House vacation rentals in Orleans
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Top-rated house rentals in Orleans
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Orleans house rentals
House rentals with a pool
Home in Orleans
4.88 out of 5 average rating, 17 reviews5-bedroom Cape with a pool and yard games.
Sep. 9 – 16
Home in Dennis
4.89 out of 5 average rating, 27 reviewsWalk to the beach or sit poolside! Updated studio!
May 27 – Jun. 3
Home in Chatham
4.96 out of 5 average rating, 23 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
Jan. 8 – 15
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
Sep. 27 – Oct. 4
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
Dec. 16 – 23
Home in North Truro
4.93 out of 5 average rating, 97 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
Jan. 22 – 29
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Jun. 2 – 9
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
Jan. 26 – Feb. 2
Weekly house rentals
Home in Brewster
4.98 out of 5 average rating, 168 reviewsSeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
Sep. 30 – Oct. 7
Home in Brewster
4.93 out of 5 average rating, 105 reviewsShop, Swim, Hike, Bike in Historic Brewster
Apr. 6 – 13
Home in Chatham
4.96 out of 5 average rating, 101 reviewsThe Osprey Nest - Beach house with stunning views
Jan. 1 – 8
Home in Chatham
4.96 out of 5 average rating, 105 reviewsAmazing Family Friendly in-town - Chatham 5bedroom
Apr. 16 – 23
Home in Dennis
4.87 out of 5 average rating, 462 reviewsBeachfront Cottage on White Pond (Marshmallow)
Jan. 1 – 8
Home in Chatham
4.89 out of 5 average rating, 114 reviewsCute cottage walking distance to Ridgevale Beach
Oct. 5 – 12
Home in Eastham
4.99 out of 5 average rating, 134 reviewsBayside Bliss
May 16 – 23
Home in Yarmouth Port
4.99 out of 5 average rating, 103 reviewsHistoric Cape Retreat near Bike & Botanical Trail
Nov. 15 – 22
Private house rentals
Home in Harwich Port
4.97 out of 5 average rating, 87 reviewsPebbles-romantic cottage for two!
Home in Orleans
4.94 out of 5 average rating, 62 reviewsAwesome Orleans 2BR waterfront cottage
Nov. 3 – 10
Home in Orleans
5.0 out of 5 average rating, 47 reviewsCape Cod Charmer
Sep. 21 – 28
Home in Orleans
4.9 out of 5 average rating, 10 reviewsAntique Cottage with Path to Arey’s Pond
Apr. 17 – 24
Home in Eastham
4.89 out of 5 average rating, 28 reviewsKing bed/Dog-Friendly Surf Shack Hideaway
Dec. 5 – 12
Home in Eastham
5.0 out of 5 average rating, 17 reviewsPriv. Hot Tub-King Bed-Fireplace-Season pond view
Oct. 22 – 29
Home in Eastham
5.0 out of 5 average rating, 23 reviewsCottage at Turtle Crossing
Sep. 19 – 26
Home in Orleans
4.94 out of 5 average rating, 18 reviewsEast Orleans Aerie Between 2 Ocean Beaches!
May 8 – 15
Quick stats about house rentals in Orleans
Total rentals
300 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
280 properties are a good fit for families
Total number of reviews
5.2K reviews
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