Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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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

4.91 out of 5 average rating, 47 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. No cleaning fee

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

4.93 out of 5 average rating, 142 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

Guest favorite

A bright living room features a white sofa adorned with patterned throw pillows, two potted plants, and a wooden coffee table. Natural light floods the space through large windows, while a sliding barn door leads to a bedroom. Light hardwood flooring complements the modern decor.

Apartment in Monaca

4.96 out of 5 average rating, 225 reviews

Key + Kin - The Uptown Place

Tucked into the heights of charming Monaca, PA, this freshly renovated unit is minutes away from restaurants and shops. Wake from your slumber in one of the two spacious and modern bedrooms adorned with a cozy reading nook or work from home space, full length mirrors, and gorgeous natural light. Make your way into the bright kitchen for a cup of coffee, and snuggle up on the couch in the living room as you take in the day. Welcome to your private abode to unwind and relax during your trip.

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, 14 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 favorite

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, 112 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.

Guest favorite

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

4.95 out of 5 average rating, 136 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, 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, and other supplies are available on request.

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, 411 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

A dining area features a wooden table with a dark top and light base, complemented by round placemats. A clock adorns the wall, and a door with a glass panel opens to the exterior. A floral arrangement adds a touch of color.

Apartment in Beaver

4.94 out of 5 average rating, 205 reviews

Magnolia Cozy Cottage

A discount price for weekly & monthly bookings. If you plan to stay longer than a month a special rate can be given. Enjoy the entire apartment with all the amenities of home. The place is very clean . Enjoy your own private entrance and parking. The living room is equipped with leather couch, large screen screen TV and fireplace. There is a full bathroom with a full tub and shower. The bedroom has a queen size bed

Top guest favorite

A cozy living area features a round wooden dining table with four chairs and a patterned couch. The kitchenette is backed by wooden cabinetry, with appliances visible. Light filters in through a window, highlighting the slanted ceiling and creating an inviting atmosphere.

Guest suite in Steubenville

4.92 out of 5 average rating, 282 reviews

The Loft in Steubenville

This efficient guest suite is located in the heart of Steubenville (17 miles/20 min. from Star Lake Pavilion). Separated by a hill from our family home, the loft provides a simple place to rest after a long day of travel, work, conferences, or whatever may bring you to Steubenville! We built this guest space above our work garage with visiting family in mind, and we hope you'll feel equally at home as our guest.

Top guest favorite

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

4.99 out of 5 average rating, 192 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.

Guest favorite

A charming covered bridge structure is positioned above a meandering creek, surrounded by lush greenery. Natural light filters through the trees, reflecting gently on the water's surface, creating a serene and peaceful environment.

Cabin in New Wilmington

4.93 out of 5 average rating, 388 reviews

Bridgehouse~Rated #1 By House Beautiful Magazine!

Our converted covered bridge offers a one of a kind stay! Artist, Ronald Garrett, founded this as an ideal romantic or creative getaway to escape the confines of the city. Nestled on a 1.1 acre property, the covered bridge is located in New Wilmington PA. Enjoy our Amish community, Volant shopping, fly fishing in the Neshannock creek, or spend time at one of our many wineries/breweries.

Guest favorite

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, 308 reviews

And 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!