
Holiday rentals with outdoor seating in Brookline
Find and book unique rentals 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 €44 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
210 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 Boston College Station
Top-rated rentals with outdoor seating in Brookline
Guests agree: these rentals 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.

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!

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.

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.

The Weiss : Modern Gallery • Historic Property!
Stay inside a historic restored monastery in Brighton. This spacious studio blends preserved historic architecture with modern comfort and features an expandable room divider for a one-bedroom feel. Just a 5-minute walk to the T with easy access to Boston College, Harvard, hospitals, and downtown Boston. Amenities Include: → Blazing-fast WiFi → 65” Smart TV → Fully stocked kitchen → Washer & dryer → Comfortable queen bed

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

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.

Cozy JP Studio-Great Location!
Our 425 sf apartment is quiet, private, and ideally situated in the heart of JP-a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, a full size private bath, and all the necessities-wifi, cable TV, kitchenette with Nespresso, dining nook, private patio and free on-street parking.
Popular amenities for outdoor seating rentals in Brookline
House rentals with outdoor seating

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

Boston 5BR Home w/Free Parking & Yard-Sleep 12

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

Stone Cottage with meadow view

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

Beaut private close univ+hospital

Charming South End Farmhouse - Near Northeastern!

Bright Family Oasis Near Boston w/ Parking
Apartment rentals with outdoor seating

🎖The Ashmont Suite | Close to Subway + Downtown🎖

2 Bdrm Apt w/ tower in JP Victorian

Private Base: Boston Medical, BC, The CountryClub

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

Maria's JP Rental - Boston Duplex in Jamaica Plain

Lux 2BR Apt w/ Pool and Gym

Spacious 2BR w/ Free Parking • Steps to Train

Romantic Getaway w/private Jacuzzi• Fire Pit•
Apartment rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Boston Rooftop Retreat

Spacious 5BR Condo w/parking near METRO

Sunny Somerville Apartment

Large 1+bed in historic Charlestown, Boston!

Stunning South End 1BR - private roof deck

South End 1800sqft 2BR Audiophile Paradise

1st floor, free parking off street, 3 min to train
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €102 | €104 | €114 | €133 | €145 | €135 | €129 | €131 | €133 | €141 | €116 | €114 |
| 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
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- Rentals with a firepit Brookline
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- Rentals with outdoor seating Norfolk County
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Harvard Square
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