Vacation rentals in Brookline

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Top-rated vacation rentals in Brookline

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A spacious studio features a comfortable bed with a decorative pillow against the warm wood headboard. Soft, natural light fills the room, highlighting the wooden floors and cozy seating area. A kitchenette is visible in the background with cabinets and a small coffee setup.
Guest suite in Jamaica Plain
4.92 out of 5 average rating, 238 reviews

Ann and Esther's Cozy Studio near the Heart of JP

This airy and light private studio is set in a beautiful, secluded backyard/garden. Close to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is microwave, fridge, counter w/ sink. No stove or cooking. We declined ALL requests for dates >6 mos ahead/not open yet

A living room features light green walls and hardwood flooring. A gray sofa is complemented by colorful accent pillows. A round table with a decorative item is visible beside a patterned chair. Natural light enters through a nearby window, enhancing the cozy atmosphere.
Apartment in Coolidge Corner
4.8 out of 5 average rating, 297 reviews

Cozy Apartment - BU/Fenway/Longwood- Free Parking!

Our cozy apartment is located on a quiet street, steps from many popular restaurants, cafes and bars. One parking spot is also provided! Located only a 5 minute walk to the Green Line subway, 2 miles to Downtown Boston, 0.3 miles to Boston University, 0.5 miles to Fenway, and 0.5 miles to Longwood (Beth Israel, Brigham & Women’s, Dana Farber and Children’s Hospital). We're also less than a mile from many of the cities best attractions - Kenmore Square, Newbury St, Back Bay and so much more.

Guest favourite
The spacious studio features a wooden sleigh bed with a patterned comforter. A cozy seating area includes two modern chairs and a small table near a large window draped with light-colored curtains. An ornate mirror stands against a wall, reflecting the warm wood tones in the room.
Apartment in Coolidge Corner
4.83 out of 5 average rating, 108 reviews

1 FREE parking spot - Coolidge Corner-Close to T

Beautiful flat in the heart of Coolidge Corner. Prime location, a few blocks to the T (subway). Very safe & one of the coolest neighborhoods in town. Hop on the T & you'll only be a few stops away from Fenway Park, Kenmore Sq. & Back Bay. Close to Boston Uni., BC, Downtown, Cambridge, John F. Kennedy Birthplace Museum, Coolidge Corner, Longwood Medical Area, supermarkets, restaurants, bars, theater, shops, stores & more! 1 shampoo/conditioner/shower gel/lotion. 1 loofah & 2 toothbrushes inc

Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Apartment in Brighton
4.96 out of 5 average rating, 106 reviews

Peaceful suite in Boston with city views

Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
A small dining area features a round white table with two yellow chairs. A simple floral arrangement sits atop the table. Overhead lighting brightens the space, while a colorful artwork adorns the wall. Bench seating is available along the nearby wall.
Apartment in Coolidge Corner
4.95 out of 5 average rating, 40 reviews

A Brookline Sanctuary

You're in the heart of Brookline! LOCAL: Minutes away from a French bakery , Thai restaurant, taqueria, liquor store and small grocery store. More restaurants, cafes and bars down the street in Coolidge Corner and Washington Sq. BOSTON: 5-minute walk to subway stop. 10-min subway ride to Fenway Park. Direct subway to tourist spots! Easy transfer to Cambridge . Perfect for visiting Boston, a friend, a student or colleges. Enjoy the entire floor to yourself with a private entrance!

Superhost
A spacious living room features a large sectional couch and a coffee table on a decorative area rug. An elegant chandelier hangs from the ceiling, while decorative wall art adds character. A lamp provides soft lighting next to the couch, enhancing the cozy atmosphere.
Apartment in Brookline
4.83 out of 5 average rating, 299 reviews

2 Bed Apartment-BU/Fenway/Longwood -free parking!

Our spacious 2 bedroom apartment is set on a quiet street in a vibrant area. We are located steps from many popular restaurants, cafes and bars. One parking spot is also provided! Located just 2 miles west of Downtown Boston, 0.3 miles to Boston University, 0.5 miles to Fenway Park, 0.5 miles to Longwood Medical, & 5 minute walk to the Green Line subway. We're also less than a mile from many of the cities best attractions including Kenmore Square, Newbury st, Back Bay and so much more!

Guest favourite
A bright bedroom features a spacious bed adorned with patterned bedding and decorative pillows. Two windows allow natural light to fill the room, with dark curtains framing the view. A small bedside table and a shelf display decor, enhancing the functional layout.
Apartment in Coolidge Corner
4.89 out of 5 average rating, 90 reviews

Location - Walk to Subway - Safe and clean

1 Free Parking Spot! Located just a few blocks from the T (subway). Boston University is right around the corner, and Coolidge Corner, with its cafés, restaurants, theaters, and shops. Hop on the T and you’re only a few stops from Fenway Park, Kenmore Square, and Back Bay. The Longwood Medical Area is also nearby, making it an ideal location for students, professionals, and visitors alike. With supermarkets, coffee shops, pharmacies, and local bars all within walking distance.

Guest suite in Coolidge Corner
4.97 out of 5 average rating, 98 reviews

Lovely Victorian

Our Victorian townhouse Apartment is located in Brookline Ma on a garden level. newly renovated with hardwood floors, marble shower and bathroom. kitchen with microwave, small wolf oven and coffee machine,cups for coffee and cold drinks,plates and utensils, fridge electric cook top top. RH dining table and chair, flat screen 📺 TV and free WiFi. This 750 sqf specious apartment is the ideal place for your vacation One RH king size bed and one twin size bed. And a lounge area.

A spacious studio features a neatly arranged sleeping area with a plush bed and a mantel above a decorative fireplace. A sleek kitchenette with modern appliances is visible in the foreground. Natural light filters through large windows, enhancing the inviting ambiance.
Loft in Coolidge Corner
4.86 out of 5 average rating, 276 reviews

Steps to the Green Line & Minutes from Boston! #38

This spacious open-concept rental is one of the largest units on the property, featuring a queen bed, pull-out couch, and private bath—ideal for up to 3 guests. Located in a shared building with keyless self-check-in, it offers comfort and convenience. Nestled in Coolidge Corner near the Green Line, it provides easy access to Fenway Park, Back Bay, and top hospitals like Boston Children’s and Beth Israel, making it perfect for visitors, professionals, and solo travelers alike.

Superhost
An open layout kitchen and dining area is displayed, featuring warm wooden cabinetry and a granite countertop. A dining table with four chairs is complemented by a small sofa. The floor showcases polished hardwood, and a large window allows natural light to brighten the space.
Condo in Longwood
4.66 out of 5 average rating, 362 reviews

Modern, Cozy 2 Bedroom in Brookline

Our two bedroom apartment is well equipped and cozy to offer you everything you need for a comfortable home base while visiting Boston/Brookline! Plenty of fluffy towels, comfortable bedding, and an equipped kitchen with a laundry room in the building. : ) We are less than a 10-15 min walk from most buildings within the Longwood Medical Area, less than 30 min walk or 5-10 min train from Fenway Park, less than 20 min train to Back Bay/Downtown. GREAT value for the location!

Top guest favourite
A cozy sleeping area showcases a spacious bed with soft white linens. Two round pendant lights are suspended on either side, illuminating abstract artwork above the headboard. Textured wall decor adds warmth, creating an inviting atmosphere.
Guest suite in Jamaica Plain
4.99 out of 5 average rating, 68 reviews

JP Studio - Featured on Home&Texture

We’re thrilled to share our newly finished garden-level studio! Thoughtfully designed for comfort, it includes a queen-sized bed, cozy living area, kitchen, and private bathroom. Just a 5-minute walk to the Stony Brook train stop, it offers easy access to Boston. Nearby, explore attractions like the Zoo, Arnold Arboretum, and Jamaica Pond. The neighborhood features excellent dining, breweries, and cafes. Let us know if you’d like recommendations—we’d love to share!

Guest favourite
Apartment in Coolidge Corner
4.95 out of 5 average rating, 278 reviews

Luxury 2B1B Apt. Amazing Location

Completely renovated 2B1B apartment in the central of Brookline. The full kitchen has everything you need. One king bed in the master bedroom, two full beds in the second bedroom. This is a Garden-level unit with a free parking space. A short walk to T-Stop, restaurants, cafés, groceries and more. About 1 mile to Longwood Medical Area, Fenway and BU. Our places are professionally cleaned & sanitized.

Popular amenities for Brookline vacation rentals

When is the best time to visit Brookline?

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Avg. price$167 CAD$170 CAD$187 CAD$215 CAD$231 CAD$222 CAD$222 CAD$231 CAD$220 CAD$231 CAD$197 CAD$166 CAD
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Quick stats about vacation rentals in Brookline

  • Total vacation rentals

    Explore 1,050 vacation rentals in Brookline

  • Nightly prices starting at

    Brookline vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 47,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    540 properties have a dedicated workspace

  • Wifi availability

    1,030 of Brookline vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Monthly stays, Gym, and BBQ grill across Brookline rentals

  • 4.7 Average rating

    Brookline stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Brookline’s top spots, include Jamaica Pond, Reservoir Station, and Brookline Village Station

Destinations to explore