Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite

Home in Chester

Hillcrest Manor Cottage | Hot Tub | Near PGH

Hillcrest Manor Cottage sits on the edge of 2,212 acres of Hillcrest Wildlife Management Area — private, secluded, and surrounded by untouched West Virginia wilderness. Step outside to hunting, fishing, trails, wildlife watching, and complete seclusion, then return to your private hot tub under the stars. 30 min to Pittsburgh Airport, 25 min to Star Lake Pavilion, 8 miles to Mountaineer Casino, 5 min to Tomlinson Run, 20 min to Beaver Creek State Park. Near bars, restaurants, and the Ohio River.

FamilyLocationComfort

4.98 out of 5 average rating, 111 reviews

Guest favorite

An open kitchen and dining area features wooden cabinets and appliances, including a refrigerator and stove. A round wooden table is surrounded by four chairs, and a ceiling fan provides light overhead. A doorway to the left leads to another space, enhancing the room's accessibility.

Apartment in Chester

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 eyesight. 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 dates. 3 bar $ grills close by.

ValueFamilyParking

4.92 out of 5 average rating, 181 reviews

Top guest favorite

The living space features rich wooden walls and a high ceiling adorned with large windows that allow natural light to fill the room. Comfortable seating is positioned to offer views of the river while a clock and light fixtures add subtle accents to the cozy atmosphere.

Cabin in New Cumberland

Cozy Cabin Nestled In The Hills

Escape to a cozy cabin with breath taking river views. This cabin features seclusion but still close to many amenities. Located minutes from a beautiful 18 hole golf course for the avid golfer. During the warmer months, enjoy the close proximity to the Ohio River. Spend your days boating, kayaking, or fishing. Feeling lucky? Take a ten minute drive to Mountaineer Racetrack and Casino to enjoy great food and games. Make a short drive to The Pavilion at Star Lake to see some big name concerts.

ValueLocationLayout

5.0 out of 5 average rating, 97 reviews

Top guest favorite

A two-story house is set amidst greenery, featuring a brown exterior with a sloped roof and multiple decks. The building is positioned on a grassy area, complemented by gravel pathways and flowering plants in the foreground. A clear blue sky with scattered clouds is visible above.

Home in Weirton

The Retreat at Ralston

The Retreat at Ralston -- Nestled on a hillside down a private winding driveway, you'll find this peaceful country retreat. Located on 3.76 acres, the home offers an open floor plan with 2 bedrooms and 2 bathrooms. Double decks provide panoramic views. This home boasts high ceilings and skylights that allow natural light to reflect throughout each room. Features include a new hickory kitchen with quartz counter tops, updated bathrooms, and a bonus room downstairs featuring a pool table.

ValueLocationQuiet

4.98 out of 5 average rating, 109 reviews

Guest favorite

A living room space features a dark brown sofa, a red armchair, and a rectangular coffee table. Two lamps provide soft lighting, and a large mirror reflects the area. The carpeted floor enhances the cozy ambiance, and the kitchen can be glimpsed in the background.

Apartment in Chester

The Quail House Main Level

Very private and quiet retreat atop a hill with amazing sunrises and sunsets. You’ll have the large backyard and deck all to yourself. This is an ideal space for three out of town workers and their mates to relax and grill at the end of a long day. The home is just 6 miles from Ergon and Mountaineer Casino and an hour from the Rivers Casino in Pittsburgh and Wheeling Island Casino and just 30 minutes from Pittsburgh International Airport. Non indoor smoking and pet free location please.

LocationValueIndoor spaces

4.95 out of 5 average rating, 40 reviews

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

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!

ValueFamilyKitchen

4.98 out of 5 average rating, 41 reviews

Top guest favorite

The cabin constructed from shipping containers is surrounded by greenery, featuring a covered patio with hanging planters. An outdoor seating area with Adirondack chairs and a fire pit is visible in the foreground, alongside a hot tub partially obscured by the building.

Shipping container in Lisbon

Shipping Container Cabin with hot tub!

Enjoy our secluded getaway, that's not too far away! This cabin is made from three combined shipping containers to create one memorable experience for our renters. Housed on ten acres on Beaver creek and surrounded by nature's beauty, this rental is sure to give you the adventure and relaxation you need. Enjoy your favorite drink on one of two beautiful patios, by the fire inside or out, and end your evening in the warmth of our hot tub. Only 6 minutes from Route 11 in Lisbon, OH!

ValueFamilyCheck-in

5.0 out of 5 average rating, 182 reviews

Guest favorite

Cabin in Lisbon

The Rain House ~ Lisbon, OH

Slow down and recharge in this peaceful Japandi-style cabin tucked away in the rolling hills of Lisbon, Ohio. Designed with natural textures, clean lines, and calming tones, this 1 bed, 1.5 bath retreat invites deep rest. Enjoy the outdoor shower, private hot tub and scenic views. With high-speed WiFi, two TVs, a full kitchen, and laundry, it blends modern comfort with timeless serenity. Just minutes from Beaver Creek trails and cozy local eats. Ideal for couples or solo travelers.

LocationValueDecor

4.96 out of 5 average rating, 116 reviews

Top guest favorite

An outdoor area features an oversized hot tub, complemented by a gas grill and two lounge chairs. The cabin's rustic log exterior is visible in the background, with trees providing a natural setting. A mix of cloudy skies and sunlight adds to the ambiance.

Cabin in Toronto

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table

“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

LocationValueHiking

4.98 out of 5 average rating, 511 reviews

Guest favorite

A cozy bedroom features a light blue headboard and a spacious bed adorned with pillows and a soft throw. A bedside table holds a small lamp, while a plant adds a touch of greenery. Natural light is allowed in through the window, complemented by light curtains.

Home in Midland

Newly Renovated House - 5 Bedroom

A home away from home in a friendly neighborhood. This house offers roomy spaces including; two living rooms, a large eat in kitchen, two porches, onsite laundry, and newly renovated luxurious bathrooms. Also has plenty of private space in your own, secure lockable, bedroom. Each bedroom hosts a large TV, queen size bed and plenty of room for personal items. This home is warm in the winter and air conditioned for the summer. Cleaning services available.

ValueFamilyBackyard

4.97 out of 5 average rating, 31 reviews

Guest favorite

A light-filled living area features a white brick fireplace as a focal point. Comfortable seating, including a sofa and armchairs, surrounds a wooden coffee table. Natural light enters through large windows, partially adorned with soft curtains, enhancing the spacious feel of the room.

Home in Monaca

Key + Kin - The Oasis

Escape to Key + Kin - The Oasis, your peaceful newly renovated retreat in Monaca, PA. Step inside this light-filled home where bright, airy rooms and thoughtful cozy touches create the perfect relaxing getaway. Whether you’re visiting for business near the Shell Cracker Plant, exploring Pittsburgh’s attractions (just a short drive away), enjoying Beaver County’s river towns, or simply unwinding, this modern oasis welcomes you.

LocationFamilyHeating

4.95 out of 5 average rating, 335 reviews

Top guest favorite

The living area features a comfortable gray sofa with light cushions, alongside a wooden table set for four. A modern kitchen bar with high stools is visible in the background. Natural light fills the space through the sliding door, adding warmth to the hardwood floors.

Home in Chester

Piedmont

Welcome to Piedmont! An almost new 2 bedroom, 1.5 bath cabin sitting on 2 acres far away from it all, but still driving distance to anything you may need. So come observe the wildlife and relax at the Piedmont! Inside, you will find a relaxing space to include 2 bedrooms, and 1.5 baths. Well equipped with necessary amenities and more, i.e flat screen tvs. Indoor and outdoor games also available during this peaceful retreat.

ValueLocationComfort

4.98 out of 5 average rating, 43 reviews