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 beach vacation rentals
Cottage in Eastham
4.9 out of 5 average rating, 348 reviewsBarn Cottage on Minister Pond
Home in North Truro
4.98 out of 5 average rating, 269 reviewsBeautiful North Truro cottage with screen porch
Condo in Chatham
4.96 out of 5 average rating, 283 reviewsIn-town, Pied-a-Terre. Private, Sunny Comfy Home.
Cottage in Eastham
4.99 out of 5 average rating, 184 reviewsThe Salt Pond Cottage
Cottage in Orleans
4.93 out of 5 average rating, 129 reviewsCape Cod Cottage with view of Orleans Town Cove
Apartment in Eastham
4.93 out of 5 average rating, 153 reviewsLittle Pearl
Cottage in Eastham
4.95 out of 5 average rating, 208 reviewsThe Breeze Overlooking Minister's Pond
Apartment in Provincetown
4.96 out of 5 average rating, 364 reviewsCozy 3rd Floor Apartment with a View
Orleans house rentals
Home in Chatham
4.96 out of 5 average rating, 197 reviewsStudio cottage in Chatham Ma.
Home in Eastham
4.97 out of 5 average rating, 167 reviewsThe Sea Captain's Carriage House
Home in Brewster
4.95 out of 5 average rating, 146 reviewsBrewster Home on Lower Mill Pond
Home in Chatham
4.96 out of 5 average rating, 247 reviewsSlate House - a modern waterfront getaway
Home in Brewster
4.98 out of 5 average rating, 170 reviewsSeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
Home in Dennis
4.84 out of 5 average rating, 134 reviewsCozy Centrally Located 3BR Cottage
Home in Brewster
4.92 out of 5 average rating, 237 reviewsPrivacy with Cape Cod charm
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 315 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Orleans cottage rentals
Cottage in Eastham
4.91 out of 5 average rating, 192 reviewsClassic Cape Cod Cottage
Cottage in Chatham
4.96 out of 5 average rating, 222 reviewsCozy Cottage
Cottage in East Orleans
4.95 out of 5 average rating, 108 reviewsDistiller’s Cottage Nauset Beach East Orleans, MA
Cottage in Dennis
4.94 out of 5 average rating, 106 reviewsSteps to the Beach Kid Friendly
Cottage in Dennis
4.88 out of 5 average rating, 361 reviewsWaterfront Cottage on White Pond(Graham Cracker)
Cottage in Yarmouth
4.92 out of 5 average rating, 419 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Cottage in Yarmouth
4.95 out of 5 average rating, 183 reviewsCozy Coastal Cottage With Sprawling Sea Views
Cottage in Sandwich
4.95 out of 5 average rating, 167 reviewsWaterfront Lake Cottage, Private Beach, Wow View!
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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