Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite
A rustic log cabin showcases warm wooden siding and a red metal roof. The entrance is adorned with seasonal decor, including a wreath. A covered porch features a soft glow from an outdoor light. A gravel path leads to the cabin, supplemented by landscaping elements.
Cabin in East Palestine
4.95 out of 5 average rating, 280 reviews

Michelle’s Cozy Cabin A/C &Heat &Walking trail

Cozy cabin w/ A/C tucked in the woods on my 9 acre farm. Overlooks pasture with horses. Horse treats provided. No running water but 2 five gallon jugs provided Showers available at main house. Also water available at spigot behind log cabin. Incinerator toilet. 1/2 mile hiking trail on property surrounding the pasture Great WI-FI/ cell svc, High speed internet and 32”TV with Netfix Heat and A/C Infrared sauna If bringing a pet, please check pet at booking and be mindful of cleanliness

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
4.94 out of 5 average rating, 159 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 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.

Top guest favorite
A fire pit is surrounded by log seating, set within a grassy area that opens up to lush greenery and tall trees. The sky is filled with scattered clouds, showcasing a peaceful outdoor environment ideal for relaxation and enjoying nature.
Cottage in Chester
4.98 out of 5 average rating, 110 reviews

Hillcrest Manor Cottage And Historic Wildlife Area

Welcome to Hillcrest Manor Cottage. A secluded hideaway tucked away on a hill above scenic woodlands. Soak in a private hot tub surrounded by 2,000 acres of forest & hills for hiking, hunting and fishing. Unite with nature and rejuvenate your spirit. * 8 Miles to Mountaineer Casino * 25 Minutes to The Pavilion at Star Lake * 30 Min. to Pittsburgh Airport (50 to City) * 5 Min. to Tomlinson Run State Park * 20 Min. to Beaver Creek State Park * Near Bars, Restaurants, Stores & Ohio River

Top guest favorite
The exterior of a recently renovated building is shown, featuring a combination of textured wood and painted surfaces. A spacious entrance with steps leads to the main door, while a well-maintained lawn and landscaping are visible. Parking areas are present on the side.
Guest suite in Monaca
4.98 out of 5 average rating, 191 reviews

Rivers Edge

Beautiful, quiet, downtown living with lots of windows. Full kitchen fully stocked for easy cooking and clean up with the dishwasher. All new fully renovated, everything is upscale, quartz countertops and custom easy close cabinets. Bathroom is spotless. Cable and WiFi for guests. A short two block walk to the river access, and 4 blocks to the boat dock access and pavillion. As close as you can get to the Shell Cracker Plant. This is a space that feels like home and is easy to relax.

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, 25 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!

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
5 out of 5 average rating, 136 reviews

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!

Guest favorite
The exterior displays a modern cabin structure nestled among trees, featuring a layered design with large windows and a balcony. The interior highlights an inviting living space with a rich green sofa and a unique wooden coffee table, all complemented by natural light and lush greenery outside.
Cabin in Lisbon
4.96 out of 5 average rating, 75 reviews

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.

Top 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
4.93 out of 5 average rating, 56 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.

Top guest favorite
The exterior of a renovated guest house features a white façade and a distinctive metal roof. A gravel driveway leads to the entrance, framed by a well-kept lawn. Surrounding trees provide a natural backdrop, contributing to a sense of tranquility.
Home in North Lima
4.85 out of 5 average rating, 226 reviews

Boardman House

This is our guest house on our 2 acre park like property. We completely gutted and renovated this entire house. Pictures tell the story. Completely private and peaceful for all of our guests. Why book a hotel when you can stay in a home you’ll fall in love with? Probably not a better place in the area. We are less than 1/2 mile to St. Elizabeth Hospital, Boardman, Ohio. Close to all major shopping, restaurants, etc. My fiancé and I live in the main house and work full time.

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
4.98 out of 5 average rating, 467 reviews

“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.

Guest favorite
The exterior of a two-story brick residence is displayed, featuring a sturdy roof and a welcoming front entrance. Lush green lawns surround the home, with trees and other buildings visible in the background, suggesting a tranquil neighborhood setting.
Home in Ambridge
4.97 out of 5 average rating, 180 reviews

Historic District Comfort

Keep it simple, go back in time, at this peaceful and centrally-located private residence. An Old Economy Gem overlooking the courtyard, on a one-way street in the heart of the Historic Old Economy in Ambridge, Pa. Quiet and quaint, this home has been redone back to its original finishes with upgrades on all new infrastructure and appliances. Conveniently located just off Route 65 North, 16 miles from downtown Pittsburgh, direct and easy commute.

Top guest favorite
The spacious studio features original exposed brick walls and high ceilings with rustic wooden beams. Large windows allow natural light to illuminate the area. A dining table is centered, surrounded by comfortable seating, and a wall adorned with historical remnants is visible in the background.
Loft in Minerva
4.99 out of 5 average rating, 476 reviews

Luxury Brewery Loft | Steps to Taproom | King Bed

Nestled in downtown Minerva just two doors from Sandy Springs Brewing Co., The BQ is a luxury historic 1800s second-floor studio. Original brick walls, exposed beams, warm finishes, a copper kitchen sink, and a digital rain shower with body jets create a cozy yet elevated stay. Enjoy a king bed, leather chesterfield chair, and sleeper sofa. Walk to the brewery. Check-in beers included.

Popular amenities for Chester vacation rentals

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  3. West Virginia
  4. Hancock County
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