Chester Holiday Rentals

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Holiday Rentals in Chester

Beautiful modern cabin on top of the mountain with stunning sunset views.

Chester
10.0 out of 10, Exceptional, (32)
"The views are fabulous. Beautiful sunsets and peaceful. Highly recommend."
United States
Bernice
The price is AU$326
includes taxes & fees
8 Dec - 9 Dec
Beautiful modern cabin on top of the mountain with stunning sunset views.

Cute and Cozy!

Van Buren
9.8 out of 10, Exceptional, (19)
"Very quiet, peaceful stay. "
United States
James E.
The price is AU$187
includes taxes & fees
8 Dec - 9 Dec
Cute and Cozy!

The Arkansas Tiny House

Mulberry
9.0 out of 10, Wonderful, (16)
"Clean and friendly place."
United States
april w.
The price is AU$296
includes taxes & fees
8 Dec - 9 Dec
The Arkansas Tiny House

The Cranny at Main Street Suites: 1 bedroom with smart TV in downtown Van Buren

2.0 star property
Van Buren
10.0 out of 10, Exceptional, (8)
"Had an amazing stay with family! Local eats and shopping within walking distance. Clean and comfortable rental, would definitely stay again!"
United States
Anthony W.
The price is AU$254
includes taxes & fees
8 Dec - 9 Dec
The Cranny at Main Street Suites: 1 bedroom with smart TV in downtown Van Buren

Spacious and charming 🌸🌸🌸

Fort Smith
9.4 out of 10, Exceptional, (14)
"Enjoyed the screened in porch and the friendly cats in the neighborhood. We loved the house and we will be back!"
United States
Anonymous traveller
The price is AU$238
includes taxes & fees
19 Dec - 20 Dec
Spacious and charming 🌸🌸🌸

The Velvet Rooster – Cozy Cabin Stay with Pasture Views & Modern Comforts

Rudy
10.0 out of 10, Exceptional, (5)
"It was decorated so cute, and very comfortable. I would love to return in the future! "
United States
Michael
The price is AU$197
includes taxes & fees
8 Dec - 9 Dec
The Velvet Rooster – Cozy Cabin Stay with Pasture Views & Modern Comforts

The Perch at Main Street Suites: A great way to experience downtown Van Buren!

2.0 star property
Van Buren
8.8 out of 10, Excellent, (9)
"Good place to stay if attending a King theater performance."
United States
Lucy
The price is AU$254
includes taxes & fees
8 Dec - 9 Dec
The Perch at Main Street Suites: A great way to experience downtown Van Buren!

Water Tower Container-Beautiful views and surroundings-Secluded

2.0 star property
Chester
10.0 out of 10, Exceptional, (12)
"Quiet, peaceful, and clean, I really enjoyed my stay!"
United States
Christopher
The price is AU$258
includes taxes & fees
8 Dec - 9 Dec
Water Tower Container-Beautiful views and surroundings-Secluded

Boho Bungalow 2-bedroom house Professionally Cleaned in delightful Fort Smith

Fort Smith
8.0 out of 10, Very good, (3)
"Reasonable price"
United States
Lynn C.
The price is AU$235
includes taxes & fees
8 Dec - 9 Dec
Boho Bungalow 2-bedroom house Professionally Cleaned in delightful Fort Smith

Relax at The Happy Hound – Charming Cabin Surrounded by Nature

Rudy
10.0 out of 10, Exceptional, (10)
"Loved it."
United States
Sam M.
The price is AU$197
includes taxes & fees
8 Dec - 9 Dec
Relax at The Happy Hound – Charming Cabin Surrounded by Nature

Modern Downtown 1-Bedroom • Pet-Friendly Stay with Yard

Fort Smith
10.0 out of 10, Exceptional, (1)
"This was a very cute and clean Vrbo. The location was a little hard to find, but the hostess was super quick to respond and help. I would stay here again:) "
United States
Robyn W.
The price is AU$245
includes taxes & fees
8 Dec - 9 Dec
Modern Downtown 1-Bedroom • Pet-Friendly Stay with Yard

Comfy Tiny Home with Fishing Pond & Mountain View near NW Arkansas/River Valley

2.0 star property
Mountainburg
10.0 out of 10, Exceptional, (8)
"This is a perfect place outside of Fayetteville to save money on a place to stay. "
United States
Jill
The price is AU$360
includes taxes & fees
9 Dec - 10 Dec
Comfy Tiny Home with Fishing Pond & Mountain View near NW Arkansas/River Valley

One bedroom duplex in desirable Park Hill

Fort Smith
10.0 out of 10, Exceptional, (6)
"I enjoyed the place, very quiet area and close to some good restaurants. I plan to stay here again."
United States
Byron I.
The price is AU$337
includes taxes & fees
13 Dec - 14 Dec
One bedroom duplex in desirable Park Hill

Charming 2-bedroom townhome at centrally located Fort Smith

2.0 star property
Fort Smith
10.0 out of 10, Exceptional, (1)
"Nice cozy lovely stay!! "
United States
Amy S.
The price is AU$306
includes taxes & fees
23 Dec - 24 Dec
Charming 2-bedroom townhome at centrally located Fort Smith

Relax at The Pampered Peacock – Charming Cabin Surrounded by Nature

Rudy
10.0 out of 10, Exceptional, (14)
"Great little cabin and getaway for a few days!"
United States
LaRessa C.
The price is AU$233
includes taxes & fees
2 Jan - 3 Jan 2026
Relax at The Pampered Peacock – Charming Cabin Surrounded by Nature

Huge suite! Sitting area-lots of windows-Blushing Rose

Fort Smith
10.0 out of 10, Exceptional, (1)
"Wow! This place is beautiful, comfortable, calm... everything good. I am hoping for another opportunity to stay here. "
United States
Alice M.
The price is AU$205
includes taxes & fees
8 Dec - 9 Dec
Huge suite! Sitting area-lots of windows-Blushing Rose

A Little slice of heaven right off interstate i40 and i540 super quiet

Van Buren
9.6 out of 10, Exceptional, (10)
"Super cute place for a getaway. Clean and new Would stay again 😊"
United States
Torri P.
The price is AU$189
includes taxes & fees
18 Dec - 19 Dec
A Little slice of heaven right off interstate i40 and i540 super quiet

Rustic Cabin with Modern Comfort – The Cuddly Cow in Rudy, AR

Rudy
10.0 out of 10, Exceptional, (8)
"Very comfortable and cozy home. Furniture and bed were both comfortable. Extremely responsive host who told us all the things we needed to know. Would definitely stay there again! "
United States
Michele M C.
The price is AU$214
includes taxes & fees
8 Dec - 9 Dec
Rustic Cabin with Modern Comfort – The Cuddly Cow in Rudy, AR

Charming 3-bedroom bungalow in delightful Fort Smith with WiFi, AC

Fort Smith
9.8 out of 10, Exceptional, (23)
"Very quite beautiful space easy check in "
United States
Jalishia V.
The price is AU$269
includes taxes & fees
8 Dec - 9 Dec
Charming 3-bedroom bungalow in delightful Fort Smith with WiFi, AC

Conveniently located duplex!

Fort Smith
10.0 out of 10, Exceptional, (2)
"Perfect size for an overnight or short stay. Extremally clean, pillows were great, very comfortable bed, I likes not having to climb up into bed. It would have been perfect if there were legs on the sofa, it was rather low for our middle aged knees."
United States
Misty S.
The price is AU$276
includes taxes & fees
8 Dec - 9 Dec
Conveniently located duplex!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as AU$179 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chester has to offer?

The Corner Cottage with Private Fishing Pond: This holiday home rental outside of Chester is located in a rural location, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Chester?

Explore the area and family-friendly sights such as Artist Point, or get out into nature at a spot like Lake Fort Smith State Park. In the wider area, you’ll find Devil's Den State Park and Evans Trail Loop.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals offer extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips.