Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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

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Top guest favourite
A cozy living room area showcases a brown leather sofa adorned with decorative pillows. Two lamps illuminate the space, and a round coffee table is positioned in front of the sofa. Artwork is displayed on the walls, contributing to the classic decor.
Flat in Regent Square
4.99 out of 5 average rating, 120 reviews

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park

First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Top guest favourite
The bedroom features a spacious bed covered in crisp white linens, highlighted by a blue accent throw. Blue curtains frame multiple windows, allowing natural light to fill the room. A small desk and chair are positioned nearby, complemented by a decorative plant and wall art.
Flat in Friendship
4.98 out of 5 average rating, 179 reviews

Upscale King Bed Suite |ADA w/ Free parking!

Enjoy our spacious king-sized bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐ADA Accessible! ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt! ⭐$0 cleaning fee!

Guest favourite
A spacious living room is filled with natural light, featuring a plush sofa and an eclectic area rug. An archway leads to a dining area with a round table surrounded by white chairs, complemented by greenery from nearby plants.
Home in Castle Shannon
4.78 out of 5 average rating, 224 reviews

✨Cozy & Stylish 2BR House 🏡 Sleeps 6✨Free Parking

*Only Out of Town Bookings please * Cheerful and stylish 2 bedroom home only 15 minutes to downtown Pittsburgh! Located in a charming neighborhood within walking distance to shops, restaurants, places of worship, Mt. Lebanon golf course and a grocery store. The house is also only a 5 minute walk to the T line which makes it easy to get into and out of downtown Pittsburgh! ⦿ 1 king bed ⦿ 1 queen bed ⦿ Queen sized sleeper sofa ⦿ Smart TV ⦿ Air conditioning ⦿ Off-street parking ⦿ Smart lock

Guest favourite
A cozy living area is highlighted by a sleek beige leather sofa, accompanied by decorative pillows. A glass coffee table sits on an ornate area rug, while natural light illuminates the space. The staircase and a softly lit hallway can be seen in the background.
Home in Duquesne
4.91 out of 5 average rating, 283 reviews

Entire home near Kennywood without extra fees.

Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

Guest favourite
A spacious living area features a comfortable blue sofa positioned against a light gray wall, adorned with decorative mirrors and wall art. A large area rug lies on the polished wooden floor, complementing the white fireplace and a flat-screen television mounted above it.
Home in East McKeesport
4.92 out of 5 average rating, 161 reviews

McClure Manor - 3 King Bedrooms

Step into the warmth of McClure Manor! Just 14 miles from the heart of downtown Pittsburgh and nestled near the trendiest neighborhoods, this inviting haven offers not only proximity to Route 30 and the turnpike but also unparalleled convenience to explore all that Pittsburgh has to offer. Make this your ideal home base, effortlessly connecting you to the vibrant pulse of the city. *If you enjoy this home, the owners are amenable to selling! Please contact us for more information

Top guest favourite
The log cabin features a classic two-story structure with wooden siding, surrounded by vibrant autumn foliage. Soft lighting illuminates the porch, creating a welcoming ambiance. A spacious deck with railings offers an inviting space for outdoor relaxation amidst the colorful landscape.
Cabin in Normalville
4.99 out of 5 average rating, 110 reviews

Large Rustic Log Cabin in the Laurel Highlands

This cozy log cabin is conveniently located near Seven Springs, Hidden Valley, Ohiopyle State Park & Fallingwater. The log cabin is situated on a quiet lane along Poplar Run. Features: 3 bedrooms, 2 bathrooms, spacious living room, large kitchen, deck, outdoor seating, fire pit, pond. Guest house available April - Oct for additional fee. Inquire if interested. It features a queen bed, kitchenette & 1 bathroom. We offer Netflix & WiFi | NO Cable Dogs allowed for a $75.00 fee

Top guest favourite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Flat in Blawnox
4.91 out of 5 average rating, 504 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Guest favourite
A charming brick home is seen from the front, featuring a gabled roof and an inviting porch with white railings. A flag hangs prominently by the entrance, while a small yard with grass is adjacent. Air conditioning units are visible beside the home.
Home in Bridgeville
4.92 out of 5 average rating, 156 reviews

Spacious 2 Bedroom in a Convenient Location

Our property is located right off I-79 in Bridgeville, Pa. The home is completely remodeled and features a renovated kitchen with all new appliances, 55" & 65" flat screen televisions, a well lit off-street parking area (5 cars), and is in walking distance to the business district with restaurants, bars, cafes and shops. 2 bedrooms: 1st floor bedroom (1 Queen bed) with 1 full bath, 2nd floor bedroom (1 Queen bed) and 1 full bath. Large laundry area with washer and dryer.

Top guest favourite
Flat in Forest Hills
4.99 out of 5 average rating, 142 reviews

Pittsburgh Area 2 Bedroom Apt.

Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

Top guest favourite
A spacious kitchen features modern appliances, including a stove and microwave, set against a backdrop of exposed brick. Ample counter space is provided by a mix of polished stone and wood surfaces, with an undermount sink positioned for convenience.
Loft in Allegheny West
4.99 out of 5 average rating, 121 reviews

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

Guest favourite
A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.
Flat in Glenshaw
4.93 out of 5 average rating, 310 reviews

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

Top guest favourite
The living room features a comfortable gray sofa and matching armchair, complemented by a wooden coffee table centered on a decorative area rug. Natural light filters through large windows, and table lamps provide additional illumination. Two decorative cushions add a subtle touch to the seating.
Home in Irwin
4.97 out of 5 average rating, 195 reviews

Our cozy contemporary home near PA turnpike

Enjoy this peaceful, private residence conveniently located <5 miles from PA turnpike exit 67 with quick access to many restaurants and retail establishments. This is a nicely appointed and recently renovated ranch home in a residential neighborhood with a peaceful outdoor space. There is an open concept living room, dining area and new modern kitchen with stainless steel appliances. The bedrooms have comfortable beds with down comforters .

Popular amenities for Boston holiday rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Boston