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Search results; Over 1,000 homes in Orleans

Guest favourite
Cottage in Orleans
East Orleans Family Estate with Water Views
3 bedrooms, 4 beds, 2 private bathrooms
13–18 Sept
,
4.92 out of 5 average rating, 12 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
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
4.97 out of 5 average rating, 97 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
30 Aug – 4 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
Guest favourite
Home in Eastham
Charming Getaway with Hot Tub, Dog Friendly!
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
18–23 Oct
Superhost
Home in Orleans
Game Room, Central AC, Dog Friendly!
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Eastham
Lovely House 5 Min to Beach - Deck, Grill, Garage
5.0 out of 5 average rating, 35 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
Guest favourite
Flat in Brewster
Sophisticated, Private Cape Cod living
4.96 out of 5 average rating, 184 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Home in Eastham
Charming Waterfront Escape Along the Cove
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
Guest favourite
Home in Eastham
Waterfront with Private Dock!
5.0 out of 5 average rating, 27 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
3–8 Oct
Top guest favourite
Flat in Brewster
A walk in the park
4.98 out of 5 average rating, 65 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Sept
Guest favourite
Home in Orleans
The Cape Escape
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
17–22 Aug
Top guest favourite
Guest suite in Harwich
Romantic getaway suite
4.99 out of 5 average rating, 656 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Home in Orleans
Over Joy: close to Nauset Beach, A/C, EV charger
5.0 out of 5 average rating, 17 reviews, 4 bedrooms, 6 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
Guest house in Orleans
Crystal lake getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Room in Orleans
Orleans Apartment at 12 Forest Way
4.9 out of 5 average rating, 123 reviews, 2 king beds, 1 bathroom
24–29 Aug
Top guest favourite
Home in Orleans
Antique Cottage with Path to Arey’s Pond
4.96 out of 5 average rating, 27 reviews, 1 bedroom, 1 bed, 1 bathroom
25 Jul – 1 Aug
Top guest favourite
Cottage in East Orleans
Distiller’s Cottage Nauset Beach East Orleans, MA
4.97 out of 5 average rating, 143 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept