Orleans Vacation Rentals

Compare 18 vacation rentals.
USA > Massachusetts > Orleans

Make Orleans your next getaway

Discover the small-town charm, beautiful beaches, and convenient location of lovely Orleans on Cape Cod. Our collection of Orleans vacation rentals provide the perfect home base to explore the entire Cape Cod National Seashore! 

Explore Orleans house rentals, duplexes, cottages, and more

housing_type_house.jpg

House rentals

View 15 House rentals
housing_type_duplex.jpg

Duplexes

View 2 Duplexes
housing_type_cottage.jpg

Cottages

View 1 Cottages

Popular amenities for Orleans vacation rentals

Popular
Dog-friendly Hot tub Internet
Saltwater Haven
3 Bedroom | 2 Bath | Sleeps 9

Saltwater Haven - Orleans, MA

$457 avg / night
(excludes fees and taxes)
4.6 (10)
Gray Gables
4 Bedroom | 2.5 Bath | Sleeps 6

Gray Gables - Orleans, MA

$241 avg / night
(excludes fees and taxes)
4.43 (7)
Nauset Beach Buddy
2 Bedroom | 1 Bath | Sleeps 4

Nauset Beach Buddy - Orleans, MA

$202 avg / night
(excludes fees and taxes)
4.44 (48)
Pochet Escape
4 Bedroom | 5 Bath | Sleeps 8

Pochet Escape - Orleans, MA

$432 avg / night
(excludes fees and taxes)
Namskaket Retreat
3 Bedroom | 2 Bath | Sleeps 6

Namskaket Retreat - Orleans, MA

$329 avg / night
(excludes fees and taxes)
4.58 (19)

View 13 more homes

Browse more vacation rental amenities in Orleans

Pool | Electric vehicle charger | Lake view | Lakefront | Ocean view | Riverfront | Sound view | Soundfront | Water view | Waterfront

Recent Orleans guest reviews

We had a wonderful time at Barley Breeze! The location of the house was perfect. Very close to the beach, beautiful house and newly renovated kitchen. Memories we will cherish forever!
Sabina T. | Jul 2025
We loved our stay at Paradise on Cape Cod. We read books. We sat in the sun. We organized a game of football with the boys in the spacious backyard. We had a wonderful Cape Cod weekend (as always).
Matthew O. | Jul 2025
The house has a lot of amenities, spacious lawn, and is close to Skaket beach. The outside front could be cleaned up a bit, but that is a minor issue for a great house in a great neighborhood and within walking distance of a wonderful beach. We loved our stay!
LoreenT A. | Jun 2025
Orleans vacation rental FAQ

Yes. 188 of our Orleans vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Orleans vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Orleans team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Orleans, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Photo credit: Lynne Albright via Shutterstock

Nearby destinations

New England   |   Cape Cod   |   Eastham   |   East Orleans   |   North Eastham   |   Brewster   |   North Chatham   |   South Wellfleet   |   Chatham   |   South Chatham   |   Harwich   |   East Dennis   |   Harwich Port   |   Wellfleet   |   South Dennis   |   West Harwich   |   Dennis   |   Dennis Port   |   West Dennis   |   South Yarmouth   |   Yarmouth Port   |   Yarmouth   |   Truro   |   West Yarmouth   |   Barnstable   |   Hyannis   |   North Truro   |   West Hyannisport   |   West Barnstable   |   Provincetown   |   Centerville   |   Osterville   |   Marstons Mills   |   East Sandwich   |   Cotuit   |   Sandwich   |   Mashpee   |   Sagamore Beach   |   Forestdale   |   Sagamore   |   Massachusetts
Show more