![27 Orkney Rd](https://images1.apartmenthomeliving.com/i2/Oz8_eDSXrzaj52j2ZWSbevbjUyQhXyhE6TOLfaxde7Q/117/image.jpg?p=1)
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (479 Rentals)
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.
![27 Orkney Rd](https://images1.apartmenthomeliving.com/i2/Oz8_eDSXrzaj52j2ZWSbevbjUyQhXyhE6TOLfaxde7Q/117/image.jpg?p=1)
![1776 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/-Vl5mDklN8tNAFdKmBhFqj2Jrv1PEPtyWhd34GlHXjU/117/image.jpg?p=1)
1776 Commonwealth Ave, Unit 1
![1782 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/EgPCM6O8f4J1rKS_Dnx2LaWS6rizAEll91vAcLyapE4/117/image.jpg?p=1)
1782 Commonwealth Ave, Unit 2
![1778 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/CmEV3X73vqgFjXyTIKXslrqApvG7we13fIE7hXP_T-A/117/image.jpg?p=1)
1778 Commonwealth Ave, Unit #2
![27 Orkney Rd](https://images1.apartmenthomeliving.com/i2/_QdEQdjKf57HfnXSQK4D2cWGTq1NVb37CSFI2c1QTLM/117/image.jpg?p=1)
27 Orkney Rd, Unit 1
![12 Gerald Rd](https://images1.apartmenthomeliving.com/i2/R2f7t9Br5kc6e9tVFbvVuatrO5U-vyWa6anl4x0y7-E/117/image.jpg?p=1)
12 Gerald Rd, Unit 1
![37 Radnor Rd](https://images1.apartmenthomeliving.com/i2/q2UMlMRL8YdUjiGNgb1YQmBCWiwoUrbzLedPmhuoMEw/117/image.jpg?p=1)
37 Radnor Rd, Unit 1
![2021 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/waa8n0X1_sH5cPOKEKEuCSobFKpOd7WmY9FnipJ-vSM/117/image.jpg?p=1)
2021 Commonwealth Ave, Unit 2021 Commonwealth Avneue
![2021 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/3VIyS32u5jeys8N_NZl4mWgeNToeqL2gnMeDecKoP0Q/117/image.jpg?p=1)
2021 Commonwealth Ave, Unit D
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
![1860 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/4nl2BqC3eO8k23PeWMERgaBqy0mdu6Zr7Cl4nS_GzIE/117/image.jpg?p=1)
1860 Commonwealth Ave, Unit 1
![1860 Commonwealth Avenue](https://images1.apartmenthomeliving.com/i2/jkvWNkAOn7WXBYw1IEVwz3M3VoXOYEDIENdQREpGGwE/117/image.jpg?p=1)
1860 Commonwealth Avenue, Unit 53
![2021 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/CFIdNWP04vgCAlQzZomB2xpflXknb9Xs61FmSKZNIJo/117/image.jpg?p=1)
2021 Commonwealth Ave, Unit A
![2021 Commonwealth Ave](https://images1.apartmenthomeliving.com/i2/qBz8RVs9SbLSn-_IObH8a3s4zGQNyp1wKNymsfHAwHs/117/image.jpg?p=1)
2021 Commonwealth Ave, Unit A
![25 Wade St](https://images1.apartmenthomeliving.com/i2/ndAs6NXwQvAxyO7EU4oOWPaoQ9mPXR27winfbEURmzc/117/image.jpg?p=1)
25 Wade St, Unit 280
![129 Sutherland Rd](https://images1.apartmenthomeliving.com/i2/ujjgp8IEhSIveh0rc_NCVOkiU5GLqltSD5I5v0xchF4/117/image.jpg?p=1)
129 Sutherland Rd, Unit sutherland brighton
![48 Englewood Ave](https://images1.apartmenthomeliving.com/i2/2qE0WF8mY47NPPZ_HoYSrhxurnPeJGroY-prJtnTUvE/117/image.jpg?p=1)
48 Englewood Ave, Unit 3
![1914 Beacon St](https://images1.apartmenthomeliving.com/i2/OvOoXHwJkNZ-T_2KKBrYOjoYUUz0FFm-yTzoCeBUu4M/117/image.jpg?p=1)
1914 Beacon St, Unit 1
![129 Sutherland](https://images1.apartmenthomeliving.com/i2/x01ar0nIvTSY8kPhnmsCObe046VRhVpScv7XltIbYT0/117/image.jpg?p=1)
129 Sutherland, Unit House
![58 Englewood Ave](https://images1.apartmenthomeliving.com/i2/5yKRfP4y0T6gDzlWoBEsGCFSzMDLpmEQ1uOGuuWGbgk/117/image.jpg?p=1)
58 Englewood Ave, Unit 1
![231 Chestnut Hill Ave](https://images1.apartmenthomeliving.com/i2/TCQ450B0tiWafU6B1gW3W8TsKIVdy61p53p2JpetZ7g/117/image.jpg?p=1)
231 Chestnut Hill Ave, Unit 2
![229 Chestnut Hill Ave](https://images1.apartmenthomeliving.com/i2/-fxaCJYYZr0msB0mTFBOxICtQ2JZCoHEHEz72ykNxs8/117/image.jpg?p=1)
229 Chestnut Hill Ave, Unit 2
![1914 Beacon St](https://images1.apartmenthomeliving.com/i2/I967nRrNRC_o248vO_tsMKnUsL_FbdemEqTdSyN_6as/117/image.jpg?p=1)
1914 Beacon St, Unit 2
![1914 Beacon St](https://images1.apartmenthomeliving.com/i2/hDh0BngccxoBZaAKS_5bjtKwMFFNDMbgkkSIqu_eJsw/117/image.jpg?p=1)
1914 Beacon St, Unit beacon st boston
![6 Lothian Rd](https://images1.apartmenthomeliving.com/i2/T5P8_xsSMBBBN1xEOxdbd7zHeW1N1LBJ26xcbUUqMMc/117/image.jpg?p=1)
6 Lothian Rd, Unit 2
![229 Chestnut Hill Ave](https://images1.apartmenthomeliving.com/i2/puNr7jouxvbBU0AUVxSTw6rJ_W5tmdnTMJfbeuCks3Q/117/image.jpg?p=1)
229 Chestnut Hill Ave, Unit Uni1 4-bed 2-bath
![157 Kilsyth Rd](https://images1.apartmenthomeliving.com/i2/RAIfgX3iqBnYH4iScur_et7W714AGXhSrLlxHbdO6jw/117/image.jpg?p=1)
157 Kilsyth Rd, Unit 1
![154 Kilsyth Rd](https://images1.apartmenthomeliving.com/i2/ZLvdNja4Mibv6N1vBxE1IYe1GelTWPeFRD-kJKfAlpc/117/image.jpg?p=1)
154 Kilsyth Rd, Unit 1
![154 Kilsyth Rd](https://images1.apartmenthomeliving.com/i2/89Za7ZM8OvgfSFudzNEK5Q1ocfFT3W1dymHh_XKUAT0/117/image.jpg?p=1)
154 Kilsyth Rd, Unit 1
![146 Kilsyth Rd](https://images1.apartmenthomeliving.com/i2/vy8BEAssJsvFIcPPa7q247U7QdMMZxw4MTKlPwOVgJw/117/image.jpg?p=1)
146 Kilsyth Rd, Unit 1
![127 Kilsyth Rd](https://images1.apartmenthomeliving.com/i2/MYseyO-Jq8KOieojl8KTwocu7CrJOGpeJONaENcPYvk/117/image.jpg?p=1)
127 Kilsyth Rd, Unit 1
![154 Kilsyth Rd](https://images1.apartmenthomeliving.com/i2/Hild47s-IGdCSELlbK4DcktnrxBbTUGQPX8rxmDQbpc/117/image.jpg?p=1)
154 Kilsyth Rd, Unit 154a
![154 Kilsyth Rd](https://images1.apartmenthomeliving.com/i2/_DMRoSwqNLniQQk_jqBff2jo4SSxovo1NQRDsv2Zn8Q/117/image.jpg?p=1)
154 Kilsyth Rd, Unit 1
![48 Englewood Ave](https://images1.apartmenthomeliving.com/i2/zZ3r_u1QlXggoHdpw-px6bm2QvPfUPLKixciGYxn10s/117/image.jpg?p=1)
48 Englewood Ave, Unit 1
Chestnut Hill, Boston, MA Local Guide
![Homes for rent in Chestnut Hill, MA](https://images1.apartmenthomeliving.com/i2/LvOG3h-3_v1nmJrKRFxGuU_Q5ZA3LRGpc1jGo_x__EE/117/image.jpg)
How much does it cost to rent a home in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill 2 Bedroom Homes for Rent | $3,288 | $2,375 | $8,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $4,221 | $3,000 | $8,900 |
Chestnut Hill 4 Bedroom Homes for Rent | $5,102 | $1,100 | $6,800 |
Chestnut Hill 5 Bedroom Homes for Rent | $6,481 | $4,800 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $9,354 | $5,900 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 479 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, MA Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 821 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,075 to $19,992. There are also 581 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,100 to $16,500.
What is the current price range for Rental Homes in Chestnut Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $1,100 to $16,500 with an average monthly rent of $5,694.
How much are larger Three and Four Bedroom Rentals in Chestnut Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $2,700 to $10,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $8,900. Four Bedroom Single-Family rentals are also available starting from $1,100 and Four Bedroom Apartments start at $1,075.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
![decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article](https://assets.apartmenthomeliving.com/content/posts/18494617-the_10_best_affordable_neighborhoods_in_boston_ma.jpg)
The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.
![decorative image for Signing Your Apartment Lease: The Basics article](https://assets.apartmenthomeliving.com/content/posts/18447535-signing_your_apartment_lease_the_basics.jpg)
Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.
![decorative image for What to Know About Fees and Fines When Renting article](https://assets.apartmenthomeliving.com/content/posts/18447499-what_to_know_about_fees_and_fines_when_renting.jpg)
What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.
![decorative image for Real Estate Term Glossary: Your Guide to The A to Zs of Renting article](https://assets.apartmenthomeliving.com/content/posts/18447480-real_estate_glossary.jpg)
Real Estate Term Glossary: Your Guide to The A to Zs of Renting
Written by: Kevin Ready
Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new language.