178+ Hotel & Resort Deals in Winthrop |
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Winthrop Hotels, Resorts, and Rentals

About Winthrop Vacation Rentals

There are more than 178 places to stay in Winthrop that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Winthrop.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Winthrop, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winthrop. Places to stay near Winthrop are 739.25 ft² on average, with prices averaging CA $410 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winthrop with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Winthrop

Type Count
Holiday Apartments 109
Vacation Homes 23
B&B 5
Villas 2

Use these Quick Filters to Find a Vacation Rental in Winthrop

★ Pro Tip: Hotala.ca has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Winthrop.

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

Hotala.ca can help you find hotels, resorts, and rentals near many of Winthrop's top attractions, neighborhoods, and points of interest.


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 335 Properties
Winthrop Beach 132 Properties
Point Shirley Beach 85 Properties

Frequently Asked Questions About Winthrop?

What are the top hotels or resorts in Winthrop?

You have a lot of choices in or near Winthrop. If you need a hotel in the Winthrop area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Winthrop:

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

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 178 in the Winthrop area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winthrop.

Nearby Neighborhood (2) 
Neighborhood Property Count
East Boston Hotel & Resort Deals in Boston, Massachusetts 79
Harbor View - Orient Heights Hotel & Resort Deals in Boston, Massachusetts 302

People Also Ask

There are 26 hotels in Winthrop and 134 rentals

Recently Booked Hotels, Resorts, or Rentals in Winthrop