Book Holiday Homes in Chester

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Featured Holiday Homes in Chester

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

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

Fort Smith
The price is AU$276 per night from 7 Aug to 8 Aug
AU$276
7 Aug - 8 Aug
includes taxes & fees
With a stay at this vacation home in Fort Smith, you'll be within a 5-minute drive of Sparks PremierCare and Hillcrest Park.
Charming 3-bedroom bungalow in delightful Fort Smith with WiFi, AC
Newly Remodeled 3BR in Town · Cherry Street

Newly Remodeled 3BR in Town · Cherry Street

Van Buren
A stay at this vacation home places you in the heart of Van Buren, just a 3-minute walk from Baptist Health-Van Buren and within a 5-minute drive of Arkansas ...
Newly Remodeled 3BR in Town · Cherry Street
Cozy Cove-Cute 3BR in Town

Cozy Cove-Cute 3BR in Town

Van Buren
Located in Van Buren, this vacation home is within a 10-minute drive of Baptist Health-Van Buren and Kay Rodgers Park.
Cozy Cove-Cute 3BR in Town
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The Nest-Cozy 4BR in the heart of town w/ fire pit

The Nest-Cozy 4BR in the heart of town w/ fire pit

Fort Smith
Located in Fort Smith, this vacation home is within a 5-minute drive of Central Mall and Mercy Hospital Fort Smith.
The Nest-Cozy 4BR in the heart of town w/ fire pit
West Fork Pool and Hot Tub- 10 mins to Fay, Devils Den

West Fork Pool and Hot Tub- 10 mins to Fay, Devils Den

West Fork
With a stay at this vacation home in West Fork, you'll be in the mountains, within a 15-minute drive of University of Arkansas and Arkansas Air Museum.
West Fork Pool and Hot Tub- 10 mins to Fay, Devils Den
Boston Mtn Overlook - 3.5 Mi to Lake Fort Smith

Boston Mtn Overlook - 3.5 Mi to Lake Fort Smith

Mountainburg
When you stay at this vacation home in Mountainburg, you'll be in the mountains, just steps from Ozark National Forest and 10 minutes by foot from Artist ...
Boston Mtn Overlook - 3.5 Mi to Lake Fort Smith
Cozy cabin in our little woodland village - access to pond and meadow

Cozy cabin in our little woodland village - access to pond and meadow

Winslow
When you stay at this vacation home in Winslow, you'll be in the mountains and 6 minutes by car from Ozark National Forest.
Cozy cabin in our little woodland village - access to pond and meadow
Southern Comfort Downtown Ft Smith!

Southern Comfort Downtown Ft Smith!

Fort Smith
The price is AU$284 per night from 6 Aug to 7 Aug
AU$284
6 Aug - 7 Aug
includes taxes & fees
A stay at this vacation home places you in the heart of Fort Smith, within a 10-minute walk of Fort Smith Regional Art Museum and Baptist Health-Fort Smith.
Southern Comfort Downtown Ft Smith!
The Foster Branch House- Charming 3-BR house in Van Buren, near I-40 & Ft. Smith

The Foster Branch House- Charming 3-BR house in Van Buren, near I-40 & Ft. Smith

Van Buren
Located in Van Buren, this vacation home is within a 15-minute drive of Baptist Health-Van Buren and Alma Walking Trail.
The Foster Branch House- Charming 3-BR house in Van Buren, near I-40 & Ft. Smith
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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.

Chester Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chester vacation homes are the perfect way for you to wing it.

Holiday houses in Chester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chester adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chester with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chester Holiday Homes essential information

Accommodation
91 Holiday Homes
Lowest Price
AU$142
Highest Price
AU$331
Popular accommodation
Charming 3-bedroom bungalow in delightful Fort Smith with WiFi, AC, Newly Remodeled 3BR in Town · Cherry Street, Cozy Cove-Cute 3BR in Town, The Nest-Cozy 4BR in the heart of town w/ fire pit, West Fork Pool and Hot Tub- 10 mins to Fay, Devils Den, Boston Mtn Overlook - 3.5 Mi to Lake Fort Smith, Cozy cabin in our little woodland village - access to pond and meadow, Southern Comfort Downtown Ft Smith!, The Foster Branch House- Charming 3-BR house in Van Buren, near I-40 & Ft. Smith

Top trending hotels in Chester

Beard and Lady Inn

Beard and Lady Inn

3 out of 5
411 E Front Ave, Chester, AR
Fully refundableReserve now, pay when you stay
Located in Chester, Beard and Lady Inn is in a rural location, a 4-minute drive from Ozark National Forest and 6 minutes from Evans Trail Loop.
Beard and Lady Inn
Beautiful modern cabin on top of the mountain with stunning sunset views.

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

Chester
The price is AU$331 per night from 6 Aug to 7 Aug
AU$331
6 Aug - 7 Aug
includes taxes & fees
With a stay at this cabin in Chester, you'll be on a river, within a 10-minute drive of Ozark National Forest and Evans Trail Loop.
Beautiful modern cabin on top of the mountain with stunning sunset views.
Old Cross Roads Cabin 3 bed/2 bath

Old Cross Roads Cabin 3 bed/2 bath

Chester
With a stay at Old Cross Roads Cabin 3 bed/2 bath in Chester, you'll be 11.8 mi (19 km) from Ozark National Forest and 9.5 mi (15.2 km) from Devil's Den State ...
Old Cross Roads Cabin 3 bed/2 bath
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The ARC Hotel

The ARC Hotel

2.5 out of 5
6813 Phoenix Ave, Fort Smith, AR
Fully refundableReserve now, pay when you stay
The price is AU$142 per night from 6 Aug to 7 Aug
AU$142
6 Aug - 7 Aug
includes taxes & fees
With a stay at The ARC Hotel in Fort Smith, you'll be within a 5-minute drive of Mercy Clinic Convenient care and Advance Care Hospital-Ft Smith.
The ARC Hotel
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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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^Subject to availability and chosen travel dates.