Compare Vacation Rentals & Rent By Owner Homes in Winthrop, Massachusetts, USA
About Winthrop Vacation Rentals
With more than 236 Winthrop vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Winthrop.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winthrop, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Winthrop. Places to stay near Winthrop are 573.96 ft² on average, with prices averaging US $338 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winthrop with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Winthrop, MA
Frequently Asked Questions About Winthrop?
What are the top vacation rentals in Winthrop?
- Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
- Pet-Friendly Revere Getaway, Steps from the T!
- Casa de Los Clarey Boston Logan Beaches Free Parking
- Stunning 1 BR-Apt-Oceanview to Revere Beach -3 Train Stop Boston Logan Airport
- Spectacular Oceanfront 1 Bedroom Unit in Winthrop
- Walk to Constitution Beach: Mid-Century Boston Gem
- Walk to Constitution Beach: Mid-Century Boston Gem
- The Princeton Boston - Luxurious Apartment - New - Near Downtown Boston, Airport
- 3 BDRM Apt Next to Airport/5 min to Downtown
- Family-Friendly 3BR Easy Blue Line Access Near Boston
How many Rentbyowner vacation rentals are available in Winthrop?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 236 in the Winthrop area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winthrop.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| East Boston Vacation Rentals in Boston, Massachusetts | 72 |
| Harbor View - Orient Heights Vacation Rentals in Boston, Massachusetts | 737 |
