Orleans Vacation Rentals

Compare 14 vacation rentals. Enter your trip dates to get started.
USA > Massachusetts > Orleans

Make Orleans your next getaway—choose from 14 great vacation rentals

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, condo rentals, and more


House rentals

View 10 House rentals


View 2 Duplexes

Condo rentals

View 1 Condo rentals

Orleans vacation rentals for every getaway

Dog-friendly Hot tub Internet
Pine Point 3D Tour
4 Bed | 2 Bath | Sleeps 8

Pine Point - Orleans, MA

From $172
Namskaket Retreat 3D Tour
3 Bed | 2 Bath | Sleeps 6

Namskaket Retreat - Orleans, MA

From $175
Salty Ridge Station 3D Tour
4 Bed | 2 Bath | Sleeps 8

Salty Ridge Station - Orleans, MA

From $222
Pleasant Bay Retreat 3D Tour
3 Bed | 2.5 Bath | Sleeps 9

Pleasant Bay Retreat - Orleans, MA

From $380
Paradise On Cape Cod 3D Tour
4 Bed | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

From $217

View 9 more homes

Recent Orleans vacation rental reviews

Has the classic Cape Cod cottage vibe. No stove though. Tricky to find. It is not at the address listed. It is around the back on a side street.
Aaron M C. | Sep 2021
We totally loved our stay. Great location. Nice space and well cleaned and prepped.
Eric F. | Sep 2021
We loved staying in this perfect Cape Cod home! It was very comfortable, clean and had a well stocked kitchen for cooking meals. The best part about staying here was the proximity to the beach! We literally walked out the door and were down at the waters edge in less then five minutes! Everything about this place is spot on and exactly as described. We actually wondered if they had beach chairs we could use and found a closet full of them along with big beach towels to borrow. It really was a perfect stay for the few days we had to enjoy the Cape. A+
Marie S. | Sep 2021

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