Brookline Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Brookline vacation rentals

Interior

4BR/4BA • Gillette Transit Basecamp • Parking

4BR/4BA • Gillette Transit Basecamp • Parking
Corey Hill
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful space, location, responsive host!"
United States
Missy D.
4BR/4BA • Gillette Transit Basecamp • Parking
Interior entrance

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very Good, (283 reviews)
"Very nice and clean room, excellent location"
United States
Diana
The price is ￥24,030
￥40,925 total
includes taxes & fees
May 19 - May 20
Maverick Suites at 89 Marion
Smart TV

65inTV:Free Parking:Longwood:King Bed:Full Kitchen

65inTV:Free Parking:Longwood:King Bed:Full Kitchen
Brookline
10.0 out of 10, Exceptional, (1 review)
"The spot was as advertised, and the location was ideal. I would recommend."
United States
Jason P.
65inTV:Free Parking:Longwood:King Bed:Full Kitchen
3 bedrooms, free WiFi, bed sheets

Old Brookline Charm 5 min Longwood In-Unit Laundry

Old Brookline Charm 5 min Longwood In-Unit Laundry
High Street Hill
10.0 out of 10, Exceptional, (1 review)
"Easy check in, very responsive host, very clean property, convenient location."
United States
Zhong G.
The price is ￥25,610
￥62,934 total
includes taxes & fees
May 19 - May 20
Old Brookline Charm 5 min Longwood In-Unit Laundry
Smart TV

①min>Coolidge: Full Kitchen- 2

①min>Coolidge: Full Kitchen- 2
Coolidge Corner
The price is ￥35,892
￥82,691 total
includes taxes & fees
May 18 - May 19
①min>Coolidge: Full Kitchen- 2
2 bedrooms, iron/ironing board, free WiFi

Nice 2bd/1.5ba Next to BU 4913

Nice 2bd/1.5ba Next to BU 4913
North Brookline
10.0 out of 10, Exceptional, (3 reviews)
"Easy access to transportation."
United States
Chris G.
Nice 2bd/1.5ba Next to BU 4913
Dining

Brookline Lux - Rooftop Fenway T BU BC Simmons

Brookline Lux - Rooftop Fenway T BU BC Simmons
Corey Hill
The price is ￥192,902
￥302,436 total
includes taxes & fees
May 14 - May 15
Brookline Lux - Rooftop Fenway T BU BC Simmons
Interior

Old Brookline Charm 5 minLongwood In-Unit Laundry

Old Brookline Charm 5 minLongwood In-Unit Laundry
High Street Hill
The price is ￥65,065
￥132,002 total
includes taxes & fees
May 25 - May 26
Old Brookline Charm 5 minLongwood In-Unit Laundry
Smart TV, table tennis

Brookline Haven - Rooftop + Deck + Game Room +T

Brookline Haven - Rooftop + Deck + Game Room +T
Corey Hill
10.0 out of 10, Exceptional, (1 review)
"Great stay"
United States
Matthew G.
The price is ￥187,229
￥295,218 total
includes taxes & fees
May 14 - May 15
Brookline Haven - Rooftop + Deck + Game Room +T
Marina

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Boston
10.0 out of 10, Exceptional, (121 reviews)
"Overall our stay was good!"
United States
Yan B.
The price is ￥53,899
￥100,908 total
includes taxes & fees
May 18 - May 19
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
TV

Endless Summer: Oceanside Views

Endless Summer: Oceanside Views
Boston
10.0 out of 10, Exceptional, (42 reviews)
"Fun family adventure!"
United States
Jay
The price is ￥48,698
￥83,608 total
includes taxes & fees
May 25 - May 26
Endless Summer: Oceanside Views
Property grounds

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (73 reviews)
"Chad was a great host! We had a great time and this was a perfect location! Loved the yacht this was our first! "
United States
Kim H.
The price is ￥53,828
￥91,225 total
includes taxes & fees
May 20 - May 21
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (31 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is ￥27,801
￥60,037 total
includes taxes & fees
May 14 - May 15
The Chester Hotel
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (113 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
The price is ￥35,497
￥55,297 total
includes taxes & fees
May 17 - May 18
Maverick Suites at 40 Temple St
Smart TV

Ideal North End 1brm Central To Everything

Ideal North End 1brm Central To Everything
North End
9.6 out of 10, Exceptional, (41 reviews)
"Great well appointed place, close to everything Boston has to offer."
United States
Robert M.
The price is ￥40,976
￥78,989 total
includes taxes & fees
May 22 - May 23
Ideal North End 1brm Central To Everything
Fridge, microwave, oven, stovetop

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (10 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is ￥25,531
￥73,370 total
includes taxes & fees
May 26 - May 27
3BR3Bth Entire House/Steps to Downtown & TD Garden
Dining

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful home in the heart of the north end. We had a wonderful stay!"
United States
Kerry y.
North End Entire House
Exterior

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very Good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is ￥14,972
￥34,357 total
includes taxes & fees
May 19 - May 20
Free Parking at 1 Bed Basement Apt, Near BU & MIT
1 bedroom, desk, iron/ironing board, WiFi

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is ￥21,276
￥40,722 total
includes taxes & fees
May 17 - May 18
Studio Awaits Your Next Stay!
1 bedroom, iron/ironing board, WiFi, bed sheets

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (14 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is ￥29,156
￥61,595 total
includes taxes & fees
May 21 - May 22
Primo North End Studio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Brookline Hotel Reviews

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"This is one of the best decisions I ever made honestly!! They were all so sweet. The hotel was gorgeous and I had written a note for them before coming that it was my birthday and if I could get the highest floor. They had 22 floors and gave me the 20th and not just that but they also had a cup desert set for me in the room and gave me a gift card for the hotel on the 5th and 2 free drinks which I seriously did not expect. It made my birthday weekend absolutely worth it. They were very kind to me and I’m so coming back again. Definitely recommended."
Zahra 4-night trip
Posted 1 hour ago
Omni Boston Hotel at the Seaport

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.

What are some of the best vacation home rentals that Brookline has to offer?

Centrally located in the heart of Boston near T: This vacation home rental near Brookline has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Brookline?

With 18 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 Copley Square 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.