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 house rentals
Home in Chatham
4.96 out of 5 average rating, 195 reviewsStudio cottage in Chatham Ma.
Home in Dennis
4.94 out of 5 average rating, 270 reviewsCape Cod Cottage by the Bay!
Home in Eastham
4.97 out of 5 average rating, 166 reviewsThe Sea Captain's Carriage House
Home in Brewster
4.95 out of 5 average rating, 142 reviewsBrewster Home on Lower Mill Pond
Home in Chatham
4.96 out of 5 average rating, 246 reviewsSlate House - a modern waterfront getaway
Home in Brewster
4.98 out of 5 average rating, 168 reviewsSeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
Home in Chatham
5.0 out of 5 average rating, 124 reviewsChatham Charmer
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 315 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Orleans beach vacation rentals
Cottage in Eastham
4.91 out of 5 average rating, 191 reviewsClassic Cape Cod Cottage
Cottage in Eastham
4.9 out of 5 average rating, 347 reviewsBarn Cottage on Minister Pond
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
Cottage in Orleans
4.93 out of 5 average rating, 129 reviewsCape Cod Cottage with view of Orleans Town Cove
Apartment in Provincetown
4.96 out of 5 average rating, 361 reviewsCozy 3rd Floor Apartment with a View
Cottage in Eastham
4.99 out of 5 average rating, 182 reviewsThe Salt Pond Cottage
Condo in Dennis
4.84 out of 5 average rating, 168 reviewsThe 5 minute walk to beach Super Cute Beach Condo
Cottage in Dennis
4.94 out of 5 average rating, 104 reviewsSteps to the Beach Kid Friendly
Orleans cottage rentals
Cottage in East Orleans
4.95 out of 5 average rating, 107 reviewsDistiller’s Cottage Nauset Beach East Orleans, MA
Cottage in Chatham
4.96 out of 5 average rating, 219 reviewsCozy Cottage
Cottage in Dennis
4.88 out of 5 average rating, 359 reviewsWaterfront Cottage on White Pond(Graham Cracker)
Cottage in Sandwich
4.95 out of 5 average rating, 165 reviewsWaterfront Lake Cottage, Private Beach, Wow View!
Cottage in Dennis
4.94 out of 5 average rating, 222 reviewsWalk to Beach - Experience Dennis Beach House - AC
Cottage in Yarmouth
4.96 out of 5 average rating, 182 reviewsCozy Coastal Cottage With Sprawling Sea Views
Cottage in Dennis
4.97 out of 5 average rating, 213 reviews3 Redwing Place- walk to beach and tennis!
Cottage in Dennis
4.95 out of 5 average rating, 191 reviewsThe Strandloper / Beachwalker Cottage
Quick stats about vacation rentals in Orleans
Total rentals
410 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
340 properties are a good fit for families
Total number of reviews
9.2K reviews
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 730 vacation rentals in East Orleans, and over 310 vacation rentals in South 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 40 cottage rentals to over 300 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 130 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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Orleans, available on Airbnb. Make a splash and soak up the sun in style!
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.
Do house rentals in Orleans have a bbq area?
Absolutely! We offer over 190 house rentals with a bbq area in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orleans have self check-in?
Absolutely! We offer over 120 house rentals with self check-in in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orleans have wifi?
Absolutely! We offer over 300 house rentals with wifi in Orleans. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Orleans?
Orleans has more than 280 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Rentals with a fireplace Orleans
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