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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 151 Condo Rentals in Chestnut Hill with updated reviews, rates, and availability.

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dining / Living Room

🎖The Ashmont Suite - Close to Subway + Downtown🎖

10.0 out of 10, Exceptional, (38)
"Great area, excellent property management and very clean "
The price is AED 731
AED 1,528 total
includes taxes & fees
26 Jan - 27 Jan
🎖The Ashmont Suite - Close to Subway + Downtown🎖
Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!
Dining

Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!

2.0 star property
9.4 out of 10, Exceptional, (3)
"We had difficulty finding a place to host our family of (5) comfortably and had 2 bathrooms. This house was just that and more! We enjoyed being able to cook some of our meals in the fully stocked kitchen, even baked cookies, and relaxed and watched a movie in the Family Room. The location is outstanding, walking distance to a lot of places. The grocery store is only 3 minutes away walking! Tim was prompt to respond; answered all my questions and made the check-in process easy. Thanks Tim...
Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!
Pet-friendly condo in lovely South Boston with WiFi, AC
Terrace/patio

Pet-friendly condo in lovely South Boston with WiFi, AC

Pet-friendly condo in lovely South Boston with WiFi, AC
Modern 2br with W/D in unit, Parking, central air
Private kitchen

Modern 2br with W/D in unit, Parking, central air

10.0 out of 10, Exceptional, (37)
"Nice property. Very clean"
Modern 2br with W/D in unit, Parking, central air
The Heart of Southie (Garage + Roof Deck)
Living area

The Heart of Southie (Garage + Roof Deck)

10.0 out of 10, Exceptional, (18)
"We had the pleasure of staying at this perfect VRBO for 3 days. The unit is exactly as it is displayed in the photo’s but it is so much more. Everything you need is on site and the garage and roof top space are wonderful additions. The hosts are wonderful at communicating and are prompt in responding, day or night. There is a little corner store just a few steps away in case you need cheese and crackers or a sweet treat. We spent a lot of time in Boston site seeing and it was easy to...
The Heart of Southie (Garage + Roof Deck)
New Luxury Renovation | near T

New Luxury Renovation | near T

9.8 out of 10, Exceptional, (9)
"The unit was spotlessly clean. The location was good with the T line a short walk away. Communication was excellent. Overall, we were all very pleased with the accommodations. Would definitely recommend. "
New Luxury Renovation | near T
Family-Friendly Salem Apt: Near Dtwn Sites!
Front Entrance and Driveway

Family-Friendly Salem Apt: Near Dtwn Sites!

10.0 out of 10, Exceptional, (19)
"The property was fantastic. I would definitely stay there again "
Family-Friendly Salem Apt: Near Dtwn Sites!
Historic Somerville Cambridge 1 Bed, Inman Square
Dining

Historic Somerville Cambridge 1 Bed, Inman Square

6.0 out of 10, (3)
"The property was okay, but not great. The check-in process was completely lacking, I called, emailed and texted every number I could find with no response until around 6 pm on check-in day. The basic supplies in the kitchen and bathroom were lacking or non-existent and the second 'bed', an air mattress leaked badly."
Historic Somerville Cambridge 1 Bed, Inman Square
Bright Brownstone w Terrace+View
Private kitchen

Bright Brownstone w Terrace+View

2.0 star property
Bright Brownstone w Terrace+View
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Kitchen with granite counter tops and stainless steel appliances

LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo

9.6 out of 10, Exceptional, (156)
"Nice enough. Has Access to roof area. Good kitchen. Lots of choices to eat nearby "
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Excellent 2 bedroom condo in South Boston
Private kitchen

Excellent 2 bedroom condo in South Boston

10.0 out of 10, Exceptional, (17)
"Convenient location close to the train station for access to downtown. Safe area, also close to park and beach. Unit was very clean and had everything needed. Dryer takes a little long but that's typical with all-in-one units. No designated parking if you have a car but was able to find close street parking."
Excellent 2 bedroom condo in South Boston
Direct ocean view 2 bed 2 bath walk to beach
Private kitchen

Direct ocean view 2 bed 2 bath walk to beach

7.6 out of 10, Good, (14)
"It was a good location for doing things south of Boston. Didn't know there was so many level steps up and down inside the house. Very minimal and basic. Need some cosmetic work. Over all good."
Direct ocean view 2 bed 2 bath walk to beach
Lg suite for up to 8 ppl/2 floor
Catch your zzzzzz at this spacious bedroom with 45’ Plazma TV

Lg suite for up to 8 ppl/2 floor

9.8 out of 10, Exceptional, (7)
"This was the perfect place for us to stay on our girls’ trip. Super close to a T station and comfortably slept 4 people. "
The price is AED 253
AED 1,220 total
includes taxes & fees
27 Jan - 28 Jan
Lg suite for up to 8 ppl/2 floor
Downtown Salem - Park & Play Modern 3 Bedroom
Interior

Downtown Salem - Park & Play Modern 3 Bedroom

10.0 out of 10, Exceptional, (38)
"This place is great. It's exactly like the photos, in a safe place, walkable to downtown. It's also very clean. I have pretty bad dust allergies, to the point of bringing my own pillows to hotels, but didn't have a problem here."
The price is AED 481
AED 1,247 total
includes taxes & fees
27 Jan - 28 Jan
Downtown Salem - Park & Play Modern 3 Bedroom
Lg suite for up to 8 ppl/3 floor
Catch your zzzzz at spacious bedroom: plenty of storage and 45’ Plazma TV

Lg suite for up to 8 ppl/3 floor

9.4 out of 10, Exceptional, (12)
"Property was secure and had a fantastic location.The owner was very friendly and gave so much great information about the area. Would absolutely book again!"
The price is AED 253
AED 1,224 total
includes taxes & fees
28 Jan - 29 Jan
Lg suite for up to 8 ppl/3 floor
Luxury large house minutes to Cambridge and Boston
Living area

Luxury large house minutes to Cambridge and Boston

10.0 out of 10, Exceptional, (15)
"We stayed here with family over Thanksgiving and loved it. Convenient to the airport and Boston, as well as the suburbs where we visited with family. The home is great - nicely furnished, great bathrooms, comfortable beds, nice kitchen, and cozy living area with a gas fireplace. "
Luxury large house minutes to Cambridge and Boston
Moreland St 2 bed · Stunning, 10minutes to Boston-Parking&Washer/Dryer

Moreland St 2 bed · Stunning, 10minutes to Boston-Parking&Washer/Dryer

10.0 out of 10, Exceptional, (7)
"This was our first time in Boston and we wanted something besides a hotel for our stay. This place was perfection! Perfectly located in a great neighborhood, there is a bus stop right on the corner outside the apartment and there is a transit stop about 20 min. walking distance as well. It felt like being in your own home right outside the city. Clean, great amenities with a full kitchen and great living room with a fireplace to relax in after walking around the city all day. 10/10 would...
Moreland St 2 bed · Stunning, 10minutes to Boston-Parking&Washer/Dryer
Stunning South End/Back Bay Penthouse!
Outdoor dining

Stunning South End/Back Bay Penthouse!

10.0 out of 10, Exceptional, (83)
"We enjoyed the property. Beds were firm and comfortable, good location and we enjoyed the tbs and Disney plus for the kids. Hosts are great. "
Stunning South End/Back Bay Penthouse!
Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
Bedford Vacation Rental | 3BR | 2BA | 1,300 Sq Ft | 5 Exterior Steps Required

Beautiful 3 BR Home w/ Workspace: 20 Min to Boston

10.0 out of 10, Exceptional, (8)
"It's been a pleasant experience. Very clean and well maintained property. Someone reached out to ensure everything was in order when we arrived, and provided contact information for reporting any issues. Property manager was in contact to ask us to put salt on the sidewalk/driveway as we were expecting freezing conditions, and maintain property. Very pleasant experience overall."
Beautiful 3 BR Home w/ Workspace: 20 Min to Boston
3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D

3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D

10.0 out of 10, Exceptional, (6)
"Boston was were we had picked to celebrate 3 birthdays. This location was great for walking to several breakfast locations and the train.Due to construction on main road made it a little harder to get to the grocery store. Overall some of the minor issues of the location we would rent here again. then catch"
3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D
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 property types in Chestnut Hill

Sonder 907 Main
Room

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (420)
"The checkin and room key code access process is a little weird with needing to use an an app or complete it on their website, but other than that, it was a pleasant stay in a convenient part of town."
The price is AED 451
AED 523 total
includes taxes & fees
12 Feb - 13 Feb
Sonder 907 Main
Temple Place Suites
Room

Temple Place Suites

2.5 star property
6.8 out of 10, (179)
"The room was ok. The common kitchen was usually dirty and without enough utensils and cutery. Is difficult to get hot water in the shower, sometimes it is ok and some others it is cold"
The price is AED 317
AED 567 total
includes taxes & fees
6 Feb - 7 Feb
Temple Place Suites
Global Luxury Suites Downtown Boston
Living room

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (521)
"Love the building security and 24hr staff. "
The price is AED 363
AED 863 total
includes taxes & fees
28 Jan - 29 Jan
Global Luxury Suites Downtown Boston
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

How much do condos in Chestnut Hill cost?
Prepare to pay from AED 253 to AED 731 per night for condos in Chestnut Hill. Whatever your budget, an ideal stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your condo in Chestnut Hill with Expedia?
Expedia makes it easy to find your ideal condo in Chestnut Hill. Looking for a luxury escape? Find your way to the filters to search for properties that have a 5-star rating. If you have a set budget, choose how much you’d like to spend and then browse our amazing deals. We’ll help you find the perfect fit whatever your escape looks like.
How can I find cheap condos in Chestnut Hill?
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