Apartment holiday rentals in Brookline

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Top-rated apartment rentals in Brookline

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A well-lit bedroom contains a queen bed with white linens and two neatly folded towels placed at the foot. Two windows provide natural light, while a decorative chandelier hangs from the ceiling. A small lamp and a console table are positioned nearby.
Apartment in Cambridgeport
4.86 out of 5 average rating, 1,081 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Top guest favourite
A well-lit bedroom featuring a spacious bed with blue accent pillows. The room is complemented by nightstands with lamps on either side. A closet is visible, along with a cozy seating area. Soft gray walls and blue curtains create a calming atmosphere.
Apartment in Allston
4.96 out of 5 average rating, 205 reviews

Entire Apt near Bos Univ/Bos College Free Parking

Self Check-in apartment off Comm Ave with 1 Free parking (savings $25-$45/day) 1 minute walk to The T (Green Line B train) Griggs Street Station 5 Stops to Boston Univ, 6 Stops to Boston College, 8 Stops to Fenway Park, 13 Stops Downtown 5 minutes walk to Bus Stop 57 & 66 Walking Distance to Many great Allston/Brighton & Brookline Bars/Restaurants Whole Foods Star Market Asian Supermarket St. Elizabeth's Medical Center Starbucks located down the street Longwood Medical 10 mins away (2 miles)

Guest favourite
An updated living space features a light-colored couch adorned with patterned throw pillows. A modern kitchen area is visible in the background, equipped with sleek appliances and ambient lighting. A window allows natural light to brighten the space, complemented by potted plants.
Apartment in Brookline Village
4.81 out of 5 average rating, 122 reviews

Newly renovated Brookline 1bd Apartment

Private, fully updated apartment in the heart of Brookline Village near Longwood Medical Center. Enter through a private entryway. The unit has a full kitchen, dishwasher, oven and a refrigerator. The living room has a couch and tv with cable. Unit includes washer-dryer, wifi, and utilities. Many restaurants/ shops/ grocery minutes from away. Close access to public transportation. We live upstairs with 2 young kids. Guests may hear them around 7am. Brookline Short Term Rental License # 2023-1

Top guest favourite
A fully equipped kitchen features a spacious granite countertop with seating for four on elegant black bar stools. Natural light streams in from the nearby window, illuminating the fresh purple flowers arranged as a centerpiece.
Apartment in Jamaica Plain
4.91 out of 5 average rating, 287 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.

Top guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Apartment in Salem
4.95 out of 5 average rating, 103 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Top guest favourite
A bright and airy living area features large windows with natural light streaming in. A white sectional sofa with a yellow decorative pillow faces a modern entertainment unit. The exposed brick wall adds character to the space, which is complemented by warm bamboo flooring.
Apartment in South End
4.94 out of 5 average rating, 246 reviews

SouthEnd Penthouse

Centrally located penthouse unit in the heart of Boston SouthEnd. Abundance of sunlight, spacious living area, and open kitchen will make your stay a unique and charming experience in a historically preserved area. Ideal to explore the local neighborhood restaurants or walk to Boston commons, the ballpark, downtown or Newbury Street. The neighborhood is historic to Boston with classical brick stone look and the place itself is quite a gem, very quiet and open dining+living room style.

Top guest favourite
A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.
Apartment in Cambridgeport
4.92 out of 5 average rating, 862 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Top guest favourite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Apartment in Fort Hill
4.94 out of 5 average rating, 345 reviews

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Top guest favourite
An open kitchen is paired with a comfortable living area, featuring light hardwood floors. The kitchen includes modern appliances and a spacious island with seating. A neutral-colored sofa and coffee table create a relaxed ambiance, with plants adding a touch of greenery in the background.
Apartment in Boston
4.95 out of 5 average rating, 298 reviews

3-Bedroom Apt (7W2) 20-Minuite To Downtown Boston

Perfect for families and groups, this clean, newly renovated 3-level home has 1 King and 2 full size bedrooms and sofa sleeper in living room 2.5 bathrooms (including a half bath on the main floor), and thoughtful touches like snacks, coffee, wine, chargers, travel crib, and fast Wi-Fi. Located in an authentic Boston neighborhood ~20–30 min from downtown by car or transit. Expect lively local character, easy access to public transport, and normal city sounds.

Top guest favourite
A living area features a contemporary black sofa and two matching armchairs arranged around a round glass coffee table, all placed on a vibrant blue rug. A large artwork hangs on the wall, and a window allows natural light to enter the space.
Apartment in South End
4.99 out of 5 average rating, 107 reviews

1 Bedroom Apartment in Boston/South End

One bedroom condo on parlor level on quiet South End street. Convenient to all the restaurants, Back Bay, Financial District, Downtown. There are stairs leading to the building. Full size bed, full-size tub with shower in bathroom. Wi-Fi. Listing is for the full apartment. Two guests only. No one under 18. No visitors or parties. There is no street or designated parking. Best for one or two people visiting and enjoying the city.

Top guest favourite
A living area features a combination of brown leather sofas and a wooden coffee table. Bright blue walls create a vibrant atmosphere, complemented by large windows dressed in dark curtains. A TV is positioned on a small stand, while a green accent table adds a pop of color.
Apartment in Brookline Village
4.97 out of 5 average rating, 116 reviews

2 Bedroom by Longwood Medical Hospitals

Perfect location for those visiting Longwood Medical area hospitals. Walkable area with a train that goes anywhere in the city, directly across from tons of green space. Enjoy a restful night sleep on a king sized memory foam mattress or full memory foam in second bedroom. You will be entertained with Roku & streaming (55in TV). Updated kitchen stocked with coffee.

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Apartment in Cambridge
4.98 out of 5 average rating, 177 reviews

Phil's Harvard Home - MIT Set

Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. This room will have a private bathroom. The house is in traditional Victorian style with a lot of history while the interior was renovated in 2016.

Popular amenities for Brookline apartment rentals

When is the best time to visit Brookline?

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Avg. price$190 SGD$192 SGD$192 SGD$209 SGD$248 SGD$232 SGD$243 SGD$215 SGD$203 SGD$215 SGD$197 SGD$177 SGD
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Quick stats about apartment rentals in Brookline

  • Total holiday rentals

    Explore 80 holiday rentals in Brookline

  • Nightly prices starting at

    Brookline holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Brookline holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Brookline rentals

  • 4.9 Average rating

    Brookline stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

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

Destinations to explore