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Search results; Over 1,000 homes in Orleans

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Top guest favourite
Home in Orleans
Orleans, MA Luxury Getaway
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
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4.95 out of 5 average rating, 39 reviews
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Top guest favourite
Guest house in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 44 reviews
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Guest favourite
Home in Orleans
Spacious Cottage near Pleasant Bay
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.81 out of 5 average rating, 99 reviews
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Guest house in Orleans
Charming Cape Cottage~Walk to Town~Outdoor Shower
1 bedroom, 1 double bed, 1 bathroom
1–6 Oct
4.75 out of 5 average rating, 4 reviews
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Guest favourite
Home in Orleans
Walk to Lake + Fire Pit | Near Nauset + Sleeps 10
3 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.99 out of 5 average rating, 115 reviews
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Home in Orleans
Private Lakefront Retreat
3 bedrooms, 4 beds, 2 bathrooms
2–9 Jan
4.93 out of 5 average rating, 59 reviews
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Superhost
Home in Orleans
Private Path to Nauset Beach!
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Oct
4.75 out of 5 average rating, 16 reviews
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Superhost
Home in Orleans
Sweeping Water Views, Walk to Town, Outdoor Shower
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 4 reviews
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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
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Top guest favourite
Flat in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Orleans
Perfectly private location w/deeded beach access!
3 bedrooms, 3 queen beds, 3.5 bathrooms
6–11 Oct
4.89 out of 5 average rating, 19 reviews
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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
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Guest favourite
Home in Orleans
Pond-Front Home w/ Water Views!
5 bedrooms, 6 beds, 3.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Eastham
Renovated with WATER VIEWS of Orleans Town Cove
3 bedrooms, 4 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 59 reviews
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Guest favourite
Cottage in Orleans
Nauset Heights Cottage- 5 minute walk to beach!
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 82 reviews
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Guest favourite
Home in Orleans
4 Min from Nauset Beach w/ Grill + Outdoor Shower
4 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.86 out of 5 average rating, 7 reviews
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Guest favourite
Home in Orleans
Beach & Golf Hub w/ All-Season Sunroom in Cape Cod
5 bedrooms, 6 beds, 3.5 bathrooms
18–23 Oct
4.92 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Orleans
Luxury September Retreat w Pool -Near Nauset Beach
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Orleans
1850 Orleans Antique Home with Path to Arey’s Pond
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.96 out of 5 average rating, 52 reviews