
Vacation rentals in Winthrop
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winthrop
Guests agree: these stays 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

A Lovely Private Room in the heart of Cambridge

Shelly's Bunk Room

Free parking room 3

Winthrop By The Sea

2 - Jeremiah Suite & Private Deck (180 sq ft)

Winthrop Home With A View

Private, Intimate Ocean Blue Room @ The Washburn!

Home on quiet street near Harvard
Quick stats about vacation rentals in Winthrop
Total rentals
190 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
16K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool
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 200 vacation rentals in Cottage Park, over 200 vacation rentals in Beachmont, over 2,570 vacation rentals in Orient Heights, and over 200 vacation rentals in Point Shirley.
Are there pet-friendly vacation rentals in Winthrop?
Four-legged friends are welcome in Winthrop. Choose from more than 50 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 90 vacation rentals in Winthrop featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Winthrop vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Winthrop, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Winthrop?
Experience the best of Winthrop with our apartment 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 apartment rentals in Winthrop have air conditioning?
Absolutely! We offer over 70 apartment rentals with air conditioning in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Winthrop have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winthrop have wireless internet?
Absolutely! We offer over 60 house rentals with wireless internet in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Winthrop?
Winthrop has more than 10 family-friendly condo 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 70 homes with air conditioning, over 10 homes with a gym, over 80 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Revere Beach
- Harvard University
- Brown University
- Lynn Beach
- Duxbury Beach
- Onset Beach
- New England Aquarium
- Canobie Lake Park
- Good Harbor Beach
- Crane Beach
- Freedom Trail
- Faneuil Hall Marketplace
- Rye North Beach
- MIT Museum
- North Hampton Beach
- Jenness State Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Prudential Center
- White Horse Beach