Book Holiday Homes in Roland

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Featured Holiday Homes in Roland

The Corner Cottage with Private Fishing Pond

The Corner Cottage with Private Fishing Pond

Roland OK
Located in Roland, this vacation home is in a rural location, within a 15-minute drive of Cherokee Casino Roland and Fort Smith National Historic Site.
Opens in a new windowThe Corner Cottage with Private Fishing Pond
3-bedroom Mid-Mod home in Fort Smith with King bed, WiFi

3-bedroom Mid-Mod home in Fort Smith with King bed, WiFi

Fort Smith AR
With a stay at this vacation home in Fort Smith, you'll be within a 5-minute drive of Cavanaugh Park and Fort Smith Pavilion.
Opens in a new window3-bedroom Mid-Mod home in Fort Smith with King bed, WiFi
The vampire's den, downtown big house, pets ok

The vampire's den, downtown big house, pets ok

Fort Smith AR
The price is AU$215 per night from 26 Jan to 27 Jan
AU$215
26 Jan - 27 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Fort Smith, within a 5-minute drive of Fort Smith Regional Art Museum and Clayton House.
Opens in a new windowThe vampire's den, downtown big house, pets ok
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Charming 3-bedroom bungalow in delightful Fort Smith with WiFi, AC

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

Fort Smith AR
With a stay at this vacation home in Fort Smith, you'll be within a 5-minute drive of Sparks PremierCare and Hillcrest Park.
Opens in a new windowCharming 3-bedroom bungalow in delightful Fort Smith with WiFi, AC
StarLab '86 -Downtown Pet Friendly

StarLab '86 -Downtown Pet Friendly

Fort Smith AR
The price is AU$193 per night from 27 Jan to 28 Jan
AU$193
27 Jan - 28 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Fort Smith, within a 5-minute drive of Fort Smith Regional Art Museum and Clayton House.
Opens in a new windowStarLab '86 -Downtown Pet Friendly
Mi Casita Cottage in Park Hill Fort Smith

Mi Casita Cottage in Park Hill Fort Smith

Fort Smith AR
The price is AU$292 per night from 4 Jan to 5 Jan
AU$292
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at this vacation home in Fort Smith, you'll be within a 5-minute drive of Hillcrest Park and Sparks PremierCare.
Opens in a new windowMi Casita Cottage in Park Hill Fort Smith
Upscale home with high end furnishings and memory foam king bed.  2 car garage

Upscale home with high end furnishings and memory foam king bed. 2 car garage

2 out of 5
Spiro OK
The price is AU$270 per night from 28 Dec to 29 Dec
AU$270
28 Dec - 29 Dec
includes taxes & fees
With a stay at this vacation home in Spiro, you'll be within a 15-minute drive of Spiro Mounds Archaeological Center and Arkansas River.
Opens in a new windowUpscale home with high end furnishings and memory foam king bed. 2 car garage
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 AR
The price is AU$326 per night from 5 Jan to 6 Jan
AU$326
5 Jan - 6 Jan 2026
includes taxes & fees
Located in Van Buren, this vacation home is within a 15-minute drive of Baptist Health-Van Buren and Alma Walking Trail.
Opens in a new windowThe Foster Branch House- Charming 3-BR house in Van Buren, near I-40 & Ft. Smith
Relax at spacious 4 bedroom private lake home in Chaffee Crossing!

Relax at spacious 4 bedroom private lake home in Chaffee Crossing!

Barling AR
With a stay at this vacation home in Barling, you'll be on the waterfront, just a 3-minute walk from McMahan Lake and 6 minutes by foot from Barling City ...
Opens in a new windowRelax at spacious 4 bedroom private lake home in Chaffee Crossing!
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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.

Roland 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 Roland vacation homes are the perfect way for you to wing it.

Holiday houses in Roland 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 Roland 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 Roland adventures, obvs.

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

Roland Holiday Homes essential information

Accommodation
86 Holiday Homes
Lowest Price
AU$118
Highest Price
AU$326
Popular accommodation
The Corner Cottage with Private Fishing Pond, 3-bedroom Mid-Mod home in Fort Smith with King bed, WiFi, The vampire's den, downtown big house, pets ok, Charming 3-bedroom bungalow in delightful Fort Smith with WiFi, AC, StarLab '86 -Downtown Pet Friendly, Mi Casita Cottage in Park Hill Fort Smith, Upscale home with high end furnishings and memory foam king bed. 2 car garage , The Foster Branch House- Charming 3-BR house in Van Buren, near I-40 & Ft. Smith, Relax at spacious 4 bedroom private lake home in Chaffee Crossing!

Top trending hotels in Roland

Cherokee Casino & Hotel Roland

Cherokee Casino & Hotel Roland

3.5 out of 5
109 Cherokee Boulevard Roland OK
The price is AU$140 per night from 28 Dec to 29 Dec
AU$140
28 Dec - 29 Dec
includes taxes & fees
Located in Roland, Cherokee Casino & Hotel Roland is a 1-minute drive from Cherokee Casino Roland and 8 minutes from Bass Reeves Statue.
Opens in a new windowCherokee Casino & Hotel Roland
Walnut Inn Roland

Walnut Inn Roland

2 out of 5
824 South Paw Paw Road Roland OK
Fully refundableReserve now, pay when you stay
The price is AU$118 per night from 4 Jan to 5 Jan
AU$118
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Roland, Walnut Inn Roland is in a rural location, a 1-minute drive from Cherokee Casino Roland and 8 minutes from Bass Reeves Statue.
Opens in a new windowWalnut Inn Roland
Interstate Inn

Interstate Inn

2.5 out of 5
303 West Ray Fine Blvd Roland OK
Fully refundableReserve now, pay when you stay
The price is AU$126 per night from 28 Dec to 29 Dec
AU$126
28 Dec - 29 Dec
includes taxes & fees
Located in Roland, Interstate Inn is in the business district, a 4-minute drive from Cherokee Casino Roland and 6 minutes from Bass Reeves Statue.
Opens in a new windowInterstate Inn
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The Corner Cottage with Private Fishing Pond

The Corner Cottage with Private Fishing Pond

Roland OK
Located in Roland, this vacation home is in a rural location, within a 15-minute drive of Cherokee Casino Roland and Fort Smith National Historic Site.
Opens in a new windowThe Corner Cottage with Private Fishing Pond
Don't see what you're looking for?
See all available properties in Roland
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.