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Bennington Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Bennington vacation rentals

A wooden deck with two wicker chairs and a small table, a potted plant with yellow flowers, and a door with a keypad lock.

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, (10 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 857 total
includes taxes & fees
6 Oct - 7 Oct
Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!
An outdoor deck with a table and chairs, surrounded by trees.

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, (5 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 976 total
includes taxes & fees
6 Oct - 7 Oct
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property
A cozy room with wooden walls, a bed with a gray bedspread, and a small table with a clock.

3. Cozy little cabin in a small town

Cozy little cabin in a small town
Caney
10.0 out of 10, Exceptional, (5 reviews)
"We loved it and will come back"
United States
Kassie K.
The price is AED 257
AED 552 total
includes taxes & fees
6 Oct - 7 Oct
Cozy little cabin in a small town
A small cabin with a porch, two blue chairs, a Christmas sign, and a door with a star decoration.

4. The Cool Blue Cabin

The Cool Blue Cabin
Caney
The price is AED 367
AED 679 total
includes taxes & fees
6 Oct - 7 Oct
The Cool Blue Cabin
A living room with a brown leather sofa, a brown recliner, a television on a stand, a dining table with chairs, and a window with curtains.

5. Nana's house

Nana's house
Caddo
10.0 out of 10, Exceptional, (8 reviews)
"Great location and quiet comfortable stay"
United States
Russell C.
The price is AED 444
AED 658 total
includes taxes & fees
7 Oct - 8 Oct
Nana's house
A bathroom with a rustic wooden sink, a mirror with a woven frame, and a window with a view of the outside.

6. Camping in comfort in the woods of North Texas

Camping in comfort in the woods of North Texas
Honey Grove
The price is AED 279
AED 376 total
includes taxes & fees
11 Oct - 12 Oct
Camping in comfort in the woods of North Texas
A wooden cabin with a green roof, a porch with a railing, and two metal chairs in front.

7. 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 1,062 total
includes taxes & fees
6 Oct - 7 Oct
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
An outdoor seating area with wicker chairs, a round table, and a floral-patterned rug.

8. Reconnect with nature at this unforgettable escape.

Reconnect with nature at this unforgettable escape.
Honey Grove
The price is AED 367
AED 713 total
includes taxes & fees
11 Oct - 12 Oct
Reconnect with nature at this unforgettable escape.
A cozy wooden cabin room with a bed, a TV, a bench, and a TV stand.

9. NEW Bloom Cottage-Cozy Country Retreat

NEW Bloom Cottage-Cozy Country Retreat
Arthur City
10.0 out of 10, Exceptional, (4 reviews)
"We had a blast! The cottage was amazing and everything you could ask for!"
United States
Megan M.
The price is AED 415
AED 778 total
includes taxes & fees
13 Oct - 14 Oct
NEW Bloom Cottage-Cozy Country Retreat
A modern, well-lit room with a large bed, a desk, and a dining area.

10. 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 349
AED 763 total
includes taxes & fees
3 Nov - 4 Nov
10 min to Casino, brand new 2b/1b single home 2025
A kitchen with white cabinets, stainless steel appliances, a microwave, a stove, and a sink.

11. 3BR●Private Bath Sweets●Game Room●Casino Nearby

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (13 reviews)
"Host was very helpful and considerate with our stay. It’s a corner house with some traffic. Host has provided fan boxes per room to help eliminate the traffic noise which was great. There is no dishwasher but host provides what is needed to wash dishes. There is no cleaning supplies to clean in between but host assured housekeeping would take care of it. I just like to have those options and keep a tidy home. Host also has a mixer, blender, toaster, pans for the oven, some glass containers with...
United States
Julissa H.
The price is AED 446
AED 1,269 total
includes taxes & fees
6 Oct - 7 Oct
3BR●Private Bath Sweets●Game Room●Casino Nearby
A kitchen with white cabinets, a granite countertop, stainless steel appliances, and a window with blinds.

12. 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, (12 reviews)
"Pet friendly, clean and had what we needed "
United States
Michele C.
10 min to Casino, 2b/1b cozy new home in 2025
A two-story house with a stone-paved front porch, white railings, and a small garden area.

13. 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 562
AED 726 total
includes taxes & fees
7 Oct - 8 Oct
Cute and cozy cottage in Atoka, home of Reba’s Place.
A yellow bedside table with a small potted plant and a framed sign that says "BEE happy".

14. 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, (6 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 AED 463
AED 601 total
includes taxes & fees
7 Oct - 8 Oct
3-bedroom house in marvelous Calera with WiFi, AC
A compact kitchen with a built-in TV, wooden cabinets, and a visible clock.

15. Cozy Camper for Work Travelers & Families

Cozy Camper for Work Travelers & Families
Paris
The price is AED 377
AED 473 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Camper for Work Travelers & Families
A bedroom with a large bed, two bedside lamps, and a decorative headboard.

16. 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, (100 reviews)
"We love staying here - very clean; close to the casino; swimming pool; lots of space."
United States
laura r.
The price is AED 680
AED 1,341 total
includes taxes & fees
13 Oct - 14 Oct
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
A covered outdoor seating area with a table and chairs, a small table with a vase of flowers, and a covered RV in the background.

17. Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas

Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas
Honey Grove
The price is AED 670
AED 821 total
includes taxes & fees
6 Oct - 7 Oct
Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas
A rustic wooden interior with a dining table, chairs, a fireplace, and a kitchen area.

18. Wood Cabin in the wilderness at Bonham, Texas

Wood Cabin in the wilderness at Bonham, Texas
Bonham
9.2 out of 10, Wonderful, (16 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 983 total
includes taxes & fees
6 Oct - 7 Oct
Wood Cabin in the wilderness at Bonham, Texas
A spacious kitchen with wooden cabinets, a granite countertop, and a dining area with a long table and chairs.

19. 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 735
AED 1,425 total
includes taxes & fees
6 Oct - 7 Oct
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
Outdoor dining

20. The Homestead-Vintage Charm near Pat Mayse Lake

The Homestead-Vintage Charm near Pat Mayse Lake
Arthur City
10.0 out of 10, Exceptional, (4 reviews)
"The home was tastefully decorated and so inviting! The beds were comfortable, and it was lovely to have plenty of coffee pods, lots of towels, and extra throw blankets to relax in. Overall a very nice stay and would come back in a heartbeat!"
Canada
Jonathan T.
The price is AED 551
AED 1,210 total
includes taxes & fees
18 Oct - 19 Oct
The Homestead-Vintage Charm near Pat Mayse Lake
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

La Quinta Inn & Suites by Wyndham Durant

La Quinta Inn & Suites by Wyndham Durant

10/10 Excellent
"The rooms were clean and comfortable"
Patti 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Durant

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?

Spacious 4-bedroom house in Durant: Visitors like this Bennington vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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 Boswell State Park and First Baptist Church of Durant.

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.