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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, 104 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, 104 reviews
Top guest favourite
Home in Orleans
Luxury September Retreat w Pool -Near Nauset Beach
4 bedrooms, 7 beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 7 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
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
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 36 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
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
1850 Orleans Antique Home with Path to Arey’s Pond
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 51 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
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
Flat in Orleans
Nauset Nook
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Orleans
Central AC Close to Nauset Beach!
4 bedrooms, 8 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 24 reviews
Guest favourite
Flat in Orleans
Cape Escape Studio - Unit B
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Home in Orleans
The Cape Escape
4 bedrooms, 6 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 9 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 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, 153 reviews
Guest favourite
Home in Eastham
Waterfront with Private Dock!
4 bedrooms, 5 beds, 4.5 bathrooms
2–7 Oct
5.0 out of 5 average rating, 29 reviews