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Search results; Over 1,000 homes in Orleans

Top guest favourite
Flat in Orleans
Nauset Nook
1 bedroom, 1 bed, 1 private bathroom
28 Sept – 3 Oct
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4.97 out of 5 average rating, 34 reviews
Guest house in Orleans
Charming Cape Cottage~Walk to Town~Outdoor Shower
1 bedroom, 1 double bed, 1 bathroom
22–27 Sept
4.67 out of 5 average rating, 3 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, 43 reviews
Top guest favourite
Villa in Orleans
Charming Private Villa with Private Pool
6 bedrooms, 14 beds, 5 bathrooms
16–21 Sept
4.95 out of 5 average rating, 58 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, 41 reviews
Top guest favourite
Home in Orleans
Luxury September Retreat w Pool -Near Nauset Beach
4 bedrooms, 7 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Orleans
Cape Escape Studio - Unit B
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.86 out of 5 average rating, 35 reviews
Guest favourite
Cottage in Orleans
East Orleans Family Estate with Water Views
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Orleans
Walk to Lake + Fire Pit | Near Nauset + Sleeps 10
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 112 reviews
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, 104 reviews
Top guest favourite
Home in Orleans
1850 Orleans Antique Home with Path to Arey’s Pond
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Guest house in Brewster
Brand new, on a secret pond
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.94 out of 5 average rating, 168 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, 83 reviews
Top guest favourite
Home in Orleans
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Room in Orleans
Orleans Apartment at 12 Forest Way
2 king beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 135 reviews
Top guest favourite
Cabin in Brewster
Cozy Cape Cabin
1 bedroom, 4 beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 98 reviews
Top guest favourite
Home in Eastham
Renovated with WATER VIEWS of Orleans Town Cove
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Guest suite in Brewster
1750 House
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.88 out of 5 average rating, 126 reviews
Top guest favourite
Home in Orleans
4 Season Cottage, Nauset Beach, tennis court
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 81 reviews