Holiday Rentals in Bennington

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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 €214
includes taxes & fees
20 Apr - 21 Apr
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 €235
includes taxes & fees
21 Apr - 22 Apr
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property

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, (7 reviews)
"The house and location were both amazing! Super convenient and a quiet neighborhood. Would definitely stay again!"
United States
Kate F.
The price is €156
includes taxes & fees
21 Apr - 22 Apr
10 min to Casino, 2b/1b cozy new home in 2025

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, (4 reviews)
"Wonderful stay, had all the amenities we needed! "
United States
Burton B.
The price is €159
includes taxes & fees
19 May - 20 May
10 min to Casino, brand new 2b/1b single home 2025

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 €177
includes taxes & fees
19 Apr - 20 Apr
Cute and cozy cottage in Atoka, home of Reba’s Place.

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)
"Host communication was excellent. The place is charming and had everything we needed to be comfortable and prepare meals at home. Nice patio in the back and very private."
United States
Michelle M.
The price is €228
includes taxes & fees
22 Apr - 23 Apr
Wood Cabin in the wilderness at Bonham, Texas

Sunsets in Brookston

Sunsets in Brookston
Brookston
9.8 out of 10, Exceptional, (7 reviews)
"Nice place to stay would definitely come back "
United States
Chad A.
Sunsets in Brookston

Viewpoint at Bois D'arc Lake

Viewpoint at Bois D'arc Lake
Dodd City
10.0 out of 10, Exceptional, (17 reviews)
"The house was perfect for our stay at lake Bois d arc. The host was exceptional with needs and communication for checking in and out. We will definitely be staying again."
United States
Greg B.
The price is €374
includes taxes & fees
2 May - 3 May
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, (5 reviews)
"This was a great stop for us, half way on our drive from Mo to TX! "
United States
Christie G.
The price is €173
includes taxes & fees
21 Apr - 22 Apr
Delightful 3-bedroom house with AC in Atoka

Modern Barn Apartment

Modern Barn Apartment
Durant
10.0 out of 10, Exceptional, (132 reviews)
"We loved our stay here! This is the perfect home away from home stay, the owners are kind, welcoming and very pet friendly. We will definitely stay again! "
United States
Michelle B.
The price is €167
includes taxes & fees
19 Apr - 20 Apr
Modern Barn Apartment

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, (55 reviews)
"Property is as advertised. Its a great place to stay"
United States
Mathew J.
The price is €295
includes taxes & fees
22 Apr - 23 Apr
The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino

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 €250
includes taxes & fees
20 Apr - 21 Apr
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK

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, (94 reviews)
"Great place - great location - very clean! "
United States
laura r.
The price is €324
includes taxes & fees
29 Apr - 30 Apr
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino

The Homestead-Vintage Charm near Pat Mayse Lake

The Homestead-Vintage Charm near Pat Mayse Lake
Arthur City
10.0 out of 10, Exceptional, (2 reviews)
"Yes, games, puzzles, fishing in the pond."
United States
Deb C.
The price is €312
includes taxes & fees
19 Apr - 20 Apr
The Homestead-Vintage Charm near Pat Mayse Lake

NEW Bloom Cottage-Cozy Country Retreat

NEW Bloom Cottage-Cozy Country Retreat
Arthur City
10.0 out of 10, Exceptional, (1 review)
"We loved it. It was great"
United States
Quan
The price is €179
includes taxes & fees
19 Apr - 20 Apr
NEW Bloom Cottage-Cozy Country Retreat

Spacious 4-bedroom house in Durant

Spacious 4-bedroom house in Durant
Durant
10.0 out of 10, Exceptional, (9 reviews)
"House was great! Clean and comfy beds and great location. Would definitely stay here again. Thank you "
United States
Julie H.
The price is €285
includes taxes & fees
19 Apr - 20 Apr
Spacious 4-bedroom house in Durant

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)
"Comfortable, well designed spaces. Location is very convenient to Choctaw. I would happily stay here again. "
United States
joann p.
The price is €293
includes taxes & fees
20 Apr - 21 Apr
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino

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 €132
includes taxes & fees
19 Apr - 20 Apr
Cozy little cabin in a small town

Country Seclusion ... Peaceful, quite with backyard firepit,

Country Seclusion ... Peaceful, quite with backyard firepit,
Caddo
The price is €241
includes taxes & fees
19 Apr - 20 Apr
Country Seclusion ... Peaceful, quite with backyard firepit,

Family/worker Friendly, Bychoctaw,longstaydiscount

Family/worker Friendly, Bychoctaw,longstaydiscount
3.0 star property
Durant
The price is €130
includes taxes & fees
26 Apr - 27 Apr
Family/worker Friendly, Bychoctaw,longstaydiscount
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, apart-hotels, 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 €90 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?

**Magnolia Cottage** Sleeps 6. Minutes to Casino, Concerts, Lake, College: This holiday home rental outside of Bennington offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 wider area, you’ll find Boswell State Park and Three Valley Museum.

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.