Orleans Vacation Rentals

Compare 19 vacation rentals. Enter your trip dates to get started.
USA > Massachusetts > Orleans

Make Orleans your next getaway—choose from 19 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 13 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

$212 avg / night
SeaWind Guest Studio
0 Bedroom | 1 Bath | Sleeps 3

SeaWind Guest Studio - Orleans, MA

$209 avg / night
Briar Spring
3 Bedroom | 2.5 Bath | Sleeps 6

Briar Spring - Orleans, MA

$307 avg / night
Orleans Cove
4 Bedroom | 3 Bath | Sleeps 8

Orleans Cove - Orleans, MA

$505 avg / night
The Quintessential Cape Cottage
2 Bedroom | 1 Bath | Sleeps 4

The Quintessential Cape Cottage - Orleans, MA

$218 avg / night

View 14 more homes

Recent Orleans vacation rental reviews

Spacious and clean home , great walking neighborhood with trails and the water all minutes away. Downtown is only 5 minutes away for anything you need. We will return!
Frank L. | Oct 2022
Friends and I spent a lovely vacation enjoying Cape Cod and our stay at Sea La Vie. The home is old and very authentically Cape Cod. It is fully updated and very comfortable, yet still charming and cozy. I loved the fireplace in the living room, the big comfy couch, the spacious bedrooms, the beautiful private yard, and the simple yet elegant decor. It’s quite simple the perfect spot for a Cape Cod vacation!
Tori G. | Oct 2022
October is a beautiful time to be on Cape Cod and this home in Orleans was a perfect fit for our family. It was close to everything and a quiet place to stay. The updates are lovely throughout the home and the basement is a great place for foosball, fun and watching the big game on TV. Highly recommend!
Erika H. | Oct 2022
Orleans vacation rental FAQ

Yes, 30 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. 120 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