Chester holiday rentals

We found 38 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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:

  • Artist Point (3.4 mi / 5.5 km)
  • Eagle Crest Golf Course (12.5 mi / 20.1 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)
  • Clear Creek Park (16.8 mi / 27.1 km)
  • Bob Kidd Lake (22.5 mi / 36.2 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 most popular type of holiday home accommodation in Chester?
The most in-demand types of holiday homes in Chester are bed & breakfasts. Ready for more choices? Stayz offers a variety of options to match the unique needs of our guests, so you’ll see holiday homes in loads of shapes and sizes. The perfect home away from home is waiting for you — book yours today.
How much does it cost to rent a holiday home in Chester?
Property type, length of stay and season are some things that can influence the price of a holiday home. Simply add your dates of travel to find your perfect escape. From cosy chalets to sprawling villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Chester?
Prices for beach houses in Chester differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Stayz and the number of guests to see your home options and prices. From there you can use the filters to refine your search by ratings, amenities and more.
Are there pet-friendly holiday homes in Chester?
Pack a travel bag for your canine companion because Chester has five properties that roll out the welcome mat to pets. Let your four-legged buddy have fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check the “Pets allowed” filter box.
What are popular home amenities in Chester?
A nearby river, a nearby waterfront and a firepit are the most popular home amenities in Chester. Whether you plan to go alone, with a partner or a group of best friends, Stayz can help you find a holiday home that suits your style with all the extras you’re looking for.
Are there large group holiday homes in Chester?
With two holiday homes that can host 10 or more guests in Chester, you don’t have to leave anyone off your guest list. From extended family holidays to special events like anniversary parties and weddings, Stayz can help you find a large group home to suit the occasion.
Are there holiday homes in Chester that welcome kids?
Bring the whole group together for a memorable adventure in Chester at one of our five family-friendly holiday properties. Many of these stays provide amenities that are just perfect for trips with youngsters, including dining rooms, living rooms and swimming pools. Just check the “Properties good for families” filter box and pick your favourite option.
What are the top attractions for families in Chester?
There are tons of awesome things to do and see with the family in Chester, including:

  • Devils Den State Park
  • Lake Fort Smith State Park
  • Evans Trail Loop

Are there one-bedroom holiday homes in Chester?
You can choose from three one-bedroom homes in Chester. Whether you’re looking for an apartment or an upmarket condo, our one-bedroom properties are just right if you don’t require a lot of space. One of the major perks of having your own digs? You’ll never have to share your holiday with strangers.
Are there holiday homes with WiFi in Chester?
Take your pick of three holiday homes with WiFi in Chester. If you’d like to disconnect from the world on your holiday, but still want to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Chester?
You’ll have your pick of two Stayz holiday homes with air conditioning in Chester offering that cooling breeze and extra comfort level. Enter your preferred dates of travel and then make use of our filters to find stays with air conditioning.
How old do you have to be to rent a holiday home in Chester?
The minimum age is typically 16, 18 or 21. It can change across properties on Stayz, so look at the rules of your preferred Chester holiday home before booking your stay.
How long can I rent a holiday home in Chester for?
The amount of time you can stay in a Chester holiday home for depends on each property. Just put in your travel dates to view options offering extended stays. They feature all you need to make your extended trip more enjoyable and comfortable, such as kitchens and laundries. Some holiday homes might also offer weekly or monthly discounts, so you can hang around longer for less.

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