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
4.83 out of 5 average rating, 138 reviewsDelightful Chatham Cottage, Cheerful and Clean
Home in Chatham
4.96 out of 5 average rating, 194 reviewsStudio cottage in Chatham Ma.
Home in Dennis
4.94 out of 5 average rating, 270 reviewsCape Cod Cottage by the Bay!
Home in Chatham
4.96 out of 5 average rating, 246 reviewsSlate House - a modern waterfront getaway
Home in Brewster
4.95 out of 5 average rating, 142 reviewsBrewster Home on Lower Mill Pond
Home in Eastham
4.97 out of 5 average rating, 165 reviewsThe Sea Captain's Carriage House
Home in Truro
4.89 out of 5 average rating, 177 reviewsCape Cod Getaway 2 Bedroom Cozy Home
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 315 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Orleans beach vacation rentals
Guesthouse in North Truro
4.98 out of 5 average rating, 124 reviewsLight-filled North Truro cottage-Lovely gardens
Cottage in Eastham
4.9 out of 5 average rating, 347 reviewsBarn Cottage on Minister Pond
Cottage in Eastham
4.99 out of 5 average rating, 182 reviewsThe Salt Pond Cottage
Condo in Chatham
4.96 out of 5 average rating, 282 reviewsIn-town, Pied-a-Terre. Private, Sunny Comfy Home.
Guest suite in Oak Bluffs
4.94 out of 5 average rating, 313 reviewsLovely 2 BR Oak Bluffs Apartment
Cottage in Orleans
4.93 out of 5 average rating, 128 reviewsCape Cod Cottage with view of Orleans Town Cove
Cottage in Eastham
4.96 out of 5 average rating, 152 reviewsCozy 2 bedroom cottage steps from Moll's Pond
Apartment in South Orleans
4.92 out of 5 average rating, 123 reviewsWalk to private beach, spacious peaceful apartment
Orleans cottage rentals
Cottage in Chatham
4.96 out of 5 average rating, 218 reviewsCozy Cottage
Cottage in East Orleans
4.95 out of 5 average rating, 107 reviewsDistiller’s Cottage Nauset Beach East Orleans, MA
Cottage in Sandwich
4.95 out of 5 average rating, 163 reviewsWaterfront Lake Cottage, Private Beach, Wow View!
Cottage in Dennis
4.88 out of 5 average rating, 358 reviewsWaterfront Cottage on White Pond(Graham Cracker)
Cottage in Yarmouth
4.96 out of 5 average rating, 181 reviewsCozy Coastal Cottage With Sprawling Sea Views
Cottage in Dennis
4.94 out of 5 average rating, 221 reviewsWalk to Beach - Experience Dennis Beach House - AC
Cottage in Yarmouth
4.92 out of 5 average rating, 415 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
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 310 vacation rentals in South Orleans, and over 730 vacation rentals in East Orleans.
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 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.
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 bed and breakfast rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 bed and breakfast rentals with pools in Orleans, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in bed and breakfast rentals in Orleans?
Experience the best of Orleans with our bed and breakfast rentals, starting at about $130 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 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 air conditioning?
Absolutely! We offer over 280 house rentals with air conditioning in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Orleans have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Orleans. Enjoy a tailored experience with all the comforts you desire.
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- Rentals with lake access Orleans
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