Vacation rentals in Chester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chester

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

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, 205 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 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, 147 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 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, 102 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 rustic loft apartment is displayed, featuring a wooden facade and a stone base. Large windows allow natural light to fill the space, while a balcony offers outdoor access. The structure is set against a backdrop of a partly cloudy sky.

Loft in East Rochester

4.92 out of 5 average rating, 156 reviews

Studio Loft at Boogaba

This space is totally new! It was a yoga studio recently renovated into a studio, loft apartment! It is airy and bright with a fantastic lake view. The lake has kayaks, paddle boarding and a peddle boat that are accessible to guests. There are walking paths around the lake and a deck with a hammock to sit and enjoy some nature time. The studio apartment has its own entrance in the back above the family garage. The family house is next door. There is a resident friendly yellow dog named Pug!

Top guest favorite

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, 220 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!

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, 137 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 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, 421 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 warm dining area is visible with a round wooden table surrounded by upholstered chairs. The kitchen features exposed brick walls, overhead lighting, and modern appliances, including a black refrigerator. Plants are placed on the shelves, enhancing the inviting space.

Home in Steubenville

4.97 out of 5 average rating, 203 reviews

"The Lighthouse" Renovated 2 BR Home by University

We loved restoring this space as a family, and we hope that you'll feel equally at home playing games or sharing meals here with your family and friends. Centrally located less than 1 mile from FUS, Kroger, and local restaurants, and only 13 miles (17 min) from Star Lake Pavilion. The vaulted ceilings and original chimney make the home spacious and cozy. We love living in Steubenville and we hope that staying here enhances your visit to our hometown, too!

Top guest favorite

A dining area features a large table surrounded by six wooden chairs, set against a backdrop of expansive windows overlooking trees. A unique chandelier hangs from the wooden ceiling, while a stone fireplace is positioned to the left, adding character to the space.

Home in Ellwood City

4.99 out of 5 average rating, 126 reviews

The Great Escape

As one of our guests noted: “This home is named perfectly. It was a great escape." We invite you to stay in our small but cozy house in the very quiet "Pittsburgh Circle" area of town. The property backs onto a greenbelt - down a sharp embankment you can see the Connoquenessing Creek - which you can enjoy from the covered patio or the breakfast table in front of the large window. We have seen deer, groundhogs, hawks, and even a bald eagle!

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, 199 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 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

4.94 out of 5 average rating, 190 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.

Guest favorite

A rustic log cabin is nestled in a lush wooded area, surrounded by greenery. Large windows allow natural light to fill the interior, while a stone fireplace enhances the exterior's charm. A spacious porch invites relaxation amidst the serene landscape.

Cabin in East Rochester

4.91 out of 5 average rating, 363 reviews

Cherry Ridge | 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!