
Holiday rentals with outdoor seating in Brookline
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Brookline

Total holiday rentals
Explore 210 holiday rentals in Brookline

Nightly prices starting at
Brookline holiday rentals start at $72 AUD per night before taxes and fees

Verified guest reviews
Over 16,990 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
210 of Brookline holiday rentals include Wi-Fi 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
Top-rated Holiday Houses with Outdoor Seating in Brookline
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

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.

Printing Press Loft
Your stay is in a former printing company from 1922. Now a ground-floor loft-style home. We're an easy walk to all JP has to offer. The Longwood Medical area. Chinatown, downtown & Cambridge are all a short Uber/Lyft/ subway ride away. The bedroom has a queen-size bed, closet, bureau, bookcase & access to the bathroom. The main area also has bathroom access, a double-size futon sofa/bed. There's a desk, TV & a kitchenette with full-size fridge, microwave, and 2 burner induction cooking.

The Murthy : Bright • Spotless • W/D
Enjoy Boston in this elegant suite 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 -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Light and airy separate apt in funky Jamaica Plain
The apt. has 4 twin beds in our quirky 1880 Victorian farmhouse in central Jamaica Plain. Fast transportation to downtown Boston, Cambridge, and LMA. Separate entrance, kitchen and bathroom, shared deck. PLEASE NOTE: there are STEEP STAIRS to the unit, and a NARROW SPIRAL STAIRCASE inside the unit. Ceiling in the bathroom is LOW. People with mobility issues may find these difficult. Bulky luggage may have to stay on the main floor. PLEASE read description carefully before booking.

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

Brownstone Luxury Penthouse Condo
Beautiful and sunny 2 bed 2 bath renovated 3rd floor penthouse condo with access to all that Boston has to offer! Walking distance to shops, groceries, and entertainment, including Fenway Park!, Immediate access to Green Line subway as well as other local transportation! Enjoy our primary bedroom with king size bed and ensuite bathroom, 2nd bedroom with full bed, additional full bathroom, full kitchen with dining area, living room with fireplace, and balcony with sitting area!

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.

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

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.

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 and a door that transforms the living room into a private bedroom; a second 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.
Popular amenities for Brookline outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Urban Oasis! 2BD+ House w 2 Offices/Garage/Yard

Beautiful single family house built on a hill

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

Charming South End Farmhouse - Near Northeastern!

Beaut private close univ+hospital

Stone Cottage with meadow view

Cozy, historic 3 bedroom home close to Boston!

Heart of Southie - Hot Tub + Walk to Top Bars
Apartment rentals with outdoor seating

Garden Apt - Highland Park/Fort Hill (Orange Line)

Hipster Basecamp | Design • Views • Parking

Romantic Getaway w/private Jacuzzi• Fire Pit•

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

Bright Brownstone Condo - Terrace+ParkView

Spacious 2BR w/ Free Parking • Steps to Train

🎖The Ashmont Suite | Close to Subway + Downtown🎖

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

Condo in downtown Boston

Beautiful, spacious South Boston Condo, Near T

South End 1800sqft 2BR Audiophile Paradise

Spacious Dorchester Retreat | 2-bdrm condo

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Charming and Historic Apartment

Stunning South End 1BR - private roof deck

Spacious 5BR Condo w/parking near METRO
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 AUD | $171 AUD | $187 AUD | $219 AUD | $239 AUD | $221 AUD | $211 AUD | $216 AUD | $219 AUD | $232 AUD | $191 AUD | $187 AUD |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Rentals with a fire pit Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Townhouse rentals Brookline
- Condo rentals Brookline
- Bed and breakfasts Brookline
- Hotel rooms Brookline
- Rentals with breakfast Brookline
- Fitness-friendly rentals Brookline
- Rentals with a hot tub Brookline
- Rentals with a patio Brookline
- Rentals with lake access Brookline
- Apartment rentals Brookline
- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Loft rentals Brookline
- Rentals with pools Brookline
- Rentals with a washing machine and dryer 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
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Revere Beach
- Gillette Stadium
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Museum of Fine Arts
- Things to do Brookline
- Things to do Norfolk County
- Sports activities Norfolk County
- Food and drink Norfolk County
- Nature and outdoors Norfolk County
- Art and culture Norfolk County
- Tours Norfolk County
- Sightseeing Norfolk County
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Entertainment Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States







