Holiday houses in Chester

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Top-rated holiday rentals in Chester

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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.
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 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
A modern living room features a comfortable sofa with a cozy throw. Large windows allow natural light to fill the space, which is accented by stylish decor. A fireplace with a dark mantel adds a focal point, while a standing lamp and potted plant enhance the inviting atmosphere.
Home in Youngstown
4.98 out of 5 average rating, 133 reviews

Relaxing Retreat • Pool Table • Fire Pit • 2 King

Welcome to our cozy and charming home in the heart of Millcreek Park, Ohio! Our home is the perfect place for singles, couples, families, business travelers, nature enthusiasts and outdoor adventurers looking for a peaceful getaway. The property is located just a stone's throw away from the stunning park trails, scenic waterfalls, and serene lakes of Millcreek Park. We have every amenity you will need for all your comforts. Cook like a chef in the fully stocked kitchen. We have it all!

Top Guest favourite
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 favourite
A contemporary home features a large deck surrounded by lush greenery. A prominent tree is seen in the front, providing natural shade. Adjoining the deck, red seating adds a pop of color against the earthy tones of the house.
Apartment in Salem
4.92 out of 5 average rating, 230 reviews

Rustic Retreat

Our Rustic Frank Lloyd Wright inspired contemporary home is located on 10 wooded acres amidst nature's beauty. There are trails in the woods for hiking & cross country skiing. The floor to ceiling walls of glass in the apartment bring the outside in and the private deck provides additional spectacular views of the woods. When not enjoying the wonders of the outdoors, take advantage of our included streaming services. We have a brand new heating and cooling system with 24/7 service!

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, 139 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!

Top Guest favourite
A charming cottage is situated by the serene Slippery Rock Creek, featuring a green roof and wooden deck. Surrounding vegetation includes tall trees, and reflections of the cottage are visible in the calm water. A spacious lawn offers a relaxed outdoor setting.
Cottage in Ellwood City
4.96 out of 5 average rating, 110 reviews

Cozy Cottage nestled on the Slippery Rock Creek

Secluded along the banks of the Slippery Rock Creek is the 4th generation family cottage, fully renovated in 2017, originally built in 1940. Descend the 45 steps to the cottage and find “there’s no place like (a 2nd) home”. From the wraparound deck you may see geese, deer, bald eagles, osprey, beaver, great blue heron and ducks. You will find yourself just 15 minutes from Moraine and McConnells Mill State Parks. 15 minutes from Mines and Meadows, 10 minutes from Sunset Ranch.

Top Guest favourite
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, 337 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 favourite
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
4.97 out of 5 average rating, 32 reviews

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.

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 log cabin exterior features a green metal roof and a spacious balcony. White rocking chairs are positioned on the balcony, framed by vibrant fall foliage in shades of red and gold. The warm wooden logs create a rustic, inviting look.
Cabin in Hanoverton
4.99 out of 5 average rating, 147 reviews

Cozy Cabin

Professionally cleaned Log Cabin on Guilford Lake Get away and Enjoy the quiet setting of the Log Cabin. Enjoy the peace of the view and have your morning coffee on the balcony All linens provided Furnished kitchen. Walk in shower 2 Queen beds on main floor 1 full bed Sleeps 6 Smoke Free, Wi-Fi, TV, air conditioning and heat. Electric fireplace Grill and fire pit, table and chairs on patio

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.

Popular amenities for Chester holiday rentals

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