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

$446 avg / night
(excludes fees and taxes)
4.6 (10)
Gray Gables
4 Bedroom | 2.5 Bath | Sleeps 6

Gray Gables - Orleans, MA

$234 avg / night
(excludes fees and taxes)
4.38 (8)
Paradise On Cape Cod
4 Bedroom | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$309 avg / night
(excludes fees and taxes)
4.52 (23)
Namskaket Retreat
3 Bedroom | 2 Bath | Sleeps 6

Namskaket Retreat - Orleans, MA

$318 avg / night
(excludes fees and taxes)
4.58 (19)
Nauset Beach Buddy
2 Bedroom | 1 Bath | Sleeps 4

Nauset Beach Buddy - Orleans, MA

$170 avg / night
(excludes fees and taxes)
4.43 (49)

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

Great house that is minutes to one of the best beaches on the cape!
David B. | Jul 2025
This charming historical home has a rich history, which one could read about in the Guest Information Notebook. We were vacationing attending a family reunion and originally have booked another property prior last September and in April the host claimed they double booked and we were kicked out of that property. That being said we quickly found this property and it was much better my family has been coming to Cape Cod every summer since we were kids Staying in my grandmother’s vacation home that was taken over by my parents and sadly we had to sell our beloved family home 8 years after our parents passed. We were so grateful to have this property. The trees are amazing and said to date back to when the home was originally built in the mid-1800s if you love history and a cozy house with character, you will love Gray Gables! Plenty of room, great amenities, quirky areas too but we loved the big yard very quiet and close to everything. Orleans has to offer.
Michael M. | Jul 2025
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
Orleans vacation rental FAQ

Yes. 189 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   |   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
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