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Search Holiday Homes in Bennington

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Bennington holiday homes

A wooden deck with two wicker chairs and a small table, a potted plant with yellow flowers, and a door with a keypad lock.

1. 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, (10 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 £177
includes taxes & fees
16 Oct - 17 Oct
Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!
An outdoor deck with a table and chairs, surrounded by trees.

2. 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, (5 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 £202
includes taxes & fees
16 Oct - 17 Oct
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property
A building with a red door, a hanging wreath, and two rocking chairs on the porch.

3. Modern Barn Apartment

Modern Barn Apartment
Durant
10.0 out of 10, Exceptional, (147 reviews)
"This is a lovely property with lovely hosts. You will be well taken care of during your stay."
United States
Christina C.
The price is £150
includes taxes & fees
14 Oct - 15 Oct
Modern Barn Apartment
A living room with a brown leather sofa, a brown recliner, a television on a stand, a dining table with chairs, and a window with curtains.

4. Nana's house

Nana's house
Caddo
10.0 out of 10, Exceptional, (9 reviews)
"Excellent property and host."
United States
Teresa W.
The price is £138
includes taxes & fees
14 Oct - 15 Oct
Nana's house
A kitchen with white cabinets, stainless steel appliances, a microwave, a stove, and a sink.

5. 3BR●Private Bath Sweets●Game Room●Casino Nearby

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (14 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 £295
includes taxes & fees
20 Oct - 21 Oct
3BR●Private Bath Sweets●Game Room●Casino Nearby
A compact kitchen with a microwave, sink, and a small table with a vase of flowers.

6. Whispering Woods - Lucy

Whispering Woods - Lucy
Honey Grove
The price is £173
includes taxes & fees
14 Oct - 15 Oct
Whispering Woods - Lucy
A modern, well-lit room with a large bed, a desk, and a dining area.

7. 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.
10 min to Casino, brand new 2b/1b single home 2025
A bedroom with a large bed, two bedside lamps, and a decorative headboard.

8. 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, (100 reviews)
"We love staying here - very clean; close to the casino; swimming pool; lots of space."
United States
laura r.
The price is £278
includes taxes & fees
14 Oct - 15 Oct
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
A yellow bedside table with a small potted plant and a framed sign that says "BEE happy".

9. 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, (6 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 £134
includes taxes & fees
21 Oct - 22 Oct
3-bedroom house in marvelous Calera with WiFi, AC
A spacious kitchen with wooden cabinets, a granite countertop, and a dining area with a long table and chairs.

10. 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, (87 reviews)
"Had a great time - very close to the casino."
United States
Chad B.
The price is £291
includes taxes & fees
14 Oct - 15 Oct
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
A modern kitchen with a built-in oven, microwave, and stainless steel refrigerator.

11. 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, (5 reviews)
"Lovely house, gracious host"
United States
gayle t.
The price is £280
includes taxes & fees
25 Oct - 26 Oct
NEW HOME! Halito House- Casinos, Concerts, and Lake Texoma
A modern kitchen with dark cabinets, a central island, and pendant lighting.

12. Spacious 4-bedroom house in Durant

Spacious 4-bedroom house in Durant
Durant
10.0 out of 10, Exceptional, (22 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 £305
includes taxes & fees
26 Oct - 27 Oct
Spacious 4-bedroom house in Durant
A spacious living room with a wooden floor, a ceiling fan, a sofa, a coffee table, and a dining area with chairs and a chandelier.

13. Viewpoint at Bois D'arc Lake

Viewpoint at Bois D'arc Lake
Dodd City
10.0 out of 10, Exceptional, (18 reviews)
"Great place to stay for a fishing trip, very close to the south boat ramp"
United States
Douglas M.
The price is £277
includes taxes & fees
15 Oct - 16 Oct
Viewpoint at Bois D'arc Lake
Outdoor dining

14. The Homestead-Vintage Charm near Pat Mayse Lake

The Homestead-Vintage Charm near Pat Mayse Lake
Arthur City
10.0 out of 10, Exceptional, (4 reviews)
"The home was tastefully decorated and so inviting! The beds were comfortable, and it was lovely to have plenty of coffee pods, lots of towels, and extra throw blankets to relax in. Overall a very nice stay and would come back in a heartbeat!"
Canada
Jonathan T.
The price is £251
includes taxes & fees
18 Oct - 19 Oct
The Homestead-Vintage Charm near Pat Mayse Lake
A modern kitchen with green cabinets, stainless steel appliances, a large island with bar stools, and a green door.

15. Delightful 3-bedroom house with AC in Atoka

Delightful 3-bedroom house with AC in Atoka
Atoka
10.0 out of 10, Exceptional, (13 reviews)
"Clean room, family friendly "
United States
Tammi G.
The price is £164
includes taxes & fees
14 Oct - 15 Oct
Delightful 3-bedroom house with AC in Atoka
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table with chairs.

16. Family Fun Getaway| Game Room| Fire Pit| Mini Golf

Family Fun Getaway| Game Room| Fire Pit| Mini Golf
Bonham
10.0 out of 10, Exceptional, (18 reviews)
"Great stay "
United States
Amanda D.
The price is £258
includes taxes & fees
9 Nov - 10 Nov
Family Fun Getaway| Game Room| Fire Pit| Mini Golf
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
"⭐️⭐️⭐️⭐️⭐️"
Alesha 1-night trip
Posted 1 hour ago
Choctaw Casino & Resort Durant, a Wyndham Grand Hotel

Find out more about Bennington

Bennington Holiday Homes information

Number of reviews
465
Accommodation
51 Holiday Homes
Lowest Price
£134
Highest Price
£305