A snow-covered park with illuminated trees, a statue, and a fountain.

Brookline Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Brookline vacation rentals

A wooden hallway with a patterned floor leading to a door.

1. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (326 reviews)
"Room was clean, neat area."
United States
Keir
The price is P8,656
P15,258 total
includes taxes & fees
Oct 18 - Oct 19
Maverick Suites at 89 Marion
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

2. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.0 out of 10, Very good, (9 reviews)
"Great place, clean, well maintained and centrally located. Excellent and timely communication."
United States
Mike Shang-Yu
The price is P7,136
P16,355 total
includes taxes & fees
Oct 5 - Oct 6
Furnished Apartment Near Longwood
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

3. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (323 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is P15,482
P24,267 total
includes taxes & fees
Nov 1 - Nov 2
Kasa Boston at Fenway
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

4. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (434 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is P8,388
P15,754 total
includes taxes & fees
Nov 1 - Nov 2
Maverick Suites at 28 Fenway
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,297 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is P9,514
P10,627 total
includes taxes & fees
Oct 31 - Nov 1
Crescent Suites Hotel
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

6. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (39 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is P13,386
P23,297 total
includes taxes & fees
Oct 5 - Oct 6
The Chester Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

7. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (671 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is P26,000
P29,887 total
includes taxes & fees
Nov 1 - Nov 2
Marriott Vacation Club® at Custom House, Boston
A row of brick buildings with storefronts, including a bakery and a liquor store.

8. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (206 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is P14,060
P21,914 total
includes taxes & fees
Nov 1 - Nov 2
Maverick Suites at 245 Newbury St
Room

9. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (27 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is P18,703
P28,330 total
includes taxes & fees
Nov 2 - Nov 3
Symple Live
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brookline Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"The hotel is in a great location, within walking distance to many must see sights. It is clean, and the staff is very nice. We had a great experience at this hotel, would definitely return again!!"
Milagros 6-night trip
Posted 5 hours ago
Harborside Inn Of Boston

Find out more about Brookline

Search for holiday rentals in Brookline on Expedia! You can easily find your home rentals, villas, holiday apartments in Brookline using one of the methods below:

  • View our selection of featured holiday rentals in Brookline
  • Use the map to find apartments and other holiday homes in the Brookline neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Brookline while they last

Look no further and take a look at our great range of rental properties in Brookline!

Frequently asked questions

Can I find vacation rentals in Brookline?

Yes, we offer vacation rentals in Brookline close to Brookline Farmers Market, or you can select a secluded option if you're looking for extra privacy while you relax. Brookline is known for its sporting events and university setting.

How many vacation rentals are there in Brookline?

With 17 Expedia vacation rentals, you're sure to find just the right place for your Brookline stay.

What can I see and do in Brookline?

Cultural attractions include Coolidge Corner Theatre and Larz Anderson Auto Museum, whereas Brookline Farmers Market is just one of the family-friendly sights. You’ll find favorite places to visit like Fenway Park and Gillette Stadium in the larger area.

What are vacation rentals like in Brookline?

Vacation rentals are private accommodations you can reserve for a short or long stay in Brookline. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.