Brookline vacation rentals

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Top-rated vacation rentals in Brookline

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

Guest favorite

Apartment in Boston

4.91 out of 5 average rating, 144 reviews

Artistic charm in hip J.P.

It's a quaint efficiency apartment with a private entrance, private bathroom, full kitchen, eat in area and a work space. The bedroom is roomy with a comfy bed perfect for a single traveler or a couple. The apartment is thoroughly cleaned for each guest and all bedding is washed prior to your stay. 5 minute walk to the MBTA train downtown. 10 walk to the bus to hospitals and Museum of Fine Arts. Close to Jamaica Pond and many parks, restaurants, Sam Adams Brewery, grocery shops and bike rentals.

Apr 21 – 28

G$29,020 GYD per night
Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 201 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Nov 10 – 17

G$26,860 GYD per night
Guest favorite

Guest suite in Boston

4.91 out of 5 average rating, 193 reviews

Cozy Private Garden Studio near the Heart of JP

Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk 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 a microwave, fridge, counter and and sink but no stove or cooking options.

Aug 25 – Sep 1

G$24,591 GYD per night

Popular amenities for Brookline vacation rentals

Stay near Brookline's top sights

Jamaica Pond218 locals recommend
Arnold Arboretum of Harvard University379 locals recommend
St. Elizabeth's Medical Center10 locals recommend
Brigham and Women's Hospital21 locals recommend
Boston College69 locals recommend
The Shops at Chestnut Hill56 locals recommend

Other great vacation rentals in Brookline

Superhost

Guest suite in Boston

4.86 out of 5 average rating, 319 reviews

Boston guest suite

Aug 28 – Sep 4

G$32,845 GYD per night
Guest favorite

Apartment in Brookline

4.97 out of 5 average rating, 180 reviews

New Spacious 2B2B Apartment, Free Parking

G$56,452 GYD per night
Guest favorite

Apartment in Newton

4.87 out of 5 average rating, 103 reviews

Newton Decorator's Guest Suite

Aug 28 – Sep 4

G$33,779 GYD per night
Guest favorite

Guest suite in Newton

4.92 out of 5 average rating, 126 reviews

Sunny 3rd floor Studio - Near Boston

Jun 5 – 12

G$22,706 GYD per night
Guest favorite

Loft in Boston

4.93 out of 5 average rating, 196 reviews

Sunny Artist Loft In Historic Brownstone

Aug 24 – 31

G$35,554 GYD per night
Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Sep 23 – 30

G$26,125 GYD per night
Guest favorite

Home in Jamaica Plain

4.93 out of 5 average rating, 126 reviews

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

Sep 21 – 28

G$37,943 GYD per night
Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 194 reviews

Modern and comfortable studio apartment

Nov 10 – 17

G$22,531 GYD per night
Guest favorite

Apartment in Boston

4.97 out of 5 average rating, 213 reviews

Welcoming 2 Bedroom Apt - Close proximity to MBTA

Nov 12 – 19

G$35,279 GYD per night
Guest favorite

Apartment in Newton

4.96 out of 5 average rating, 378 reviews

Sunny apartment in gracious Victorian

Jun 13 – 20

G$35,292 GYD per night
Superhost

Apartment in Brookline

4.82 out of 5 average rating, 165 reviews

Cozy Apartment - BU / Fenway / Longwood Medical

Jul 28 – Aug 4

G$90,916 GYD per night
Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 178 reviews

Light-filled Private Suite on Beautiful Street

Apr 2 – 9

G$43,042 GYD per night

Other great vacation rentals in Brookline

Superhost

Apartment in Boston

4.89 out of 5 average rating, 247 reviews

🎖The Boiler Room | Close to Subway + Downtown🎖

Dec 21 – 28

G$27,130 GYD per night
Superhost

Apartment in Brookline

4.83 out of 5 average rating, 417 reviews

★Location ★ Walk to Subway ★ One free parking spot

Jul 4 – 11

G$90,138 GYD per night
Guest favorite

Apartment in Brookline

4.85 out of 5 average rating, 205 reviews

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

Jul 8 – 15

G$115,309 GYD per night
Guest favorite

Apartment in Boston

4.98 out of 5 average rating, 249 reviews

Private & serene getaway in beautiful JP

Dec 26 – Jan 2

G$45,087 GYD per night
Guest favorite

Condo in Boston

4.93 out of 5 average rating, 138 reviews

comfortable and cozy

Oct 20 – 27

G$31,784 GYD per night
Guest favorite

Condo in Boston

4.88 out of 5 average rating, 476 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Aug 15 – 22

G$34,764 GYD per night
Guest favorite

Guest suite in Dover

4.98 out of 5 average rating, 180 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Jan 19 – 26

G$31,262 GYD per night
Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 194 reviews

Private guest house on beautiful country road

Feb 6 – 13

G$22,421 GYD per night
Guest favorite

Apartment in Cambridge

4.97 out of 5 average rating, 279 reviews

Picture-perfect Cambridge guest apartment, parking

Sep 14 – 21

G$39,796 GYD per night
Guest favorite

Apartment in Framingham

4.9 out of 5 average rating, 300 reviews

Apartment Floris

Dec 4 – 11

G$17,910 GYD per night
Guest favorite

Guest suite in Cambridge

4.86 out of 5 average rating, 295 reviews

Convenience, Cozy, and Free Parking

Jun 30 – Jul 7

G$30,371 GYD per night
Guest favorite

Apartment in Cambridge

4.93 out of 5 average rating, 242 reviews

Bright Convenient Apt Harvard / MIT

Mar 10 – 17

G$34,029 GYD per night

Quick stats about vacation rentals in Brookline

Total rentals

1K properties

Rentals with dedicated workspaces

450 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

210 properties allow pets

Family-friendly rentals

340 properties are a good fit for families

Total number of reviews

38K reviews

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 1,720 vacation rentals in Chestnut Hill, over 4,320 vacation rentals in Jamaica Plain, and over 3,550 vacation rentals in Brighton.

  • Do boutique hotel rentals in Brookline have air conditioning?

    Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • 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 40 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!

  • Do townhouse rentals in Brookline have wireless internet?

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

  • Are there family-friendly house rentals in Brookline?

    Brookline has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do hotel rentals in Brookline have a gym?

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

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

    Yes! Work meets play with ease at over 80 house rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Brookline with our boutique hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly condo rentals in Brookline?

    Four-legged friends are welcome in Brookline. Choose from more than 10 condo rentals for guests traveling with pets.

Destinations to explore