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Search results; Over 1,000 homes in Orleans

Top guest favourite
Cottage in Orleans
Nauset Heights Cottage- 5 minute walk to beach!
3 bedrooms, 4 beds, 1 private bath
Sep 17–22
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4.98 out of 5 average rating, 81 reviews
Top guest favourite
Cottage in Orleans
Cozy Condo/Cottage on Cove, Walk to Town
2 bedrooms, 2 queen beds, 1.5 baths
Aug 30–Sep 4
4.97 out of 5 average rating, 99 reviews
Top guest favourite
Guesthouse in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed, 1 bath
Sep 22–27
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 baths
Aug 22–29
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Home in Orleans
Peaceful Nauset Beach Sanctuary
3 bedrooms, 3 beds, 1.5 baths
Aug 22–29
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Orleans
The Perch-2BR Retreat In The Heart of East Orleans
2 bedrooms, 3 beds, 1 bath
Sep 5–10
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Orleans
The Cape Escape
4 bedrooms, 6 beds, 2.5 baths
Aug 22–27
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Orleans
Perfectly private location w/deeded beach access!
3 bedrooms, 3 queen beds, 3.5 baths
Oct 6–11
4.88 out of 5 average rating, 16 reviews
Guest favourite
Home in Orleans
Private Lakefront Retreat
3 bedrooms, 4 beds, 2 baths
Jan 2–9
4.93 out of 5 average rating, 58 reviews
Top guest favourite
Home in Orleans
Antique Cottage with Path to Arey’s Pond
1 bedroom, 1 king bed, 1 bath
Aug 15–22
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Orleans
Spacious, close to beaches & Orleans village
5 bedrooms, 6 beds, 3.5 baths
Aug 23–28
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Orleans
Conveniently located, spacious and pets considered
4 bedrooms, 7 beds, 2.5 baths
Sep 13–18
4.95 out of 5 average rating, 84 reviews
Home in Orleans
Skaket Dream 2/10 mile to Beach!
3 bedrooms, 5 beds, 1 bath
Aug 15–22
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Orleans
Hillside Cape Getaway
1 king bed, 1 bath
Nov 3–8
4.94 out of 5 average rating, 231 reviews
Apartment in Orleans
Little Aloha
1 bedroom, 1 queen bed, 1 bath
Aug 22–27
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Orleans
Cape Escape Studio - Unit B
1 bedroom, 1 bed, 1 bath
Aug 30–Sep 4
4.9 out of 5 average rating, 30 reviews
Guest favourite
Apartment in Orleans
Nauset Nook
1 bedroom, 1 queen bed, 1 bath
Sep 27–Oct 2
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Orleans
Steps to Rock Harbor | AC, Deck, Outdoor Shower
2 bedrooms, 3 beds, 1 bath
Sep 5–10
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds, 2 baths
Oct 24–29
5.0 out of 5 average rating, 12 reviews