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Search results; Over 1,000 homes in Orleans

Top guest favourite
Home in Orleans
4 Season Cottage, Nauset Beach, tennis court
2 bedrooms, 3 beds, 1.5 private bathrooms
28 Sept – 3 Oct
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5.0 out of 5 average rating, 81 reviews
Top guest favourite
Guest house in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
2 bedrooms, 2 queen beds, 1.5 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 99 reviews
Top guest favourite
Home in Orleans
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds, 1.5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Orleans
1850 Orleans Antique Home with Path to Arey’s Pond
3 bedrooms, 5 beds, 2 bathrooms
22–29 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Bed and breakfast in Brewster
The Nook at Halcyon Farm
1 bedroom, 1 king bed, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 203 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Orleans
Waterfront on Crystal Lake!
3 bedrooms, 5 beds, 2 bathrooms
25–30 Sept
4.93 out of 5 average rating, 41 reviews
Guest favourite
Flat in Brewster
Sophisticated, Private Cape Cod living
1 bedroom, 2 beds, 1 bathroom
3–8 Oct
4.95 out of 5 average rating, 186 reviews
Superhost
Home in Orleans
Waterfront Oasis with Game Space, Newly Renovated!
4 bedrooms, 4 queen beds, 2 bathrooms
3–8 Oct
Top guest favourite
Flat in Brewster
A walk in the park
1 bedroom, 1 bed, 1 bathroom
17–22 Oct
4.99 out of 5 average rating, 73 reviews
Guest favourite
Home in Orleans
Perfectly private location w/deeded beach access!
3 bedrooms, 3 queen beds, 3.5 bathrooms
6–11 Oct
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Room in Orleans
Noor's Nook
1 bed, 1 bathroom
2–7 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Guest suite in Harwich
Romantic getaway suite
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 659 reviews
Top guest favourite
Home in Orleans
Steps to Rock Harbor | AC, Deck, Outdoor Shower
2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 44 reviews
Room in Orleans
Welcome to a beautiful place to relax
1 king bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Orleans
Conveniently located, spacious and pets considered
4 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 84 reviews
Flat in Orleans
Little Aloha
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 4 reviews