Photo by Ed Gaffny

Search Condo Rentals in Chestnut Hill

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

Light-filled condo near airport and city with AC, W/D, patio, balcony, & hot tub

10.0 out of 10, Exceptional, (1)
"Beautiful modern updated condo. Located in such a cute and quiet neighborhood! Highly recommend "
Light-filled condo near airport and city with AC, W/D, patio, balcony, & hot tub

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!

🎖The Ashmont Suite - Close to Subway + Downtown🎖

10.0 out of 10, Exceptional, (38)
"Apartment was stunning. Like home from home. Location suited us as we had a car. "
🎖The Ashmont Suite - Close to Subway + Downtown🎖

Stunning South End/Back Bay Penthouse!

10.0 out of 10, Exceptional, (80)
"I Love this place. It is all about the privacy & the VIEWS! Both bedrooms have bay windows with city views, but the 2nd floor of this penthouse is a roof top refuge. Dinning alfresco is expected, & at night the Boston Skyline was our own private light show! Sue & David,(the Host's) were so accommodating, before I arrived, to the day I left. What I really loved was how they took an 1800yr old Brownstone left the history and character, but modernized it for comfort. Fantastic location walk to...
Stunning South End/Back Bay Penthouse!

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

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 713
SAR 1,799 total
includes taxes & fees
1 Jan - 2 January 2025
Rehabbed 3BR2Bth, parking, Cambridge/Boston

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

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, (37)
"Nice property. Very clean"
Modern 2br with W/D in unit, Parking, central air

Contemporary Farmhouse-Style Retreat | near T

9.6 out of 10, Exceptional, (9)
"Apartment was perfect for our needs. Great condition, beautifully decorated and equipped. Lack of nearby amenities in the neighborhood was the only downside, but we felt that was reflected in the price, and there were a few cafes nearby."
Contemporary Farmhouse-Style Retreat | near T

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, (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

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 SAR 984
SAR 1,892 total
includes taxes & fees
1 Jan - 2 January 2025
Downtown Salem - Park & Play Modern 3 Bedroom

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 670
SAR 1,670 total
includes taxes & fees
30 Dec - 31 Dec
Modern Three Bedroom Condo - Near Boston

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

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

10.0 out of 10, Exceptional, (8)
"This was an excellent stay. The house is beautiful and had so many helpful extras like a pack-n-play for our friend's baby."
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

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

Classic & stylish condo near iconic Boston Harbor

Classic & stylish condo near iconic Boston Harbor

Modern/Luxury Condo Norwood

10.0 out of 10, Exceptional, (7)
"Lovely new unit with easy parking, full kitchen, close to restaurants and services. Full laundry facilities. Great for our family of 5 adults. Very nice baths and tons of fluffy towels. Would stay again for sure."
Modern/Luxury Condo Norwood

Bright Brownstone w Terrace+View

2.0 star property
Bright Brownstone w Terrace+View
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.
Don't see what you're looking for?
See all available properties in Chestnut Hill
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chestnut Hill

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (408)
"Perfect location!"
The price is SAR 458
SAR 531 total
includes taxes & fees
29 Jan - 30 January 2025
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (157)
"Great stay. "
The price is SAR 447
SAR 881 total
includes taxes & fees
2 Jan - 3 January 2025
Maverick Suites at 28 Fenway

Temple Place Suites

2.5 star property
6.8 out of 10, (175)
"I recently had the pleasure of staying at Temple Place Suites, and I can honestly say it you get what you pay for. The location is absolutely perfect, situated in the heart of the city, with easy access to vibrant neighborhoods, restaurants, and cultural landmarks. The suite is minimalistic and there’s a sense of homeliness. Spacious, impeccably clean, and tastefully decorated. The staff at Temple Place Suites went above and beyond to make my stay memorable. They were friendly, attentive, and...
The price is SAR 382
SAR 646 total
includes taxes & fees
12 Jan - 13 January 2025
Temple Place Suites
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 670 to SAR 984 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.