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Vacation rentals in Brookline

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brookline vacation rentals

Monthly stays
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Stay near Brookline's top sights

Boston University13 locals recommend
Fenway Park115 locals recommend
Museum of Fine Arts90 locals recommend

Brookline apartment rentals

Top guest favorite
A brick exterior is adorned with colorful foliage, including grapevines. A wooden bench is positioned near the entrance, surrounded by potted plants. A mailbox is visible, completing the welcoming look of the outdoor space.
Apartment in North Cambridge
4.97 out of 5 average rating, 345 reviews

Picture-perfect Cambridge guest apartment, parking

Guest favorite
A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.
Apartment in Fort Hill
4.97 out of 5 average rating, 356 reviews

Light-Filled Luxury Apartment with View

Guest favorite
A spacious bedroom is depicted, featuring a king-size bed dressed in crisp white bedding. Warm light emanates from two bedside lamps, illuminating simple wooden nightstands. Dark window shades frame the windows, contributing to a calm and restful environment.
Apartment in Roslindale
4.93 out of 5 average rating, 108 reviews

Modern 1BR apt in Boston’s Roslindale Village

Superhost
An entryway is presented, featuring a white door that opens into the space. Wooden accents from nearby closets provide warmth, while light-colored walls enhance the brightness. A cozy couch is visible in the foreground, contributing to the inviting atmosphere of the home.
Apartment in Jamaica Plain
4.81 out of 5 average rating, 90 reviews

Cozy 1B1B in the heart of JP

Guest favorite
A cozy bedroom features soft pink walls and a large window dressed with light curtains. A plant enriches the space atop a wooden dresser, while framed artwork decorates the walls. A comfortable armchair and a small footstool are positioned on a vibrant area rug.
Apartment in Jamaica Plain
4.9 out of 5 average rating, 183 reviews

Artistic charm in hip J.P.

Guest favorite
A spacious outdoor pool area is showcased, flanked by lounge chairs and surrounded by modern architecture. The pool features a clear blue water and a surrounding deck with light-colored tiles, inviting relaxation under the sun.
Apartment in East Boston
5 out of 5 average rating, 6 reviews

Monthly Skyline Apartment

Superhost
A cozy bedroom features a spacious bed adorned with a patterned quilt. A wall-mounted light fixture and a wooden chair complement the room. A large painting of colorful flowers adds a vibrant touch to the light yellow walls.
Apartment in Coolidge Corner
4.63 out of 5 average rating, 126 reviews

Charming rustic old farm house

Top guest favorite
A comfortable living room is showcased with a blue sofa and two light-colored armchairs. A coffee table sits in the center, adorned with decorative items. Warm wood flooring complements the subtle hues of the walls, while soft lighting enhances the welcoming atmosphere.
Apartment in Woburn
5 out of 5 average rating, 153 reviews

Charming 1 BR private entrance apt commuters dream

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Other great vacation rentals in Brookline

Guest favorite
A spacious dining room features a wooden table surrounded by four chairs, adorned with a simple centerpiece. A sideboard holds decorative plants, while shelves filled with books and framed artwork add character to the room. Natural light filters through sheer curtains, enhancing the warm ambiance.
Apartment in Watertown
4.98 out of 5 average rating, 95 reviews

Updated Sunny 1 Bed w Patio Near Harvard & Boston

Guest favorite
A light-filled dining area features a round white table surrounded by six white chairs. A modern light fixture hangs above the table, and a large mirror reflects the space. Natural light streams through the two windows, illuminating a decorative rug on the polished wooden floor.
Home in Jamaica Plain
4.97 out of 5 average rating, 86 reviews

Beaut private close univ+hospital

Top guest favorite
A compact kitchenette features a vibrant red refrigerator alongside a small microwave and sink. Modern cabinetry provides storage for dishes and kitchen essentials, while decorative items add a touch of character to the space.
Apartment in West Roxbury
4.96 out of 5 average rating, 24 reviews

Cozy studio near-Train&Bus, safe area in Boston

Guest favorite
A spacious bedroom features a striped bed frame with a cozy bed and decorative pillows. Two bedside lamps illuminate the space, while colorful artwork adorns the wooden walls. Light-colored flooring contributes to the inviting atmosphere.
Home in Brookline Village
5 out of 5 average rating, 16 reviews

Brookline Carriage House, Longwood, Fresh Eggs!

Superhost
The living area features a comfortable futon sofa and two armchairs arranged around a coffee table. A decorative rug defines the space, complemented by a floor lamp and a green plant. A shelf with personal items adds warmth to the inviting atmosphere.
Apartment in Mission Hill
4.75 out of 5 average rating, 55 reviews

Longwood/Fenway Hill Top 1BR Garden Apt

Top guest favorite
The open living area showcases a light-filled space with a comfortable gray sofa facing a large set of glass doors that lead to a private terrace. A glass dining table is surrounded by modern white chairs, with sunflowers adding a touch of color on the counter.
Guesthouse in Chestnut Hill
4.99 out of 5 average rating, 83 reviews

Sunny 1BR w views, close to BC and Boston

Guest favorite
A modern kitchen layout features a wooden dining table at the center and sleek cabinetry adorned with simple hardware. Sunlight illuminates various houseplants placed on the windowsill, with a patterned backsplash adding visual interest. A pendant light hangs above the table, enhancing the space.
Condo in Winter Hill
4.96 out of 5 average rating, 57 reviews

2 BR apt near subway w/ parking

Guest favorite
A studio apartment features exposed brick walls and natural wood flooring, complemented by large windows with blue curtains. A spacious bed with decorative pillows is positioned next to a minimalist gray sofa. A coffee table sits in front of the seating area, enhancing the open layout.
Apartment in Allston
4.95 out of 5 average rating, 20 reviews

Free parking spot – 1st floor – In front of the T

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Quick stats about vacation rentals in Brookline

  • Total rentals

    1.1K properties

  • Total number of reviews

    46K reviews

  • Family-friendly rentals

    400 properties are a good fit for families

  • Pet-friendly rentals

    260 properties allow pets

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

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 4,480 vacation rentals in Jamaica Plain, over 3,830 vacation rentals in Brighton, over 1,810 vacation rentals in North Brookline, over 1,810 vacation rentals in Chestnut Hill, and over 1,810 vacation rentals in Longwood.

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

    Yes! Work meets play with ease at over 550 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 260 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Brookline have air conditioning?

    Absolutely! We offer over 470 apartment rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Brookline have a bbq area?

    Absolutely! We offer over 20 apartment 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 100 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!

  • Do hotel rentals in Brookline have wireless internet?

    Absolutely! We offer over 20 hotel rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Brookline?

    Brookline has more than 50 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Brookline have a gym?

    Absolutely! We offer over 140 apartment rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Brookline with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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