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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
1 bedroom, 1 bed
25–30 Oct
5.0 out of 5 average rating, 42 reviews
Home in Orleans
4 Min from Nauset Beach w/ Grill + Outdoor Shower
4 bedrooms, 7 beds
25–30 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 98 reviews
Top guest favourite
Home in Orleans
1850 Orleans Antique Home with Path to Arey’s Pond
3 bedrooms, 5 beds
29 Aug – 5 Sept
4.96 out of 5 average rating, 47 reviews
Home in Orleans
Cape Cod retreat near Nauset Beach with pool oasis
4 bedrooms, 7 beds
10–15 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Orleans
The Cape Escape
4 bedrooms, 6 beds
22–27 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Orleans
Game Room, Central AC, Dog Friendly!
4 bedrooms, 7 beds
27 Sept – 2 Oct
Room in Orleans
Welcome to a beautiful place to relax
1 king bed
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Rooms in Orleans
Crystal lake getaway
2 bedrooms, 1 queen bed
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Orleans
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds
22–29 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Orleans
Orleans 5BR · Saltwater Pool · Walk to Inlet
5 bedrooms, 7 beds
9–16 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Villa in Orleans
Charming Private Villa with Private Pool
6 bedrooms, 14 beds
13–18 Sept
4.94 out of 5 average rating, 52 reviews
Superhost
Home in Orleans
Waterfront Oasis with Game Space, Newly Renovated!
4 bedrooms, 4 queen beds
3–8 Oct
Top guest favourite
Home in Orleans
4 Season Cottage, Nauset Beach, tennis court
2 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 81 reviews
Flat in Orleans
Little Aloha
1 bedroom, 1 queen bed
16–21 Aug
New place to stay
Superhost
Home in Dennis
East Dennis Gem: 5BRs | Near Bayside Beaches
5 bedrooms, 6 beds
6–11 Sept
New place to stay
Top guest favourite
Home in Orleans
Walk to Lake + Fire Pit | Near Nauset + Sleeps 10
3 bedrooms, 6 beds
20–25 Sept
4.99 out of 5 average rating, 106 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 10 reviews