196+ Rental Villas and Private Getaways in Winthrop |
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Winthrop Villa Rentals

About Winthrop Vacation Rentals

There are more than 196 incredible getaway rentals that are available in Winthrop. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winthrop.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Winthrop, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winthrop. Places to stay near Winthrop are 710.88 ft² on average, with prices averaging US $276 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winthrop. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Winthrop

Type Count
Holiday Apartments 123
Vacation Homes 26
B&B 4
Villas 2

Use these Quick Filters to Find a Vacation Rental in Winthrop

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Winthrop with BedroomVillas.

Weather in Winthrop, MA

View the weather forecast for Winthrop before booking your Winthrop Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Winthrop's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Winthrop's Research Top Attractions For Your Vacation


Winthrop Beach
Donovan Beach
Point Shirley Beach
Fenway Park
Boston University
Harvard University
TD Garden
Boston Common
Faneuil Hall Marketplace
Boston Convention and Exhibition Center
New England Aquarium
Northeastern University
Boston Museum of Fine Arts
Copley Square
Harvard Square
Massachusetts General Hospital
Museum of Science
Hynes Convention Center
Massachusetts Institute of Technology

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Donovan Beach 367 Properties
Winthrop Beach 131 Properties
Point Shirley Beach 92 Properties

Frequently Asked Questions About Winthrop?

What are the top hotels or resorts in Winthrop?

We provide an array of great vacation destinations in Winthrop. If you are looking to stay in or around the Winthrop area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winthrop:

How many vacation rentals have private pools in Winthrop?

We have 4 luxury villas and vacation rentals featuriung a private pool in and near Winthrop. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Winthrop is best for families?

Searching for a family-friendly getaway in Winthrop? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Winthrop?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 196 in the Winthrop area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winthrop. 

Nearby Neighborhood (2) 
Neighborhood Property Count
East Boston Rental Villas and Private Getaways in Boston, Massachusetts 78
Harbor View - Orient Heights Rental Villas and Private Getaways in Boston, Massachusetts 647

People Also Ask

There are 25 hotels in Winthrop and 151 rentals

Recently Booked Hotels, Resorts, or Rentals in Winthrop