Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite

A cozy living room features a dark sofa and an accent chair, arranged around a round coffee table. A flat-screen TV is mounted on a wooden shelving unit against the green wall, complemented by large windows allowing natural light to illuminate the space.

Home in Chester

4.91 out of 5 average rating, 45 reviews

The Auburn

Quiet, secluded home sitting on 3 acres. Observe the wildlife while sitting outside at this mountain retreat. Enjoy the large fenced in backyard with concrete fire pit area to roast those marshmallows or simply relaxing under the night sky with your friends or family. Inside, you will find a relaxing space to include 3 bedrooms, and 2 baths. Well equipped with necessary amenities and more, i.e flat screen tvs. Indoor and outdoor games also available during this peaceful retreat. No cleaning fee

Guest favorite

A spacious sleeping area features a memory foam bed, adorned with a patterned quilt and coordinating pillows. A bedside table with a lamp provides soft lighting, while a cozy area rug complements the room. A fireplace adds warmth, enhancing the serene ambiance.

Apartment in Chester

4.9 out of 5 average rating, 20 reviews

Quail House Studio

No stairs required as you enjoy amazing sunrises and sunsets at this serene, NON SMOKING AND PET FREE, 16 acre property. YOU WILL NEED 4WD in winter. The apartment is just steps away from your parking space. You just may see deer, fox, turkeys, rabbits and more. This is a great place to rest and ease the mind and an ideal location for gambling enthusiasts as the casino is just six miles away! This location is convenient for an out of town worker or couple who don’t want a hotel based stay.

Guest favorite

A functional kitchen area showcases wooden cabinetry and modern appliances, including a stove, refrigerator, and microwave. A dining table with wooden chairs is positioned adjacent. A flat-screen TV is mounted on the wall, providing entertainment options. Natural light enters through a nearby doorway.

Apartment in Chester

4.93 out of 5 average rating, 137 reviews

Lovely 1 bedroom duplex with free hi speed wifi

This 1 bedroom apt is centrally located between Pittsburgh PA and Youngstown OH just off Route 30 Lincoln Highway just 27 minutes from Pittsburgh Intl airport. A brand new Dollar General store within walking. Brand new mattress Jan ‘25 Just 20 minutes to Monaca PA Cracker plant and just 15 minutes to Ergon or Shippingport PA Mountaineer is just 10-15 mins away. Easily sleeps up to 3-4 people. Both sides of duplex can be booked as long as not previously booked for your travel date

Top guest favorite

A bright seating area features a vibrant yellow couch adorned with teal and patterned pillows. A coffee table sits at the center, surrounded by a colorful area rug. Natural light filters through sheer curtains, illuminating a decorative plant and wall-mounted television.

Home in East Liverpool

5 out of 5 average rating, 11 reviews

The Corner Store Retreat

A charming farmhouse-modern getaway in East Liverpool, Ohio, the Corner Store Retreat is a revitalized 1920s general store blending historic charm with modern amenities. Features include cozy, creative furnishings, a 6-foot swing, a coffee corner, an office with a printer, and a patio with a grill. Perfect for relaxation or adventure, with off-street parking, Wi-Fi, and a pet-friendly environment. Explore East Liverpool’s history through board games and enjoy a clean, comfortable stay!

Guest favorite

A cozy living area features a neutral-toned couch with decorative pillows, warmly illuminated by a soft lamp. A full-length mirror reflects the space. An entry leads to the bathroom, partially visible, with a tiled floor and basic fixtures. An artificial tree adds a touch of decor.

Home in Midland

4.92 out of 5 average rating, 86 reviews

Lovely 1/2 duplex

Enjoy our beautiful, quiet neighborhood. Within walking distance to PA Cyber and Lincoln Park Schools and a short drive across the bridge (no lights) to Bruce Mansfield or Shell cracker plant. 25 min to PGH Airport. 20 min to Geneva College. 40 min to downtown Pittsburgh. Newly renovated bathroom with comfortable furnishings. One block from Midland's walking track, the park, Midland pool, The Dollar General, Subway, Dairy Queen and laundrymat. Welcome to our convenient, cozy home.

Superhost

A spacious lounge area is presented, featuring a cozy couch adorned with decorative pillows. A wooden tray with a candle and a potted plant sits on a warm-toned coffee table. Colorful arcade game machines and framed artwork can be seen in the background.

Apartment in Aliquippa

4.81 out of 5 average rating, 85 reviews

Gorgeous Private Apartment

✭ "...The view was gorgeous and the apartment was extremely spacious...." Our new renovated apartment is ready for you! We have a variety of games & activities throughout the space as well as a grill, fire pit & acres of woodland. It's HUGE! ☞ Mini golf, darts & more! ☞ Easy access to Downtown, Raccoon State Park & Top Golf! ☞ Fire pit for roasting marshmallows! ☞ Private ☞ 12 min drive to airport ☞ Cozy couch, 75 inch TV & more ☞ Speedy wifi connection ☞ Serene woodland location

Top guest favorite

A private hot tub is illuminated, featuring bubbling water and an inviting blue hue. Warm lighting from string lights surrounds the area, creating a cozy outdoor ambiance. The scene suggests a relaxing evening, with a golf cart visible nearby, ready for outings.

Home in Columbiana

4.99 out of 5 average rating, 285 reviews

“The Henry” House with Private Hot Tub

A picturesque countryside getaway with the convenience of shopping and restaurants nearby. If you love breweries, hot tubbing, golfing, cruising the neighborhood in a Model T golf cart, or just relaxing in a really cool house, this place is for you! Antiquing and open summer concerts minutes away. Comfort awaits with beautiful cozy interiors and a vintage vibe. With a touch of history and a lot of charm, your stay at “The Henry” will be a fun and welcome retreat.

Top guest favorite

A spacious dining area features a handcrafted wooden table capable of seating eight. Natural light flows through large windows, providing a view of the outdoors. Accents include a modern chandelier and a cozy seating arrangement nearby. A smart TV is visible on the side.

Home in Toronto

5 out of 5 average rating, 39 reviews

130 Yr Old Whimsical Gem On 1.3 River Front Acres

Welcome to this thoughtfully remodeled 130 year old gem on 1.3 acres of river front seclusion. While this classic home is the perfect private get-a-way for you and your family, it’s location makes it easy for you to get around. You are only: 15 mins to Franciscan University 20 mins to Austin Lake 21 mins to William’s Country Club 28 mins to Star Lake Pavilion 29 mins to Mountaineer Racetrack & Casino 32 mins to Pittsburgh Airport 90 mins to the heart of Amish Country

Top guest favorite

A charming Cape Cod house is presented, featuring a symmetrical facade and light-colored siding. A decorative front door is complemented by a series of windows with shutters. Lush green vines frame the entrance, while a well-maintained lawn and flower beds add a touch of color.

Loft in Steubenville

4.95 out of 5 average rating, 136 reviews

Quiet Retreat in Friendly Village near Franciscan

Classic private loft suite with modern bathroom and parlor on the upper level of a beautiful Cape Cod house. Includes mini fridge, coffee maker, microwave, and fireplace. In the Friendly Village of Wintersville, close to Franciscan University and highway 22. Short walk to shopping, restaurants and bus stop. Use of washer, dryer, and are kitchen available downstairs by appointment for additional fees. Games, books, baby gate, and other supplies are available on request.

Guest favorite

A warm dining area is visible with a round wooden table surrounded by upholstered chairs. The kitchen features exposed brick walls, overhead lighting, and modern appliances, including a black refrigerator. Plants are placed on the shelves, enhancing the inviting space.

Home in Steubenville

4.97 out of 5 average rating, 194 reviews

"The Lighthouse" Renovated 2 BR Home by University

We loved restoring this space as a family, and we hope that you'll feel equally at home playing games or sharing meals here with your family and friends. Centrally located less than 1 mile from FUS, Kroger, and local restaurants, and only 13 miles (17 min) from Star Lake Pavilion. The vaulted ceilings and original chimney make the home spacious and cozy. We love living in Steubenville and we hope that staying here enhances your visit to our hometown, too!

Top guest favorite

A warm living area features a tan leather sofa adorned with a striped throw pillow. A wooden coffee table sits nearby, decorated with a small green vase and a stack of books. Natural light is visible through the adjacent window, enhancing the inviting space.

Home in Chester

5 out of 5 average rating, 10 reviews

Historic Farmhouse Renewal

Welcome to our historic farmhouse renewal, a special project nestled in the picturesque countryside of Chester, WV. Just a short 23-mile drive from Pittsburgh Airport, this charming retreat offers a blend of a historic feel with modern comforts. Enjoy the barn view--a perfect backdrop for your morning coffee or winding down with a glass of wine. It's the perfect place to relax and rejuvenate with the tranquility of the countryside.

Top guest favorite

A cozy living area is fitted with a brown couch and a matching recliner, complemented by a wooden coffee table. Ambient lighting is provided by two lamps. Soft carpet and wood-paneled walls create a warm environment, while framed artwork adds a touch of decor.

Guest suite in Salem

4.99 out of 5 average rating, 191 reviews

"Rest A While" spacious private suite

"Rest A While". Enjoy our private guest suite that features a large main living area where the kitchenette and dining area are also located, a separate bedroom and private bath. This suite is located on the lower level of our raised ranch and requires the ability to use six steps. Check yourself in at the private front entrance with keypad. Driveway parking spot with paved lighted walkway to the entrance.