Holiday houses 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.

Fenway Park! – Walk to all! – 2BR/1BA – Location

Amazing location! WALK WALK WALK to Fenway Park! So close to Kenmore Square, Museum of Fine Arts, Northeastern University, Longwood Medical Area, Symphony Hall, LOTS of Universities, House of Blues, Isabella Stewart Gardner Museum, Kelleher Rose Garden, Berklee College of Music, New England Conservatory, theaters, Whole Foods, Target, bars, restaurants, and a few minutes from downtown! Includes everything you'll need for your stay. Public transportation is right there, super easy and safe!

Location-Free Parking-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.

1 FREE parking spot - Coolidge Corner-Close to T

Beautiful flat in the heart of Coolidge Corner. Prime location, a few blocks 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 Uni., BC, Downtown, Cambridge, John F. Kennedy Birthplace Museum, Coolidge Corner, Longwood Medical Area, supermarkets, restaurants, bars, theater, shops, stores & more! 1 shampoo/conditioner/shower gel/lotion. 1 loofah & 2 toothbrushes inc

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!

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

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.

Luxury 2B1B Apt. One Free Parking Spot

Completely renovated 2B1B apartment in the central of Brookline. The full kitchen has everything you need. One king bed in the master bedroom, two full beds in the second bedroom. This is a Garden-level unit with a free parking space. A short walk to T-Stop, restaurants, cafés, groceries and more. About 1 mile to Longwood Medical Area, Fenway and BU. Pets friendly with extra charge $100/pet/Stay. Our places are professionally cleaned & sanitized.

Urban Guest Suite

Come stay at the guest suite in our quirky, historic home in Jamaica Plain, one of Boston's most diverse and exciting areas. The suite is on the ground floor with a private patio and private entrance. Guests enjoy their own private space with a bathroom, queen size bed, and work area. Located 2 blocks away from the Stony Brook Orange line “T” and a 10 minute walk to local restaurants and super markets.

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.