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

Brookline holiday homes

We found 2,848 holiday rentals — enter your dates for availability

Discover a selection of 17 homes, 76 apartments and other holiday rentals in Brookline that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Brookline

Showing deals for:18 Dec - 25 Dec

Exceptional

(96 reviews)

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Boston

8% off

NZ$19,152

for 7 nights, 1 home

NZ$2,736 per night

includes taxes & fees

Exceptional

(6 reviews)

Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17

Newton

9% off

NZ$31,069

for 7 nights, 1 home

NZ$4,438 per night

includes taxes & fees

Exceptional

(14 reviews)

Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station

Boston

20% off

NZ$9,095

for 7 nights, 1 home

NZ$1,299 per night

includes taxes & fees

Exceptional

(33 reviews)

Lovely Studio Walk to Wellesley and Babson College

Wellesley

8% off

NZ$3,734

for 7 nights, 1 home

NZ$533 per night

includes taxes & fees

Exceptional

(49 reviews)

World Cup 4BR Near Downtown Boston Parking & 1-Min Walk to Train

Boston

9% off

NZ$7,391

for 7 nights, 1 apartment

NZ$1,056 per night

includes taxes & fees

Wonderful

(19 reviews)

Newly Renovated Modern Retreat l Near T

Boston

5% off

NZ$7,185

for 7 nights, 1 apartment

NZ$1,026 per night

includes taxes & fees

Exceptional

(20 reviews)

Charming 2-bedroom house with a hidden garden in lovely Cambridge.

Cambridge

7% off

NZ$5,877

for 7 nights, 1 home

NZ$840 per night

includes taxes & fees

Exceptional

(21 reviews)

Modern home-like 3BR2BA Retreat/Minutes to T

Boston

8% off

NZ$7,296

for 7 nights, 1 home

NZ$1,042 per night

includes taxes & fees

Spacious 4 BR home for groups. Perfect for relaxing and gathering together

Exceptional

(12 reviews)

4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train

Boston

8% off

NZ$8,209

for 7 nights, 1 apartment

NZ$1,173 per night

includes taxes & fees

Exceptional

(42 reviews)

Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH

Boston

8% off

NZ$9,513

for 7 nights, 1 apartment

NZ$1,359 per night

includes taxes & fees

Wonderful

(24 reviews)

Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2

Boston

8% off

NZ$6,210

for 7 nights, 1 apartment

NZ$887 per night

includes taxes & fees

Very good

(6 reviews)

6BR3BA w Parking Near T I Foosball & Family Space

Boston

8% off

NZ$8,608

for 7 nights, 1 apartment

NZ$1,230 per night

includes taxes & fees

Exceptional

(8 reviews)

3-bedroom 2 baths beautiful victorian with WiFi, AC

Boston

8% off

NZ$8,010

for 7 nights, 1 apartment

NZ$1,144 per night

includes taxes & fees

Hallway between bedrooms, kitchen & bathroom

Exceptional

(11 reviews)

Comfy, Stylish Apt. Near Uni's, Driveway

Somerville

8% off

NZ$6,409

for 7 nights, 1 apartment

NZ$916 per night

includes taxes & fees

Exceptional

(78 reviews)

The Pistachio Room at TPH - Boston

Boston

7% off

NZ$1,716

for 7 nights, 1 room

NZ$245 per night

includes taxes & fees

Exceptional

(52 reviews)

A beautiful 3BR Apartment near Harvard and MIT.

Cambridge

6% off

NZ$5,201

for 7 nights, 1 apartment

NZ$743 per night

includes taxes & fees

Exceptional

(45 reviews)

A Cozy 5BR Apartment near Harvard Square and MIT

Cambridge

5% off

NZ$7,123

for 7 nights, 1 apartment

NZ$1,018 per night

includes taxes & fees

Exceptional

(28 reviews)

3BR2BA Retreat - 2min to Savin Hill Station

Boston

8% off

NZ$6,931

for 7 nights, 1 apartment

NZ$990 per night

includes taxes & fees

Very good

(10 reviews)

3-bedroom apartment in charming Boston/ Near Train

Boston

8% off

NZ$6,253

for 7 nights, 1 apartment

NZ$893 per night

includes taxes & fees

Exceptional

(29 reviews)

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Boston

7% off

NZ$3,042

for 7 nights, 1 apartment

NZ$435 per night

includes taxes & fees

Located on floor 2 of a classic Boston 1860's Rowhouse

Entrance/steps to apartment. Please note, steps required

Exceptional

(89 reviews)

Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!

Boston

8% off

NZ$2,749

for 7 nights, 1 apartment

NZ$393 per night

includes taxes & fees

Exceptional

(23 reviews)

Cozy Cambridge 2bed 2bath w/ Patio & Parking Pass

Cambridge

15% off

NZ$4,680

for 7 nights, 1 home

NZ$669 per night

includes taxes & fees

Wonderful

(13 reviews)

Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

Winthrop

8% off

NZ$2,348

for 7 nights, 1 apartment

NZ$335 per night

includes taxes & fees

Fort Hill Inn, Boston. Main Building forthillinn.com

Isabella Stewart Gardner Museum, Walking distance from Inn

Modern with nice Historic Details, Original Decorative Marble Fireplace

Exceptional

(83 reviews)

Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center

Boston

8% off

NZ$2,749

for 7 nights, 1 apartment

NZ$393 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find properties near top attractions in Brookline

A narrow alley with brick buildings, colorful outdoor seating, and a brightly lit sign.

Coolidge Corner Theatre

A gazebo, a fountain, and a pond in a park.

Larz Anderson Park

A quiet residential street lined with two-story houses, a sidewalk, and lush greenery.

John Fitzgerald Kennedy National Historic Site

A red brick house with green shutters, surrounded by lush greenery and trees.

Frederick Law Olmsted National Historic Site

Find the best place to stay - Brookline

Maverick Suites at 89 Marion

Furnished Apartment Near Longwood

Premier Host

Modern Townhome - Boston Vacation with 2 Bath, Parking and a Deck

Sleeps 9 · 3 bedrooms · 2 bathrooms

Experience Brookline Charm in a Modern Renovated Room!

Sleeps 4 · 1 bedroom · 1 bathroom

Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk

Sleeps 6 · 3 bedrooms · 1 bathroom

Near T & Fenway Park Private Deck Rooftop BU BC

Sleeps 16 · 4 bedrooms · 3 bathrooms

The lively area of Brookline awaits your stay

Enjoy the opera and other features of Brookline. This city is walkable and welcoming, recognised for its sporting events, university setting and cycling. Fenway Park and Gillette Stadium are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Brookline

Are you looking for attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Brookline a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

New England Aquarium (4.1 mi / 6.6 km)
Encore Boston Harbor (5.1 mi / 8.2 km)
Samuel Adams Brewery (1.5 mi / 2.5 km)
Franklin Park Zoo (2.5 mi / 4 km)
Boston Marathon Finish Line (2.5 mi / 4 km)
Harpoon Brewery (4.5 mi / 7.3 km)

Exploring the natural features in Brookline

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Brookline is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

Boston Common (3.2 mi / 5.2 km)
Copley Square (2.6 mi / 4.2 km)
Boston Harbor (4.2 mi / 6.8 km)
Back Bay Fens (1.7 mi / 2.7 km)
Chestnut Hill Reservoir (1.9 mi / 3 km)
Commonwealth Avenue Mall (2.1 mi / 3.4 km)

Transport to and around Brookline

The nearest airport is in Boston, MA (BNH-Boston Harbor Seaplane Base), located 5.2 mi (8.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Logan International Airport (BOS), which is 5.8 mi (9.3 km) away.

You can see more of Brookline by catching a ride on the metro at Brookline Village Station, Brookline Hills Station or Summit Av. Station.

Frequently asked questions

What is the best area to stay in Brookline when booking a holiday rental?

When considering a holiday rental in Brookline, Massachusetts, the neighbourhood of Coolidge Corner stands out as one of the best options. This vibrant area is known for its lively option, with a variety of shops, cafes, and restaurants that cater to diverse tastes. A top attraction in Coolidge Corner is the historic Coolidge Corner Theatre, which showcases independent films and classic cinema, providing a unique cultural experience.Another excellent choice is the area around Brookline Village, which offers a charming, small-town feel with its picturesque streets and local boutiques. Here, you can explore the beautiful Larz Anderson Park, great for picnics and outdoor activities, and the nearby Brookline Historical Society, which provides insight into the town's rich history.Brookline has a wide range of properties, including charming historic homes and modern apartments, ensuring visitors can find accommodation that suits their preferences and needs.

What is the most popular type of holiday rental accomodation in Brookline?

In Brookline, apartments are the most popular type of holiday rental, with around 300 available across the town. These apartments are typically located in charming neighbourhoods, providing easy access to local parks, shops, and restaurants. Most units come with amenities such as fully equipped kitchens, comfortable living areas, and often laundry facilities, making them ideal for both short and extended stays.For those seeking more space, approximately 40 holiday houses can be found in the area. These homes usually feature multiple bedrooms, private gardens, and outdoor seating areas, great for families or groups looking for a more spacious environment. Additionally, there are about 16 condos available, which often include shared amenities like swimming pools or fitness centres.

Are there any family house rentals in Brookline?

In Brookline, Massachusetts, there are numerous family-friendly house rentals available, with around 35 options spread throughout the area. This charming suburb is known for its tree-lined streets and proximity to Boston, making it an ideal location for families. Many properties in neighbourhoods like Coolidge Corner and Washington Square offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to play.Visitors can expect amenities such as Wi-Fi, laundry facilities, and comfortable bedrooms designed to accommodate families. Additionally, the locale is close to various parks, like the popular Larz Anderson Park, which features playgrounds and picnic areas, great for family outings. The nearby Boston attractions, including the Museum of Fine Arts and Fenway Park, are easily accessible, adding to the appeal of Brookline as a family-friendly destination.

Are there pet-friendly house rentals in Brookline?

In Brookline, there are numerous pet-friendly house rentals available, with options exceeding fifty properties to choose from. This vibrant suburb of Boston offers a range of holiday homes that often feature amenities such as spacious backyards, fully equipped kitchens, and modern interiors, making them suitable for families and groups travelling with pets.The neighbourhood is well-connected, allowing easy access to parks like the popular Larz Anderson Park, where pets can enjoy open spaces and walking trails. Additionally, the nearby Jamaica Pond offers a scenic spot for leisurely strolls and outdoor activities. Brookline also boasts pet-friendly cafes and shops, contributing to an inviting space for travellers with furry companions.

Are there any remote work holiday rentals in Brookline?

In Brookline, Massachusetts, there is a substantial selection of remote work holiday rentals, with around 252 available for those looking to blend work and leisure. This vibrant suburb offers a variety of accommodations that cater to remote workers, featuring amenities such as dedicated workspaces, desk chairs, and complimentary Wi-Fi, ensuring a productive environment during your stay.Many properties are conveniently located near public transport, making it easy to explore the surrounding areas, including the cultural attractions of Boston just a short distance away. Brookline itself is known for its charming neighbourhoods, parks, and a rich history, with local cafés and eateries providing ample options for breaks or casual meetings. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.

What are popular rental amenities in Brookline?

In Brookline, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature coffee and tea makers for a convenient morning brew. Pet-friendly options are available, accommodating travellers with furry companions, and service animals are permitted as well. Additionally, onsite parking is commonly offered, making it easy for guests with vehicles to explore the area.

When is the best time to visit Brookline for a holiday rental?

The best time to visit Brookline for a holiday rental is during the peak season from March to May, with April being especially popular. This period marks the arrival of spring, bringing vibrant blooms and comfortable temperatures, great for outdoor activities and leisurely strolls through the picturesque parks and gardens.During these months, the climate in Brookline is delightful, with average temperatures ranging from 5 to 20 degrees Celsius. It's an ideal time to explore the charming neighbourhoods, visit local cafes, and take in the rich history of the area. Spring also brings a variety of community events and activities, making it a lively time to experience Brookline's unique culture.For those looking for a more budget-friendly option, December offers a quieter experience. While temperatures can be chilly, typically hovering around 0 to 5 degrees Celsius, this month provides a lovely opportunity to enjoy holiday decorations and local festivities without the crowds.

What are the top attractions in Brookline?

In Brookline, Massachusetts, visitors can explore a variety of attractions that highlight the area's charm and history. The picturesque Coolidge Corner is known for its vibrant setting, featuring independent shops, cafes, and the historic Coolidge Theatre, which offers a selection of films and events. Holiday rentals in this area often provide easy access to local dining and shopping experiences.Another popular attraction is the John F. Kennedy National Historic Site, where guests can learn about the early life of the 35th President of the United States. The site includes the Kennedy family home and beautiful gardens, making it a lovely place to visit.For those who enjoy outdoor activities, the Brookline Village area boasts the scenic Brookline Reservoir Park, which features walking trails around the water and plenty of green space for leisurely strolls or picnics. Additionally, the nearby Larz Anderson Park offers a range of recreational opportunities, including sports fields and a charming auto museum.

Are all fees included in the Brookline holiday homes prices shown on Bookabach?

Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Are there any Brookline holiday homes with parking?

Bookabach offers a wide selection of holiday homes in Brookline with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Are there any discounts for Brookline holiday homes?

You can find great discounts on holiday homes in Brookline on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I change or cancel my Brookline holiday home booking on Bookabach?

To find Brookline holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.

Can I find long-stay holiday homes in Brookline?

A long-stay holiday home in Brookline is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Can I plan a group trip on Bookabach?

Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

How early should I book a Brookline holiday home?

Book your Brookline holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.

How much does it cost to rent a holiday home in Brookline?

Prices for holiday homes in Brookline vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Brookline to more spacious homes.

What can I expect from Bookabach customer service and Bookabach Care™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

What is Bookabach Care™ and how does it work?

Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Why should I join Bookabach as a host?

Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.