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Search results; Over 1,000 homes in Orleans

Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
2 bedrooms, 2 beds, 1.5 private bathrooms
30 Aug – 4 Sept
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4.97 out of 5 average rating, 99 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 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
Guest house in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 42 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
Home in Orleans
1 Acre Nauset Oasis w Pool, Game House, Fire Pit
4 bedrooms, 7 beds, 3.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Orleans
Spacious, close to beaches & Orleans village
5 bedrooms, 6 beds, 3.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Orleans
The Cape Escape
4 bedrooms, 6 beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 8 reviews
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, 84 reviews
Home in Orleans
Skaket Dream 2/10 mile to Beach!
3 bedrooms, 5 beds, 1 bathroom
15–22 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Orleans
4 Min from Nauset Beach w/ Grill + Outdoor Shower
4 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Orleans
Orleans 5BR · Saltwater Pool · Walk to Inlet
5 bedrooms, 7 beds, 2.5 bathrooms
9–16 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 12 reviews
Home in Orleans
Relaxing Cape Cod Hideaway with Modern Comforts
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Flat in Orleans
Little Aloha
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 4 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, 73 reviews
Home in Orleans
Luxury - Orleans Getaway Perfect for Large Groups
5 bedrooms, 8 beds, 4.5 bathrooms
14–21 Aug
Guest favourite
Home in Orleans
Nauset Beach Retreat! Pool w/Spa & Gas Fire Pit
4 bedrooms, 7 beds, 3 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 8 reviews