
Holiday rentals with outdoor seating in Downtown
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Downtown
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

2 BDR/2b- walk to Seaport & BCEC
We welcome you to stay at our stylish apartment in South Boston (Southie)! Located next to West Broadway, South Boston’s main road with plenty of restaurants, coffee shops, groceries, and boutique stores. Located walking distance to the Seaport District, Convention Center (BCEC), and our local Southie beaches. The space is ideal for travelling professionals, small families, couples, and those looking for a true neighborhood experience, tucked away just minutes from all the big city attractions.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand 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’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Charming South-End condo with large outdoor patio
Elegant and spacious 1BR loft on the 1st floor of a classic South End brownstone. Features a large private deck with outdoor seating, washer and dryer, fully equipped stainless steel and granite countertop kitchen. Located in the heart of Boston’s historic South End—just steps from great restaurants, major landmarks, iconic tourist attractions, top universities, and public transit. Thoughtfully designed for comfort, style, and a warm welcome. Please see Policies and House Rules for more details

North End/TD Garden Condo w/Rooftop Deck
Your own condo in the heart of Boston’s historic North End. Walk to Quincy Market, the Aquarium, the Greenway, TD Garden, Harborwalk, dozens of shops and eateries, the Old North Church and the Freedom Trail. Private rooftop deck, full kitchen, antenna and wireless. No doors but three areas, two rooms separated by a galley kitchen. The stairwell is in the middle of the space and the floor mattress is near that and across from the galley kitchen. Fourth floor walk up and well worth the climb.

(N2R) Private Deck, Styled Studio, Prime Location!
🌆 Stay on Iconic Newbury Street, Back Bay Experience Boston at its most stylish on Newbury Street, famous for its historic brownstones, tree-lined sidewalks, and vibrant atmosphere. 🛍️ Stroll right outside your door to explore designer boutiques, local shops, art galleries, and some of the city’s best cafés and restaurants. You’ll be just steps from Copley Square, the Prudential Center, and the Charles River Esplanade, with easy access to the Green Line T for exploring the rest of the city.

Charming and Historic Apartment
Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

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!

Cozy suite in the city!
Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

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!

Dream Location! Private Deck, Parking for Rent
We're excited to hosts lucky guests with tickets to FIFA at Gillette in June! Under a mile from the apartment to South Station where you can take the special commuter rail train directly to the stadium! Exquisitely decorated, one-bedroom apartment in the historic downtown pocket neighborhood, Bay Village. Steps to Theatre District, 5-minute walk to subway, 10-minute walk to Whole Foods. Three miles from the airport. Parking available for rent, $30 per night.

Large 1+bed in historic Charlestown, Boston!
Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. KING bed, work desk area, living room w/queen pull out bed, fully equipped kitchen & private deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in house and NO smoking in courtyard. Not suitable for children under 6 years old.

Beacon Hills Studio next to State house
Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.
Popular amenities for Downtown outdoor seating rentals
Holiday House Rentals with Outdoor Seating

All the comforts of home, quiet city neighborhood

Family Friendly City Oasis! 2 Free Parking Spots!

Stone Cottage with meadow view

Renovated Cozy City Getaway

Comfortable house w parking, close to T

Tribeca chic | 2 BR w/private patio

LargeDuplex10Beds w/prkg near Downton

1 New HUGE Home Boston Harvard MIT Covered Parking
Apartment rentals with outdoor seating

A Charming South End Apt with Private Garden!

Boston Brownstone

Hipster Basecamp | Modern • Roofdeck • Parking

Back-Bay Central Condo w/Roof top, Gym & Parking!

(476-2) Clean & Cozy, South End / Back Bay!

* NEW Listing * A True GEM in South End , Boston!!

Penthouse Views / Near Boston + New Build

Amazing Location in Little Italy with Roof Deck
Condo rentals with outdoor seating

Family Home + Near Downtown + Cool Backyard!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Beautiful, spacious South Boston Condo, Near T

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

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Stunning South End 1BR - private roof deck

The Day-Burrill-Wadsworth-La Voix House

Stylish garden level studio with a private patio
Quick stats about holiday rentals with outdoor seating in Downtown

Total holiday rentals
Explore 60 holiday rentals in Downtown

Nightly prices starting at
Downtown holiday rentals start at $114 AUD per night before taxes and fees

Verified guest reviews
Over 4,320 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Downtown holiday rentals include Wi-Fi access

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

4.8 Average rating
Downtown stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Downtown's top spots, include Boston Common, New England Aquarium, and Boston Public Garden
Destinations to explore
- Rentals with lake access Downtown
- Rentals with a patio Downtown
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- Rentals with a washing machine and dryer Downtown
- Rentals with pools Downtown
- Rentals with a fireplace Downtown
- Hotel rooms Downtown
- Apartment rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with outdoor seating Boston
- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- MIT Museum
- New England Aquarium
- Canobie Lake Park
- Crane Beach
- Onset Beach
- Duxbury Beach
- Roxbury Crossing Station
- Quincy Market
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center





