Lodging Image

Bennington Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

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$953
HK$1,814 total
includes taxes & fees
25 Jul - 26 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, (4 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 HK$1,164
HK$2,067 total
includes taxes & fees
30 Jul - 31 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, (10 reviews)
"Pet friendly, clean and had what we needed "
United States
Michele C.
The price is HK$741
HK$1,625 total
includes taxes & fees
28 Jul - 29 Jul
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, (7 reviews)
"Wonderful stay, had all the amenities we needed! "
United States
Burton B.
The price is HK$627
HK$1,474 total
includes taxes & fees
17 Aug - 18 Aug
10 min to Casino, brand new 2b/1b single home 2025
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 HK$1,960
HK$2,776 total
includes taxes & fees
26 Jul - 27 Jul
The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino
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$1,529
HK$2,260 total
includes taxes & fees
23 Aug - 24 Aug
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, (141 reviews)
"The host and place was wonderful. We loved the area and it was very peaceful."
United States
Teresa C.
The price is HK$882
HK$1,518 total
includes taxes & fees
27 Jul - 28 Jul
Modern Barn Apartment
Smart TV

Nana's house

Nana's house
Caddo
10.0 out of 10, Exceptional, (6 reviews)
"Great location and quiet comfortable stay"
United States
Russell C.
The price is HK$1,059
HK$1,524 total
includes taxes & fees
23 Aug - 24 Aug
Nana's house
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$1,247
HK$1,620 total
includes taxes & fees
28 Jul - 29 Jul
Cute and cozy cottage in Atoka, home of Reba’s Place.
Coffee/tea maker, fridge, microwave, oven

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

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (4 reviews)
"Very comfy and cozy place! Will for sure be back! Tons of room for us all. Owners were always responding back in a timely manner for anything needed."
United States
Kali R.
The price is HK$1,200
HK$3,023 total
includes taxes & fees
26 Jul - 27 Jul
3BR●Private Bath Sweets●Game Room●Casino Nearby
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 HK$1,686
HK$3,183 total
includes taxes & fees
4 Aug - 5 Aug
Durant 4BDR house/56 acres less than a 1/2 mile/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$549
HK$1,178 total
includes taxes & fees
28 Jul - 29 Jul
Cozy little cabin in a small town
Terrace/patio

Nestled between both Bonham Lake and The New Bois D Arc Cozy 2-bedroom cabin

Nestled between both Bonham Lake and The New Bois D Arc Cozy 2-bedroom cabin
Bonham
10.0 out of 10, Exceptional, (1 review)
"Thank you so much, the home was very lovely."
United States
jessica s.
The price is HK$1,960
HK$2,890 total
includes taxes & fees
30 Jul - 31 Jul
Nestled between both Bonham Lake and The New Bois D Arc Cozy 2-bedroom cabin
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, (98 reviews)
"We loved our stay! 6 adults and a toddler and we had plenty of room. The property was easy to find, clean and seemed well stocked. We only stayed one night and didn’t cook any meals but it would’ve have been a great place for a longer stay. Nice linens, comfortable bed and the pool was lovely."
United States
Loree
The price is HK$1,960
HK$3,515 total
includes taxes & fees
10 Aug - 11 Aug
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
Dining

Wood Cabin in the wilderness at Bonham, Texas

Wood Cabin in the wilderness at Bonham, Texas
Bonham
9.2 out of 10, Wonderful, (14 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 HK$1,568
HK$2,113 total
includes taxes & fees
31 Jul - 1 Aug
Wood Cabin in the wilderness at Bonham, Texas
Coffee/tea maker, fridge, microwave, oven

Spacious 4-bedroom house in Durant

Spacious 4-bedroom house in Durant
Durant
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place, good price, im really happy with everything!"
United States
Hisidro M.
The price is HK$1,376
HK$2,731 total
includes taxes & fees
26 Jul - 27 Jul
Spacious 4-bedroom house in Durant
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 HK$1,215
HK$1,558 total
includes taxes & fees
28 Jul - 29 Jul
3-bedroom house in marvelous Calera with WiFi, AC
Coffee/tea maker, fridge, microwave, oven

NEW HOME! Halito House- Casinos, Concerts, and Lake Texoma

NEW HOME! Halito House- Casinos, Concerts, and Lake Texoma
Calera
10.0 out of 10, Exceptional, (1 review)
"Lovely house, gracious host"
United States
gayle t.
The price is HK$1,176
HK$2,641 total
includes taxes & fees
23 Aug - 24 Aug
NEW HOME! Halito House- Casinos, Concerts, and Lake Texoma
Exterior

The Cool Blue Cabin

The Cool Blue Cabin
Caney
The price is HK$784
HK$1,449 total
includes taxes & fees
7 Aug - 8 Aug
The Cool Blue Cabin
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington Hotel Reviews

Best Western Markita Inn

Best Western Markita Inn

10/10 Excellent
"Room was clean. Layout of hotel little different. "
Regina 1-night trip
Posted 1 hour ago
Best Western Markita Inn

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:

  • View our selection of featured holiday rentals in Bennington
  • Use the map to find apartments and other holiday homes in the Bennington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bennington while they last

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?

3BR●Private Bath Sweets●Game Room●Casino Nearby: This holiday home rental outside of Bennington offers a garden, 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 fridge, a stovetop and a microwave, 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 Three Valley Museum and Henry G Bennett Memorial Library.

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.