Holiday rentals in Brookline

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Top-rated holiday rentals in Brookline

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Guest favourite
A living area features a television mounted on a wooden console and comfortable seating options, including a gray sofa and a patterned accent chair. A round mirror adorns the wall, while natural light filters through the window, creating a bright and airy ambiance.
Flat in Cambridgeport
4.9 out of 5 average rating, 647 reviews

2 BR APT w/ parking near MIT/Harvard/BU/Fenway

STUNNING, RENOVATED 2 BEDROOM APARTMENT! Keyless entry self-checkin, free street parking. Luxurious getaway with 2 queen memory foam beds, 1 full sofa bed, cable TV, WiFi, walk-in shower, fully equipped kitchen with stainless steel appliances, in unit washer/dryer, hardwood & marble flooring throughout, new heating system. Next to MIT, Harvard, BU, Kendall, Boston, Fenway Park, Red & Green lines, Flour Bakery, Whole Foods & Trader Joes. This 1st floor unit is immaculate & professionally cleaned

Top 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, 245 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. DO NOT request >6 mos ahead. Insta-Book when calendar opens

Top guest favourite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Flat in Newtonville
4.87 out of 5 average rating, 564 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Top 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.
Flat in Coolidge Corner
4.96 out of 5 average rating, 24 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

Top 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.
Flat in Coolidge Corner
4.96 out of 5 average rating, 51 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
Flat in Strawberry Hill
4.94 out of 5 average rating, 563 reviews

Spacious Strawberry Hill Suite (West Cambridge)

This 3rd floor suite is less than 2 miles west of Harvard Sq. You'll have exclusive access to the space, which has a full bathroom and kitchenette. There is a queen bed suitable for two people and the couch in the living room converts to a bed for one. Our neighborhood is friendly, safe, and has a lot to offer. Public transportation (bus) is a 5 minute walk. The trip to Harvard Square is 10-15 minutes. I live in the home downstairs and am available should you need me during your stay.

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.
Apartment in Longwood
4.67 out of 5 average rating, 392 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!

Superhost
The kitchen area features modern appliances, including a stainless steel refrigerator and built-in microwave. A large island with a deep sink is complemented by three black bar stools. Open shelving displays glassware and decorative items, while under-cabinet lighting adds functional ambiance.
Flat in Fort Hill
4.92 out of 5 average rating, 102 reviews

Bright Brownstone Condo - Terrace+ParkView

Welcome to this beautifully renovated 3-bedroom, 2.5-bath condo located in a classic 1899 brownstone in the historic Roxbury neighborhood. With park views, soaring 10-foot ceilings, and modern finishes throughout, this home blends Boston charm with contemporary comfort. The open and airy layout features a sleek, fully equipped kitchen, a spacious living room ideal for relaxing or entertaining, and a private terrace where you can unwind and enjoy stunning sunset views.

Guest favourite
A well-lit room features a light-colored wall and a window with sheer curtains. A sleek desk and chair are positioned beside a white dresser. A framed artwork is displayed on the wall, adding a touch of character to the space.
Guest suite in Brighton
4.92 out of 5 average rating, 360 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.

Guest favourite
The living area features a large wall-mounted television against a striking black and red accent wall. A round mirror and a modern pendant light hang above a small dining table with four chairs. A cozy white sofa is positioned for relaxation.
Flat in Brighton
4.81 out of 5 average rating, 37 reviews

The Finsen: Full Kitchen • City Access • W/D • Gym

Welcome to your new home away from home right by the heart of the city! Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston long term. Additional sleeping arrangements can be provided Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to stay long term in Boston.

Superhost
The modern kitchen features light-colored cabinetry and sleek countertops. Oversized windows allow ample natural light, illuminating the dining area. A central table accommodates seating for six, and various appliances are neatly arranged on shelves and counters, enhancing the functionality of the space.
Apartment in Brookline
4.85 out of 5 average rating, 253 reviews

Luxurious Townhouse Close to Coolidge Corner

This elegant Châteauesque penthouse was originally built circa 1890 and has been gut-renovated to its full grandeur. The kitchen and dining area features oversized windows that flood the space with natural sunlight. The chef’s kitchen is perfect for cooking and entertaining. Four beautiful and spacious bedrooms for guests to rest and relax. One parking space for a compact car is included for guests as well as easy walk to the T and an easy train ride downtown.

Guest favourite
Home in Brighton
4.96 out of 5 average rating, 272 reviews

Spacious 3 bed, in unit laundry, central Air

Centrally located with easy access to MBTA Green line trolleys, Longwood Medical Hospitals, walk to shops and restaurants. Large living room, formal dining room, 3 good sized bedrooms, in unit laundry, private back porch & central heat/air make this the ideal place to call home. Easy commute to downtown, close to Boston Col and Boston University, Longwood Medical Area, Fenway Park, restaurants & bars. 3BR comfortably sleeps 5.

Popular amenities for Brookline holiday rentals

When is the best time to visit Brookline?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹10,867₹11,048₹12,135₹13,946₹15,033₹14,399₹13,584₹14,036₹13,674₹14,942₹11,772₹10,957
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

Frequently Asked Questions

  • Where should I stay in Brookline?

    Make yourself at home in Brookline by choosing from our most frequently booked neighborhoods. We have over 1,800 vacation rentals in North Brookline, over 3,890 vacation rentals in Oak Square, and over 4,570 vacation rentals in Jamaica Plain.

  • Are there vacation rentals with a dedicated workspace in Brookline?

    Yes! Work meets play with ease at over 540 vacation rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Brookline?

    Four-legged friends are welcome in Brookline. Choose from more than 240 vacation rentals for guests traveling with pets.

  • Do house rentals in Brookline have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Are there Brookline apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 90 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly bed and breakfast rentals in Brookline?

    Brookline has more than 10 family-friendly bed and breakfast rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do private suite rentals in Brookline have wifi?

    Absolutely! We offer over 20 private suite rentals with wifi in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Brookline have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in hotel rentals in Brookline?

    Experience the best of Brookline with our hotel rentals, starting at about $190 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Brookline?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 190 homes with wifi, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Brookline

  • Total holiday rentals

    Explore 1,080 holiday rentals in Brookline

  • Nightly prices starting at

    Brookline holiday rentals start at ₹2,717 per night before taxes and fees

  • Verified guest reviews

    Over 49,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    380 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    560 properties have a dedicated workspace

  • Wifi availability

    1,060 of Brookline holiday 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