Compare Vacation Rentals & Rent By Owner Homes in Dudley Square, Boston, Massachusetts, USA
About Dudley Square Vacation Rentals
With more than 3614 Dudley Square 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 Dudley Square.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Dudley Square, 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 Dudley Square. Places to stay near Dudley Square are 554.58 ft² on average, with prices averaging £323 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Dudley Square with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Dudley Square?
What are the top vacation rentals in Dudley Square?
- Historic Townhouse Condo in the center of Boston, across from the Public Garden
- Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
- Stunning South End/Back Bay Penthouse!
- Great South End/Back Bay location, 1 bed condo near T station
- Chic South End Studio With Patio
- Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
- Beautiful Boston Brownstone!
- UltraLuxe Apt in Boston Brownstone in Prime Area
- The Heart of Southie (Garage + Roof Deck)
- Spacious Sunlit 3BR Center of Downtown Boston Family Favorite
How many Rentbyowner vacation rentals are available in Dudley Square?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 3614 in the Dudley Square 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 Dudley Square.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Roxbury Vacation Rentals in Boston, Massachusetts | 109 |
| Washington Park Vacation Rentals in Boston, Massachusetts | 30 |
| Dudley - Brunswick King Vacation Rentals in Boston, Massachusetts | 3302 |
