Orleans Vacation Rentals

Compare 23 vacation rentals. Enter your trip dates to get started.
USA > Massachusetts > Orleans

Make Orleans your next getaway—choose from 23 great vacation rentals

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 17 House rentals


View 2 Cottages


View 2 Duplexes

Orleans vacation rentals for every getaway

Dog-friendly Hot tub Internet
Beach Rose Guest Studio
0 Bedroom | 1 Bath | Sleeps 3

Beach Rose Guest Studio - Orleans, MA

$168 avg / night
SeaWind Guest Studio
0 Bedroom | 1 Bath | Sleeps 3

SeaWind Guest Studio - Orleans, MA

$224 avg / night
Briar Spring
3 Bedroom | 2.5 Bath | Sleeps 6

Briar Spring - Orleans, MA

$299 avg / night
Orleans Cove
4 Bedroom | 3 Bath | Sleeps 8

Orleans Cove - Orleans, MA

$434 avg / night
The Quintessential Cape Cottage
2 Bedroom | 1 Bath | Sleeps 4

The Quintessential Cape Cottage - Orleans, MA

$229 avg / night

View 18 more homes

Recent Orleans vacation rental reviews

Our weekend weather was not the best however staying in this cozy cape made up for it. The home was super clean, had oversized furniture and very comfortable beds. The kitchen and baths were stocked with everything we needed for convenience. Would definitely stay there again and hopefully get to enjoy the huge backyard. Perfect getaway home.
Martha A. | Oct 2022
This is a great three-bedroom cottage, with all you'll need for a fabulous visit to the Cape. This is the third time we've rented this cottage and will definitely rent it again. All the living room chairs and beds are very comfortable and cozy. And being a quarter mile from Nauset Beach is perfect.
Danna M. | Oct 2022
If your purpose for visiting the Cape is to be at the beach, you can’t beat the location! A few minute walk puts you right on Nauset Beach. Spectacular sunrises, surf, close to restaurants, and all mid-Cape has to offer. The beds are comfortable and the entire place was spotless when we arrived. It was the perfect size for my husband and I, but with the addition of our three year old, we would have been more comfortable in a larger place with a separate bedroom. Nauset Beach is my favorite, so if traveling solo, I would 100% stay here again.
Brittany R. | Sep 2022
Orleans Frequently Asked Questions

Yes, 29 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. 125 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