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Search results; Over 1,000 homes in South Orleans

Top guest favourite
Flat in South Orleans
Walk to private beach, spacious peaceful apartment
1 bedroom, 2 beds, 1 private bathroom
29 Aug – 5 Sept
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4.93 out of 5 average rating, 143 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, 50 reviews
Top guest favourite
Room in Orleans
Hillside Cape Getaway
1 king bed, 1 bathroom
3–8 Nov
4.94 out of 5 average rating, 231 reviews
Top guest favourite
Room in Orleans
Noor's Nook
1 bed, 1 bathroom
2–7 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Orleans
Antique Cottage with Path to Arey’s Pond
1 bedroom, 1 king bed, 1 bathroom
15–22 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Brewster
A walk in the park
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 73 reviews
Top guest favourite
Room in Orleans
Orleans Apartment at 12 Forest Way
1 king bed, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 129 reviews
Top guest favourite
Guest house in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Orleans
Pond-Front Home w/ Water Views!
5 bedrooms, 6 beds, 3.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Cottage in Dennis
Waterfront Cottage on White Pond(Graham Cracker)
1 bedroom, 2 queen beds, 1 bathroom
11–16 Oct
4.89 out of 5 average rating, 487 reviews
Top guest favourite
Cottage in Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 295 reviews
Home in Harwich
300ft to Red River Beach / Roof Deck / AC
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chatham
Close to Beach, Dog Friendly, Chatham Cottage
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Room in Yarmouth
Comfortable, Golf, biking, and ocean!
1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 213 reviews
Top guest favourite
Home in Brewster
SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.99 out of 5 average rating, 211 reviews
Top guest favourite
Home in Chatham
The Osprey Nest - Beach house with stunning views
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 173 reviews
Guest favourite
Place to stay in Brewster
Brewster, Cape Cod, Bayside, Private Suite
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 214 reviews
Top guest favourite
Home in Harwich
Spacious cottage beach Wychmere < 4 min Central AC
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 129 reviews
Top guest favourite
Home in Harwich
Beautiful Home Near the Ocean.
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 33 reviews