Orleans Vacation Rentals

Compare 22 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, cottages, duplexes, and more

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House rentals

View 16 House rentals
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Cottages

View 2 Cottages
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Duplexes

View 2 Duplexes

Popular amenities for Orleans vacation rentals

Popular
Dog-friendly Hot tub Internet
Take Me To The River
5 Bedroom | 4.5 Bath | Sleeps 11

Take Me To The River - Orleans, MA

$1,903 avg / night
Spinnaker Trail
4 Bedroom | 3.5 Bath | Sleeps 8

Spinnaker Trail - Orleans, MA

$441 avg / night
4.86 (14)
Saltwater Haven
3 Bedroom | 2 Bath | Sleeps 9

Saltwater Haven - Orleans, MA

$439 avg / night
4.75 (8)
Pleasant Bay Retreat
3 Bedroom | 2.5 Bath | Sleeps 9

Pleasant Bay Retreat - Orleans, MA

$428 avg / night
4.5 (34)
Paradise On Cape Cod
4 Bedroom | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$375 avg / night
4.63 (19)

View 17 more homes

Recent Orleans guest reviews

Beautiful Cape home with a combination of old charm and modern amenities. Very well appointed with numerous amenities to make one's stay enjoyable. Located right off of Pleasant Bay and within driving distance to many other beautiful Cape towns and sites.
Michael C. | Jan 2025
Great home, very comfortable and well stocked with what we needed to enjoy our Holiday!
Jeanne L. | Jan 2025
Amazing kitchen. Great bedroom to watch the stars from bed. Cozy deck to take breakfast outside. Although a little old we fall in love with this house. We felt like home.
Walter B. | Oct 2024
Orleans vacation rental FAQ

Yes, 53 of our Orleans homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 195 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Orleans, log in to Trip Manager to see 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