
Vacation rentals in Chestnut Ridge
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Top-rated vacation rentals in Chestnut Ridge
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Large Lodge in the Laurel highlands
Large Lodge on 3 acres w/ beautiful Stream Running through the woods. This Lodge is perfect for a relaxing mountain vacation. Large enough for the whole family to spread out & have fun. Snuggle up by the fireplace, enjoy a game of pool, head outside, relax in the hot tub, or go fishing! This place has got something for everyone. It’s right off Rt. 40. Minutes from Nemacolin, Ohiopyle, Fort Necessity & plenty of restaurants nearby. 3beds 2 baths (2 queen 1 full) 1 sleeper sofa. Grill Rental $25

Pet-friendly Quiet Cabin in the Laurel Highlands
BRAND NEW BARREL SAUNA! Welcome to your cabin in the mountains of the Laurel Highlands, where there is something for everyone to do. The cabin is 5 min from Hidden Valley and Kooser Park. It's tucked in a quiet valley (wooded creek out back!) but has central access. Enjoy a family BBQ on the secluded rear deck with fenced in backyard. We're also dog friendly! Two bedrooms, kitchen, and a single floor layout, the cabin is just the right size for cozy relaxing or a home base for your adventures.

132 Wickhaven-Deer Path Lane Guesthouse
If you enjoy privacy and pretty scenery this is the place for you. Enjoy nature and the sounds of waterfalls from the elevated deck. This two bedroom house is all by itself with an updated kitchen. Just a short drive to Laurel Caverns, Falling Water and Ohiopyle. There is plenty of firewood on site for campfires. The long driveway is dirt and gravel and rough and you have to ford a small stream. You don’t need a 4 wheel drive but you do need a vehicle with clearance. Pickup or SUV recommended.

Gorgeous Modernized Cabin + Hot Tub + Pool Table
Welcome to this incredible, fully renovated true log home with a massive entertainment room consisting of a pool table, ping pong table and more 🔥 3 full sized bedrooms along with an additional room with a pull out couch. There are 3 private bedrooms or use it as 4 with a wall separation. Fully equipped kitchen with quartz countertops and stainless appliances. Large front porch with plenty of furnishings and a rear deck with a view of a farm. Huge 2 car garage for parking and a driveway! 🚘

Coffee by the Fire+Stars at Night- Vintage Suite
Stay in our elegant Vintage-Modern Home Only 20min from Fallingwater. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dining and fully stocked Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Washer/dryer ✔Free breakfast Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Relaxing River View Apt near MM103 of GAP trail
Enjoy a river view escape with direct access to the Greater Allegheny Passage (GAP) Bicycle Trail, and the Youghiogheny River in the quaint town of Perryopolis, PA, just 31 miles south of Pittsburgh. All new modern apartment. Bike 50 miles into, or from, Pittsburgh with stops along the way to shop and eat. Very close to both Winslow and Visnoski Wineries which often have outdoor music and concerts! Or spend the afternoon, relaxing on the deck. Restaurants and groceries available in town.

Peggy's Guest Hideaway
A very quiet and peaceful mobile home / guest house located in Connellsville Pennsylvania. We are close to many popular sites such as the Great Allegheny Passage bike trail and the Laurel Highlands. If you are looking for a place to unwind or just a place to get away for awhile and do not care for hotels or people drama at the end of the day then this place is a good fit. In the evenings the crickets are the loudest noise in the air and many mornings there is deer in the yard.

Mountain Clay Hideaway Couple’s Retreat w/ Hot Tub
Take it easy at this unique and tranquil getaway. Adventure all day or simply relax, rejuvenate and reconnect with your special someone. Enjoy the hot tub under the mountain stars. Customize your stay with a variety of additions. Conveniently located near all of the best the area has to offer! 700 ft to Timber Rock, 6 mi to Ohiopyle, 8.8 mi Fallingwater, .2 mi Braddock’s, .3 mi Stone House Restaurant. Adults only and no animals please. This is a hypoallergenic home.

Ohiopyle Hobbit House
One of a kind Lord of The Rings themed Hobbit House. With hidden surprises around every turn. You won't be able to stop uncovering the small details that will add to your enjoyment of your stay. Almost everything in the house was custom made by the builder to add to the unique charm of the house. From the medieval doors with operable speak easy look throughs and the whiskey barrel cabinets, you don't want to miss putting this house on your travel bucket list.

The Laurel Haven Container
Experience the soothing sounds of nature during your stay in the Laurel Haven Container. Designed for relaxation and reconnecting with the outdoors, this lakeside retreat offers a peaceful escape like no other. Firewood bundles are available on-site for a small fee, perfect for enjoying the fireplace or a lakeside fire pit. Nestled in the heart of Pennsylvania’s Laurel Highlands, it’s the only container home of its kind in the region!

Cozy Cabin w/ Hot Tub & Indoor Fireplace
Take it easy at this unique and tranquil getaway that even has its own pond on the property! While this cozy cabin is the perfect getaway for families wanting to get away from the hustle and bustle of life, its location makes it easy for you to get around. You are only: 15 mins to Laurel Hill State Park 7 miles to Hidden Valley Resort 12 miles to 7 Springs Mountain Resort 15 miles to Laurel Mountain Ski Resort

Romantic Getaway In The Pines. Hot Tub! King Bed!
(Recently upgraded!) This cozy, romantic cabin is perfect for couples. Relax in the hot tub under the stars, cozy up by the fire, or watch the outdoor TV from the fire pit. Inside, enjoy a plush lounger, king bed, fireplace, and well-equipped kitchen. Just minutes from Deep Creek Lake, this retreat offers privacy, comfort, and romance. Perfect for anniversaries, honeymoons, or peaceful weekend getaways.
Popular amenities for Chestnut Ridge vacation rentals
Other great vacation rentals in Chestnut Ridge

Brickyard Hill Farmhouse

Off Grid Dome, In Laurel Highlands PA

Tiny Casita - Ultimate Tiny Home Experience

Cozy farm stay Sleeps 4 King beds Peaceful

Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs

Nature Retreat > 20 min WVU Med | Pittsburgh- 1 hr

The Scenic Lodge

Shipp's Creek: Luxury Creekside Container Retreat
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- PNC Park
- Carnegie Mellon University
- Wisp Resort
- Fallingwater
- Seven Springs Mountain Resort
- Acrisure Stadium
- David Lawrence Convention Center
- University Of Pittsburgh
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Ohiopyle State Park
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Kennywood
- Phipps Conservatory and Botanical Gardens
- National Aviary
- Schenley Park
- Stage AE
- Petersen Events Center
- Carnegie Science Center
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center





