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Search results; Over 1,000 homes in Orleans

Guest favourite
Guest suite in Orleans
Charming Old Cape Cod
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
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4.89 out of 5 average rating, 234 reviews
Top guest favourite
Home in Orleans
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds, 1.5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
2 bedrooms, 2 queen beds, 1.5 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 100 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
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
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
Home in Orleans
Luxury - Orleans Getaway Perfect for Large Groups
5 bedrooms, 8 beds, 4.5 bathrooms
4–9 Oct
Top guest favourite
Home in Orleans
1850 Orleans Antique Home with Path to Arey’s Pond
3 bedrooms, 5 beds, 2 bathrooms
22–29 Aug
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Home in Harwich
Dog Friendly | Close to Beaches | Fenced In Yard
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Orleans
Conveniently located, spacious and pets considered
4 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 86 reviews
Guest favourite
Home in Orleans
Beach & Golf Hub w/ All-Season Sunroom in Cape Cod
5 bedrooms, 6 beds, 3.5 bathrooms
15–20 Sept
4.91 out of 5 average rating, 11 reviews
Home in Orleans
East Orleans Home
4 bedrooms, 6 beds, 2 bathrooms
22–29 Aug
New place to stay
Top guest favourite
Room in Orleans
Clean, Stylish, Tranquil Private Master Suite
1 queen bed, 1 bathroom
8–13 Oct
4.99 out of 5 average rating, 149 reviews
Top guest favourite
Home in Orleans
1 Acre Nauset Oasis w Pool, Game House, Fire Pit
4 bedrooms, 7 beds, 3.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Orleans
Perfectly private location w/deeded beach access!
3 bedrooms, 3 queen beds, 3.5 bathrooms
6–11 Oct
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in Orleans
Little Aloha
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Tiny home in Eastham
Breezy Bay Cottage in the Pines
1 bedroom, 2 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 9 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, 75 reviews