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
Guest suite in Medford
4.92 out of 5 average rating, 123 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Jan 5 – 12
Guest suite in Marblehead
4.97 out of 5 average rating, 261 reviewsPrivate Loft Right on Atlantic Avenue
May 2 – 9
Apartment in Revere
4.96 out of 5 average rating, 159 reviewsIkram's Place Close to Boston,Subway,Airport,Beach
Feb 11 – 18
Apartment in Salem
4.97 out of 5 average rating, 300 reviewsThe Salem House Too
Feb 9 – 16
Guest suite in Norwell
4.95 out of 5 average rating, 260 reviewsPrivate suite South Shore
Sep 15 – 22
Guest suite in Arlington
4.92 out of 5 average rating, 196 reviewsModern and comfortable studio apartment
Jan 11 – 18
Apartment in Woburn
4.96 out of 5 average rating, 105 reviewsComfy-Spacious-private 1BR conveniently located
Jan 21 – 28
Guest suite in Marblehead
4.92 out of 5 average rating, 244 reviewsOcean Park Retreat
Feb 12 – 19
Other great vacation rentals in Winthrop
Guest suite in Salem
4.99 out of 5 average rating, 690 reviewsThe Mason Suite of Salem
Mar 25 – Apr 1
Guest suite in Revere
4.85 out of 5 average rating, 133 reviewsAdorable studio with pool
Dec 18 – 25
Guest suite in Melrose
4.84 out of 5 average rating, 240 reviewsGuest Suite with separate entrance
Nov 9 – 16
Apartment in Marblehead
4.95 out of 5 average rating, 239 reviewsMid Town Marblehead 1 B/R Pvt. Wing w/Own Entrance
Nov 13 – 20
Apartment in Winthrop
4.93 out of 5 average rating, 15 reviewsVibrant Winthrop Apartment - Close to Ocean!
Jan 15 – 22
Apartment in Winthrop
5.0 out of 5 average rating, 24 reviewsSea la Vie Oceanfront, private and public beach
Sep 13 – 20
Home in Winthrop
4.84 out of 5 average rating, 44 reviewsCozy & Modern Entire Residential Home ❤️
Jan 13 – 20
Apartment in Winthrop
4.91 out of 5 average rating, 89 reviewsNewly Renovated Ocean View 2 Bdrm Apt
Dec 23 – 30
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 Cottage Park, and over 150 vacation rentals in Beachmont.
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 apartment rentals in Winthrop have wireless internet?
Absolutely! We offer over 70 apartment rentals with wireless internet in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Winthrop?
Winthrop has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Winthrop?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with air conditioning, over 70 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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