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Search results; Over 1,000 homes in Orleans

Top guest favourite
Home in Orleans
Walk to Lake + Fire Pit | Near Nauset + Sleeps 10
3 bedrooms, 6 beds, 2 private bathrooms
20–25 Sept
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4.99 out of 5 average rating, 104 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
Superhost
Cabin in Orleans
1 mi. to Skaket Beach + Game Room + Playground
New place to stay, 3 bedrooms, 6 beds, 3 bathrooms
25–30 Aug
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
4.97 out of 5 average rating, 96 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Dec
Top guest favourite
Flat in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 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
24–29 Aug
Home in Orleans
Coveside
4 bedrooms, 6 beds, 2 bathrooms
4–11 Jul
Superhost
Home in Orleans
Game Room, Central AC, Dog Friendly!
New place to stay, 4 bedrooms, 7 beds, 3 bathrooms
21–26 Sept
Guest favourite
Home in Orleans
Central AC Close to Nauset Beach!
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 8 beds, 2 bathrooms
11–16 Jul
Superhost
Home in Harwich
Dog Friendly | Close to Beaches | Fenced In Yard
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
2–7 Sept
Superhost
Home in Orleans
4-5 Min to Mill Pond or Nauset Beach!
4.88 out of 5 average rating, 25 reviews, 4 bedrooms, 7 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Cabin in Brewster
Cozy Cape Cabin
4.99 out of 5 average rating, 90 reviews, 1 bedroom, 4 beds, 1 bathroom
30 Sept – 5 Oct
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
4.96 out of 5 average rating, 140 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept
Top guest favourite
Flat in Brewster
A walk in the park
4.98 out of 5 average rating, 63 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Sept
Top guest favourite
Home in Orleans
Over Joy: close to Nauset Beach, A/C, EV charger
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 6 beds, 2 bathrooms
22–27 Aug
Guest house in Orleans
Crystal lake getaway
2 bedrooms, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Flat in Brewster
Sophisticated, Private Cape Cod living
4.96 out of 5 average rating, 182 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Flat in Orleans
Cape Escape Studio - Unit B
4.92 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug