Compare Vacation Rentals & Rent By Owner Homes in Winthrop, Massachusetts, USA
About Winthrop Vacation Rentals
With more than 202 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 715.47 ft² on average, with prices averaging US $281 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
- 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
- The Princeton Boston - Luxurious Apartment - New - Near Downtown Boston, Airport
- Walk to Constitution Beach: Mid-Century Boston Gem
- Walk to Constitution Beach Mid-Century Boston Gem
How many Rentbyowner vacation rentals are available in Winthrop?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 202 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 | 81 |
| Harbor View - Orient Heights Vacation Rentals in Boston, Massachusetts | 647 |
