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Search Condo Rentals in Chestnut Hill

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Compare 138 Condo Rentals in Chestnut Hill with updated reviews, rates, and availability.

Stunning South End/Back Bay Penthouse!

10.0 out of 10, Exceptional, (78)
"I have stayed in numerous VRBO locations, but this property was by far the most impressive of all. The attention to detail, communications with owner, location, and roof top patio were first class. "
Stunning South End/Back Bay Penthouse!

Bright & Spacious Loft Steps to the Freedom Trail

10.0 out of 10, Exceptional, (40)
"We had a couple of bumps in our stay but Aaron was very quick to fix them. We were located right by the orange line and were able to get anywhere we needed to. The place was exactly what we expected. Thanks Aaron!"
The price is SAR 616
SAR 1,342 total
includes taxes & fees
8 Dec - 9 Dec
Bright & Spacious Loft Steps to the Freedom Trail

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

10.0 out of 10, Exceptional, (6)
"House was comfortable and clean. Well appointed. It poured rain during our visit and having a washer and dryer in the condo was a huge bonus. Host was responsive. I want to mention that there is a flight of stairs to climb to get into the condo. I missed that in the description but want to make future guests aware. condo. "
Moreland St 2 bed · Stunning, 10minutes to Boston-Parking&Washer/Dryer

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

Modern/Luxury Condo Norwood

10.0 out of 10, Exceptional, (6)
"we loved the unit it was clean, beautifully decorations and had everything we needed "
Modern/Luxury Condo Norwood

Rehabbed 3BR2Bth, parking, Cambridge/Boston

2.0 star property
9.6 out of 10, Exceptional, (7)
"Beautiful place, Target store and other stores are next door. Responsive host, clean apartment. Lovely view. Be ready for the steep climb up and down the stairs, especially if you are given the third floor. I’ll definitely book this again. "
The price is SAR 849
SAR 1,967 total
includes taxes & fees
9 Dec - 10 Dec
Rehabbed 3BR2Bth, parking, Cambridge/Boston

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!

Convenient and Charming 2-bedroom condo with Private Parking, in South Boston

2.0 star property
5.4 out of 10, (6)
"Really nice 2 bed/2 bath unit in a good neighborhood just steps from the beach which was great for going on runs in the morning. Also less than 10min walk to a cute little neighborhood with bars/restaurants and convenience stores. Less than 10 min uber right to the convention center. Overall really suited our needs for attending a conference at a MUCH better price than you could get from any of the hotels. My only critiques are that the check-in instructions were in accurate regarding location...
The price is SAR 424
SAR 928 total
includes taxes & fees
1 Dec - 2 Dec
Convenient and Charming 2-bedroom condo with Private Parking, in South Boston

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

9.6 out of 10, Exceptional, (155)
"My daughter and I enjoyed five nights here for a conference and could not have been happier. Gary has a very well maintained 2 bed 2 full bath home in a popular south Boston area and a short walk to conference center and short Uber ride to all the famous sights. Thanks for the great stay!! Highly recommended. "
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo

4 BD 2BATH OCEAN VIEW WALK TO BEACH

8.0 out of 10, Very Good, (20)
"No issues. Nice place, nice owner. Beautiful view of the bay."
4 BD 2BATH OCEAN VIEW WALK TO BEACH

Spacious and Clean 2 Bedroom in Dorchester Neighborhood of Boston

9.4 out of 10, Exceptional, (79)
"Space was comfortable, affordable, and well-located close to public transit to downtown"
Spacious and Clean 2 Bedroom in Dorchester Neighborhood of Boston

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

10.0 out of 10, Exceptional, (36)
"Unit was spotlessly clean and functional "
Modern 2br with W/D in unit, Parking, central air

NEW! Cozy Boston Condo Near MBTA, 3Mi to Fenway! U1

9.0 out of 10, Wonderful, (6)
"Our stay at The Dean was nice for a group of 4. The property was clean and reasonably priced. It was a short distance in to the South side of Boston and parking in front of the property was not a problem. "
NEW! Cozy Boston Condo Near MBTA, 3Mi to Fenway! U1

3 story penthouse with the best views of the Boston Skylines

8.6 out of 10, Excellent, (14)
"Great location, great view of the city. All of us slept great. Other than having wrong code to get in, which was quickly rectified the stay was great and would stay there again."
3 story penthouse with the best views of the Boston Skylines

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

New Luxury Renovation | near T

9.8 out of 10, Exceptional, (8)
"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

STUNNING RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT FREE PARKING

9.6 out of 10, Exceptional, (139)
"Six of us stayed in Lita’s beautiful property as we were coming to Boston for a work event. The house was very clean and Lita was excellent at communicating with us. The location was perfect and created a great space for a group of co-workers to connect with each other more. Thank you!"
STUNNING RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT FREE PARKING

Modern Three Bedroom Condo - Near Boston

8.6 out of 10, Excellent, (4)
"My family and I really enjoyed our stay here. It was clean and had games to play if that's your sort of thing. Located right off of Main Street, Stoneham so made getting around super easy. Restaurants and convenience store within walking distance. The host was super attentive and always responded quickly to our questions. Would surely recommend to others."
The price is SAR 749
SAR 1,787 total
includes taxes & fees
3 Dec - 4 Dec
Modern Three Bedroom Condo - Near Boston

Luxury large house minutes to Cambridge and Boston

10.0 out of 10, Exceptional, (14)
"My son got married in Arlington, MA over the weekend. The VRBO was a great location and was big enough to accommodate my family so that we all didn't have to get separate hotel rooms. It worked out perfectly."
Luxury large house minutes to Cambridge and Boston

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

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (493)
"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "
The price is SAR 537
SAR 1,078 total
includes taxes & fees
8 Dec - 9 Dec
Global Luxury Suites Downtown Boston

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (152)
"Everything good "
The price is SAR 496
SAR 937 total
includes taxes & fees
1 Dec - 2 Dec
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 SAR 635
SAR 709 total
includes taxes & fees
2 Dec - 3 Dec
Crescent Suites 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.

Frequently asked questions

How much do condos in Chestnut Hill cost?
Prepare to pay from SAR 424 to SAR 849 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?
Expedia can help you narrow your search for cheap condos in Chestnut Hill. To lock in a fantastic stay in just a few clicks, try out our convenient filter tool to tailor your search results by star rating, budget and amenities.