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Search results; Over 1,000 homes in Orleans

Top guest favourite
Home in Orleans
Steps to Rock Harbor | AC, Deck, Outdoor Shower
2 bedrooms, 3 beds, 1 private bathroom
3–8 Oct
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5.0 out of 5 average rating, 45 reviews
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Dec
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Home in Orleans
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds, 1.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 33 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
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, 50 reviews
Guest favourite
Flat in Orleans
Cape Escape Studio - Unit B
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Orleans
Nauset Nook
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Eastham
Renovated with WATER VIEWS of Orleans Town Cove
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Orleans
1 Acre Nauset Oasis w Pool, Game House, Fire Pit
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Home in Orleans
Luxury - Orleans Getaway Perfect for Large Groups
5 bedrooms, 8 beds, 4.5 bathrooms
4–9 Oct
Guest favourite
Cottage in Orleans
Joy Cottage: a/c, EV charger, outdoor shower
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 25 reviews
Home in Harwich
Harwich House· Sleeps 8 · Fire Pit ·6 min to Beach
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Orleans
Antique Cottage with Path to Arey’s Pond
1 bedroom, 1 king bed, 1 bathroom
19–24 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Eastham
Cottage at Turtle Crossing
2 bedrooms, 4 beds, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 79 reviews
Guest favourite
Home in Orleans
Spacious, close to beaches & Orleans village
5 bedrooms, 6 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Room in Orleans
Noor's Nook
1 bed, 1 bathroom
2–7 Sept
4.97 out of 5 average rating, 32 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 Chatham
Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 295 reviews