Compare Vacation Rentals & Rent By Owner Homes in Wellesley, Massachusetts, USA
About Wellesley Vacation Rentals
With more than 36 Wellesley 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 Wellesley.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Wellesley, 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 Wellesley. Places to stay near Wellesley are 1080.94 ft² on average, with prices averaging US $1,137 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Wellesley 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 Wellesley, MA
Frequently Asked Questions About Wellesley?
What are the top vacation rentals in Wellesley?
- Spacious Private Entrance Master Bedroom/Bath
- Lovely Studio Walk to Wellesley and Babson College
- Beautiful home in Wellesley's Historic district
- Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
- Elegant Guest Suite Wellesley
- Spacious and lovely 5-bedroom in Wellesley. Only 20 minutes from Boston!
- Wellesley Spacious and Modern
- Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail.
- 1 Mi to Needham Center Square: Pet-Friendly Apt!
- 1 Mi to Needham Center Square Pet-Friendly Apt!
How many Rentbyowner vacation rentals are available in Wellesley?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 36 in the Wellesley 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 Wellesley.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Wellesley Hills Vacation Rentals in Boston, Massachusetts | 37 |
| Babson Park Vacation Rentals in Boston, Massachusetts | 42 |
