Vacation rentals in Chestnut Ridge

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Top-rated vacation rentals in Chestnut Ridge

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

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Top guest favourite
Cabin in Farmington
4.9 out of 5 average rating, 202 reviews

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

Top guest favourite
The cabin is nestled among trees, showcasing a spacious wooden deck with outdoor seating. A grill is positioned nearby, and large glass doors provide entry from the deck into the cabin. The exterior features dark siding and a chimney, complementing its natural surroundings.
Cabin in Somerset
4.94 out of 5 average rating, 189 reviews

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.

Guest favourite
The elevated house features a spacious porch, supported by sturdy posts, offering a view of the surrounding greenery. A large flowering shrub adds color to the landscape, while a small, neatly trimmed bush provides depth to the scene.
Home in Perryopolis
4.84 out of 5 average rating, 294 reviews

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.

Superhost
The exterior of a spacious log home is framed by lush greenery, showcasing dark siding and a welcoming front porch. A gravel driveway leads to a two-car garage, with a well-maintained lawn extending beyond the structure.
Home in Murrysville
4.83 out of 5 average rating, 167 reviews

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! 🚘

Guest favourite
A modern architectural gem is set amidst lush greenery, featuring large windows that reflect the surrounding landscape. A serene waterfall flows beneath the structure, enhancing the natural beauty of the environment, while the stone and concrete exterior harmonizes with the rustic terrain.
Home in Connellsville
4.92 out of 5 average rating, 247 reviews

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!

Top guest favourite
A spacious deck is furnished with two red reclining chairs. The surrounding black metal railing offers unobstructed views of lush green trees and a scenic landscape. Natural light enhances the warmth of the wooden flooring, creating a relaxed outdoor setting.
Apartment in Perryopolis
4.99 out of 5 average rating, 161 reviews

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.

Top guest favourite
Guesthouse in Connellsville
5 out of 5 average rating, 118 reviews

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.

Top guest favourite
An outdoor seating area is furnished with multiple tables and chairs, shaded by a large umbrella. Surrounding the space are vibrant flower pots and a covered deck that extends from the home. The exterior features a blue facade and a modern metal roof.
Cabin in Farmington
4.99 out of 5 average rating, 225 reviews

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.

Top guest favourite
The Hobbit House features a unique multi-level design with a grassy roof and vibrant red doors. A pathway leads to the front, flanked by lush greenery and stone accents, while a decorative wheel is positioned near the entrance, adding to the charming exterior.
Cabin in Farmington
4.99 out of 5 average rating, 223 reviews

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.

Superhost
Shipping container in Acme
4.88 out of 5 average rating, 296 reviews

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!

Guest favourite
A rustic cabin built from rich wood materials features a slanted roof with skylights. Seasonal flags adorn the front porch, flanked by neatly manicured greenery. The cabin is surrounded by trees, and a gravel driveway leads up to the entrance.
Cabin in Somerset
4.95 out of 5 average rating, 141 reviews

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

Guest favourite
The charming cabin exterior is complemented by a well-maintained yard featuring a fire pit area with two wooden chairs. Soft string lights adorn the cabin, while a hot tub is positioned near the entrance, surrounded by greenery and seasonal flowers.
Tiny homes in Accident
4.96 out of 5 average rating, 360 reviews

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