Photo by Ed Gaffny

Chestnut Hill Vacation Rentals

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Vacation Rentals in Chestnut Hill

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (493)
"Good clean and spacious. Well appointed apartment. Only negative was lack of qater pressure"
The price is P8,403
P16,864 total
includes taxes & fees
Dec 8 - Dec 9
Global Luxury Suites Downtown Boston

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (152)
"Great stay. "
The price is P4,756
P11,205 total
includes taxes & fees
Dec 27 - Dec 28
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (951)
"It was great. Very clean and especially loved the heating fan in the bathroom. The only thing I’d recommend to enhance the experience would be a more comfortable sofa bed. "
The price is P9,924
P11,085 total
includes taxes & fees
Dec 8 - Dec 9
Crescent Suites Hotel

Temple Place Suites

2.5 star property
6.8 out of 10, (171)
"It would be pretty hard to beat the convenience of this location. You can walk to pretty much anywhere in Boston from here. Subways were close, there's plenty of places to eat right near by. The communication from the property management was excellent. Expect this place to be... quirky. It's definitely run down. The elevator was an adventure, though it always ran. The water pressure is lacking. The floor was very squeaky. Our room was very dark. And the bed was not particularly comfortable. But...
The price is P5,972
P10,094 total
includes taxes & fees
Dec 27 - Dec 28
Temple Place Suites

Bay Village Suites

2.0 star property
6.4 out of 10, (135)
"My stay at the Bay Village Hotel in Boston was amazing. To be honest, it was my first experience staying in a self-serving hotel like this. However, everything was good. No one disturbed me, and every time, the hotel was quiet like I was alone in the entire building, and it was convenient. "
Bay Village Suites

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (403)
"Perfect location!"
The price is P7,295
P8,458 total
includes taxes & fees
Dec 22 - Dec 23
Sonder 907 Main

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very Good, (110)
"Fourth floor walk up, nice place. No front desk, all access information provided ahead of time. "
The price is P5,391
P11,596 total
includes taxes & fees
Dec 27 - Dec 28
Maverick Suites at 245 Newbury St

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very Good, (195)
"The place is clean and functional. The kitchen area is equipped with a fridge (no freezer), a microwave oven, a coffee maker (with coffee pods provided for the number of days of stay), dish detergent and sponge for washing up. There are mugs, bowls, dishes and silverware in the cupboard. The bathroom is clean, with clean towels, shampoo and soap. The walls and floors are a bit thin and there can be some noise from neighbors, but not a lot. Self check-in is easy, with access codes sent the day...
The price is P3,664
P9,340 total
includes taxes & fees
Nov 29 - Nov 30
Maverick Suites at 89 Marion

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (849)
"Nice property, good sized and well furnished."
The price is P8,693
P10,253 total
includes taxes & fees
Dec 23 - Dec 24
No. 284 powered by Sonder

Premier Suites - Bay Village

2.0 star property
6.2 out of 10, (132)
"Great location, great communication. Perfect place to stay if you just need a place to sleep close to the train station. Expect it to be… rustic. Bring shower shoes for the shared bathroom. The bed was super comfortable. It’s a tiny space, but has everything you need if you’re not going to be in the room much. Overall, good experience. Just don’t go into it expecting the space to be perfect."
Premier Suites - Bay Village

Maverick Suites at 40 Temple St

2.0 star property
7.4 out of 10, Good, (70)
"Beacon Hill is a good central location and about 30 minutes walk to the Convention Center. There’s a Whole Foods nearby for groceries. My room was small but fine for one person. Check in and out was easy. My only complaint was that there was no way to adjust the fan speed on the climate control and it was noidy but this was not a dealbreaker. "
The price is P5,073
P11,232 total
includes taxes & fees
Dec 27 - Dec 28
Maverick Suites at 40 Temple St

Global Luxury Suites East Boston

4.0 star property
7.0 out of 10, Good, (120)
"This is an entire apartment near the airport. There is public transportation nearby. The apartment was nice and clean. The front desk is not always there. There are several building and several entrances which make it a little confusing. Was dropped off at one side entrance, walked to the front, then the front desk person walked me to another building into the back entrance. But when I left I left out of the front entrance. So yeah, that was very confusing. Otherwise my stay was pleasant "
The price is P8,942
P17,029 total
includes taxes & fees
Dec 11 - Dec 12
Global Luxury Suites East Boston

Sonder at Pierce Boston

4.0 star property
8.8 out of 10, Excellent, (207)
"Fantastic, Pierce-Sonder is always our first choice while visiting Boston. We come often for treatment at Dana Farber Cancer Institute. "
The price is P9,719
P11,464 total
includes taxes & fees
Dec 19 - Dec 20
Sonder at Pierce Boston

Maverick Suites at 400 Columbus Ave

2.0 star property
7.6 out of 10, Good, (93)
"Having to have cleaning of the room as an extra charge should be noted clearly for any future occupants. The unit is not close to any restaurant or store unless you want to walk 10 minutes to get there and carry anything back. It is not convenient to anything of note. Would not stay there again. It was clean but that's the best I could say for the property. "
The price is P4,439
P10,503 total
includes taxes & fees
Dec 27 - Dec 28
Maverick Suites at 400 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (49)
"Easy transaction and super convenient"
The price is P5,073
P11,232 total
includes taxes & fees
Dec 27 - Dec 28
Maverick Suites at 402 Columbus Ave

Sonder The Magnolia

3.5 star property
8.8 out of 10, Excellent, (49)
"Sensational location "
The price is P10,521
P12,410 total
includes taxes & fees
Dec 24 - Dec 25
Sonder The Magnolia

Charlesgate Suites

3.5 star property
9.6 out of 10, Exceptional, (166)
"Great space, great location. Just as advertised. Oct 2024 EVERYTHING looked new…floors, appliances, paint, furniture. Everything. Everything worked well ( though the fireplace would only stay lit for 5 minutes. Exactly FIVE). Communication was awesome. Prompt and helpful. Only criticism: did not know that there was NO ELEVATOR until the day of check in. At 61 with bad knees and four bags, getting settled in was a major hassle. Four narrow flights of winding stairs. Other than...
Charlesgate Suites

Sonder The Hancock

3.5 star property
7.8 out of 10, Good, (85)
"Nestled in the Government sector of town. Beautiful historical buildings and streets. Easy walk to most everywhere. "
The price is P10,813
P12,754 total
includes taxes & fees
Dec 15 - Dec 16
Sonder The Hancock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Chestnut Hill you may be interested in

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2830)
"Easy to get to from the airport - free bus takes you directly across the street. If you are looking to explore the historic side of Boston this will be a bit out of the way but still accessible by public transit."
The price is P9,454
P11,303 total
includes taxes & fees
Dec 20 - Dec 21
Seaport Hotel Boston

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very Good, (3726)
"Concierge was incredibly friendly and helpful"
The price is P7,033
P10,595 total
includes taxes & fees
Dec 27 - Dec 28
Hilton Boston Park Plaza

Omni Parker House

4.0 star property
8.8 out of 10, Excellent, (3246)
"Easy check in and check out. "
The price is P9,184
P12,746 total
includes taxes & fees
Nov 30 - Dec 1
Omni Parker House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a vacation rental in Chestnut Hill?

Yes, you can find vacation rentals where you'll be only 6.4 mi (10.4 km) from New England Aquarium, providing a secluded option if you'd like a quiet spot to stay. Chestnut Hill is known for its university setting and football games. Make sure you have time to check out the restaurants and forests during your trip.

How many vacation rentals will I find in Chestnut Hill?

Choose from 4 Expedia vacation rentals in Chestnut Hill for a memorable vacation.

What’s there to see and do in Chestnut Hill?

Cultural attractions include McMullen Museum, whereas Chestnut Hill Reservoir is a spot to enjoy nature. Fenway Park and TD Garden are other popular places to visit in the area.

What’s a vacation rental in Chestnut Hill like?

Vacation rentals are private accommodations you can stay in for a short or long stay in Chestnut Hill. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.