197+ Luxury Vacation Rentals & Cabins in Winthrop |
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Winthrop Cabin Rentals

About Winthrop Vacation Rentals

There are more than 197 incredible getaway rentals that are available in Winthrop. These choices include cabins, 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. Stay Close to Nature with Cabinns.ca and uncover great stays in Winthrop.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin 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 Cabinns.ca 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 Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Winthrop. Places to stay near Winthrop are 681.5 ftยฒ on average, with prices averaging CA $363 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of 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 cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Winthrop

Type Count
Holiday Apartments 108
Vacation Homes 23
B&B 7
Villas 2

Use these Quick Filters to Find a Vacation Rental in Winthrop

โ˜… Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts 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 Cabinns.ca.

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 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Activities Winthrop Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Winthrop. Discover Top Attractions For Your Next Outdoor Adventure.


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 Nearby Cabin Rentals in these Cities & Neighborhoods


Donovan Beach 335 Properties
Winthrop Beach 132 Properties
Point Shirley Beach 85 Properties

Frequently Asked Questions About Winthrop?

What are the top cabins, lake houses & summer homes 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 cabin resort or 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 cabin rentals and resorts have private pools in Winthrop?

We have 4 cabins, luxury resorts, and holiday home rentals featuring 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 cabin rental, resort, or holiday home in Winthrop is best for families?

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

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

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 197 in the Winthrop area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Winthrop.

Nearby Neighborhood (2)โ€ฏ
Neighborhood Property Count
East Boston Rental Cabins and Private Getaways in Boston, Massachusetts 69
Harbor View - Orient Heights Rental Cabins and Private Getaways in Boston, Massachusetts 302

People Also Ask

There are 31 hotels in Winthrop 13 resorts, and 133 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Winthrop