
Holiday rentals with outdoor seating in Brookline
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Brookline
Guests agree: these rentals 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.

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.

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.

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

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

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.

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.

Brookline Home with a Garden
The 1 bedroom apartment is in the basement of our single family home. There is free parking. It is equipped with its own entrance, bathroom, kitchenette, porch, and garden. There is 1 queen bed in the bedroom and 1 full bed in the studio living area. ***No kids under the age of 3 the family lives upstairs, there will be some noise,

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 outdoor seating rentals in Brookline
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood

Charming South End Farmhouse - Near Northeastern!

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

Family Friendly City Oasis! Free Parking, King Bed

Stone Cottage with meadow view

Renovated Cozy City Getaway

Cozy, historic 3 bedroom home close to Boston!

City Oasis |Yard |Walk To Harvard MIT Train
Apartment rentals with outdoor seating

Charming & Private Marblehead Suite

Winter Island Retreat

Spacious, private apartment in perfect location

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

Bright Brownstone Condo - Terrace+ParkView

Cambridge Retreat - Sunny 2BR - Close to Harvard

1bd Boston apt - convenient & quiet

Charming South-End condo with large outdoor patio
Apartment rentals with outdoor seating

Condo in downtown Boston

My Place - 2 Bedroom Condo with Parking

South End 1800sqft 2BR Audiophile Paradise

Charming and Historic Apartment

Sunny Somerville Apartment

New Super Modern 2 bed in Waltham

Boston Rooftop Retreat

Large 1+bed in historic Charlestown, Boston!
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £91 | £82 | £89 | £113 | £123 | £114 | £109 | £111 | £113 | £119 | £99 | £96 |
| 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 holiday rentals with outdoor seating in Brookline

Total holiday rentals
Explore 180 holiday rentals in Brookline

Nightly prices starting at
Brookline holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 15,150 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
180 of Brookline holiday 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 Brookline Village Station
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a firepit Brookline
- Rentals with a patio Brookline
- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Rentals with pools Brookline
- Rentals with lake access Brookline
- Hotel rooms Brookline
- Rentals with a hot tub Brookline
- Loft rentals Brookline
- Rentals with a washing machine and dryer Brookline
- Rentals with breakfast Brookline
- Pet-friendly rentals Brookline
- Flat rentals Brookline
- Bed and breakfasts Brookline
- Rentals with an EV charger Brookline
- Fitness-friendly rentals Brookline
- Apartment rentals Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Townhouse rentals Brookline
- Rentals with outdoor seating Norfolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Freedom Trail
- New England Aquarium
- Boston Seaport
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Crane Beach
- Gillette Stadium
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Onset Beach
- Prudential Center
- Roxbury Crossing Station
- Roger Williams Park Zoo
- Things to do Brookline
- Things to do Norfolk County
- Food and drink Norfolk County
- Sightseeing Norfolk County
- Art and culture Norfolk County
- Things to do Massachusetts
- Food and drink Massachusetts
- Nature and outdoors Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Food and drink United States






