Choose from 4 vacation rentals located in Chestnut Hill, Massachusetts. Top filters in Chestnut Hill include Internet / Wifi, Air conditioner, and Dishwasher. Prices range from $190 to $340 per night. Our most popular vacation rental types near Chestnut Hill are Hotel and RV.

Top vacation rentals in Chestnut Hill

Dining room and exit to the front deck.
4.8
Outstanding(41 Reviews)
House
 in Brookline
Private Base, #Boston medical #Pine Manor BC T+Prk
6 guests · 3 bedrooms · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

House in Chestnut Hill, for $190 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Living area
Condo
 in Boston
Charming Brighton 2BR w W/D, by Restaurants & Shops by Blueground
4 guests · 2 bedrooms · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This Condo in Chestnut Hill, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Dining room
4.8
Outstanding(34 Reviews)
Condo
 in Chestnut Hill
Entire apartment with private entrance.
6 guests · 3 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

This Condo in Chestnut Hill, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Living area
House
 in Boston
Sun-filled 1Bed, Corner Unit w/ Pool in Com. Ave
4 guests · 1 bedroom · 1 bath
Pool · Air conditioner · Internet / Wifi

Looking to create some memories in Chestnut Hill? Look no further than our House, Sun-filled 1Bed, Corner Unit w/ Pool in Com. Ave. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Pool, and more.

$$$$
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Chestnut Hill

Chestnut Hill travel guide

Let us help you plan your perfect Chestnut Hill vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Chestnut Hill, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Chestnut Hill?

  • Internet / Wifi
  • Air conditioner
  • Dishwasher

What are the must-visit tourist attractions in Chestnut Hill, MA?

Chestnut Hill, MA is a great destination for tourists looking for an enjoyable experience. Here are some of the must-visit attractions in Chestnut Hill:

  • The Chestnut Hill Reservoir
  • The Chestnut Hill Mall
  • The Shops at Chestnut Hill
  • The Larz Anderson Auto Museum

Visitors can also enjoy the various parks, trails, and outdoor activities in Chestnut Hill. With so much to do and see, Chestnut Hill is an ideal destination for a weekend getaway.

How can I get around in Chestnut Hill, MA?

You can get around Chestnut Hill, MA in a variety of ways:

  • By car
  • By bike
  • By public transportation

Chestnut Hill offers easy access to public transportation such as the MBTA and the commuter rail, as well as bike paths and roads to get around.

Where can I find affordable accommodation in Chestnut Hill, MA?

Chestnut Hill, MA is a great place to find affordable accommodation. Here are a few options to consider:

  • The Inn at Chestnut Hill – This hotel offers a variety of room types, from standard rooms to suites. It is conveniently located near many of the area's attractions and shopping.
  • The Chestnut Hill Hotel – This hotel is located in the heart of Chestnut Hill and offers a variety of room types, from standard rooms to suites. It is close to public transportation and offers a variety of amenities.
  • The Chestnut Hill Inn – This inn offers a variety of room types, from standard rooms to suites. It is located in a quiet neighborhood and is close to public transportation.
  • The Chestnut Hill Bed and Breakfast – This bed and breakfast offers a variety of room types, from standard rooms to suites. It is located in a quiet neighborhood, close to public transportation, and offers a variety of amenities.

No matter which option you choose, you can be sure to find affordable accommodation in Chestnut Hill, MA.

What is the culture like in Chestnut Hill, MA?

Chestnut Hill, MA is a vibrant and diverse community that is a unique blend of urban and suburban living. Its culture is characterized by a strong sense of community, an appreciation for the arts, and a commitment to education. Here are five key features of the culture in Chestnut Hill:

  • A strong sense of community: Chestnut Hill is a close-knit neighborhood that emphasizes neighborly connections and cooperation.
  • A commitment to education: The area is home to several prestigious universities, including Boston College, and is known for its excellent school system.
  • An appreciation for the arts: Chestnut Hill is home to many museums, galleries, and performing arts centers.
  • A vibrant nightlife: There are many restaurants, bars, and clubs in the area that offer entertainment for people of all ages.
  • A commitment to sustainability: Chestnut Hill is a leader in green initiatives, and is committed to preserving the environment.

Is Chestnut Hill, MA safe to travel to?

Chestnut Hill, MA is generally considered safe to travel to. Here are a few tips to help you stay safe:

  • Avoid traveling alone at night.
  • Be aware of your surroundings.
  • Avoid carrying large amounts of cash.

What are the popular shopping destinations in Chestnut Hill, MA?

Popular shopping destinations in Chestnut Hill, MA include:

  • The Street
  • Chestnut Hill Square
  • Chestnut Hill Square Mall

The Street is a vibrant outdoor shopping center with a variety of restaurants, boutiques, and specialty stores. Chestnut Hill Square is a popular shopping center offering a variety of retail stores, restaurants, and services. Chestnut Hill Square Mall is a large shopping mall with a variety of retail stores, restaurants, and entertainment venues.

What are the best neighborhoods to visit in Chestnut Hill, MA?

The best neighborhoods to visit in Chestnut Hill, MA are:

  • Brighton
  • Newton
  • Brookline

These neighborhoods offer a variety of attractions, from shopping and dining to outdoor recreation and cultural attractions. Each neighborhood has its own unique character and charm, making them great places to explore and experience the area.

Where is Chestnut Hill, MA?

Chestnut Hill, MA is a neighborhood in the western suburbs of Boston, Massachusetts. It is located in the northwest corner of the city of Newton, and is bordered by the towns of Brookline, Brighton, and West Roxbury. The area is known for its upscale shopping, dining, and recreational activities, and is home to several prestigious private colleges, including Boston College.

What are the most popular vacation rental amenities in Chestnut Hill, MA?

The most popular vacation rental amenities in Chestnut Hill, MA include:

  • Fully equipped kitchens
  • Spacious living areas
  • High speed internet access
  • In-unit laundry machines
  • On-site fitness center

These amenities provide visitors with all the comforts of home, while also allowing them to take advantage of the local attractions. Additionally, many of these amenities add to the overall experience and make the vacation rental stay more enjoyable.

What are the top things to do in Chestnut Hill, MA?

Chestnut Hill, MA offers a wide variety of activities for visitors to enjoy. Here are the top four things to do in Chestnut Hill:

  • Visit The Street, an outdoor shopping mall with over 70 stores and restaurants.
  • Take a tour of the Boston College Campus.
  • Explore the Chestnut Hill Reservoir, an area for outdoor recreation.
  • Enjoy the natural beauty of the Arnold Arboretum.
You can also take part in the Chestnut Hill Farmers Market, where you can find locally grown produce and handmade goods. No matter what you choose to do, Chestnut Hill is sure to have something to offer everyone.

What do I need to know before visiting Chestnut Hill, MA?

Chestnut Hill is a neighborhood in the northwestern part of the Greater Boston area. Before visiting, it’s important to know:

  • The neighborhood's close proximity to Boston, making it a great spot for sightseeing
  • The village center, which is a great spot for shopping and dining
  • The availability of public transportation, including the MBTA Green Line

Chestnut Hill also offers a variety of outdoor activities like hiking and biking, and is home to some of Boston's most prestigious colleges and universities.

What is the price range for rentals in Chestnut Hill?

Vacation rentals in Chestnut Hill have a price range between $190-$340. The average price for rentals in Chestnut Hill is $202 per night.

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