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Search results; Over 1,000 places in South Orleans

Home in Orleans
Wequasset House - Quiet, spacious beach base
4 beds
Apr 15 – 20
4.71 out of 5 average rating, 34 reviews
Guest favorite
Home in Orleans
Spacious Cottage near Pleasant Bay with sauna
6 beds
Apr 12 – 17
4.83 out of 5 average rating, 80 reviews
Apartment in Orleans
Modern Cape Apartment in Orleans, Private Entrance
2 beds
Apr 7 – 12
4.59 out of 5 average rating, 128 reviews
Home in Dennis
Graceland by the Sea
May 1 – 6
New place to stay
Guest favorite
Cottage in South Dennis
Gorgeous Getaway on the Cape Cod Bikepath **New!**
5 beds
Apr 1 – 6
4.94 out of 5 average rating, 18 reviews
Guest favorite
Home in Orleans
SPACIOUS 5 BR SOUTH ORLEANS HOME NEAR BEACHES
6 beds
Apr 1 – 6
4.96 out of 5 average rating, 23 reviews
Home in Brewster
Comfortable Brewster Retreat
4 beds
May 1 – 6
New place to stay
Guest favorite
Cottage in Eastham
Bay Cottages A - Walk to Beach
3 beds
May 9 – 14
4.95 out of 5 average rating, 57 reviews
Guest favorite
Condo in Brewster
Premium experience at Cape Cod's Ocean Edge
3 beds
May 1 – 6
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Orleans
Antique Cottage with Path to Arey’s Pond
1 king bed
Apr 1 – 6
4.9 out of 5 average rating, 10 reviews
Guest favorite
Home in Orleans
Gorgeous Renovation Walk to Water!
4 beds
May 1 – 6
4.96 out of 5 average rating, 25 reviews
Guest favorite
Cottage in Orleans
Family Friendly Cape Cottage w/Deck+Outdoor Shower
4 beds
Jun 28 – Jul 5
4.97 out of 5 average rating, 34 reviews
Home in Orleans
Private Beach - 3 bedroom
4 beds
Apr 5 – 10
New place to stay
Guest favorite
Guest suite in Orleans
Private Beach, Cozy Cape Cottage
3 beds
Apr 19 – 24
4.99 out of 5 average rating, 198 reviews
Guest favorite
Apartment in Brewster
Sophisticated, Private Cape Cod living
2 beds
May 24 – 29
4.95 out of 5 average rating, 144 reviews
Guest favorite
Apartment in South Orleans
Walk to private beach, spacious peaceful apartment
2 beds
Apr 1 – 6
4.92 out of 5 average rating, 123 reviews
Superhost
Home in Orleans
1850 Orleans Antique Home with Path to Arey’s Pond
5 beds
Apr 1 – 6
4.92 out of 5 average rating, 13 reviews
Home in Dennis
Playa Luna Cottage- Ocean View, Steps from Beach!
4 beds
May 18 – 23