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Search results; Over 1,000 homes in Orleans

Top guest favourite
Cottage in Orleans
Hobbit Cottage with Marsh View
2 bedrooms, 2 beds, 1 shared bathroom
26 Sept – 1 Oct
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4.99 out of 5 average rating, 99 reviews
Top guest favourite
Guest house in Orleans
Rock Harbor Hideaway
5.0 out of 5 average rating, 42 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Top guest favourite
Room in Orleans
Hillside Cape Getaway
4.93 out of 5 average rating, 224 reviews, 1 king bed, 1 bathroom
17–22 Oct
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
4.97 out of 5 average rating, 98 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Rooms in Orleans
Crystal lake getaway
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 1 queen bed, 1 bathroom
23–28 Aug
Top guest favourite
Tiny home in Eastham
Breezy Bay Cottage in the Pines
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Home in Orleans
4 Min from Nauset Beach w/ Grill + Outdoor Shower
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
Top guest favourite
Room in Orleans
Noor's Nook
4.96 out of 5 average rating, 28 reviews, 1 bed, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Home in Orleans
4 Season Cottage, Nauset Beach, tennis court
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
Guest favourite
Room in Eastham
Charming 1840s Sea Captain's Bedroom & Bath
4.96 out of 5 average rating, 604 reviews, 1 queen bed, 1 bathroom
19–24 Aug
Top guest favourite
Guest suite in Orleans
Spacious Guest Suite Close to Town
4.94 out of 5 average rating, 108 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Sept
Superhost
Home in Orleans
Game Room, Central AC, Dog Friendly!
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
Superhost
Flat in Orleans
East Orleans Summer Breeze View- Unit 4
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 1 bed, 1 bathroom
31 Aug – 7 Sept
Top guest favourite
Cabin in Brewster
Cozy Cape Cabin
4.98 out of 5 average rating, 92 reviews, 1 bedroom, 4 beds, 1 bathroom
30 Sept – 5 Oct
Top guest favourite
Place to stay in Brewster
Brewster, Cape Cod, Bayside, Private Suite
4.98 out of 5 average rating, 212 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Room in Eastham
Knowles Farm B&B, Photo Room
4.92 out of 5 average rating, 128 reviews, 1 queen bed, 1.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Orleans
Waterfront on Crystal Lake!
4.93 out of 5 average rating, 41 reviews, 3 bedrooms, 5 beds, 2 bathrooms
25–30 Sept
Top guest favourite
Flat in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Eastham
Cape Escape!
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
8–15 Aug