Winthrop vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Winthrop
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 Winthrop vacation rentals
Other great vacation rentals in Winthrop
Apartment in Everett
4.92 out of 5 average rating, 204 reviewsHuge 1BR w/King Bed near BOS, Salem, Water &Nature
Apartment in Revere
4.86 out of 5 average rating, 159 reviewsStunning Oceanview-4 Train Stop Logan Airport
Apartment in Revere
4.96 out of 5 average rating, 163 reviewsIkram's Place Close to Boston,Subway,Airport,Beach
Guest suite in Everett
4.91 out of 5 average rating, 231 reviewsBasement Apartment in prime location near Boston
Guest suite in Marblehead
4.97 out of 5 average rating, 265 reviewsPrivate Loft Right on Atlantic Avenue
Apartment in Waltham
4.98 out of 5 average rating, 219 reviewsCozy Private Studio Unit w/ Laundry and Parking!
Barn in Nahant
5.0 out of 5 average rating, 113 reviewsEntire Beach-Town Cottage, Barn Charm, near Boston
Apartment in Woburn
5.0 out of 5 average rating, 100 reviewsCharming 1 BR private entrance apt commuters dream
Other great vacation rentals in Winthrop
Loft in Swampscott
4.99 out of 5 average rating, 258 reviewsGorgeous Oceanfront Penthouse
Guest suite in Peabody
4.94 out of 5 average rating, 203 reviewsCozy NorthShore Suite Close to SALEM, MA
Home in Quincy
4.96 out of 5 average rating, 128 reviewsArtist's Haven (2)
Cabin in Cohasset
4.92 out of 5 average rating, 289 reviewsLionsgate at Cohasset
Guest suite in Peabody
4.95 out of 5 average rating, 560 reviewsPRIVATE, LARGE COUNTRY STYLE SUITE
Guest suite in Melrose
4.85 out of 5 average rating, 247 reviewsGuest Suite with separate entrance
Apartment in Revere
4.87 out of 5 average rating, 269 reviewsBeachside Cozy Space-Near Boston/Airport/Train
Guest suite in Watertown
4.92 out of 5 average rating, 271 reviewsPrivate 1BR Pied-a-terre
Quick stats about vacation rentals in Winthrop
Total rentals
150 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
$40 before taxes and fees
Frequently Asked Questions
Where should I stay in Winthrop?
Make yourself at home in Winthrop by choosing from our most frequently booked neighborhoods. We have over 2,290 vacation rentals in Orient Heights, over 150 vacation rentals in Beachmont, and over 150 vacation rentals in Cottage Park.
Are there pet-friendly vacation rentals in Winthrop?
Four-legged friends are welcome in Winthrop. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Winthrop?
Yes! Work meets play with ease at over 70 vacation rentals in Winthrop featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Winthrop?
Experience the best of Winthrop with our house rentals, starting at about $40 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 Winthrop have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Winthrop have wireless internet?
Absolutely! We offer over 10 condo rentals with wireless internet in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winthrop?
Winthrop has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Winthrop?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wireless internet, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Monthly Rentals Winthrop
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