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Bennington Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

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 AED 446
AED 846 total
includes taxes & fees
6 Jul - 7 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, (3 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 969 total
includes taxes & fees
7 Jul - 8 Jul
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property
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, (8 reviews)
"The house and location were both amazing! Super convenient and a quiet neighborhood. Would definitely stay again!"
United States
Kate F.
10 min to Casino, 2b/1b cozy new home in 2025
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 AED 584
AED 759 total
includes taxes & fees
23 Jul - 24 Jul
Cute and cozy cottage in Atoka, home of Reba’s Place.
Property grounds

Modern Barn Apartment

Modern Barn Apartment
Durant
10.0 out of 10, Exceptional, (139 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
5 Jul - 6 Jul
Modern Barn Apartment
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 AED 716
AED 1,062 total
includes taxes & fees
5 Jul - 6 Jul
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
Dining

Wood Cabin in the wilderness at Bonham, Texas

Wood Cabin in the wilderness at Bonham, Texas
Bonham
9.0 out of 10, Wonderful, (12 reviews)
"Very nice secluded place for a great little get-away. Really comfortable beds in both bedrooms. Host was very nice and easy to work with."
United States
Brenda R.
The price is AED 735
AED 983 total
includes taxes & fees
12 Jul - 13 Jul
Wood Cabin in the wilderness at Bonham, Texas
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 AED 918
AED 1,293 total
includes taxes & fees
14 Jul - 15 Jul
The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 801 total
includes taxes & fees
28 Jul - 29 Jul
NEW Bloom Cottage-Cozy Country Retreat
Fridge, microwave, oven, stovetop

Delightful 3-bedroom house with AC in Atoka

Delightful 3-bedroom house with AC in Atoka
Atoka
9.8 out of 10, Exceptional, (7 reviews)
"This was a great stop for us, half way on our drive from Mo to TX! "
United States
Christie G.
The price is AED 533
AED 742 total
includes taxes & fees
17 Jul - 18 Jul
Delightful 3-bedroom house with AC in Atoka
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 AED 569
AED 723 total
includes taxes & fees
5 Jul - 6 Jul
3-bedroom house in marvelous Calera with WiFi, AC
Smart TV

Viewpoint at Bois D'arc Lake

Viewpoint at Bois D'arc Lake
Dodd City
10.0 out of 10, Exceptional, (18 reviews)
"very nice dwelling"
United States
Mary R.
The price is AED 551
AED 1,180 total
includes taxes & fees
5 Jul - 6 Jul
Viewpoint at Bois D'arc Lake
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 AED 790
AED 1,502 total
includes taxes & fees
14 Jul - 15 Jul
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
Fridge, microwave, oven, stovetop

The Homestead-Vintage Charm near Pat Mayse Lake

The Homestead-Vintage Charm near Pat Mayse Lake
Arthur City
10.0 out of 10, Exceptional, (3 reviews)
"We had a mother daughters weekend. My mom is 95 and all 5 of her daughters made it for the weekend. The location was perfect. Quiet, private and beautiful home. Everything you could possibly need for cooking and dining. Just a positive stay."
United States
Mark H.
The price is AED 716
AED 1,371 total
includes taxes & fees
29 Jul - 30 Jul
The Homestead-Vintage Charm near Pat Mayse Lake
Fridge, microwave, oven, stovetop

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

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful home with so much personality! It was in pristine shape, the decor was so well planned. Everything you need was provided for a comfortable and relaxing stay! The bathroom in every room was above and beyond! We are spreading the word about this best kept secret and we will be back!"
United States
Paulette C.
The price is AED 514
AED 1,336 total
includes taxes & fees
3 Aug - 4 Aug
3BR●Private Bath Sweets●Game Room●Casino Nearby
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in Durant

Spacious 4-bedroom house in Durant
Durant
10.0 out of 10, Exceptional, (14 reviews)
"The property was super nice, lots of space, and a great location. Super affordable for a larger group."
United States
Steven G.
The price is AED 645
AED 1,279 total
includes taxes & fees
5 Jul - 6 Jul
Spacious 4-bedroom house in Durant
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 AED 272
AED 514 total
includes taxes & fees
5 Jul - 6 Jul
A+ for workers/family,byChoctaw,LongStayDiscount
Apartment (2 Bedrooms) | Interior

Cozy&quiet,longstaydiscount, A+location, Bychoctaw

Cozy&quiet,longstaydiscount, A+location, Bychoctaw
3.0 star property
Durant
The price is AED 376
AED 927 total
includes taxes & fees
7 Jul - 8 Jul
Cozy&quiet,longstaydiscount, A+location, Bychoctaw
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 AED 257
AED 552 total
includes taxes & fees
5 Jul - 6 Jul
Cozy little cabin in a small town
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

Choctaw Casino & Resort Durant, a Wyndham Grand Hotel

Choctaw Casino & Resort Durant, a Wyndham Grand Hotel

10/10 Excellent
"It was great"
Francisco 1-night trip
Posted 5 hours ago
Choctaw Casino & Resort Durant, a Wyndham Grand 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?

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, Southeastern Oklahoma State University, and Durant Country Club. In the larger area, you’ll find Bloomer Sullivan Arena and Three Valley Museum.

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.