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Bennington Vacation Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Bennington vacation rentals

Terrace/patio

Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!

Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!
Bennington
10.0 out of 10, Exceptional, (9 reviews)
"Had a mom’s getaway weekend and this was perfect! Quiet and serene. Would definitely book again! "
United States
Ashleigh S.
The price is SAR 456
SAR 868 total
includes taxes & fees
25 Jul - 26 Jul
Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!
Outdoor dining

Riverside Rest - 27 miles from Durant - King Bed- horse lot on property

Riverside Rest - 27 miles from Durant - King Bed- horse lot on property
Bennington
10.0 out of 10, Exceptional, (4 reviews)
"This is one of the best places to stay for a weekend getaway with the creek flowing behind the home and the deck is awesome with all the night lighting "
United States
Vamshi V.
The price is SAR 557
SAR 990 total
includes taxes & fees
26 Jul - 27 Jul
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property
TV

10 min to Casino, brand new 2b/1b single home 2025

10 min to Casino, brand new 2b/1b single home 2025
Durant
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful stay, had all the amenities we needed! "
United States
Burton B.
The price is SAR 282
SAR 686 total
includes taxes & fees
17 Aug - 18 Aug
10 min to Casino, brand new 2b/1b single home 2025
TV

10 min to Casino, 2b/1b cozy new home in 2025

10 min to Casino, 2b/1b cozy new home in 2025
Durant
10.0 out of 10, Exceptional, (10 reviews)
"Pet friendly, clean and had what we needed "
United States
Michele C.
The price is SAR 338
SAR 753 total
includes taxes & fees
29 Jul - 30 Jul
10 min to Casino, 2b/1b cozy new home in 2025
Interior

The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino

The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino
Bokchito
10.0 out of 10, Exceptional, (57 reviews)
"Darla was so sweet, the place was beautiful, clean, and so peaceful! Highly recommend!"
United States
Jonathon T.
The price is SAR 938
SAR 1,329 total
includes taxes & fees
30 Jul - 31 Jul
The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino
Terrace/patio

Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK

Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
Bokchito
9.6 out of 10, Exceptional, (16 reviews)
"My husband is a FedEx exec that needed some time away from computer time and just some relaxation and family time and I hat was just what we got!!! Amazing to be out of the city. See real stars and roast s’mores and weeinies!!!!"
United States
Amy S.
The price is SAR 732
SAR 1,086 total
includes taxes & fees
6 Aug - 7 Aug
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
Property grounds

Modern Barn Apartment

Modern Barn Apartment
Durant
10.0 out of 10, Exceptional, (141 reviews)
"The host and place was wonderful. We loved the area and it was very peaceful."
United States
Teresa C.
The price is SAR 422
SAR 731 total
includes taxes & fees
25 Jul - 26 Jul
Modern Barn Apartment
1 bedroom, iron/ironing board, bed sheets

Cozy little cabin in a small town

Cozy little cabin in a small town
Caney
10.0 out of 10, Exceptional, (5 reviews)
"It was a really great place to stay perfect for the two of us. Definitely the best sleep I’ve had in a long time. Will definitely stay again if we’re back in the area."
United States
Lauren P.
The price is SAR 263
SAR 564 total
includes taxes & fees
24 Jul - 25 Jul
Cozy little cabin in a small town
Smart TV

Nana's house

Nana's house
Caddo
10.0 out of 10, Exceptional, (6 reviews)
"Great location and quiet comfortable stay"
United States
Russell C.
The price is SAR 432
SAR 649 total
includes taxes & fees
22 Aug - 23 Aug
Nana's house
Exterior

The Cool Blue Cabin

The Cool Blue Cabin
Caney
The price is SAR 375
SAR 694 total
includes taxes & fees
24 Jul - 25 Jul
The Cool Blue Cabin
2 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw

Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw
Durant
8.8 out of 10, Excellent, (15 reviews)
"Great stay! Place was clean and comfy. "
United States
Traci C.
The price is SAR 290
SAR 727 total
includes taxes & fees
16 Aug - 17 Aug
Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw
Exterior

Cute and cozy cottage in Atoka, home of Reba’s Place.

Cute and cozy cottage in Atoka, home of Reba’s Place.
Atoka
10.0 out of 10, Exceptional, (22 reviews)
"Very cute place and comfy beds. "
United States
Tawnya R.
The price is SAR 597
SAR 776 total
includes taxes & fees
25 Jul - 26 Jul
Cute and cozy cottage in Atoka, home of Reba’s Place.
Coffee/tea maker, fridge, microwave, oven

3BR●Private Bath Sweets●Game Room●Casino Nearby

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (4 reviews)
"Very comfy and cozy place! Will for sure be back! Tons of room for us all. Owners were always responding back in a timely manner for anything needed."
United States
Kali R.
The price is SAR 574
SAR 1,447 total
includes taxes & fees
26 Jul - 27 Jul
3BR●Private Bath Sweets●Game Room●Casino Nearby
Dining

Wood Cabin in the wilderness at Bonham, Texas

Wood Cabin in the wilderness at Bonham, Texas
Bonham
9.2 out of 10, Wonderful, (14 reviews)
"The house is beautiful , quiet . Perfect for a couple or family get away . The house smelled very nice . Showers were cleaned . I really enjoyed my stay ."
United States
Kenya
The price is SAR 751
SAR 1,004 total
includes taxes & fees
30 Jul - 31 Jul
Wood Cabin in the wilderness at Bonham, Texas
Coffee/tea maker, fridge, microwave, oven

Spacious 4-bedroom house in Durant

Spacious 4-bedroom house in Durant
Durant
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place, good price, im really happy with everything!"
United States
Hisidro M.
The price is SAR 659
SAR 1,307 total
includes taxes & fees
26 Jul - 27 Jul
Spacious 4-bedroom house in Durant
Interior

3-bedroom house in marvelous Calera with WiFi, AC

3-bedroom house in marvelous Calera with WiFi, AC
Calera
10.0 out of 10, Exceptional, (4 reviews)
"Check-in was very smooth, and the place was super clean! There were nice personal touches to make our stay comfortable, even though we were only there one night. Would stay again. "
United States
Kassie K.
The price is SAR 582
SAR 738 total
includes taxes & fees
4 Aug - 5 Aug
3-bedroom house in marvelous Calera with WiFi, AC
2 bedrooms, WiFi

A+ for workers/family,byChoctaw,LongStayDiscount

A+ for workers/family,byChoctaw,LongStayDiscount
Durant
9.0 out of 10, Wonderful, (12 reviews)
"Everything worked as it should. Nothing super fancy, but clean and quiet stay."
United States
Amanda B.
The price is SAR 336
SAR 593 total
includes taxes & fees
16 Aug - 17 Aug
A+ for workers/family,byChoctaw,LongStayDiscount
Terrace/patio

Pet Friendly Getaway by ChoctawCasino & LakeTexoma

Pet Friendly Getaway by ChoctawCasino & LakeTexoma
Calera
The price is SAR 323
SAR 920 total
includes taxes & fees
4 Aug - 5 Aug
Pet Friendly Getaway by ChoctawCasino & LakeTexoma
Dining

Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino

Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
Durant
9.2 out of 10, Wonderful, (86 reviews)
"Had a great time - very close to the casino."
United States
Chad B.
The price is SAR 807
SAR 1,528 total
includes taxes & fees
26 Jul - 27 Jul
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
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 Bennington Hotel Reviews

Best Western Halito Inn

Best Western Halito Inn

10/10 Excellent
"Staff were extremely friendly and helpful especially the front desk staff the room was clean and the hot water in the shower was awesome"
William 3-night trip
Posted 7 hours ago
Best Western Halito Inn

Frequently asked questions

Can I find vacation rentals in Bennington?

Yes, we offer vacation rentals near popular sights in Bennington, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Bennington?

3BR●Private Bath Sweets●Game Room●Casino Nearby: Visitors like this Bennington vacation home rental. It offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Bennington?

While exploring the area, visit the sights like Red River, Bloomer Sullivan Arena, and Southeastern Oklahoma State University. In the larger area, you’ll find Three Valley Museum and Henry G Bennett Memorial Library.

What are vacation rentals like in Bennington?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Bennington. Vacation rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.