Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Top guest favourite
A charming two-story villa is set amidst lush greenery, featuring a dark exterior with white trim and vibrant red shutters. A spacious front yard is framed by a curving walkway, leading to a double car garage in the background.
Home in Steubenville
4.89 out of 5 average rating, 168 reviews

El Villa on Efts

Located 7 minutes away from Franciscan University and 15 minutes from Key Bank pavilion (Starlake) Where wildlife roam free and relaxation takes over, El Villa on Efts is the place for you. If you are looking for an extended stay or a quick get away, this charming villa is just what you need. Grab a good book or a cocktail and prepare to make memories around the bonfire or in the screened in porch. If you love the outdoors but not the mosquitos, enjoy your night on the screened in porch instead!

Guest favourite
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.
Flat 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 favourite
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 favourite
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, 138 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!

Superhost
Double glass doors are framed by flowing curtains, revealing a cozy bedroom space in the background. A decorative wreath hangs at the center of the doors, adding a gentle touch to the inviting entrance.
Home in Steubenville
4.9 out of 5 average rating, 113 reviews

The Cedar House

This 2 bedroom home sits on a friendly residential street in Steubenville and is equipped with everything you need for your stay. Two queen comfortable beds and pillows, professionally laundered with hotel style linens, a coffee bar, and three smart TVs and wi-fi. Close to everything in the Steubenville-Weirton area, including Franciscan University of Steubenville, hospitals in Steubenville and Weirton and The Pavilion at Star Lake amphitheater. You’ll feel right at home!

Guest favourite
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, 470 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.

Top guest favourite
The exterior of a log cabin is presented, featuring a green metal roof and wooden pillars supporting a covered porch. Seating areas are arranged outside, surrounded by grass and lush trees, providing a serene and secluded environment.
Cabin in East Palestine
5 out of 5 average rating, 113 reviews

Michelle’s Log Cabin @ Horse Farm

Secluded and peaceful, with all the amenities of home. Enjoy a relaxing getaway in a log cabin Treats provided for horses . 1/2 mile walking trail loop Comcast WIFI, fire ring, gas grill, 3 TV’s . Super clean! Incinerator toilet Enjoy the sunrise over the pasture. *Please book for number of people on property *Must check/pay for pet at booking *Must keep off furniture/bedding! I look forward to making your visit, pleasant and memorable 🌸

Guest favourite
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, 181 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 favourite
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
5 out of 5 average rating, 215 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.

Top guest favourite
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, 477 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.

Guest favourite
A log cabin is nestled among trees, featuring a welcoming porch with wooden railings. Circular windows provide natural light, and a stone chimney adds character. The forest surrounds the cabin, offering a serene and secluded setting.
Cabin in East Rochester
4.87 out of 5 average rating, 334 reviews

Oak Dale | Breezewood Cabins

This cabin is located in a 15-acre woods that is full of birds, deer, wild turkeys, and squirrels. This cabin is designed to be a perfect place to get away and find the rest and quietness we all need. It is intended to help you make memories, and reconnect with the person you love. We enjoy hosting and look forward to serving our guests in the best way possible!

Top guest favourite
A rustic cabin with a wooden exterior is showcased under a cloudy sky. The structure features a covered wrap-around porch with a railing, offering views of the surrounding farmland. Large windows are visible on the sides, enhancing the cabin's connection to nature.
Cabin in Carrollton
4.97 out of 5 average rating, 124 reviews

Rustic Serenity

Located on 80+ acres of woods and farmland, this rustic cabin is perfect for getting away from it all. Enjoy an evening by the fire, watch the sunrise over the treetops, see the deer graze on the hillside, do some bird watching, or stargaze without city lights to hinder. This is a place to truly unwind and disconnect from the hustle and bustle of city life.

Popular amenities for Chester holiday rentals

  1. Airbnb
  2. United States
  3. West Virginia
  4. Hancock County
  5. Chester