
Holiday rentals in Canonsburg
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Top-rated holiday rentals in Canonsburg
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Family Farm Retreat Near Pittsburgh– Highland Cows
Peaceful farm stay near Pittsburgh in a newly updated 3BR, 3BA home overlooking a scenic Highland cow farm. Enjoy an open, yet private setting minutes from dining and attractions. Sleeps 8 with bright, modern spaces. Relax on the back deck with farm views, explore nearby trails, and unwind by the fire pit. Guests may have the chance to meet and feed the Highland cows across the road—a memorable experience for all ages. Near Pgh, Justabout Winery, Meadows Casino, Peter’s Lake, and Montour Trail.

Private Mt Lebanon Retreat Near Airport/Downtown
Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Seneca Place: A historic home in Mount Lebanon.
Seneca Place is a historic home. Our guests have the best of both worlds: a private full residence with attentive and available hosts (right next door). Please note that we charge by guest for requests over two, so please enter the correct number of guests to fully understand your costs. This neighborhood is very quiet with little to no traffic and the hosts are ten feet away. There is a covered side patio with an outdoor sofa as well as a connecting back patio with a fire pit.

Scandanavian cottage and a view.
Nestled in a quiet neighborhood just 25min south of Pittsburgh is this sweet little scandinavian-styled cottage just waiting for you to enjoy. Whether you desire a quiet morning with a peaceful view, or a luxurious spa-like experience in your own personal wet bath this home is the perfect place to retreat to for inspiration, refreshment and quality time together with loved ones. Close enough to the city to enjoy all it has to offer, and yet far enough to hide away and be refreshed.

Casita/Guesthouse in South Fayette
New, modern 1-bedroom guesthouse in South Fayette, PA—just 15 minutes from the airport and easy drive to downtown Pittsburgh. Features a full kitchen with stainless-steel appliances, bright dining area, cozy living space, and private bath with walk-in shower. Enjoy high-speed Wi-Fi, smart TV, washer/dryer, and A/C. Private bedroom with king bed and queen sofa pull out bed, perfect for family/friends. This clean, modern casita offers you with everything you need to feel right at home.

Relax & Revisit Yesterday with a Retro Staycation!
Relax during your stay in a home where the 1950s, 60s & 70s come alive. This restored former family home is filled with authentic treasures that bring you back to the decades of America's past. Enjoy the Nifty 50s Kitchen, an art deco 1940s Dining Room, a living room in 'mod' 1960s decor, retro 70s bedrooms, full basement with a custom 1950s Knotty Pine bar, a record player, along with vintage Pinball machines. Experience a step back in time as you remember fondly your Good Ol' Days.

Brush Run Cottage
A comfortable private lower level (no stairs) apartment in the lower level of our home. We are in a country setting near interstate 79. Casual decor in a private space. Attractions 10-25 minutes of this location include: Key Bank Pavilion, Montour Trail, Southpointe Business Park, Southpointe Golf Club, dining, Meadows Racetrack and Casino, Tanger Outlets, Cemetery of the Alleghenies, Washington & Jefferson College as well as all of the attractions downtown Pittsburgh has to offer.

The Lily Pad Cabin
Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

Southern Pines Lodge-Unique & Charming
Come enjoy a relaxing stay at this unique & cozy home for a getaway, retreat, family or business related trip. The listing is for 6 people but able to host up to 15 guests but there will be an additional $30 per person after the first 6 guests. You will find yourselves close to The Meadows Racetrack & Casino, Tanger Outlets and a 5 minute walk to all different types of eateries/restaurants. In addition, it's only 25 minute drive to downtown Pittsburgh.

Highland Hideaway
Enjoy a tranquil stay on our working farm. You can sit on the front porch and watch the Scottish Highland cows and mini donkeys. A peaceful setting not far from Pittsburgh, several wedding venues and Star Lake Pavilion. Just note, we are a working farm so at times there will be machinery noise, tours happening, farm smells and animals noise that comes with it. If you stay with us during tour days; you are more than welcome to join in for free!

Spacious 2 story-2 bedroom near Pittsburgh
Your family will be close to everything when you stay at this centrally-located home. The neighborhood is just minutes from downtown Bridgeville, Top Golf, restaurants, movie theater, bowling, and grocery stores. It is also, just 25 minutes to the airport or downtown Pittsburgh. Bring your bikes and enjoy riding on the Montour Trail.

Updated and Stylish Victorian near W&J
Enjoy your stay at this charming Victorian home located only 3 Blocks from Washington and Jefferson College and minutes from downtown, shopping and restaurants. Drive just a few minutes further and you can get to Tanger Outlets, The Wild Things Stadium, Washington Hospital, Sarris Candy Fanctory, and The Meadows Casino.
Popular amenities for Canonsburg holiday rentals
Other great holiday rentals in Canonsburg

Mt. Lebo Family Chalet 8 Guests w/ Outdoor Spaces

Sunset Serenade in the Country

Family Retreat Sleeps 10 with Cozy Deck, Near Town

Cozy Upstairs Nest

The Little House

Cozy Country Bungalow

Retreat in countryside / 2 Golf Clubs

The Silo @ Red Mud Hollow Farm
Destinations to explore
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Buffalo Holiday rentals
- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- Pittsburgh Zoo & PPG Aquarium
- David Lawrence Convention Center
- Ohiopyle State Park
- Idlewild & SoakZone
- Sri Venkateswara Temple
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Stage AE
- Petersen Events Center
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- National Aviary
- Carnegie Science Center
- West Virginia University
- Children's Museum of Pittsburgh
- PPG Paints Arena





