
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. We decline requests for dates >6 mos ahead. Then Insta-Book.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand spanking new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

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.

All the comforts of home, quiet city neighborhood
Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

New Luxury 2B2B Apartment, One Free Parking
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. 1 mile to Longwood Medical Area , Fenway and BU. Pets friendly, need to be approved prior to booking. additional $200 per pet will apply. Our places are professionally cleaned & sanitized. bleached Linens and towels. Separate Air conditioning and heating system to avoid the crowds at hotel.

Lux 2BR Apt w/ Pool and Gym
Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home.

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!

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.

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.

Conveniently Located Private Garden Apartment
Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the 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.

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.
Popular amenities for Brookline outdoor seating rentals
House rentals with outdoor seating

Spacious 5BR Boston Home • Near Fenway • Parking

Charming South End Farmhouse - Near Northeastern!

Beaut private close univ+hospital

WATERFRONT-15 min to BOS/3BdRm/2BA

Harvard Square - free permitted on street parking

Family Friendly City Oasis! Free Parking, King Bed

Absolutely Gorgeous 3 Bedroom Close to Boston

Stone Cottage with meadow view
Apartment rentals with outdoor seating

Hipster Basecamp | fireplace • espresso • parking

Couples Retreat - Apt in Charming Colonial Home

Urban Oasis betw MIT & Harvard

Close to Harvard, MIT & Boston, Gym and Patio!

Your Cozy 1 BR Apt & Relaxing Retreat

Huge 1BR w/King Bed near Airport, Boston, Salem

Luxe Serene 1BR 15 min from Boston with Gym & More

Cambridge Retreat - Sunny 2BR - Close to Harvard
Condo rentals with outdoor seating

Family Home + Near Downtown + Cool Backyard!

My Place - 2 Bedroom Condo with Parking

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

South End 1800sqft 2BR Audiophile Paradise

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Charming and Historic Apartment

New Super Modern 2 bed in Waltham

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 | $171 CAD | $154 CAD | $169 CAD | $213 CAD | $233 CAD | $216 CAD | $206 CAD | $211 CAD | $213 CAD | $222 CAD | $198 CAD | $169 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 170 vacation rentals in Brookline

Nightly prices starting at
Brookline vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 14,010 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
170 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 Brookline Village Station
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Rentals with a firepit Brookline
- Apartment rentals Brookline
- Bed and breakfasts Brookline
- Rentals with breakfast Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Condo rentals Brookline
- Rentals with a hot tub Brookline
- Rentals with a patio Brookline
- Fitness-friendly rentals Brookline
- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Rentals with pools Brookline
- Rentals with a washer and dryer Brookline
- Loft rentals Brookline
- Rentals with an EV charger Brookline
- Pet-friendly rentals Brookline
- Rentals with outdoor seating Norfolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- New England Aquarium
- MIT Museum
- Good Harbor Beach
- Duxbury Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Onset Beach
- Quincy Market
- North Hampton Beach
- Oakland Beach
- Prudential Center
- White Horse Beach
- Roger Williams Park Zoo
- Things to do Brookline
- Things to do Norfolk County
- Food and drink Norfolk County
- Art and culture Norfolk County
- Sightseeing Norfolk County
- Things to do Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Sightseeing Massachusetts
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Food and drink United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Tours United States






