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
4.99 out of 5 average rating, 185 reviewsThe Salt Pond Cottage
Cottage in Eastham
4.9 out of 5 average rating, 348 reviewsBarn Cottage on Minister Pond
Condo in Chatham
4.96 out of 5 average rating, 283 reviewsIn-town, Pied-a-Terre. Private, Sunny Comfy Home.
Apartment in Provincetown
4.96 out of 5 average rating, 364 reviewsCozy 3rd Floor Apartment with a View
Cottage in Eastham
4.95 out of 5 average rating, 209 reviewsThe Breeze Overlooking Minister's Pond
Cottage in Dennis
4.95 out of 5 average rating, 193 reviewsThe Strandloper / Beachwalker Cottage
Apartment in Eastham
4.93 out of 5 average rating, 153 reviewsLittle Pearl
Cottage in Yarmouth
4.92 out of 5 average rating, 420 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
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
4.92 out of 5 average rating, 237 reviewsPrivacy with Cape Cod charm
Home in Brewster
4.95 out of 5 average rating, 146 reviewsBrewster Home on Lower Mill Pond
Home in Dennis
4.84 out of 5 average rating, 134 reviewsCozy Centrally Located 3BR Cottage
Home in Chatham
4.96 out of 5 average rating, 247 reviewsSlate House - a modern waterfront getaway
Home in Chatham
5.0 out of 5 average rating, 128 reviewsChatham Charmer
Home in Harwich
4.98 out of 5 average rating, 496 reviewscape cod riverview cottage
Orleans cottage rentals
Cottage in Eastham
4.91 out of 5 average rating, 193 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
4.88 out of 5 average rating, 362 reviewsWaterfront Cottage on White Pond(Graham Cracker)
Cottage in Sandwich
4.95 out of 5 average rating, 167 reviewsWaterfront Lake Cottage, Private Beach, Wow View!
Cottage in Dennis
4.94 out of 5 average rating, 106 reviewsSteps to the Beach Kid Friendly
Cottage in Yarmouth
4.82 out of 5 average rating, 212 reviewsCharming Cottage near Beach and Ferry.
Cottage in Dennis
4.97 out of 5 average rating, 216 reviews3 Redwing Place- walk to beach and tennis!
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.
How much does it cost to stay in cottage rentals in Orleans?
Experience the best of Orleans with our cottage rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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- Monthly Rentals Orleans
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