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

Popular amenities for Orleans vacation rentals

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

Namskaket Retreat - Orleans, MA

$306 avg / night
Paradise On Cape Cod
4 Bedroom | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$364 avg / night
Spinnaker Trail
4 Bedroom | 3.5 Bath | Sleeps 8

Spinnaker Trail - Orleans, MA

$435 avg / night
The Salty One
4 Bedroom | 2 Bath | Sleeps 8

The Salty One - Orleans, MA

$301 avg / night
SeaWind Guest Studio
0 Bedroom | 1 Bath | Sleeps 3

SeaWind Guest Studio - Orleans, MA

$178 avg / night

View 12 more homes

Recent Orleans guest reviews

Great location and spacious comfortable home giving you a lot of space to spread out. Nice fireplace in the living room creating a cozy atmosphere and helpful in those chilly evenings.
JONNA G. | May 2024
I visit the Cape on a regular basis - once a month - for work, and this house filled all of our needs: spacious, fabulous location, dog-friendly. The kitchen was stocked with essentials (we tend to cook for ourselves), and the rest of the house had everything we needed. Our dog loved the big yard and the 5-minute walk to beautiful Skaket Beach. We'll come back. Thank you!!
Neal G. | May 2024
The area of Orleans was quiet and the close proximity to the beaches was minutes away. The home was tucked away in a old ravine area and quiet dead end road. It was easy to settle in and prepare our home cooked meals. The mattresses need an update and driveway need maintenance. I would stay at the property again.
Charlene C. | May 2024
Orleans vacation rental FAQ

Yes, 56 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. 212 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