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, 191 reviewsStudio cottage in Chatham Ma.
Nov 12 – 19
Home in Brewster
4.95 out of 5 average rating, 137 reviewsBrewster Home on Lower Mill Pond
Mar 19 – 26
Home in Chatham
4.82 out of 5 average rating, 135 reviewsDelightful Chatham Cottage, Cheerful and Clean
May 27 – Jun 3
Home in North Truro
4.98 out of 5 average rating, 263 reviewsBeautiful North Truro cottage with screen porch
Mar 23 – 30
Home in Chatham
4.95 out of 5 average rating, 238 reviewsSlate House - a modern waterfront getaway
Mar 25 – Apr 1
Home in Chatham
5.0 out of 5 average rating, 123 reviewsChatham Charmer
Nov 19 – 26
Home in Eastham
4.97 out of 5 average rating, 163 reviewsThe Sea Captain's Carriage House
Oct 23 – 30
Home in Dennis
4.84 out of 5 average rating, 134 reviewsCozy Centrally Located 3BR Cottage
Nov 13 – 20
Orleans beach vacation rentals
Condo in Dennis
4.99 out of 5 average rating, 172 reviewsStudio, 300 yards to Glendon Beach; Seahorse#2
May 17 – 24
Condo in Chatham
4.96 out of 5 average rating, 278 reviewsIn-town, Pied-a-Terre. Private, Sunny Comfy Home.
Nov 16 – 23
Cottage in Eastham
4.91 out of 5 average rating, 188 reviewsClassic Cape Cod Cottage
Apr 29 – May 6
Apartment in South Orleans
4.92 out of 5 average rating, 123 reviewsWalk to private beach, spacious peaceful apartment
Oct 8 – 15
Apartment in Eastham
4.88 out of 5 average rating, 244 reviewsCape Cod Suite Near Private Beach
Dec 10 – 17
Cottage in Eastham
4.95 out of 5 average rating, 205 reviewsThe Breeze Overlooking Minister's Pond
Aug 24 – 31
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
Aug 24 – 31
Guest suite in Wellfleet
4.95 out of 5 average rating, 170 reviewsWellfleet Get Away
Aug 31 – Sep 7
Orleans cottage rentals
Cottage in Dennis Port
4.9 out of 5 average rating, 145 reviewsCape Cod Cottage 3/4 Mile from the Beach
Jan 12 – 19
Cottage in East Orleans
4.95 out of 5 average rating, 107 reviewsDistiller’s Cottage Nauset Beach East Orleans, MA
May 18 – 25
Cottage in Chatham
4.96 out of 5 average rating, 214 reviewsCozy Cottage
Oct 5 – 12
Cottage in Dennis
4.88 out of 5 average rating, 349 reviewsWaterfront Cottage on White Pond(Graham Cracker)
Sep 13 – 20
Cottage in Dennis
4.94 out of 5 average rating, 102 reviewsSteps to the Beach Kid Friendly
May 7 – 14
Cottage in Harwichport
4.94 out of 5 average rating, 295 reviewsNewly renovated Cape Coddage! Location! Location!
Nov 5 – 12
Cottage in Chatham
4.9 out of 5 average rating, 127 reviewsForbes, a South Chatham cottage
Nov 8 – 15
Cottage in Wellfleet
4.93 out of 5 average rating, 238 reviewsHillside Cottage
Dec 27 – Jan 3
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.
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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