Compare Villas, Resorts, & Rentals in Winthrop Park, Boston, Massachusetts, USA
About Casai's Private Villas and Holiday Rentals in Winthrop Park
Discover more than 3491 vacation rentals available in Winthrop Park. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winthrop Park.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winthrop Park, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winthrop Park. On average, places to stay near Winthrop Park offer 602.15 ft², with nightly prices averaging US $408.
With Casai, finding and comparing holiday rentals in Winthrop Park is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Frequently Asked Questions About Winthrop Park?
What are the top holiday rentals in Winthrop Park?
- Boston Yacht Haven Inn & Marina
- Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
- Historic Home At Freedom Trail
- Historic Townhouse Condo in the center of Boston, across from the Public Garden
- "Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
- Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
- Chic South End Studio With Patio
- Stunning South End/Back Bay Penthouse!
- Great South End/Back Bay location, 1 bed condo near T station
- 3 BR/3 BATH in Historic Home Mins from Kendall Sq , MIT, Harvard, Boston.
How many Casai.com holiday rentals are available in Winthrop Park?
As of 2025, Casai boasts over 3491 properties listed in the Winthrop Park area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winthrop Park.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Downtown Boston Vacation Rentals in Boston, Massachusetts | 359 |
| Back Bay Vacation Rentals in Boston, Massachusetts | 280 |
| Fenway–Kenmore Vacation Rentals in Boston, Massachusetts | 188 |
| Dorchester Vacation Rentals in Boston, Massachusetts | 165 |
| Seaport District Vacation Rentals in Boston, Massachusetts | 129 |
| East Boston Vacation Rentals in Boston, Massachusetts | 77 |
| Beacon Hill Vacation Rentals in Boston, Massachusetts | 59 |
| North End Vacation Rentals in Boston, Massachusetts | 57 |
| Allston Vacation Rentals in Boston, Massachusetts | 54 |
| South Boston Vacation Rentals in Boston, Massachusetts | 46 |
| Jamaica Plain Vacation Rentals in Boston, Massachusetts | 38 |
| Charlestown Vacation Rentals in Boston, Massachusetts | 33 |
