Orleans Vacation Rentals

Compare 18 vacation rentals.
1 Guest
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, duplexes, cottages, and more

housing_type_house.jpg

House rentals

View 15 House rentals
housing_type_duplex.jpg

Duplexes

View 2 Duplexes
housing_type_cottage.jpg

Cottages

View 1 Cottages

Popular amenities for Orleans vacation rentals

Popular
Dog-friendly Hot tub Internet
Saltwater Haven
3 Bedroom | 2 Bath | Sleeps 9

Saltwater Haven - Orleans, MA

$451 avg / night
(excludes fees and taxes)
4.6 (10)
Gray Gables
4 Bedroom | 2.5 Bath | Sleeps 6

Gray Gables - Orleans, MA

$238 avg / night
(excludes fees and taxes)
4.43 (7)
Nauset Beach Buddy
2 Bedroom | 1 Bath | Sleeps 4

Nauset Beach Buddy - Orleans, MA

$183 avg / night
(excludes fees and taxes)
4.43 (49)
Pleasant Bay Retreat
3 Bedroom | 2.5 Bath | Sleeps 9

Pleasant Bay Retreat - Orleans, MA

$543 avg / night
(excludes fees and taxes)
4.5 (34)
Paradise On Cape Cod
4 Bedroom | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$313 avg / night
(excludes fees and taxes)
4.52 (23)

View 13 more homes

Browse more vacation rental amenities in Orleans

Pool | Electric vehicle charger | Lake view | Lakefront | Ocean view | Riverfront | Sound view | Soundfront | Water view | Waterfront

Recent Orleans guest reviews

We had a wonderful time at Barley Breeze! The location of the house was perfect. Very close to the beach, beautiful house and newly renovated kitchen. Memories we will cherish forever!
Sabina T. | Jul 2025
Hidden Gem minutes walk from the beach which saves $$$ on parking fees. A little dated but for location and price is reasonable. Outdoor warm shower very welcome after swimming in sea. Only slight issue is the damp and lack of ventilation. Even clean unworn clothes ended up smelling of damp, towels did not dry after showers, and house had that “holiday beach home not used over winter damp” smell (even though we went in July it was not ventilated.
Andrew v. | Jul 2025
We loved our stay at Paradise on Cape Cod. We read books. We sat in the sun. We organized a game of football with the boys in the spacious backyard. We had a wonderful Cape Cod weekend (as always).
Matthew O. | Jul 2025
Orleans vacation rental FAQ

Yes. 188 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Orleans, log in to Trip Manager to explore the 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

Nearby destinations

New England   |   Cape Cod   |   Massachusetts
Show more  
Su
Mo
Tu
We
Th
Fr
Sa
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2