Holiday houses in Brookline

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Top-rated holiday 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 bright living area features a cozy gray sofa and a smaller matching seating arrangement. A decorative fireplace stands against a white wall, with plants positioned nearby. A wooden coffee table sits in front of the sofa, and plush blankets are casually draped over the couch.
Apartment in Coolidge Corner
4.73 out of 5 average rating, 22 reviews

2 Bd Walk-Up Condo in the Heart of Brookline

Welcome to our 3rd floor condo in beautiful Coolidge Corner, Brookline! This bright and comfortable two-bedroom condo is perfect for travelers looking for a central location with easy access to the city. Whether you're here for work, visiting family, or exploring Boston, you'll find our space to be a convenient and welcoming home base. The condo was built in 1890 and is your standard dated Boston condo . We just raise it so it doesn't come as a surprise. The pictures accurately reflect this.

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, 299 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
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 serene bedroom features a four-poster bed with a light neutral comforter and decorative pillows. Dark curtains frame a large window, allowing natural light to illuminate the space. Side tables with lamps create a balanced aesthetic against a textured patterned wall.
Apartment in Allston
5 out of 5 average rating, 11 reviews

Monthly 1BR Retreat | Steps to Harvard

Experience modern comfort in this brand-new luxury 1BR apartment, unbeatable location steps from Harvard’s campus in Cambridge. - Enjoy spacious living with large windows, modern appliances with free coffee & bathroom essentials. - Building offers amenities, including co-working booths, meeting rooms, a game room with poker & billiards, a private cinema, amazing gym, yoga studio & golf simulator. - Perfect place for remote work with access to daily housekeeping, high-speed WiFi & smart lock.

Guest favourite
A comfortable bedroom is presented, featuring a spacious bed covered with a green comforter. Natural light enters through partially open curtains, and a decorative area rug adds warmth to the wooden floor. A modern headboard and a radiant heating unit are also visible.
Apartment in Coolidge Corner
4.95 out of 5 average rating, 19 reviews

Fully private 1bed apt brookline

Fully private entire Beautiful apartment in the heart of Brookline. Prime location, 1 block 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, markets, rest, bars, theater, shops, stores & more! shampoo/conditioner/shower gel/lotion. 1 loofah&2 toothbrushes incl

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, 42 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!

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
4.88 out of 5 average rating, 91 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.

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, 363 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!

A light-filled bedroom features a spacious bed with neutral bedding, flanked by a modern nightstand. A clear desk with a lamp is positioned beside the bed, while artwork hangs on the walls. Two windows with shades allow natural light to filter in.
Loft in Coolidge Corner
4.81 out of 5 average rating, 235 reviews

Steps to the Green Line & Minutes from Boston! #25

In the heart of Coolidge Corner right off the Green Line, our picturesque studio apartment is a quick train ride to Fenway, Faneuil Hall and the Back Bay. Our space is perfect for solo adventures, business travel, or visiting students at the many neighboring universities. Sleep comfortably on pillow-top mattresses. Other features include heated bathroom floors and shared beautiful stainless steel full kitchens with crafted Italian Granite counter tops.

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 holiday rentals

When is the best time to visit Brookline?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$209 NZD$212 NZD$233 NZD$268 NZD$289 NZD$277 NZD$277 NZD$289 NZD$275 NZD$289 NZD$245 NZD$207 NZD
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Quick stats about holiday rentals in Brookline

  • Total holiday rentals

    Explore 1,050 holiday rentals in Brookline

  • Nightly prices starting at

    Brookline holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 47,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    540 properties have a dedicated workspace

  • Wi-Fi availability

    1,030 of Brookline holiday rentals include Wi-Fi 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