Compare HOTELS, RESORTS, AND RENTALS in Chestnut Hill, Massachusetts, USA
About Chestnut Hill Vacation Rentals
There are more than 647 places to stay in Chestnut Hill that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Chestnut Hill.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Chestnut Hill, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Chestnut Hill. Places to stay near Chestnut Hill are 580.77 ft² on average, with prices averaging ZA R6,018 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Chestnut Hill with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation 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?
You have a lot of choices in or near Chestnut Hill. If you need a hotel in the Chestnut Hill area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Chestnut Hill:
- The Inn at Newton Highlands, boutique apartment-hotel
- The Inn at Newton Highlands, boutique apartment-hotel
- The Inn at Newton Highlands, Suite 2, Apartment-Hotel
- King Room at Arcadian Hotel! Close to The Museum of Fine Arts, Boston
- The Inn at Newton Highlands
- Hampton Inn & Suites Watertown Boston
- Iris Hotel Boston
- Residence Inn by Marriott Boston Watertown
- Hilton Garden Inn Boston Brookline, MA
- AC Hotel by Marriott Boston Cleveland Circle
How many hotels, resorts, or rentals are available in Chestnut Hill?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 647 in the Chestnut Hill area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Chestnut Hill.
Nearby Neighborhood (8)
| Neighborhood | Property Count |
|---|---|
| Brighton Hotel & Resort Deals in Boston, Massachusetts | 132 |
| Cleveland Circle Hotel & Resort Deals in Boston, Massachusetts | 132 |
| Commonwealth Hotel & Resort Deals in Boston, Massachusetts | 145 |
| Newton Corner Hotel & Resort Deals in Boston, Massachusetts | 497 |
| Woodland Heath Hotel & Resort Deals in Boston, Massachusetts | 814 |
| South Brookline Hotel & Resort Deals in Boston, Massachusetts | 501 |
| Thompsonville Hotel & Resort Deals in Boston, Massachusetts | 358 |
| Brook Farm Hotel & Resort Deals in Boston, Massachusetts | 176 |
