28+ Vacation Home Rentals in Winthrop |
  1. USA
  2. Massachusetts
  3. Boston
  4. Winthrop

Winthrop Vacation Rentals & Ski-in/Ski-out Homes

About Winthrop Vacation Rentals

Explore over 28 vacation rentals in Winthrop with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Winthrop for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Winthrop. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Winthrop tailored to your preferences. On average, these rentals offer 877.8 ft² of space, and are priced at an average of US $301 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Winthrop at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Show more
Show less

Top Types of Ski Accommodations in Winthrop

Type Count
Holiday Apartments 14
Vacation Homes 9
B&B 3

Use these Quick Filters to Find a Vacation Rental in Winthrop

★ Pro Tip: Discover Your Ideal Vacation Rental in Winthrop with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

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

Top Attractions Around Winthrop, MA

Sunski offers a large selection of top attractions around Winthrop . Research things to do on your vacation before you visit Winthrop.


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

Other Places to Stay in Winthrop, MA


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

Frequently Asked Questions About Winthrop?

What are the top vacation rentals in Winthrop?

When organizing your trip to Winthrop, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Winthrop. Peruse our collection of highly-rated properties and secure your reservation today.

Which vacation homes or resorts in Winthrop are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Winthrop. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Winthrop?

Discover the ideal vacation rental in Winthrop with SunSki Resorts™. We provide an extensive selection of over 28 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Winthrop.

Nearby Neighborhood (2) 
Neighborhood Property Count
East Boston Vacation Rentals in Boston, Massachusetts 79
Harbor View - Orient Heights Vacation Rentals in Boston, Massachusetts 647

People Also Ask

There are 28 Winthrop, MA Vacation Rentals

Recently Booked Vacation Rentals in Winthrop