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Search results; Over 1,000 homes in Orleans

Guest favourite
Cottage in Orleans
Nauset Heights Cottage- 5 minute walk to beach!
3 bedrooms, 4 beds, 1 private bathroom
18–23 Sept
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4.98 out of 5 average rating, 81 reviews
Guest house in Orleans
Charming Cape Cottage~Walk to Town~Outdoor Shower
1 bedroom, 1 double bed, 1 bathroom
22–27 Sept
New place to stay
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
2 bedrooms, 2 queen beds, 1.5 bathrooms
26–31 Aug
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Guest house in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Orleans
1 Acre Nauset Oasis w Pool, Game House, Fire Pit
4 bedrooms, 7 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Orleans
Nauset Nook
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Orleans
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Brewster
A walk in the park
1 bedroom, 1 bed, 1 bathroom
4–9 Nov
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Home in Orleans
Private Lakefront Retreat
3 bedrooms, 4 beds, 2 bathrooms
2–9 Jan
4.93 out of 5 average rating, 59 reviews
Top guest favourite
Home in Orleans
4 Season Cottage, Nauset Beach, tennis court
2 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Orleans
Steps to Rock Harbor | AC, Deck, Outdoor Shower
2 bedrooms, 3 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Orleans
1850 Orleans Antique Home with Path to Arey’s Pond
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Cottage in East Orleans
Distiller’s Cottage Nauset Beach East Orleans, MA
1 bedroom, 2 beds, 1 bathroom
23–28 Sept
4.97 out of 5 average rating, 152 reviews
Top guest favourite
Home in Brewster
Newly remodeled cottage with path to beach
1 bedroom, 1 king bed, 1 bathroom
16–21 Oct
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Eastham
Renovated with WATER VIEWS of Orleans Town Cove
3 bedrooms, 4 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Orleans
Waterfront on Crystal Lake!
3 bedrooms, 5 beds, 2 bathrooms
15–20 May
4.93 out of 5 average rating, 41 reviews
Guest favourite
Cottage in Orleans
East Orleans Family Estate with Water Views
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Orleans
Hobbit Cottage with Marsh View
2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.99 out of 5 average rating, 103 reviews