Bennington Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Bennington holiday 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 HK$1,057
HK$1,907 total
includes taxes & fees
27 Apr - 28 Apr
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, (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 HK$1,214
HK$2,111 total
includes taxes & fees
28 Apr - 29 Apr
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, (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 HK$797
HK$1,651 total
includes taxes & fees
27 Apr - 28 Apr
10 min to Casino, 2b/1b cozy new home in 2025
TV

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 HK$832
HK$1,688 total
includes taxes & fees
27 Apr - 28 Apr
10 min to Casino, brand new 2b/1b single home 2025
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)
"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 HK$1,567
HK$2,056 total
includes taxes & fees
26 Apr - 27 Apr
Wood Cabin in the wilderness at Bonham, Texas
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 HK$1,245
HK$1,595 total
includes taxes & fees
26 Apr - 27 Apr
Cute and cozy cottage in Atoka, home of Reba’s Place.
Smart TV

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 HK$1,958
HK$3,440 total
includes taxes & fees
2 May - 3 May
Viewpoint at Bois D'arc Lake
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, (6 reviews)
"This was a great stop for us, half way on our drive from Mo to TX! "
United States
Christie G.
The price is HK$1,136
HK$1,559 total
includes taxes & fees
25 Apr - 26 Apr
Delightful 3-bedroom house with AC in Atoka
Dining

NEW Bloom Cottage-Cozy Country Retreat

NEW Bloom Cottage-Cozy Country Retreat
Arthur City
10.0 out of 10, Exceptional, (2 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 HK$846
HK$1,601 total
includes taxes & fees
5 May - 6 May
NEW Bloom Cottage-Cozy Country Retreat
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 HK$1,527
HK$2,219 total
includes taxes & fees
26 Apr - 27 Apr
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
Property grounds

Modern Barn Apartment

Modern Barn Apartment
Durant
10.0 out of 10, Exceptional, (133 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 HK$881
HK$1,493 total
includes taxes & fees
26 Apr - 27 Apr
Modern Barn Apartment
Fridge, microwave, oven, stovetop

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.
The price is HK$979
HK$1,758 total
includes taxes & fees
11 May - 12 May
Sunsets in Brookston
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 HK$1,449
HK$2,887 total
includes taxes & fees
28 Apr - 29 Apr
The Homestead-Vintage Charm near Pat Mayse Lake
Interior

Cozy&quiet,longstaydiscount, A+location, Bychoctaw

Cozy&quiet,longstaydiscount, A+location, Bychoctaw
3.0 star property
Durant
The price is HK$675
HK$1,209 total
includes taxes & fees
29 Apr - 30 Apr
Cozy&quiet,longstaydiscount, A+location, Bychoctaw
3 bedrooms, iron/ironing board, WiFi, bed sheets

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, (95 reviews)
"Great place - great location - very clean! "
United States
laura r.
The price is HK$1,567
HK$2,938 total
includes taxes & fees
5 May - 6 May
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
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, (56 reviews)
"Property is as advertised. Its a great place to stay"
United States
Mathew J.
The price is HK$1,958
HK$2,773 total
includes taxes & fees
28 Apr - 29 Apr
The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino
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 HK$548
HK$1,176 total
includes taxes & fees
26 Apr - 27 Apr
Cozy little cabin in a small town
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)
"Comfortable, well designed spaces. Location is very convenient to Choctaw. I would happily stay here again. "
United States
joann p.
The price is HK$1,371
HK$2,736 total
includes taxes & fees
26 Apr - 27 Apr
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
Interior

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

Country Seclusion ... Peaceful, quite with backyard firepit,
Caddo
The price is HK$901
HK$2,195 total
includes taxes & fees
23 May - 24 May
Country Seclusion ... Peaceful, quite with backyard firepit,
Living area

Pet Paradise on Main: Fenced Yard Included!

Pet Paradise on Main: Fenced Yard Included!
Calera
9.8 out of 10, Exceptional, (6 reviews)
"We needed a place to stay near Durant for an annual conference. The house was perfect and allowed us to feel at home while traveling. "
United States
Jamie W.
The price is HK$750
HK$4,523 total
includes taxes & fees
1 May - 2 May
Pet Paradise on Main: Fenced Yard Included!
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
"Very clean and welcoming. Grounds could use some work. (Mowing/weeding). Otherwise a very pleasant overnight stay."
Mary 1-night trip
Posted 12 hours ago
La Quinta Inn & Suites by Wyndham Durant

Find out more about Bennington

Search for holiday rentals in Bennington on Expedia! You can easily find your home rentals, villas, holiday apartments in Bennington using one of the methods below:

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Look no further and take a look at our great range of rental properties in Bennington!

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?

Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino: This holiday home rental outside of Bennington offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

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 College View Shopping Center.

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.