
Holiday rentals in Brookline
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Top-rated holiday rentals in Brookline
Guests agree: these stays are highly rated for location, cleanliness and more.

ChicStylish Near Tufts/Boston 1BR w/ SitStand Desk
Located minutes from Tufts/Somerville, Cambridge, and Boston. This recently renovated flat offers a spacious, chic, open concept design with hardwood floors, lots of natural light, blackout shades, and glass markerboards. Modern kitchen equipped with stainless steel appliances and coffee machine. Stylish living room features a 65" flat screen smart TV, floating shelves, and adorable couch. Comfy bedroom offers a memory foam mattress, powered stand-up/sit-down Uplift Desk, and foldable treadmill.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Stunning Nubian Sq Victorian | Mins to Downtown
Located at the top of Roxburyâs Fort Hill is this modern Victorian era home with everything you would need for a relaxing stay just minutes away from all the action. The unit features all the style and luxury you would expect in a new build: 1. Gourmet kitchen 2. Designer bathroom 3. Spacious open-plan living. 4. Outdoor paved courtyard (includes fire-pit & grill). The listing is situated minutes away from Harvard & North Eastern and is just a 10-minute bike ride into the heart of Boston.

A Brookline Sanctuary
You're in the heart of Brookline! LOCAL: Minutes away from a French bakery , Thai restaurant, taqueria, liquor store and small grocery store. More restaurants, cafes and bars down the street in Coolidge Corner and Washington Sq. BOSTON: 5-minute walk to subway stop. 10-min subway ride to Fenway Park. Direct subway to tourist spots! Easy transfer to Cambridge . Perfect for visiting Boston, a friend, a student or colleges. Enjoy the entire floor to yourself with a private entrance!

New Spacious 2B2B Apartment, One Free Parking Spot
Newly renovated spacious 2B2B apartment in the center of Brookline. Steps away from T-Stop, restaurants, cafés, groceries and more. Near Coolidge Corner, Longwood Medical Area, Fenway and BU. Comes with one free parking spot and quality linens, towels, cookware and tableware. It is on garden-level but all windows are above ground. Pets friendly with extra charge. Professionally cleaned & sanitized. Separated Air conditioning and heating system to avoid the crowds at hotel.

Modern, Cozy 2 Bedroom in Brookline
Our two bedroom apartment is well equipped and cozy to offer you everything you need for a comfortable home base while visiting Boston/Brookline! Plenty of fluffy towels, comfortable bedding, and an equipped kitchen with a laundry room in the building. : ) We are less than a 10-15 min walk from most buildings within the Longwood Medical Area, less than 30 min walk or 5-10 min train from Fenway Park, less than 20 min train to Back Bay/Downtown. GREAT value for the location!

Comfortable house w garden and parking, close to T
The house is conveniently located 15-20 mins from downtown and 25 mins from the airport by taxi. There is a train and bus stations close by and there are lots of restaurants and stores (whole foods has everything) in a walking distance. There is a driveway parking that fits 3 cars. The house offers 7 sleeping places which is perfect for families and groups however there is no living room. Great place to stay with dogs as there is a backyard and lots of walking options.

5min>Fenway:FreeParking:1100 Sqft:65inTV:KingBed
I've hosted & co-hosted for 4 years. All questions are answered here so you can make an informed decision. đŸ Pet-Friendly Stay! We welcome pets under 20 pounds for a $75 one-time fee. Please note, guests will be responsible for any damages caused by their pets. Experience the peaceful charm just outside of Boston from our cozy 2-bedroom apartment, located on the 3RD FLOOR of a walk-up building (please note: NO elevator access). Weâre looking forward to your arrival!

JP Studio - Featured on Home&Texture
Weâre thrilled to share our newly finished garden-level studio! Thoughtfully designed for comfort, it includes a queen-sized bed, cozy living area, kitchen, and private bathroom. Just a 5-minute walk to the Stony Brook train stop, it offers easy access to Boston. Nearby, explore attractions like the Zoo, Arnold Arboretum, and Jamaica Pond. The neighborhood features excellent dining, breweries, and cafes. Let us know if youâd like recommendationsâweâd love to share!

Walk to Subway - One Free Parking Spot - Location!
Beautiful 2 bedroom/1 bathroom apartment in Coolidge Corner with a 1 free parking spot! In front of public transportation (Green Line). Walk to great restaurants, cafĂ©s, Trader Joeâs, Stop & Shop, local shops, and the Coolidge Theatre. Enjoy quick access to Longwood, BU, BC, Fenway, and downtown Boston. The apartment offers cozy bedrooms, and a well-equipped kitchen, ideal for work trips, medical stays, or exploring the city comfortably, conveniently, and with ease.

Ideal for long stays | elegant suite Boston views
Experience Boston in an ultra unique midcentury Jr. 1 bedroom with views of downtown Boston! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston and tastefully long term. Unit Features -> 24/7 Concierge -> Blazing Fast WiFi -> 65â SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Washer+Dryer+Parking!*Private suite*Cul de sac*
Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.
Popular amenities for Brookline holiday rentals
Other great holiday rentals in Brookline

A Room For Solo Traveler Room-1

Private Study Room

The Jazzy Airbnb

Bright, friendly apartment near buses and river

Extended Stay Boston / Special Price In December

private room w/ 2 bed pet friendly

Room 10 at Coolidge Corner, Brookli

The Rising Appeal of Urban Outskirts
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 SGD | $157 SGD | $173 SGD | $198 SGD | $214 SGD | $205 SGD | $193 SGD | $200 SGD | $194 SGD | $213 SGD | $182 SGD | $153 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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 4,420 vacation rentals in Jamaica Plain, over 3,770 vacation rentals in Oak Square, and over 1,770 vacation rentals in North Brookline.
Are there vacation rentals with a dedicated workspace in Brookline?
Yes! Work meets play with ease at over 540 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 240 vacation rentals for guests traveling with pets.
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 90 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly condo rentals in Brookline?
Brookline has more than 40 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Brookline have wifi?
Absolutely! We offer over 80 condo rentals with wifi in Brookline. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brookline have a gym?
Absolutely! We offer over 10 house rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in loft rentals in Brookline?
Experience the best of Brookline with our loft rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Hotel Rentals in Brookline?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 40 homes with wifi, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Brookline

Total holiday rentals
Explore 1,050 holiday rentals in Brookline

Nightly prices starting at
Brookline holiday rentals start at $39Â SGD per night before taxes and fees

Verified guest reviews
Over 47,220 verified reviews to help you choose

Family-friendly holiday rentals
410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 240 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wifi availability
1,030 of Brookline holiday rentals include wifi access

Popular amenities for guests
Guests love Monthly stays, Gym and BBQ grill across Brookline rentals

4.7 Average rating
Brookline stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Brooklineâs top spots include Jamaica Pond, Reservoir Station and Brookline Village Station
Destinations to explore
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- Rentals with pools Brookline
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
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- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
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- Prudential Center
- North Hampton Beach
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- White Horse Beach
- Roger Williams Park Zoo
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