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Bennington Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Bennington vacation rentals

Terrace/patio

1. 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 AED 446
AED 861 total
includes taxes & fees
23 Aug - 24 Aug
Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!
Outdoor dining

2. 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 AED 545
AED 979 total
includes taxes & fees
20 Aug - 21 Aug
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property
TV

3. 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 AED 264
AED 667 total
includes taxes & fees
31 Aug - 1 Sep
10 min to Casino, brand new 2b/1b single home 2025
TV

4. 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.
10 min to Casino, 2b/1b cozy new home in 2025
Terrace/patio

5. 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 AED 716
AED 1,073 total
includes taxes & fees
20 Aug - 21 Aug
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
Interior

6. 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 AED 918
AED 1,304 total
includes taxes & fees
13 Sep - 14 Sep
The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino
Smart TV

7. 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 AED 463
AED 685 total
includes taxes & fees
17 Sep - 18 Sep
Nana's house
Property grounds

8. Modern Barn Apartment

Modern Barn Apartment
Durant
10.0 out of 10, Exceptional, (143 reviews)
"The host and place was wonderful. We loved the area and it was very peaceful."
United States
Teresa C.
The price is AED 413
AED 715 total
includes taxes & fees
20 Aug - 21 Aug
Modern Barn Apartment
1 bedroom, iron/ironing board, bed sheets

9. 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 AED 257
AED 552 total
includes taxes & fees
20 Aug - 21 Aug
Cozy little cabin in a small town
Exterior

10. The Cool Blue Cabin

The Cool Blue Cabin
Caney
The price is AED 367
AED 679 total
includes taxes & fees
31 Aug - 1 Sep
The Cool Blue Cabin
3 bedrooms, iron/ironing board, WiFi, bed sheets

11. Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino

Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
Durant
9.8 out of 10, Exceptional, (98 reviews)
"We loved our stay! 6 adults and a toddler and we had plenty of room. The property was easy to find, clean and seemed well stocked. We only stayed one night and didn’t cook any meals but it would’ve have been a great place for a longer stay. Nice linens, comfortable bed and the pool was lovely."
United States
Loree
The price is AED 679
AED 1,315 total
includes taxes & fees
23 Aug - 24 Aug
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
Coffee/tea maker, fridge, microwave, oven

12. 3BR●Private Bath Sweets●Game Room●Casino Nearby

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (9 reviews)
The price is AED 592
AED 1,472 total
includes taxes & fees
27 Aug - 28 Aug
3BR●Private Bath Sweets●Game Room●Casino Nearby
Dining

13. 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, (87 reviews)
"Had a great time - very close to the casino."
United States
Chad B.
The price is AED 716
AED 1,374 total
includes taxes & fees
2 Sep - 3 Sep
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
Apartment (2 Bedrooms) | Interior

14. Family/worker Friendly, Bychoctaw,longstaydiscount

Family/worker Friendly, Bychoctaw,longstaydiscount
3.0 star property
Durant
The price is AED 356
AED 612 total
includes taxes & fees
24 Aug - 25 Aug
Family/worker Friendly, Bychoctaw,longstaydiscount
2 bedrooms, WiFi

15. A+ for workers/family,byChoctaw,LongStayDiscount

A+ for workers/family,byChoctaw,LongStayDiscount
Durant
9.0 out of 10, Wonderful, (12 reviews)
"Clean. Good communication "
United States
Sarah D.
The price is AED 280
AED 523 total
includes taxes & fees
23 Aug - 24 Aug
A+ for workers/family,byChoctaw,LongStayDiscount
2 bedrooms, iron/ironing board, WiFi, bed sheets

16. Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw

Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw
Durant
8.8 out of 10, Excellent, (15 reviews)
"Quiet, easy to find neighborhood. Communication was hard to get from host but over-all good place. Would stay again"
United States
Dylan M.
The price is AED 284
AED 723 total
includes taxes & fees
26 Aug - 27 Aug
Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw
Dining

17. 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 AED 735
AED 994 total
includes taxes & fees
20 Aug - 21 Aug
Wood Cabin in the wilderness at Bonham, Texas
Living area

18. Fun&Fabulous 3BR Near Choctaw Casino & Lake Texoma

Fun&Fabulous 3BR Near Choctaw Casino & Lake Texoma
Calera
10.0 out of 10, Exceptional, (1 review)
"May need to bring your own towel if you have a preference for larger or thicker towels. But all and all everything was very nice and quiet!"
United States
Whitney W.
The price is AED 359
AED 665 total
includes taxes & fees
26 Aug - 27 Aug
Fun&Fabulous 3BR Near Choctaw Casino & Lake Texoma
Exterior

19. 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, (23 reviews)
"Very cute place and comfy beds. "
United States
Tawnya R.
The price is AED 591
AED 764 total
includes taxes & fees
15 Sep - 16 Sep
Cute and cozy cottage in Atoka, home of Reba’s Place.
1 bedroom, iron/ironing board, WiFi (free), bed sheets

20. NEW Bloom Cottage-Cozy Country Retreat

NEW Bloom Cottage-Cozy Country Retreat
Arthur City
10.0 out of 10, Exceptional, (3 reviews)
"This is a very clean and new small cabin near the lake. The location is easy to find and communication with the host is prompt and helpful. "
United States
Scott B.
The price is AED 441
AED 816 total
includes taxes & fees
24 Aug - 25 Aug
NEW Bloom Cottage-Cozy Country Retreat
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

Brick Street Hotel

Brick Street Hotel

10/10 Excellent
"Easy parking & nice location"
Lashaunda 1-night trip
Posted 3 hours ago
Brick Street Hotel

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?

Modern Barn Apartment : Visitors like this Bennington vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Bennington?

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

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.