Vacation rentals in Chestnut Ridge

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Top-rated vacation rentals in Chestnut Ridge

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Guest favourite

Home in Brownsville

4.91 out of 5 average rating, 82 reviews

Maria's Lovers House in Historic Brownsville, PA

Travel back to the 1940's and experience the period in a historical river town in Western, PA. This fully restored house was a primary film location for Maria's Lovers, a post WWII period film (released in 1984). The parlor, dining room, kitchen, porches, and bedrooms are completely decorated in fine antiques and movie memorabilia. Also enjoy spectacular views of the river, brand new bathrooms, utilities, WiFi, quality Purple mattresses and linens, and all the Brownsville's historic venues.

Guest favourite

Home in Perryopolis

4.84 out of 5 average rating, 281 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.

Top guest favourite

Home in Connellsville

4.97 out of 5 average rating, 156 reviews

Vintage Vogue Suite with Wi-Fi+Netflix/Parking

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

Apartment in Perryopolis

4.99 out of 5 average rating, 139 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.

Guest favourite

Cottage in Dunbar

4.91 out of 5 average rating, 170 reviews

Mid century modern getaway cottage near Ohiopyle

Welcome to Humming Bird Haven, tucked away in the Laurel Highlands just minutes from Ohiopyle. Enjoy this getaway property that has an updated kitchen with a beautiful live edge dining table. Use this cottage as a base to enjoy the many activities the area has to offer or just relax on the large open porch. A small creek runs through the property with a fire pit area and a large hammock to bird watch in. We are nestled in between a small farm and an old junk yard filled with rusty cars.

Top guest favourite

Cottage in Mount Pleasant

5 out of 5 average rating, 214 reviews

Sunbeams Cottage

Small home is completely remodeled using traditional woodwork craftsmanship for a warm feel. Full appliances and amenities are supplied in the cottage. Evening and breakfast snacks included. Tasty public tap water for drinking and cooking. Private lane leads to the home with a spacious covered porch overlooking hillside and field. Ideal location at foothills of Laurel Highlands and outskirts of Pittsburgh. Town of Mt. Pleasant is just minutes away providing restaurants and shopping.

Guest favourite

Home in Elizabeth

4.93 out of 5 average rating, 102 reviews

Our Guest Home

*****THIS HOME IS NOT SHARED***** Relax with the whole family at this peaceful country home, located 20 minutes from Pittsburgh, central to various parks, eateries, shopping areas & 3 casinos (each 19 miles away) 1.5 miles off route 51. Located on a private lane with plenty of room to park, trucks, campers & atvs welcome. The home also has an animal/dog outside enclosure so your furry friends can play outside! (This is a shared dog yard from time to time with our golden doodles)

Top guest favourite

Cabin in Farmington

4.99 out of 5 average rating, 159 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.

Guest favourite

Chalet in Acme

4.94 out of 5 average rating, 261 reviews

Secluded Chalet near Ohiopyle and Seven Springs

Leave the bustle behind for the whispering oaks and calming embrace of our renovated Laurel Highlands chalet. Enjoy grilling on the deck, sitting around the fire ring, watching wildlife in the woods, or reconnecting with friends and family inside the cozy chalet. Shrouded by towering oak trees, the chalet is quiet and feels secluded. Yet, it’s only minutes away from Ohiopyle, Seven Springs, Fallingwater, and other popular attractions in the Laurel Highlands.

Top guest favourite

Apartment in Monongahela

5 out of 5 average rating, 29 reviews

Charming Loft in Historic Town

This is a newly renovated loft apartment above the garage in a quiet older established neighborhood with treelined streets and beautiful well kept historic homes in Monongahela, PA. Close access to Routes 43, 70, 51 and interstate 79. This rental provides access to the greater Pittsburgh area and the larger cities of Uniontown, Greensburg and Washington areas. All of these areas are within 25 miles of the property.

Guest favourite

Apartment in Coal Center

5 out of 5 average rating, 35 reviews

Riverview Suites

Discover the serene charm of our private riverfront rooms, thoughtfully nestled near the picturesque Pennwest University. Our “One Bedroom Luxe Suite” offers a unique blend of comfort and convenience. Private off street parking and gated privacy for your relaxation. Embrace nature as you gaze upon the mesmerizing river views from our expansive connecting deck and inviting gazebo.

Guest favourite

Tent in Stoystown

4.96 out of 5 average rating, 182 reviews

Sunrise Spring Glamp

Yesterday, It was a forgotten dairy farm... Today it's a sanctuary to free your spirit. We're delighted to share this beautiful spot with guests. The glamp is a part of a bigger initiative to build a community, intent on innovating a culture that fosters the human spirit rather than extinguishing it. Find Frontier of Life on fb to learn more.