Winthrop vacation rentals
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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, 125 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Dec 23 – 30
Guest suite in Norwell
4.95 out of 5 average rating, 260 reviewsPrivate suite South Shore
Sep 22 – 29
Apartment in Marblehead
4.95 out of 5 average rating, 239 reviewsMid Town Marblehead 1 B/R Pvt. Wing w/Own Entrance
Jan 20 – 27
Guest suite in Everett
4.91 out of 5 average rating, 218 reviewsBasement Apartment in prime location near Boston
Dec 3 – 10
Loft in Swampscott
4.99 out of 5 average rating, 252 reviewsGorgeous Oceanfront Penthouse
Apr 8 – 15
Apartment in Revere
4.96 out of 5 average rating, 159 reviewsIkram's Place Close to Boston,Subway,Airport,Beach
Apr 7 – 14
Apartment in Revere
4.86 out of 5 average rating, 156 reviewsStunning Oceanview-4 Train Stop Logan Airport
Feb 7 – 14
Guest suite in Marblehead
4.92 out of 5 average rating, 244 reviewsOcean Park Retreat
Mar 1 – 8
Other great vacation rentals in Winthrop
Home in Quincy
4.96 out of 5 average rating, 123 reviewsArtist's Haven (2)
Jun 21 – 28
Guest suite in Burlington
4.98 out of 5 average rating, 202 reviewsRelaxing 2 Room Suite with Private Bath/Deck/Patio
Apr 20 – 27
Apartment in Woburn
4.94 out of 5 average rating, 107 reviewsComfy-Spacious-private 1BR conveniently located
Nov 13 – 20
Apartment in Waltham
4.98 out of 5 average rating, 209 reviewsCozy Private Studio Unit w/ Laundry and Parking!
Feb 7 – 14
Apartment in Salem
4.92 out of 5 average rating, 473 reviewsThe Family House - 3 Bedroom Condo with Parking
Jan 4 – 11
Guest suite in Marblehead
4.97 out of 5 average rating, 262 reviewsPrivate Loft Right on Atlantic Avenue
Sep 21 – 28
Guest suite in Melrose
4.93 out of 5 average rating, 488 reviewsPrivate & Cozy Suite -near Bost-Airp-Salem-Train
Aug 16 – 23
Guest suite in Melrose
4.84 out of 5 average rating, 240 reviewsGuest Suite with separate entrance
Nov 10 – 17
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
€ 38 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 condo rentals in Winthrop?
Experience the best of Winthrop with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Winthrop have air conditioning?
Absolutely! We offer over 10 condo 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 Condo Rentals in Winthrop?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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