Dunmore Bahamas - Vacation Rentals in Chestnut Hill
Apartment
10.0
(
131 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Hot Tub -
Parking -
Kitchen -
Air Conditioner
US $424
/Night
7 Nights - $2,969
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
495.14 ft²
-
Parking
-
Air Conditioner
-
Internet -
Pet Friendly
US $89
/Night
7 Nights - $623
Bed & Breakfast
10.0
(
72 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Balcony/Terrace -
Kitchen
US $151
/Night
7 Nights - $1,057
Apartment
10.0
(
41 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $316
/Night
7 Nights - $2,213
Apartment
10.0
(
31 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $975
/Night
7 Nights - $6,828
Hostel
10.0
(
30 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool -
Balcony/Terrace
-
Kitchen
US $178
/Night
7 Nights - $1,247
House
10.0
(
20 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
560 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $258
/Night
7 Nights - $1,809
Apartment
10.0
(
18 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $521
/Night
7 Nights - $3,644
See More Chestnut Hill Vacation Rentals
Luxury Places to Stay in Chestnut Hill
Over 740+
Luxury Places to Stay in or Near Chestnut Hill
Apartment
16 Bedrooms
7 Bathrooms
49 Guests
5381.95 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Laundry
US $1,950
/Night
7 Nights - $13,650
Condo
15 Bedrooms
7 Bathrooms
36 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $1,649
/Night
7 Nights - $11,542
Apartment
9.4
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $1,494
/Night
7 Nights - $10,460
House
9.4
(
82 Reviews
)
6 Bedrooms
4 Bathrooms
9 Guests
6000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,464
/Night
7 Nights - $10,247
House
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,362
/Night
7 Nights - $9,535
Apartment
9.0
(
1 Review
)
5 Bedrooms
2 Bathrooms
12 Guests
1797.57 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Laundry
US $1,361
/Night
7 Nights - $9,525
Villa
3 Bedrooms
3 Bathrooms
9 Guests
4004.17 ft²
-
Parking
-
Balcony/Terrace
-
View -
Air Conditioner
US $1,325
/Night
7 Nights - $9,275
Apartment
3 Bedrooms
2 Bathrooms
8 Guests
1097.92 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
US $1,283
/Night
7 Nights - $8,980
Find More Chestnut Hill Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Chestnut Hill
Over 63+
Top-Rated Vacation Rentals with a Pool in or Near Chestnut Hill
House
10.0
(
14 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
4000 ft²
-
Private Pool -
Parking
-
Pool
-
Balcony/Terrace
US $976
/Night
7 Nights - $6,832
Condo
9.8
(
89 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
900 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $164
/Night
7 Nights - $1,145
Hostel
9.8
(
31 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $178
/Night
7 Nights - $1,247
Hostel
9.8
(
31 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $178
/Night
7 Nights - $1,247
Bed & Breakfast
9.6
(
75 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $172
/Night
7 Nights - $1,203
House
9.6
(
32 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2350 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $756
/Night
7 Nights - $5,295
Hostel
9.4
(
28 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $178
/Night
7 Nights - $1,247
Hotel
9.2
(
1016 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $217
/Night
7 Nights - $1,522
Pet-Friendly Vacation Rentals in Chestnut Hill
Over 248+
Pet-Friendly Vacation Rentals in or Near Chestnut Hill
Apartment
10.0
(
12 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $151
/Night
7 Nights - $1,057
Apartment
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
914.93 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $351
/Night
7 Nights - $2,454
Apartment
3.6
(
4 Reviews
)
1 Bedroom
1 Bathroom
1 Guest
-
Kitchen
-
Internet
-
Pet Friendly
-
Child Friendly
US $163
/Night
7 Nights - $1,141
House
10.0
(
11 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1350 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $333
/Night
7 Nights - $2,332
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $545
/Night
7 Nights - $3,816
Apartment
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
904 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $412
/Night
7 Nights - $2,885
Apartment
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
8 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $905
/Night
7 Nights - $6,333
Apartment
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
6 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $825
/Night
7 Nights - $5,775
See More Pet-Friendly Vacation Rentals in Chestnut Hill on PetFriendly.io
Large Vacation Homes & Villas in Chestnut Hill
Over 76+
Large Vacation Homes & Villas in or Near Chestnut Hill
House
10.0
(
11 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
2610 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,171
/Night
7 Nights - $8,199
House
9.7
(
8 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
2604.87 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $891
/Night
7 Nights - $6,237
Condo
10.0
(
5 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
1001 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $800
/Night
7 Nights - $5,598
Condo
10.0
(
3 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $455
/Night
7 Nights - $3,183
Condo
10.0
(
1 Review
)
10 Bedrooms
5 Bathrooms
24 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $907
/Night
7 Nights - $6,349
House
9.8
(
60 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2300 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $663
/Night
7 Nights - $4,643
Apartment
9.4
(
46 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $543
/Night
7 Nights - $3,802
Condo
9.4
(
13 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $430
/Night
7 Nights - $3,011
See More Family Vacation Rentals in Chestnut Hill on FVR
Wheelchair Accessible Vacation Homes in Chestnut Hill
Over 220+
Wheelchair Accessible Vacation Homes in or Near Chestnut Hill
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
904 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $430
/Night
7 Nights - $3,010
Apartment
7.8
(
46 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
301.39 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Wheelchair Accessible
US $481
/Night
7 Nights - $3,367
Hotel
9.4
(
1142 Reviews
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $198
/Night
7 Nights - $1,389
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
904 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $370
/Night
7 Nights - $2,588
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
904 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $223
/Night
7 Nights - $1,564
Apartment
9.6
(
4 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
904 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $375
/Night
7 Nights - $2,627
Apartment
9.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
904 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $247
/Night
7 Nights - $1,726
Apartment
8.6
(
4 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
904 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $223
/Night
7 Nights - $1,564
Chestnut Hill Vacation Rentals and Airbnb Places to Stay Under $200
Over 240+
Chestnut Hill Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
700 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $152
/Night
7 Nights - $1,061
Apartment
9.1
(
12 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
904.17 ft²
-
Parking
-
View
-
Internet
-
Security/Safety
US $157
/Night
7 Nights - $1,099
House
8.2
(
647 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $191
/Night
7 Nights - $1,340
House
9.4
(
32 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $180
/Night
7 Nights - $1,261
Bed & Breakfast
9.0
(
14 Reviews
)
1 Bedroom
1 Bathroom
1 Guest
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $178
/Night
7 Nights - $1,247
Apartment
9.0
(
10 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $163
/Night
7 Nights - $1,142
Apartment
2 Bedrooms
1 Bathroom
4 Guests
1066 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $199
/Night
7 Nights - $1,396
Apartment
2 Bedrooms
1 Bathroom
4 Guests
1060 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $190
/Night
7 Nights - $1,332
See More Chestnut Hill Vacation Rental Deals
Instantly Bookable Vacation Homes in Chestnut Hill
Over 364+
Instantly Bookable Vacation Homes in or Near Chestnut Hill
House
10.0
(
7 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $372
/Night
7 Nights - $2,604
Apartment
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Kitchen
-
Internet
-
Laundry
US $295
/Night
7 Nights - $2,068
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
780 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $288
/Night
7 Nights - $2,014
House
9.8
(
103 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1438 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $526
/Night
7 Nights - $3,681
House
9.6
(
33 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $292
/Night
7 Nights - $2,047
Apartment
9.6
(
19 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
900 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $320
/Night
7 Nights - $2,237
House
9.4
(
15 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1918 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $528
/Night
7 Nights - $3,698
House
9.4
(
8 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $438
/Night
7 Nights - $3,067
About Chestnut Hill Vacation Rentals
With more than 749 Chestnut Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Dunmorebahamas 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 a rental property in Chestnut Hill.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas Chestnut Hill, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner 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, and other popular Airbnb-style properties in Chestnut Hill. Places to stay near Chestnut Hill are 578.78 ft² on average, with prices averaging US $361 a night.
Dunmorebahamas makes it easy and safe to find and compare vacation rentals in Chestnut Hill with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Chestnut Hill
| Type | Count |
|---|---|
| Holiday Apartments | 456 |
| Vacation Homes | 191 |
| Hotels | 50 |
| B&B | 6 |
| Hostels | 4 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Chestnut Hill
★ Pro Tip: Dunmorebahamas makes it easy to compare the best listings on Dunmorebahamas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Dunmorebahamas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chestnut Hill.
Weather in Chestnut Hill
View the weather forecast for Chestnut Hill before booking your Chestnut Hill Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Chestnut Hill, MA
Dunmorebahamas offers a large selection of top attractions around Chestnut Hill. Research things to do on your vacation before you visit Chestnut Hill.
Boston College
Alumni Stadium
McMullen Museum
Osher Clinical Center
Fenway Park
Boston University
Harvard University
TD Garden
Boston Common
Faneuil Hall Marketplace
Boston Convention and Exhibition Center
Gillette Stadium
New England Aquarium
Northeastern University
Boston Museum of Fine Arts
Copley Square
Harvard Square
Massachusetts General Hospital
Museum of Science
Hynes Convention Center
Other Places to Stay Near Chestnut Hill, MA
Chestnut Hill Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chestnut Hill?
There are a lot of options in Chestnut Hill. If you plan on staying in the Chestnut Hill area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals 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
- The Inn at Newton Highlands, boutique apartment-hotel
- The Inn at Newton Highlands, boutique apartment-hotel
- A Village Bed and Breakfast
- The Inn at Newton Highlands, Suite 2, Apartment-Hotel
- 15 minutes to Fenway Park! Family-sized unit offers free parking.
- Clean, Spacious and Located Steps Away From the MBTA!
- Remodeled Spacious Apartment in Perfect Location
- The Sanctuary at TPH - Boston
How many vacation rentals have private pools in Chestnut Hill?
There are 9 vacation rentals with private pools near Chestnut Hill. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Chestnut Hill are best for families?
If you are looking for a family-friendly vacation home in Chestnut Hill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chestnut Hill:
How many vacation rentals are available in Chestnut Hill?
Currently, the total number of properties listed in 2026 is over 749 in the Chestnut Hill area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chestnut Hill.
