Holiday houses in Chester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
A spacious bed dressed in soft linens is positioned against a neutral wall. A bedside lamp provides gentle illumination, while a small nightstand holds decorative items. A cozy armchair is situated nearby, enhancing the comfort of the private living space.
Apartment in Coraopolis
4.97 out of 5 average rating, 211 reviews

Moon Professional Living Suite B

Recently updated 1 bedroom 2nd floor efficiency apt. w/ everything you will need for a comfortable stay. We do have 2 Airbnb Apartments available. We follow all Airbnb standards to provide a safe, quiet, sparkling clean, comfortable experience for all & ask you do the same. Minutes from the airport & short drive to downtown Pittsburgh. Shopping & dining nearby. Perfect for out of town guests & business travelers. Live far from the airport & have an early flight? Come stay at Cozy in Coraopolis.

Top Guest favourite
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
4.94 out of 5 average rating, 272 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

Top Guest favourite
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
5 out of 5 average rating, 66 reviews

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.

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, 158 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 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, 109 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

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, 22 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 favourite
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
4.94 out of 5 average rating, 146 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, AC units 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, extra beds, bedding etc, are available on request.

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, 109 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 favourite
A cozy bedroom is presented with a wooden bedframe, dressed in layered bedding. Twin nightstands are positioned on either side, with a lamp on one. A ceiling fan and wall-mounted air conditioning unit add comfort, while a framed artwork enhances the wall above the bed.
Home in Conway
4.96 out of 5 average rating, 128 reviews

Charming Renovated Home

This centrally located house is close to the communities of Cranberry Township, Pittsburgh, and Sewickley. Our home has been completely renovated from top to bottom and is pristine condition. An open concept design is offered on the main level connecting the dining room, living room, and fully equipped kitchen. Also on the main level is a half bath for your convenience. Upstairs you will discover a full bath and 2 cozy bedrooms with beautiful vaulted beamed ceilings.

Top 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, 446 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 favourite
A modern living area features a kitchenette with a small refrigerator and microwave, alongside a comfortable white chair and a sleek gray sofa. A wall-mounted TV displays a city skyline, while exposed brick adds a touch of character. Natural light filters in through a window.
Home in Friendship
4.88 out of 5 average rating, 545 reviews

PRIVATE MINI STUDIO (D2)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Guest favourite
A spacious living area features a textured sofa and coffee table, with a modern ceiling fan above. A dark brick accent wall hosts a flat-screen TV, while built-in shelves display decorative items. Natural light enters through the windows, enhancing the calm ambiance.
Apartment in Monaca
4.95 out of 5 average rating, 200 reviews

Key + Kin - Downtown Dwelling

ENTIRE Apartment, modern 1 Bedroom, 1 Bath apartment centrally located in the small downtown Monaca area. Our warm, modern decor will be the perfect home away from home for you after a long day of work or play. We offer the privacy of an entire apartment, with little touches to make you feel at home. Come enjoy your own personal retreat in the heart of a quaint Pittsburgh river town.

Popular amenities for Chester holiday rentals

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