Compare Cottages, Resorts, & Rentals in Winthrop, Massachusetts, USA
About Winthrop Vacation Rentals
There are over 196 amazing vacation rentals available in Winthrop. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Winthrop.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Winthrop, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Winthrop. The average size of places to stay near Winthrop is approximately 710.88 ft², with prices averaging US $277 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Winthrop. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Winthrop, MA
Frequently Asked Questions About Winthrop?
What are the top cottages, summer homes, and lake houses in Winthrop?
- Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
- Ikram's Place so close to Boston, Subway & Logan international Airport
- Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
- Stunning 1 BR-Apt-Oceanview to Revere Beach -3 Train Stop Boston Logan Airport
- Cody's Place Winthrop Boston Logan Airport Beaches
- Spectacular Oceanfront 1 Bedroom Unit in Winthrop
- Bright 2BR by Boston Waterfrontn
- Walk to Constitution Beach: Mid-Century Boston Gem
- The Princeton Boston - Luxurious Apartment - New - Near Downtown Boston, Airport
- Walk to Constitution Beach Mid-Century Boston Gem
How many rentals, hotels, or resorts are available in Winthrop?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 196 properties listed by Vacation Cottage in the Winthrop area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Winthrop.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| East Boston Rental Cottages and Private Getaways in Boston, Massachusetts | 78 |
| Harbor View - Orient Heights Rental Cottages and Private Getaways in Boston, Massachusetts | 647 |
