Compare Villas, Resorts, & Rentals in Chestnut Hill, Massachusetts, USA
About Chestnut Hill Vacation Rentals
There are more than 642 incredible getaway rentals that are available in Chestnut Hill. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Chestnut Hill.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Chestnut Hill, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Chestnut Hill. Places to stay near Chestnut Hill are 585.29 ft² on average, with prices averaging GB £256 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Chestnut Hill. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Chestnut Hill, MA
Frequently Asked Questions About Chestnut Hill?
What are the top hotels or resorts in Chestnut Hill?
- Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
- Boston-Modern Spacious Family Friendly Apartment w/Parking
- Rare Find in Boston's Hippest Neighborhood
- The Inn at Newton Highlands, boutique apartment-hotel
- The Inn at Newton Highlands, boutique apartment-hotel
- A Village Bed and Breakfast
- Terrific vacation house only 4.5 miles away from downtown Boston
- The Inn at Newton Highlands, Suite 2, Apartment-Hotel
- Remodeled Spacious Apartment in Perfect Location
- Clean, Spacious and Located Steps Away From the MBTA!
How many hotels, resorts, or rentals are available in Chestnut Hill?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 642 in the Chestnut Hill area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Chestnut Hill.
Nearby Neighborhood (8)
| Neighborhood | Property Count |
|---|---|
| Brighton Rental Villas and Private Getaways in Boston, Massachusetts | 132 |
| Cleveland Circle Rental Villas and Private Getaways in Boston, Massachusetts | 132 |
| Commonwealth Rental Villas and Private Getaways in Boston, Massachusetts | 145 |
| Newton Corner Rental Villas and Private Getaways in Boston, Massachusetts | 497 |
| Woodland Heath Rental Villas and Private Getaways in Boston, Massachusetts | 814 |
| South Brookline Rental Villas and Private Getaways in Boston, Massachusetts | 501 |
| Thompsonville Rental Villas and Private Getaways in Boston, Massachusetts | 358 |
| Brook Farm Rental Villas and Private Getaways in Boston, Massachusetts | 176 |
