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
Other great vacation rentals in Orleans
Home in Chatham
4.96 out of 5 average rating, 192 reviewsStudio cottage in Chatham Ma.
Mar 10 – 17
Home in North Truro
4.98 out of 5 average rating, 264 reviewsBeautiful North Truro cottage with screen porch
Jan 27 – Feb 3
Home in Brewster
4.95 out of 5 average rating, 138 reviewsBrewster Home on Lower Mill Pond
Mar 13 – 20
Home in Chatham
4.95 out of 5 average rating, 240 reviewsSlate House - a modern waterfront getaway
Nov 10 – 17
Home in Chatham
5.0 out of 5 average rating, 123 reviewsChatham Charmer
Mar 15 – 22
Home in Eastham
4.97 out of 5 average rating, 163 reviewsThe Sea Captain's Carriage House
Jun 12 – 19
Home in Brewster
4.92 out of 5 average rating, 135 reviewsCozy Cape Cabin - just minutes to Cape Cod Bay!
Oct 26 – Nov 2
Home in Truro
4.88 out of 5 average rating, 171 reviewsCape Cod Getaway 2 Bedroom Cozy Home
Nov 1 – 8
Orleans beach vacation rentals
Cottage in Orleans
4.93 out of 5 average rating, 128 reviewsCape Cod Cottage with view of Orleans Town Cove
May 14 – 21
Condo in Chatham
4.96 out of 5 average rating, 279 reviewsIn-town, Pied-a-Terre. Private, Sunny Comfy Home.
Nov 16 – 23
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
May 8 – 15
Condo in Dennis
4.84 out of 5 average rating, 165 reviewsThe 5 minute walk to beach Super Cute Beach Condo
Dec 27 – Jan 3
Apartment in Eastham
4.88 out of 5 average rating, 244 reviewsCape Cod Suite Near Private Beach
Oct 2 – 9
Cottage in Dennis
4.94 out of 5 average rating, 216 reviewsWalk to Beach - Experience Dennis Beach House - AC
Nov 30 – Dec 7
Cottage in Eastham
4.95 out of 5 average rating, 206 reviewsThe Breeze Overlooking Minister's Pond
Oct 8 – 15
Cottage in Eastham
4.99 out of 5 average rating, 181 reviewsThe Salt Pond Cottage
Jul 26 – Aug 2
Orleans cottage rentals
Cottage in Chatham
4.96 out of 5 average rating, 214 reviewsCozy Cottage
Oct 13 – 20
Cottage in East Orleans
4.95 out of 5 average rating, 107 reviewsDistiller’s Cottage Nauset Beach East Orleans, MA
Oct 4 – 11
Cottage in Dennis
4.88 out of 5 average rating, 350 reviewsWaterfront Cottage on White Pond(Graham Cracker)
Feb 6 – 13
Cottage in Dennis
4.94 out of 5 average rating, 102 reviewsSteps to the Beach Kid Friendly
Jun 4 – 11
Cottage in Dennis
4.95 out of 5 average rating, 191 reviewsThe Strandloper / Beachwalker Cottage
Dec 16 – 23
Cottage in Harwichport
4.94 out of 5 average rating, 299 reviewsNewly renovated Cape Coddage! Location! Location!
Nov 5 – 12
Cottage in Yarmouth
4.95 out of 5 average rating, 177 reviewsCozy Coastal Cottage With Sprawling Sea Views
Oct 17 – 24
Cottage in Provincetown
4.9 out of 5 average rating, 275 reviewsFreestanding Studio Cottage West End
May 17 – 24
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 300 house rentals to over 40 cottage 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.
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.
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 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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