Orleans Vacation Rentals

Compare 17 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


House rentals

View 11 House rentals


View 2 Cottages


View 2 Duplexes

Orleans vacation rentals for every getaway

Dog-friendly Hot tub Internet
Namskaket Retreat
3 Bed | 2 Bath | Sleeps 6

Namskaket Retreat - Orleans, MA

$384 avg / night
Paradise On Cape Cod
4 Bed | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$469 avg / night
Pleasant Bay Retreat
3 Bed | 2.5 Bath | Sleeps 9

Pleasant Bay Retreat - Orleans, MA

$515 avg / night
Spinnaker Trail
4 Bed | 3.5 Bath | Sleeps 8

Spinnaker Trail - Orleans, MA

$571 avg / night
Arey's Pond Point
4 Bed | 2 Bath | Sleeps 8

Arey's Pond Point - Orleans, MA

$476 avg / night

View 12 more homes

Recent Orleans vacation rental reviews

We loved staying at this cozy cottage for the holidays! Can't beat the short walk down to Skaket Beach and quick drive into town. The home is very functional and well-equipped.
Johnna G. | Jan 2024
We had a very nice stay at Gray Gables when we came to the Cape for a weekend Fall soccer tournament with my daughter. The house was cozy and well appointed. My elderly parents joined us - and were very happy with their first floor ensuite room. The house is in a very quiet and peaceful area. We were quite amazed with some of the huge old trees throughout the yard.
Leslie F. | Oct 2023
We had a wonderful stay at this beautiful and spacious Cape Cod home. Well-equipped kitchen, great living areas with super comfortable furniture. This is a truly lovely home. We were six adults and had plenty of room to spread out and have our own space. The location is very private and close to Nauset Beach. Many nearby restaurants with great food to choose from, even in the off-season! We would definitely choose to stay here again!
Charles W. | Oct 2023
Orleans Frequently Asked Questions

Yes, 50 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. 206 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.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Photo credit: Lynne Albright via Shutterstock