Chester holiday rentals

We found 32 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Chester that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include a hot tub and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
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Choose a holiday rental for your Chester getaway

Learn about the unique charm of Chester with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Chester

Are you hoping to discover top things to see and do in the city? Venture out of your holiday home and check out everything that makes Chester a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Eagle Crest Golf Course (12.5 mi / 20.1 km)
  • Artist Point (3.4 mi / 5.5 km)

Exploring the natural features in Chester

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Chester is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Fort Smith State Park (3.3 mi / 5.3 km)
  • Evans Trail Loop (3.2 mi / 5.1 km)
  • River Ridge Park (8 mi / 12.8 km)
  • Lake Alma Park (12.5 mi / 20.1 km)
  • Clear Creek Park (16.8 mi / 27.1 km)
  • Mountainburg City Park (3.2 mi / 5.2 km)

Transport options to and around Chester

The nearest airport is in Fort Smith, AR (FSM-Fort Smith Regional), located 26.1 mi (42 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, Arkansas, the area surrounding the charming downtown is an excellent choice. This neighbourhood offers a picturesque setting with easy access to local attractions and the natural beauty of the Ozark Mountains. Visitors can explore the scenic Ozark National Forest, which is great for hiking, picnicking, and enjoying the great outdoors.Additionally, the nearby Mulberry River provides opportunities for fishing, canoeing, and relaxing by the water, making it a wonderful spot for nature enthusiasts. The downtown area features a selection of quaint shops and eateries, allowing guests to immerse themselves in the local culture. There are a variety of properties available, ranging from cosy cabins to comfortable homes, suiting different group sizes and preferences.
What is the most popular type of holiday rental accomodation in Chester?
In Chester, cabins and mobile homes are the most popular types of holiday rentals, with several options available in the area. These rentals are typically located in scenic surroundings, providing a peaceful retreat for visitors. Most cabins come equipped with essential amenities such as fully stocked kitchens, comfortable living areas, and outdoor spaces for enjoying the natural beauty of the Ozarks. Mobile homes, on the other hand, offer a similar home-like atmosphere, often featuring practical layouts and easy access to local attractions.
Are there any family house rentals in Chester?
In Chester, Arkansas, there are several family-friendly house rentals available, making it an inviting destination for groups seeking a comfortable stay. Visitors can find properties located in tranquil neighbourhoods, often featuring spacious living areas, fully equipped kitchens, and outdoor spaces ideal for family gatherings or children's play.Amenities such as Wi-Fi and air conditioning are typically included, ensuring a pleasant environment for relaxation after a day of exploring. The town's scenic surroundings provide opportunities for outdoor activities, with nearby access to parks and nature trails, superb for family outings.
Are there pet-friendly house rentals in Chester?
In Chester, Arkansas, there are several pet-friendly house rentals available, offering a great opportunity for those travelling with furry companions. Many of these rentals feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups looking to enjoy a cozy feel.The surrounding area provides access to various outdoor activities, with the picturesque Ozark National Forest nearby, where you can explore hiking trails, scenic views, and natural beauty.
Are there any remote work holiday rentals in Chester?
In Chester, Arkansas, there are several holiday rentals suitable for remote work. Many properties offer essential amenities such as free Wi-Fi and comfortable workspaces, allowing guests to stay productive while enjoying their surroundings. The town's picturesque setting provides a peaceful atmosphere, ideal for focusing on work tasks. Additionally, Chester is close to natural attractions, making it a superb base for unwinding after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Chester?
In Chester, holiday rentals often come equipped with a variety of popular amenities, making them appealing for visitors. Many properties include kitchens, allowing guests to prepare their own meals, as well as coffee and tea makers for a comforting start to the day. For those travelling with pets, rentals that permit dogs are available, fostering a welcoming environment for furry friends. Additionally, onsite parking is a common feature, providing convenience for guests who may be exploring the surrounding areas.
When is the best time to visit Chester for a holiday rental?
The peak season for holiday rentals in Chester, Arkansas, is during the summer months from July to September. This bustling period attracts families and adventure seekers looking to enjoy the natural beauty and outdoor activities that the Ozarks have to offer. With warm temperatures typically ranging from 20 to 30 degrees Celsius, visitors can indulge in hiking, fishing, and exploring the local parks while surrounded by stunning landscapes.July is particularly popular, as it brings a vibrant setting with numerous events and festivals that highlight the community spirit of Chester. The longer days and pleasant weather create superb conditions for outdoor adventures, making it an ideal time for sightseeing and family activities.For those seeking a more budget-friendly option, November is a wonderful time to visit Chester. With fewer tourists, you can enjoy the peaceful charm of the area while taking in the beautiful autumn foliage. The mild temperatures, usually between 5 to 15 degrees Celsius, still allow for comfortable outdoor exploration, providing a great experience of Chester's natural beauty in a quieter setting.Ultimately, the best time to book a holiday rental in Chester depends on your preferences—whether you crave the lively summer atmosphere filled with activities or the tranquil beauty of autumn.
What are the top attractions in Chester?
In Chester, Arkansas, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The Ozark National Forest is a major draw, offering numerous hiking trails, camping spots, and opportunities for wildlife viewing. The scenic Pig Trail Scenic Byway runs nearby, providing stunning views of the surrounding mountains and valleys.For those interested in local history, the Chester Historical Society offers insights into the town's heritage, while the nearby town of Van Buren features the historic downtown area with charming shops and restaurants. The Arkansas River also provides recreational options, such as fishing and boating, making it an ideal spot for outdoor enthusiasts.
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.

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