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Orleans
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Cottages and Vacation Rentals in Orleans, MA
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Distance from
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15552: Beachy East Orleans Cottage, 2 Miles to Nauset Beach, Half Mile to Orlean
1 review
Cabin
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Cabin Vacation Rental
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Charming Post & Beam Near State Park and Pond
49 reviews
Rental Home
1 bedroom
2 bathrooms
Sleeps 3
Match:
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Stunning Property with Private Heated Pool, Walk to Ocean Beaches, Sleeps 12
52 reviews
Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match:
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East Orleans - walk to Nauset Beach
56 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
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Highly Rated Cottage in Orleans, Cape Cod
64 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Waterfront. Private beach. Pool. Estate has it all!!
33 reviews
Rental Home
9 bedrooms
7 bathrooms
Sleeps 19
Match:
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Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
49 reviews
Rental Home
7 bedrooms
4 bathrooms
Sleeps 21
Match:
Sleeps
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Executive Waterfront Luxury Home 6000 Sqft; Heated Pool;
30 reviews
Rental Home
6 bedrooms
7 bathrooms
Sleeps 16
Match:
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Pristine Cottage in Orleans: AC, outdoor shower+ firepit, walk to Bakers Pond
30 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match:
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Walk to Crystal Lake; private Pickleball/Tennis Court; Basketball Hoop
32 reviews
Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match:
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15504: 1 minute drive to Rock Harbor and 2 minutes to Orleans Town Center!
34 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match:
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Quaint Cape Near Beaches And Centrally Located
33 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Booking now Summer 2022!
36 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
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5 BR/4 bath w/heated pool .2 miles to Nauset Beach
35 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match:
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Your perfect Cape Cod Getaway! Fully renovated cottage minutes from the beach!
37 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Luxury 8 Bedroom Home w/ Pool - 4 minutes to the beach!
23 reviews
Rental Home
8 bedrooms
9 bathrooms
Sleeps 20
Match:
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Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream
8 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
32 reviews
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Summer Breeze Cottage only 2 Miles to Nauset Beach; 5 Bedroom w/ EV Charging
21 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match:
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Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
26 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match:
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15515: Private beach just 10 feet from Crystal Lake! Brand new renovation!
23 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Central air, 2 miles to Nauset Beach, HUGE yard in quiet neighborhood
23 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match:
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CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE
39 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Spacious 5 bedroom home with Heated pool - Perfect for multiple families
24 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match:
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Well-appointed Cottage Getaway!
26 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Walk to Skaket Beach
33 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match:
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Rock Harbor Retreat - ***Accepting RESERVATIONS for SUMMER 2023***
21 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Charming Family-Friendly Home On Beach Rd. Close To Nauset Beach & Village Ctr.
28 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Your perch to the Cape's best ocean view with private Nauset access for 8!
23 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Newly Renovated, 3BR Steps To Pleasant Bay, Close To Nauset Beach
18 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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15526: Luxury Secluded Waterfront w/ Private 9-Seat Movie Theater & 1500 sq ft
18 reviews
Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps
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Salty Dog Cottage In East Orleans With Access To Town Cove
41 reviews
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Family Vacation Dream! Firepit, Outdoor Kitchen & Central AC
16 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match:
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6 1/2 Min Walk to Nauset Beach, Saltwater Heated Pool & Hot Tub
16 reviews
Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
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Updated Cottage with Heated Pool, Close To Nauset Beach; 040-O
18 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
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15519: Private beach access, Screened in dining, Wrap around porch! Dogs
15 reviews
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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15502: Completely Renovated, Walk to Water & Preservation Land!
20 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Nautical Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly
23 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Quaint & Immaculate on Town Cove in East Orleans
15 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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SPACIOUS 5 BR SOUTH ORLEANS HOME NEAR BEACHES, GOLF & MORE IN BEAUTIFUL CAPE COD
15 reviews
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Delightfully Located Home Near Scenic Pah Wah Pond
14 reviews
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Under large renovation with added bath for 2023
20 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Central AC, Spacious, 5-level, beautiful home, near lakes and beach
20 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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15527: Deeded Beach Access, Walk to Water, Large Deck, Private Location!
15 reviews
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Charming Cottage w/ Deck - Walk to Skaket Beach!
23 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
16 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Enchanting Waterfront Summer Escape on Pleasant Bay
24 reviews
Rental Home
4 bedrooms
5 bathrooms
Sleeps 7
Match:
Sleeps
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Orleans Oasis on Pleasant Bay, estate with 2 homes & heated pool; 137-O
11 reviews
Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match:
Sleeps
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Comfy Cape Cod studio, five minute walk to beach - great weekend getaway!
41 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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15505: Walk to Nauset Beach! Private yard & large private patio!
17 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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