Chestnut Hill Vacation Rentals, Hotels, & Places to Stay
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Luxury Places to Stay in Chestnut Hill
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Book a Last Minute Place to Stay in Chestnut Hill
About Chestnut Hill Vacation Rentals
There are more than 13 places to stay that are available in Chestnut Hill. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Chestnut Hill.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in Chestnut Hill, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Chestnut Hill. Places to stay near Chestnut Hill are 1494.55 ft² on average, with prices averaging US $462 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Chestnut Hill. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Chestnut Hill
| Type | Count |
|---|---|
| Holiday Apartments | 7 |
| Vacation Homes | 5 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Chestnut Hill
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Chestnut Hill today.
Weather in Chestnut Hill, MA
View the weather forecast for Chestnut Hill before booking your Chestnut Hill Vacation Rentals to confirm your best time to go.
Top Attractions Around Chestnut Hill, MA
Varoom offers a large selection of top attractions around Chestnut Hill . Research things to do on your vacation before you visit Chestnut Hill.
Other Places to Stay in Chestnut Hill, MA
Frequently Asked Questions About Chestnut Hill?
What are the top vacation rentals in Chestnut Hill?
We have scoured the web to find you options in Chestnut Hill. If you plan on staying near or in the Chestnut Hill area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Chestnut Hill:
- Gorgeous 5 bed Historic Boston Home
- Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk
- Entire apartment with private entrance.
- Gorgeous 5 bedroom Boston Home
- Brookline Family Retreat
- 4,000 SQFT 5 Bedroom Chestnut Hill home
- Beautiful brick home near to Boston's hospitals, colleges and Cambridge, MA.
- Cozy Chestnut Hill 1BR, residential area, by Blueground
- Serene Chestnut Hill 2BR nr Boston College T, by Blueground
- Charming Chestnut Hill 2BR nr Boston College T, by Blueground
How many Varoom vacation rentals are available in Chestnut Hill?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 13 in the Chestnut Hill area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Chestnut Hill.
Nearby Neighborhood (8)
| Neighborhood | Property Count |
|---|---|
| Brighton Vacation Rentals in Boston, Massachusetts | 92 |
| Cleveland Circle Vacation Rentals in Boston, Massachusetts | 74 |
| Commonwealth Vacation Rentals in Boston, Massachusetts | 29 |
| Brook Farm Vacation Rentals in Boston, Massachusetts | 159 |
| Woodland Heath Vacation Rentals in Boston, Massachusetts | 820 |
| Newton Corner Vacation Rentals in Boston, Massachusetts | 499 |
| South Brookline Vacation Rentals in Boston, Massachusetts | 448 |
| Thompsonville Vacation Rentals in Boston, Massachusetts | 323 |