Orleans Vacation Rentals

Compare 19 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 13 House rentals
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Cottages

View 2 Cottages
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Duplexes

View 2 Duplexes

Explore more vacation rental amenities in Orleans

Pool | Lake view | Lakefront | Ocean view | Oceanfront | Riverfront | Sound view | Soundfront | Water view | Waterfront

Orleans vacation rentals for every getaway

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

Namskaket Retreat - Orleans, MA

$424 avg / night
4.56 (18)
Paradise On Cape Cod
4 Bed | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$504 avg / night
4.63 (19)
Spinnaker Trail
4 Bed | 3.5 Bath | Sleeps 8

Spinnaker Trail - Orleans, MA

$589 avg / night
4.86 (14)
The Salty One
4 Bed | 2 Bath | Sleeps 8

The Salty One - Orleans, MA

$394 avg / night
5.0 (10)
SeaWind Guest Studio
0 Bed | 1 Bath | Sleeps 3

SeaWind Guest Studio - Orleans, MA

$213 avg / night
4.45 (44)

View 14 more homes

Recent Orleans vacation rental reviews

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
Just a clean, comfy, cozy place to stay near the beach tucked away off the street. Can’t wait to go back next year
Michael R. | Oct 2024
Bright, clean home with terrific views of bay. Many levels, decks, windows and places to sit and lounge. Well appointed kitchen, plenty of bathrooms, nice linens and towels. House is good for families where everyone has good mobility but is not handicap accessible (many stairs). Lots of space and room for people to spread out. Comfortable and private.
Louanne C. | Sep 2024
Orleans Frequently Asked Questions

Yes, 52 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. 201 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

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