooms
Sleeps 8
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Walk to Nauset Beach $6,600wk, sleeps 8-10
5 bedrooms
4 bathrooms
Sleeps 10
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Serene, Riverside, Space to Spare, Access to Large Association Dock on Tidal Riv
5 bedrooms
4 bathrooms
Sleeps 12
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29 Greymoor Way 18520
3 bedrooms
2 bathrooms
Sleeps 6
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The White Heron 18082
5 bedrooms
2 bathrooms
Sleeps 9
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156 Pochet Road 129929
3 bedrooms
2 bathrooms
Sleeps 6
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Sweeping Bay Views, Privacy, Two Kitchens: 071-O
4 bedrooms
2 bathrooms
Sleeps 8
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26 Tides End Lane 52984
4 bedrooms
3 bathrooms
Sleeps 8
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SECLUDED NEW HOME ON LITTLE PLEASANT BAY WITH PRIVATE BEACH
2 bedrooms
2 bathrooms
Sleeps 6
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Charming Summer 5 bedroom weekend home. Walk to town!
5 bedrooms
4 bathrooms
Sleeps 10
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Great cottage close to Nauset Beach, (linens included); 040-O
3 bedrooms
2 bathrooms
Sleeps 6
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Charming, Renovated 1870s Home with Private Beach
3 bedrooms
2 bathrooms
Sleeps 6
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Superbly Remodeled Captain’s Home Less than Two Miles from Nauset Beach: 100-OB
4 bedrooms
4 bathrooms
Sleeps 10
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Unit #5 39659
1 bedroom
1 bathroom
Sleeps 4
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Spacious five BR only 5 min to Nauset Beach with convenient Pochet Inlet access
5 bedrooms
4 bathrooms
Sleeps 12
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Cozy Cape cottage w/ large backyard, deck & Ping-Pong - near golf/beaches!
4 bedrooms
2 bathrooms
Sleeps 9
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September Rates Just Lowered! Private Lux 8 BR Estate with Heated Pool!
8 bedrooms
9 bathrooms
Sleeps 22
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Spacious Nauset Beach Home Sleeps 12+, 5 minute walk to beach, hot tub: 006-OR
5 bedrooms
5 bathrooms
Sleeps 14
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Near Orleans Center with water views and a heated Pool! 039-O; sleeps 24
10 bedrooms
9 bathrooms
Sleeps 24
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Beautiful Pleasant Bay Views, Large upscale: 018-O
5 bedrooms
7 bathrooms
Sleeps 10
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Main House 37244
4 bedrooms
2 bathrooms
Sleeps 8
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Walk to Skaket Beach
4 bedrooms
2 bathrooms
Sleeps 10
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244 Tonset Road 125800
3 bedrooms
2 bathrooms
Sleeps 8
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10 Cedar Land Road 40510
4 bedrooms
3 bathrooms
Sleeps 10
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Cape Cod Charm walk to Arey's Pond
4 bedrooms
2 bathrooms
Sleeps 9
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Path to Skaket Beach
5 bedrooms
3 bathrooms
Sleeps 10
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48 Nauset Road 22262
4 bedrooms
3 bathrooms
Sleeps 8
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