Holiday rentals in Brookline

Ann and Esther's Cozy Studio near the Heart of JP

This airy and light private studio is set in a beautiful, secluded backyard/garden. Close to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is microwave, fridge, counter w/ sink. No stove or cooking. DO NOT request >6 mos ahead. Insta-Book when calendar opens

Luxury21.6 – Boston Landing – Allston Yards

Enjoy a luxurious experience with a view at this centrally-located Home. 2025: Newly listed with brand new furnishings: new beds, chairs, countertops, etc. Perfect spot in the Allston BU neighborhood. Just next to the intersection of North Beacon Street & Cambridge Street. Plethora of amazing bars, lounges, cafes, & sandwich shops. Some of the best Korean & Mediterranean restaurants in Boston. Fast wifi. Smart TV. Laundry in unit. Gym. Parking spot. central AC/Heat. Elevator. And much more.

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.

Free Parking-Location-Close to the subway

Beautiful and spacious studio apartment perfect for up to 2 guests, featuring a complimentary parking spot. Prime location right in front of the T (subway), in one of the city’s safest neighborhoods. Hop on the train and you’ll be just a few stops from Fenway Park and many of Boston’s top attractions. Parking spot disclosure: Parking spot is just 3 minutes walking from the building. Enjoy a stylish experience at this centrally-located place.Kick back and relax in this calm, stylish space.

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!

JP Studio - As Seen on Apartment Therapy

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!

Luxurious Townhouse Close to Coolidge Corner

This elegant Châteauesque penthouse was originally built circa 1890 and has been gut-renovated to its full grandeur. The kitchen and dining area features oversized windows that flood the space with natural sunlight. The chef’s kitchen is perfect for cooking and entertaining. Four beautiful and spacious bedrooms for guests to rest and relax. One parking space for a compact car is included for guests as well as easy walk to the T and an easy train ride downtown.

New Luxury 2B2B Apt. One Free Parking Spot

This is a NEWLY renovated, luxurious 2B2B apartment. Comes with high-quality linens, towels, cookware and tableware. Location is Great, A short walk to T-Stop, restaurants, cafés, groceries and more. Around 1 mile to Longwood Medical Area , Fenway and BU. Pets friendly with additional $100/pet/stay. Our places are professionally cleaned & sanitized. bleached Linens and towels. Separate Air conditioning and heating system to avoid the crowds at hotel.

1 FREE parking spot Coolidge Corner 1 bed Apt

Beautiful apartment in the heart of Brookline. Prime location, just 1 block to the T (subway). Very safe & one of the coolest neighborhoods in town. Hop on the T & you'll only be a few stops away from Fenway Park, Kenmore Sq. & Back Bay. Close to Boston University, BC, Downtown, Cambridge, John F. Kennedy Birthplace Museum, Coolidge Corner, Longwood Medical Area, supermarkets, restaurants, bars, theater, shops & more!

Historic Brookline 3BR w/ Parking

I've hosted & co-hosted for 4 years. All questions are answered here so you can make an informed decision. 🐾 Pet-Friendly Stay! We welcome pets under 20 pounds for a $135 one-time fee. Experience the peaceful charm of Brookline from our cozy 3-bedroom apartment, just minutes from the heart of Boston. Perfect for families or small groups seeking comfort, convenience, and a touch of local character.

The Garden Apartment

Conveniently located in the heart of Brookline. Private entrance. Lovely garden with outdoor furniture in a quiet neighborhood. Kitchenette with refrigerator, microwave, washer and dryer. TV, Wifi, and private bath. Parking available. Walking distance to shops and restaurants. Easy access to downtown Boston. Two Green Line T-stops are each 0.4 miles away. Maximum two people.

Roomy 2 Bedroom - Brookline/Fenway- Free Parking

Our modern 2 bedroom apartment has a roomy layout and one parking spot included! Perfect location—just steps from restaurants, hospitals, and universities. Walk 5 min to the Green Line, 0.3 mi to Boston University, 0.5 mi to Fenway Park & Longwood Medical, and only 2 miles to Downtown Boston. Ideal for friends, professionals, or families exploring the city.