Orleans Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Orleans vacation rentals

Indoor pool, outdoor pool
Brewster Green Resort

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (121)
"Loved your location. We were originally placed in one of the townhomes, but when the locks/key didn't work, we were upgraded to the stand-alone house #106, which was wonderful! We loved the entire house - kitchen was great and stocked perfectly and all the rooms were big and comfortable. We hope to be back again soon!"
United States
Kathleen
The price is P10,511
P12,030 total
includes taxes & fees
Dec 25 - Dec 26
Brewster Green Resort
BBQ/picnic area
Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort
3.5 star property
Dennis Port
8.8 out of 10, Excellent, (296)
"Room was clean and the staff was great"
United States
Linda
The price is P18,145
P20,767 total
includes taxes & fees
Dec 27 - Dec 28
Edgewater Beach Resort, a VRI resort
Beach nearby
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (243)
"Great place to stay. Clean, friendly and accommodating!"
United States
Mike
The price is P7,565
P8,659 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Cove at Yarmouth by Westgate Resorts
3 bedrooms, desk
Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is P21,837
P50,600 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Coastal Haven in West Dennis -15
Shared kitchen
Sal's Place

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is P16,442
P25,865 total
includes taxes & fees
Dec 29 - Dec 30
Sal's Place
Fridge, microwave, oven, stovetop
Thompson House Cape Cod

Thompson House Cape Cod

Thompson House Cape Cod
3.0 star property
South Yarmouth
The price is P23,782
P73,726 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Thompson House Cape Cod
Sundeck
Riverview Resort

Riverview Resort

Riverview Resort
3.0 star property
Bass River
9.2 out of 10, Wonderful, (173)
"The staff was very helpful and upgraded us to a room with a view. The amenities were perfect. We definitely would go back there."
United States
John
The price is P12,860
P14,718 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Riverview Resort
Front of property
Holly Tree Resort

Holly Tree Resort

Holly Tree Resort
3.0 star property
West Yarmouth
9.0 out of 10, Wonderful, (385)
"Best place in massachusetts "
United States
Michael
Holly Tree Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orleans Hotel Reviews

Courtyard Resort

Courtyard Resort

10/10 Excellent
"Room what nice very easy check in.. The only thing is the toilet flooded our room but they moved us to another unit no problem! I always enjoy my stay at courtyard resort"
Michael 1-night trip
Posted 4 days ago
Courtyard Resort

Find out more about Orleans

Search for holiday rentals in Orleans on Expedia! You can easily find your home rentals, villas, holiday apartments in Orleans using one of the methods below:

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Look no further and take a look at our great range of rental properties in Orleans!

Frequently asked questions

Can I find a vacation rental in Orleans?

Yes, we offer vacation rentals in Orleans near Orleans Bowling Center, or you can choose a more secluded option if you're looking for extra privacy while you relax. Visitors to Orleans speak positively about the beaches and seafood restaurants in this destination. Make sure you have time to check out the baseball games and university setting during your trip.

How many vacation rentals are there in Orleans?

Choose from 294 Expedia vacation rentals in Orleans for a memorable vacation.

What’s there to see and do in Orleans?

Orleans Bowling Center and Cape Escape Adventure Golf are a couple of family-friendly sights, whereas cultural attractions include French Cable Station Museum and Academy Playhouse. Rock Harbor Beach and Skaket Beach are other places to visit while you're in town.

What are vacation rentals like in Orleans?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Orleans. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.