Holiday rentals with outdoor seating near Fenway Park

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Top-rated rentals with outdoor seating near Fenway Park

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy bedroom features exposed brick walls and bright window panels allowing natural light. A spacious bed is adorned with colorful pillows and a decorative cylindrical pillow. Shelves hold framed photographs, and small plants add a touch of greenery on sills.
Flat in Boston
4.87 out of 5 average rating, 337 reviews

Boston Brownstone

A unique, cozy 2 bedroom apartment in Back Bay Boston area. If you like being surrounded by young people and activity, you will love it. It is between Berkelee School of Music, Symphony Hall, Fenway Park, Harvard Medical School, and Northeastern U. It is also within walking distance of most downtown attractions Prudential, The Church of Christ the Scientist, Copley Square, Museum of Fine Arts, Newbury Street, Berklee School of Music, Boston Conservatory, Fenway Park, and many other attractions.

Guest favourite
A bright living space is furnished with a light-colored sofa and a wooden coffee table. A large wall-mounted TV is positioned above a light wood sideboard. A round mirror and a floor lamp add to the decor, while a dining area with a wooden table and benches is situated near a window adorned with natural light.
Flat in Boston
4.89 out of 5 average rating, 99 reviews

Luxury suite with room divider near downtown

Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Top guest favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Boston
4.96 out of 5 average rating, 148 reviews

🎖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.

Guest favourite
A spacious living room features exposed brick walls and large windows allowing natural light to fill the space. A comfortable sofa is complemented by a rocking chair. A coffee table sits on a patterned area rug, and a TV is positioned on a modern entertainment unit.
Flat in Boston
4.89 out of 5 average rating, 382 reviews

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

Guest favourite
The bedroom features a spacious bed with a soft gray throw draped across it. A wooden dresser sits against the wall, complemented by a flat-screen TV. A small desk by the window offers natural light, while fresh flowers in a vase add a touch of color.
Home in Cambridge
4.83 out of 5 average rating, 430 reviews

City Oasis |Yard |Walk To Harvard MIT Train

One bedroom and kitchen apartment in great part of town on a quiet street. Close to everything Boston and Cambridge has to offer. Walk down to the river, MIT, or Harvard, or jump on the red line to tour the rest of town. Apartment consists of a kitchen with an eat in table, a bedroom, and a bathroom. Central AC. Please note there is no parking provided with the unit so leave the car behind and Uber or walk. More details about parking can be found in the Getting Around section of this listing.

Guest favourite
Flat in Brookline
4.98 out of 5 average rating, 157 reviews

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.

Top guest favourite
Apartment in Boston
4.96 out of 5 average rating, 124 reviews

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.

Superhost
The kitchen area features modern appliances, including a stainless steel refrigerator and built-in microwave. A large island with a deep sink is complemented by three black bar stools. Open shelving displays glassware and decorative items, while under-cabinet lighting adds functional ambiance.
Flat in Boston
4.92 out of 5 average rating, 100 reviews

Bright Brownstone Condo - Terrace+ParkView

Welcome to this beautifully renovated 3-bedroom, 2.5-bath condo located in a classic 1899 brownstone in the historic Roxbury neighborhood. With park views, soaring 10-foot ceilings, and modern finishes throughout, this home blends Boston charm with contemporary comfort. The open and airy layout features a sleek, fully equipped kitchen, a spacious living room ideal for relaxing or entertaining, and a private terrace where you can unwind and enjoy stunning sunset views.

Top guest favourite
A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.
Apartment in Cambridge
4.92 out of 5 average rating, 839 reviews

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.

Top guest favourite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Apartment in Boston
4.94 out of 5 average rating, 341 reviews

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!

Top guest favourite
A cozy outdoor patio area is framed by a wooden fence and surrounded by greenery. Vibrant yellow chairs and a matching table are positioned on brick pavers, inviting relaxation. The natural setting includes stones and plants, creating a tranquil garden space.
Guest suite in Boston
4.89 out of 5 average rating, 141 reviews

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.

Guest favourite
Flat in Boston
4.86 out of 5 average rating, 442 reviews

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 rentals with outdoor seating near Fenway Park

Quick stats about holiday rentals with outdoor seating near Fenway Park

  • Total holiday rentals

    Explore 20 holiday rentals in Fenway Park

  • Nightly prices starting at

    Fenway Park holiday rentals start at $178 SGD per night before taxes and fees

  • Verified guest reviews

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  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Fenway Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fenway Park rentals

  • 4.7 Average rating

    Fenway Park stays receive an average rating of 4.7 out of 5 from guests