Chester holiday rentals

We found 11 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Chester that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as air conditioning and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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Take in the riverfront beauty of Chester

The area's culture and architecture are just some of the reasons to come on holiday to Chester. Renowned for its casino gaming, riverfront and restaurants, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Chester

Are you hoping to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Chester a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Mountaineer Racetrack (5.7 mi / 9.1 km)
  • Williams Country Club (14.2 mi / 22.9 km)
  • Raccoon Creek Winery (16.4 mi / 26.5 km)
  • Pleasant Hills Golf Course (4.3 mi / 6.9 km)
  • Pleasant Valley Country Club Golf Course (13.2 mi / 21.2 km)

Exploring the natural landscape of Chester

Whether you're looking for fun outdoor activities or just want to take in the scenery, Chester is a great place to get out in nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Little Beaver Creek Greenway Trail (15.4 mi / 24.7 km)
  • Steubenville Marina (16.4 mi / 26.4 km)
  • Belleview Park (16.7 mi / 26.9 km)
  • Columbian Park (1.9 mi / 3 km)
  • Laurel Hollow Park (2.3 mi / 3.7 km)
  • Central Park (5 mi / 8 km)

Transport options to and around Chester

Fly into Pittsburgh International Airport (PIT), the closest airport, located 18 mi (29 km) from the city centre.

Frequently asked questions

What is the best area to stay in Chester when booking a holiday rental?
When considering a holiday rental in Chester, West Virginia, the area around the downtown is particularly appealing. This vibrant neighbourhood offers a charming atmosphere with a selection of properties that cater to various preferences and budgets. Staying here puts you in close proximity to some delightful attractions, such as the historic Wellsburg Bridge and the scenic Ohio River, great for leisurely walks and picnics.Additionally, the downtown area is known for its quaint shops and local eateries, providing a taste of the community's hospitality. With a mix of modern amenities and local charm, this neighbourhood is an excellent choice for visitors looking to immerse themselves in the local culture while enjoying a comfortable stay.
What is the most popular type of holiday rental accomodation in Chester?
In Chester, holiday houses are the predominant type of holiday rental, with several available throughout the area. These homes typically offer spacious layouts, making them ideal for families or larger groups. Most holiday houses come equipped with multiple bedrooms, fully stocked kitchens, and outdoor spaces for relaxation. Guests can enjoy the comforts of home while being close to local attractions and the scenic beauty of the surrounding region.
Are there any family house rentals in Chester?
In Chester, West Virginia, there are several family-friendly house rentals available. Visitors can find properties that offer spacious living areas, well-equipped kitchens for preparing meals, and outdoor spaces for children to enjoy. Many of these homes are situated near local attractions, providing easy access to the scenic Ohio River and nearby parks, great for family outings and picnics.Additionally, the town's charming atmosphere and proximity to recreational activities make it an inviting destination for families.
Are there any remote work holiday rentals in Chester?
In Chester, West Virginia, there are several remote work holiday rentals available for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, dedicated work desks, and comfortable desk chairs, ensuring a productive environment while you enjoy your stay.The town, located near the scenic Ohio River, offers a quaint atmosphere with local parks and recreational areas nearby, providing opportunities for breaks and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Chester?
In Chester, popular rental amenities include balconies that allow guests to enjoy the scenic views of the surrounding mountains. Many properties are equipped with kitchens, providing the convenience of preparing meals during your stay. For those who appreciate a warm beverage, coffee and tea makers are commonly available. Additionally, onsite parking is a prevalent feature, ensuring that guests have easy access to their vehicles.
When is the best time to visit Chester for a holiday rental?
The peak season in Chester, West Virginia, spans from July to September, making it an ideal time for holiday rentals, particularly for families and outdoor enthusiasts. July stands out as the most popular month, characterised by warm temperatures averaging between 20 to 30 degrees Celsius, superb for enjoying a range of outdoor activities. Visitors can partake in hiking, fishing, and exploring the nearby scenic rivers, all while soaking up the vibrant summer atmosphere with fellow travellers.For those looking to enjoy Chester without the bustling crowds, November presents a wonderful opportunity. This month often sees picturesque autumn landscapes, creating a serene backdrop for leisurely walks and quiet reflection. The crisp air and rich colours of fall enhance the experience, making it a great time for photography or simply enjoying nature.Ultimately, the best time to visit Chester hinges on your preferences—whether you're drawn to the lively summer energy filled with fun activities or the peaceful charm of late autumn.
What are the top attractions in Chester?
In Chester, West Virginia, visitors can enjoy a range of attractions that highlight the area's natural beauty and local culture. The Chester City Park is a popular spot, offering walking trails, picnic areas, and playgrounds, making it an excellent place for families to relax and enjoy the outdoors.Just a short drive away is the historic town of Newell, known for its glass-making heritage and the famous Museum of Ceramics, which showcases local craftsmanship. The nearby Tomlinson Run State Park provides opportunities for hiking, fishing, and enjoying the scenic views along its trails and picnic spots.For those interested in history, the nearby town of East Liverpool features the Museum of Ceramics, where visitors can learn about the region's pottery industry. Additionally, the scenic Ohio River runs close to Chester, offering recreational activities like boating and fishing.
Are all fees included in the Chester holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Chester holiday homes with parking?
Stayz offers a wide selection of holiday homes in Chester with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Chester holiday homes?
You can find great discounts on holiday homes in Chester on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Chester holiday home booking on Stayz?
To find Chester holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Chester?
A long-stay holiday home in Chester is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Chester holiday home?
Book your Chester holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chester?
Prices for holiday homes in Chester vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Chester to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.