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.

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Guest favourite
Flat in Medford
5 out of 5 average rating, 6 reviews

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.

Top guest favourite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Flat in Newtonville
4.87 out of 5 average rating, 554 reviews

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.

Superhost
Apartment in Roxbury
4.77 out of 5 average rating, 26 reviews

Stunning Nubian Sq Victorian | Mins to Downtown

Located at the top of Roxbury’s 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.

Top guest favourite
A small dining area features a round white table with two yellow chairs. A simple floral arrangement sits atop the table. Overhead lighting brightens the space, while a colorful artwork adorns the wall. Bench seating is available along the nearby wall.
Flat in Coolidge Corner
4.96 out of 5 average rating, 46 reviews

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!

Top guest favourite
Flat in Coolidge Corner
4.96 out of 5 average rating, 247 reviews

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.

Superhost
An open layout kitchen and dining area is displayed, featuring warm wooden cabinetry and a granite countertop. A dining table with four chairs is complemented by a small sofa. The floor showcases polished hardwood, and a large window allows natural light to brighten the space.
Apartment in Longwood
4.67 out of 5 average rating, 378 reviews

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!

Guest favourite
The kitchen area features a modern design with a sleek, round dining table surrounded by four transparent chairs. Stainless steel appliances, including a refrigerator and stove, are present, complemented by wooden cabinetry. Natural light enters through a window, illuminating the polished hardwood floor.
Home in Brighton
4.86 out of 5 average rating, 221 reviews

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.

Guest favourite
Flat in Brookline
4.94 out of 5 average rating, 35 reviews

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Ÿ 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). We’re looking forward to your arrival!

Top guest favourite
A cozy sleeping area showcases a spacious bed with soft white linens. Two round pendant lights are suspended on either side, illuminating abstract artwork above the headboard. Textured wall decor adds warmth, creating an inviting atmosphere.
Guest suite in Jamaica Plain
4.99 out of 5 average rating, 75 reviews

JP Studio - Featured on Home&Texture

We’re 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 you’d like recommendations—we’d love to share!

Superhost
A well-lit bedroom is presented with large windows dressed in dark curtains. The spacious bed features a vibrant red and blue bedding arrangement with two yellow pillows. A wooden chair is positioned beside the bed, and wall art adds color to the light walls.
Flat in Coolidge Corner
4.82 out of 5 average rating, 521 reviews

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 Joe’s, 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.

Superhost
A stylish living area features a brown leather sofa against a deep green wall adorned with round, gold wall decor. A wooden coffee table holds decorative items, accompanied by a textured pouf and a leafy plant on the floor. Natural light streams in from a nearby window.
Flat in Brighton
4.84 out of 5 average rating, 102 reviews

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 -> 65” 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!

Guest favourite
A well-lit room features a light-colored wall and a window with sheer curtains. A sleek desk and chair are positioned beside a white dresser. A framed artwork is displayed on the wall, adding a touch of character to the space.
Guest suite in Brighton
4.92 out of 5 average rating, 355 reviews

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

When is the best time to visit Brookline?

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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 $39 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

    Brookline’s top spots include Jamaica Pond, Reservoir Station and Brookline Village Station

Destinations to explore

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