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Chestnut Hill Vacation Rentals

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Vacation Rentals in Chestnut Hill

Temple Place Suites
2.5 star property
6.8 out of 10, 93 reviews
"Room and facilities as described, easy to find and use, enjoyed the staff-free self-check in. Well located."
The price is CA $169
CA $270 total
includes taxes & fees
Jul 7 - Jul 8
Temple Place Suites
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, 425 reviews
"The apartments are updated and beautiful. However, the doors were missing on the one bedroom apartment I reserved. We checked in late that evening, so they weren't able to correct the problem until the next day. There were no other problems. I would stay there again in the future."
The price is CA $322
CA $542 total
includes taxes & fees
Jun 30 - Jul 1
Global Luxury Suites Downtown Boston
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, 2,226 reviews
"It was great! Friendly staff great location clean and fun for everyone "
The price is CA $221
CA $247 total
includes taxes & fees
Jul 5 - Jul 6
HYATT house Boston/Burlington
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Sonder 907 Main
4.0 star property
8.0 out of 10, Very good, 344 reviews
"Nice kettle and fragrant soap"
The price is CA $258
CA $300 total
includes taxes & fees
Jul 2 - Jul 3
Sonder 907 Main
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, 838 reviews
"We only stayed one night but would absolutely book this place again. Rooms are spacious and clean. Dana is professional and friendly. Highly recommend the Crescent hotel "
The price is CA $246
CA $274 total
includes taxes & fees
Jul 1 - Jul 2
Crescent Suites Hotel
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, 793 reviews
"Location, location and location! The best location. The only cons were the hallway carpets were very dirty and the recycle/ trash trucks were coming every early morning to the alley to pick up the trash/ recyclables and it was so loud, even closed windows were not helping."
The price is CA $302
CA $356 total
includes taxes & fees
Jul 1 - Jul 2
No. 284 powered by Sonder
Bay Village Suites
2.0 star property
6.2 out of 10, 65 reviews
"Location great. "
Bay Village Suites
Premier Suites - Bay Village
2.0 star property
6.0 out of 10, 89 reviews
"Great customer service but dirty and worn down apartment complex. Communication was 10/10! The apartment had LOTS of dirt and trash in the bed frame, underneath the bed, and in the bathroom. "
Premier Suites - Bay Village
89 Marion
2.0 star property
8.4 out of 10, Very good, 143 reviews
"No complaints about the accommodation, but assessing a so-called, and exorbitant, "property fee" for one night is outrageous. There was no explanation for what this covers. It amounts to a nuisance fee, and unless it is done away with, I won't be staying here again. "
The price is CA $255
CA $408 total
includes taxes & fees
Jun 22 - Jun 23
89 Marion
Maverick Suites at 28 Fenway
2.0 star property
9.4 out of 10, Exceptional, 59 reviews
"All was great. "
The price is CA $210
CA $376 total
includes taxes & fees
Jul 2 - Jul 3
Maverick Suites at 28 Fenway
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, 182 reviews
"Staff was great."
The price is CA $406
CA $479 total
includes taxes & fees
Jul 1 - Jul 2
Sonder at Pierce Boston
Maverick Suites at 400 Columbus Ave
2.0 star property
7.6 out of 10, Good, 67 reviews
"We enjoyed our stay!"
The price is CA $255
CA $419 total
includes taxes & fees
Jun 21 - Jun 22
Maverick Suites at 400 Columbus Ave
Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, 87 reviews
"Particularly liked the non-slip shower!"
The price is CA $337
CA $514 total
includes taxes & fees
Jun 30 - Jul 1
Maverick Suites at 245 Newbury St
Global Luxury Suites East Boston
4.0 star property
6.8 out of 10, 91 reviews
"Location "
The price is CA $353
CA $564 total
includes taxes & fees
Jul 1 - Jul 2
Global Luxury Suites East Boston
Maverick Suites at 40 Temple St
2.0 star property
7.8 out of 10, Good, 56 reviews
"Excellent stay in a convenient part of town. Love that everything was online and easy from booking, to checkin, property entry codes to checkout. Will stay again!"
The price is CA $337
CA $514 total
includes taxes & fees
Jun 23 - Jun 24
Maverick Suites at 40 Temple St
Maverick Suites at 402 Columbus Ave
2.0 star property
7.6 out of 10, Good, 40 reviews
"I had trouble at first getting the key pad codes to work, and at one point couldn't find the code. It was not clear if there was ever someone who I could call and get quick help if for some reason I couldn't get into my room,"
The price is CA $241
CA $404 total
includes taxes & fees
Jun 20 - Jun 21
Maverick Suites at 402 Columbus Ave
Sonder The Hancock
3.5 star property
8.0 out of 10, Very good, 68 reviews
"Nice property "
The price is CA $341
CA $402 total
includes taxes & fees
Jul 7 - Jul 8
Sonder The Hancock
Sonder The Magnolia
3.5 star property
9.2 out of 10, Wonderful, 35 reviews
"The location is excellent, close to everything you need. The windows are highly effective at blocking out noise from the busy street. As advertised, there is no elevator and no stove, but the air fryer provided is very convenient. The space is clean and quiet, with a good shower and a comfortable bed. The hallway luggage lockers were a lifesaver. What could be improved: - A full-length mirror or one in the hallway would be beneficial. - Providing communal-size body lotion, similar to the...
The price is CA $415
CA $490 total
includes taxes & fees
Jul 11 - Jul 12
Sonder The Magnolia
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, 86 reviews
"The neighborhood was very quiet and the house was decorated in a calming and inviting manner. The rooms were a good size and the layout worked well for my husband and I and our teenaged grandchild."
The price is CA $193
CA $471 total
includes taxes & fees
Jul 3 - Jul 4
Beautiful Retreat close to Downtown Boston. Pets friendly.
Beautiful, Cozy Ultra Convenient Salem Home
9.4 out of 10, Exceptional, 11 reviews
"Loved the home - it felt like being home at the end of a long day shopping and doing many things in town. Clean! Just wish the towels were ready and set in the bathrooms and instructions left on what to do with used towels and if the garbage should have been taken out. Basement was stinky. Other than that, wonderful place and setup - sooooo close to town and convenient!"
The price is CA $362
CA $594 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful, Cozy Ultra Convenient Salem Home
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See all available properties in Chestnut Hill
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.

Chestnut Hill Vacation Rental Travel Info

Number of vacation rentals
77
Popular accommodation
Chestnut Hill apartments
Known landmarks
New England Aquarium, Boston Museum of Fine Arts and Museum of Science
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Chestnut Hill you may be interested in

Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, 2,217 reviews
"Loved this hotel! Staff were awesome! So many staff. Also used spa and ate at the Sporting Club (which was also great except for the runner who slammed our food down in the wrong places without a care). Looking forward to trying more Omni hotels in the future. "
The price is CA $277
CA $370 total
includes taxes & fees
Jul 3 - Jul 4
Omni Boston Hotel at the Seaport
Omni Parker House
4.0 star property
8.8 out of 10, Excellent, 2,686 reviews
"This historic hotel was a perfect place to stay in Boston! "
The price is CA $251
CA $340 total
includes taxes & fees
Jul 4 - Jul 5
Omni Parker House
The Revolution Hotel
3.5 star property
8.6 out of 10, Excellent, 1,554 reviews
"I enjoyed my stay at the Revolution Hotel very much. It's located in a nice part of Boston where you can easily access public transportation or walk."
The price is CA $232
CA $270 total
includes taxes & fees
Jun 30 - Jul 1
The Revolution Hotel
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.

Everything you need to know about Chestnut Hill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Hill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chestnut Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chestnut Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chestnut Hill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chestnut Hill vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chestnut Hill vacation rentals we have selected for you start as low as CA $169 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chestnut Hill rentals

At Expedia, we put the best Chestnut Hill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chestnut Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chestnut Hill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chestnut Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best vacation home rentals in Chestnut Hill?

Beautiful, Cozy Ultra Convenient Salem Home: Visitors like this Chestnut Hill vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.

Recent reviews of Chestnut Hill properties
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