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Bennington Holiday Rentals

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Our top choices for Bennington holiday rentals

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 NZ$410
includes taxes & fees
12 Jan - 13 Jan
Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!

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, (2 reviews)
"Riverside Rest exceeded all expectations. Misty was wonderful—always quick to respond and genuinely focused on ensuring we had everything we needed. The deck over the beautiful Blue River and the cozy fire pit were highlights of our stay. The cabin had so much charm and character. Whenever I return to Oklahoma, this will be my go-to place!"
United States
Rosemary H.
The price is NZ$472
includes taxes & fees
12 Jan - 13 Jan
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property

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

10 min to Casino, brand new 2b/1b single home 2025
2.0 star property
Durant
10.0 out of 10, Exceptional, (2 reviews)
"Pet friendly. Area has new construction continuing. "
United States
Michael V.
The price is NZ$383
includes taxes & fees
1 Feb - 2 Feb
10 min to Casino, brand new 2b/1b single home 2025

Cozy little cabin in a small town

Cozy little cabin in a small town
Caney
10.0 out of 10, Exceptional, (5 reviews)
"Very peacful stay, and close to bigger cities for conviences. The cabin was very cozy amd clean and the owner was very professional and communicated very well. Would definitely stay here again. The title of the listing says it all!!! And do not forget to try the catfish dinner or breakfast at the feed bin you will not regret it!!!"
United States
Jennifer j.
The price is NZ$262
includes taxes & fees
12 Jan - 13 Jan
Cozy little cabin in a small town

Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw

Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw
Durant
9.0 out of 10, Wonderful, (12 reviews)
"Great stay! Place was clean and comfy. "
United States
Traci C.
The price is NZ$324
includes taxes & fees
1 Feb - 2 Feb
Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw

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, (21 reviews)
"The property was very clean and furnished nicely. We will stay there again."
United States
Scott S.
The price is NZ$355
includes taxes & fees
12 Jan - 13 Jan
Cute and cozy cottage in Atoka, home of Reba’s Place.

Modern Barn Apartment

Modern Barn Apartment
Durant
10.0 out of 10, Exceptional, (127 reviews)
"Very quiet and relaxing stay. The space was clean, comfortable and well-appointed."
United States
Craig F.
The price is NZ$334
includes taxes & fees
12 Jan - 13 Jan
Modern Barn Apartment

A+ for workers/family,byChoctaw,LongStayDiscount

A+ for workers/family,byChoctaw,LongStayDiscount
Durant
8.8 out of 10, Excellent, (8 reviews)
"Convenient and clean! "
United States
Amy B.
The price is NZ$226
includes taxes & fees
1 Feb - 2 Feb
A+ for workers/family,byChoctaw,LongStayDiscount

Family/worker friendly, byChoctaw,LongStayDiscount

Family/worker friendly, byChoctaw,LongStayDiscount
Durant
7.8 out of 10, Good, (10 reviews)
"Great location. Just down the street to groceries, shops, restaurants. Easy short drive to Choctaw Casinos. Very quiet neighborhood. Will definitely keep you save as a place to stay in Durant. "
United States
Randy T.
Family/worker friendly, byChoctaw,LongStayDiscount

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

10 min to Casino, 2b/1b cozy new home in 2025
2.0 star property
Durant
The price is NZ$387
includes taxes & fees
2 Feb - 3 Feb
10 min to Casino, 2b/1b cozy new home in 2025

Wood Cabin in the wilderness at Bonham, Texas

Wood Cabin in the wilderness at Bonham, Texas
Bonham
9.6 out of 10, Exceptional, (11 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 NZ$465
includes taxes & fees
12 Jan - 13 Jan
Wood Cabin in the wilderness at Bonham, Texas

Sunsets in Brookston

Sunsets in Brookston
Brookston
9.8 out of 10, Exceptional, (6 reviews)
"Nice place to stay would definitely come back "
United States
Chad A.
The price is NZ$393
includes taxes & fees
13 Jan - 14 Jan
Sunsets in Brookston

Nana's house

Nana's house
2.0 star property
Caddo
10.0 out of 10, Exceptional, (2 reviews)
"House was very cozy and well stocked! Bedding and towels were very good quality, we had an amazing stay! "
United States
Mattlyn C.
The price is NZ$267
includes taxes & fees
12 Jan - 13 Jan
Nana's house

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, (1 review)
"Excellent location to nearby entertainment. Wonderful and caring communication from owner throughout the entire process. House was clean upon arrival with check-in and check-out procedures clearly communicated and without any issues. Thank you!"
United States
Christopher S.
The price is NZ$244
includes taxes & fees
18 Jan - 19 Jan
3-bedroom house in marvelous Calera with WiFi, AC

The Beehive Room: Sweet Country Living with fast city WiFi, Beauty, and Peace.

The Beehive Room: Sweet Country Living with fast city WiFi, Beauty, and Peace.
2.0 star property
Honey Grove
10.0 out of 10, Exceptional, (4 reviews)
"Very nice updated property. Had everything we needed. Great place to stay if you are fishing at the lake nearby. "
United States
guy d.
The price is NZ$310
includes taxes & fees
14 Jan - 15 Jan
The Beehive Room: Sweet Country Living with fast city WiFi, Beauty, and Peace.

Viewpoint at Bois D'arc Lake

Viewpoint at Bois D'arc Lake
Dodd City
10.0 out of 10, Exceptional, (13 reviews)
"Loved the house and the host was awesome! "
United States
Patty T.
The price is NZ$548
includes taxes & fees
12 Jan - 13 Jan
Viewpoint at Bois D'arc Lake

Delightful 3-bedroom house with AC in Atoka

Delightful 3-bedroom house with AC in Atoka
Atoka
9.6 out of 10, Exceptional, (4 reviews)
"This was a great stop for us, half way on our drive from Mo to TX! "
United States
Christie G.
The price is NZ$298
includes taxes & fees
12 Jan - 13 Jan
Delightful 3-bedroom house with AC in Atoka

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, (92 reviews)
"Great place to stay!!"
United States
Sarah B.
The price is NZ$787
includes taxes & fees
12 Jan - 13 Jan
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino

Adorable Rustic Getaway -Country Charm Awaits!

Adorable Rustic Getaway -Country Charm Awaits!
2.0 star property
Ravenna
The price is NZ$489
includes taxes & fees
9 Feb - 10 Feb
Adorable Rustic Getaway -Country Charm Awaits!

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, (84 reviews)
"Nice home. Very close to casino. This is the 2nd time we’ve stayed here to attend a concert at Choctaw. Will definitely stay again."
United States
Juliet H.
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

Find out more about Bennington

Everything you need to know about Bennington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bennington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bennington holiday rentals we have selected for you start as low as NZ$226 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bennington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Bennington?

Yes, there are holiday rentals close to the most popular sights in Bennington, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bennington has to offer?

Riverside Rest - 27 miles from Durant - King Bed- horse lot on property : This highly rated holiday home rental in Bennington is located on a river, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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 wider area, you’ll find Bloomer Sullivan Arena and Durant Country Club.

What are holiday rentals like in Bennington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bennington. Holiday rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.