
Vacation rentals with outdoor seating in Brookline
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Brookline
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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

Brookline - Mod Apartment in Classic Neighborhood
So convenient! Walk to Boston U., Coolidge Crnr, Fenway Park and Allston Village for shopping, restaurants, entertainment. Just 3 miles from downtown. 2 blocks from MBTA Station-easy commute to Longwood Med Ctr, Harvard, MIT, Boston College, the Financial District and more. Beautiful, spacious, newly renovated one bedroom apartment – open floor plan, fabulous kitchen and spa bathroom. Designer furnishings throughout and fully equipped. Ideal for the long term biz traveler or couples on holiday.

Peaceful suite in Boston with city views
Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.

The Raven!
Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Comfortable house w 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 (4 bedrooms) 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.

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.

Private & serene getaway in beautiful JP
Quiet, private & serene walk-up 3rd floor apt. Separate entrance, full bath & kitchenette. Bright and spacious. 3 blocks from the center of JP with great restaurants and shopping. 5 min. walk to the 39 bus to Longwood Area and Back Bay. 15 min. walk to the Orange Line T (subway); 1/2 block from Jamaica Pond. 5 min. walk to the Arboretum. Our space is NOT good for people with large luggage! Tons (truly) of street parking, no permit or restrictions.

3 bed, in unit laundry, central air, parking
Centrally located with easy access to MBTA Green line trolleys, Longwood Medical Hospitals, walk to shops and restaurants. Large living room, formal dining room, 3 good sized bedrooms, in unit laundry, private back porch & central heat/air make this the ideal place to call home. Easy commute to downtown, close to Boston Col and Boston University, Longwood Medical Area, Fenway Park, restaurants & bars. 3BR comfortably sleeps 5.

Peaceful Garden Apartment
Your beautiful garden guest unit is a tranquil getaway. The layout is ideal - a bedroom with an ensuite bath; living room with a pull out couch with another full bath; and a kitchen/dining area. Best of all, it's less than a ten minute walk to 500 acres of parkland and "JP" center with great restaurants, pubs, bakeries and shops.

Light-Filled Luxury Apartment with View
Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

Serene Studio in a Perfect Location
Our 500 sf 2 room apartment is quiet, private & ideally situated in the heart of Jamaica Plain-just a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, and all the necessities-wifi, 4K smart TV, large eat-in kitchen, Nespresso coffee, and free on-street parking.
Popular amenities for Brookline outdoor seating rentals
House rentals with outdoor seating

Charming South End Farmhouse - Near Northeastern!

Beaut private close univ+hospital

Family Friendly City Oasis! Free Parking, King Bed

Spacious vacation unit in premium suburban town

Cozy house close to Boston

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Boston Best with Parking - GREAT reviews

The Brickhouz at Arlington !
Apartment rentals with outdoor seating

Boston Brownstone

Green Line Tufts 1st flr 2 BR King W/D EasyParking

Couples Retreat - Apt in Charming Colonial Home

Sunny, private, quiet, modern apt near Harvard/MIT

(N2R) Private Deck, Styled Studio, Prime Location!

Happy Boston Rental (Perfect for World Cup!)

2 BR | 1 BA Close to DWTN & Medical, Free PRKG

Spacious 2BR w/ Free Parking • Steps to Train
Condo rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

South End 1800sqft 2BR Audiophile Paradise

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Spacious, cozy home near Boston!

Charming and Historic Apartment

Stunning South End 1BR - private roof deck

Spacious 5BR Condo w/parking near METRO

Boston Rooftop Retreat
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $167 CAD | $150 CAD | $164 CAD | $208 CAD | $227 CAD | $211 CAD | $201 CAD | $205 CAD | $208 CAD | $220 CAD | $182 CAD | $178 CAD |
| 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 |
Quick stats about vacation rentals with outdoor seating in Brookline

Total vacation rentals
Explore 180 vacation rentals in Brookline

Nightly prices starting at
Brookline vacation rentals start at $68Â CAD per night before taxes and fees

Verified guest reviews
Over 15,770 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
180 of Brookline vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Brookline rentals

4.9 Average rating
Brookline stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Brookline’s top spots, include Jamaica Pond, Reservoir Station, and Boston College Station
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- Rentals with outdoor seating Norfolk County
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- Hampton Beach
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