Orleans Vacation Rentals

Compare 21 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 15 House rentals
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Cottages

View 2 Cottages
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Duplexes

View 2 Duplexes

Popular amenities for Orleans vacation rentals

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

Namskaket Retreat - Orleans, MA

$305 avg / night
4.56 (18)
Paradise On Cape Cod
4 Bedroom | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$354 avg / night
4.63 (19)
Spinnaker Trail
4 Bedroom | 3.5 Bath | Sleeps 8

Spinnaker Trail - Orleans, MA

$418 avg / night
4.86 (14)
The Salty One
4 Bedroom | 2 Bath | Sleeps 8

The Salty One - Orleans, MA

$270 avg / night
5.0 (10)
SeaWind Guest Studio
0 Bedroom | 1 Bath | Sleeps 3

SeaWind Guest Studio - Orleans, MA

$161 avg / night
4.45 (44)

View 16 more homes

Browse more vacation rental amenities in Orleans

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

Recent Orleans guest 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 vacation rental FAQ

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. 200 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.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Photo credit: Lynne Albright via Shutterstock

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March 2025 Partial Solar Eclipse   |   New England   |   Cape Cod   |   Eastham   |   East Orleans   |   North Eastham   |   Brewster   |   North Chatham   |   South Wellfleet   |   Chatham   |   South Chatham   |   Harwich   |   East Dennis   |   Harwich Port   |   Wellfleet   |   South Dennis   |   West Harwich   |   Dennis   |   Dennis Port   |   West Dennis   |   South Yarmouth   |   Yarmouth Port   |   Yarmouth   |   Truro   |   West Yarmouth   |   Barnstable   |   Hyannis   |   North Truro   |   West Hyannisport   |   West Barnstable   |   Provincetown   |   Centerville   |   Osterville   |   Marstons Mills   |   East Sandwich   |   Cotuit   |   Sandwich   |   Mashpee   |   Sagamore Beach   |   Forestdale   |   Sagamore   |   Massachusetts
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