
Orleans vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Orleans
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Orleans vacation rentals
Orleans cottage rentals

Distiller’s Cottage Nauset Beach East Orleans, MA

Compass Rose Cottage ★ Steps to Flax Pond & Trails

Cozy Ladybug Cottage Near Cape Cod Canal

1 Bdrm Cottage near Ocean, Bay, Ponds, Village Ctr

140 Steps to Beach with Water Views

Cozy Cottage - Steps to Craigville Beach

Charming Cottage-1/2 mile walk2beach-Dog Friendly

Daisy of Days Cottages - Cottage on the beach
Other great vacation rentals in Orleans

Great Cottage - Walk to the Beach! (97)

FULLY RENO'D apt w/water views near beach& marina

25 Menemsha Rd., Popponesset, pond & beach views

Victorian Oasis: Driveway, hot tub, grill & more

Private home, secluded 6 acre lot with water view

Jaws House - Great Harbors

5 Bedroom, Central Air, Close to Beaches and MORE!

NEW! 2 Houses, Main House plus Guest House
Quick stats about vacation rentals in Orleans
Total rentals
410 properties
Total number of reviews
9.1K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Orleans?
Make yourself at home in Orleans by choosing from our most frequently booked neighborhoods. We have over 330 vacation rentals in South Orleans, and over 770 vacation rentals in East Orleans.
What types of vacation rentals are available in Orleans?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Orleans. From over 30 cottage rentals to over 320 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Orleans?
Yes! Work meets play with ease at over 160 vacation rentals in Orleans featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Orleans?
Four-legged friends are welcome in Orleans. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there Orleans vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Orleans, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in cottage rentals in Orleans?
Experience the best of Orleans with our cottage rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Orleans have a bbq area?
Absolutely! We offer over 20 cottage rentals with a bbq area in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Orleans have self check-in?
Absolutely! We offer over 10 cottage rentals with self check-in in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Orleans have wifi?
Absolutely! We offer over 30 cottage rentals with wifi in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orleans have a gym?
Absolutely! We offer over 10 house rentals with a gym in Orleans. Enjoy a tailored experience with all the comforts you desire.
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Cape Cod National Seashore
- Craigville Beach
- Duxbury Beach
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Pinehills Golf Club
- Nickerson State Park
- Scusset Beach
- Grey's Beach
- Coast Guard Beach
- Oyster Harbors Beach
- Peggotty Beach
- Chapin Memorial Beach
- Corporation Beach
- Earle Road Beach
- Cahoon Hollow Beach