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Holiday Homes in Bennington

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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 €215
includes taxes & fees
27 Oct - 28 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 €241
includes taxes & fees
27 Oct - 28 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, (149 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 €178
includes taxes & fees
27 Oct - 28 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 €164
includes taxes & fees
27 Oct - 28 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)
"This had to be one of the cleanest homes I’ve ever stayed in very nice if available we will definitely stay here again next time we go to the casino"
United States
Shawna M.
The price is €351
includes taxes & fees
27 Oct - 28 Oct
3BR●Private Bath Sweets●Game Room●Casino Nearby
A vintage camper with a pink and white exterior, a red chair, and a bicycle parked under a wooden pergola.

6. Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas

Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas
Honey Grove
The price is €201
includes taxes & fees
27 Oct - 28 Oct
Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas
A bedroom with a large bed, two bedside lamps, and a decorative headboard.

7. 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 €324
includes taxes & fees
27 Oct - 28 Oct
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
A kitchen with white cabinets, a granite countertop, stainless steel appliances, and a window with blinds.

8. 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, (13 reviews)
"Pet friendly, clean and had what we needed "
United States
Michele C.
The price is €186
includes taxes & fees
27 Oct - 28 Oct
10 min to Casino, 2b/1b cozy new home in 2025
A bedroom with a bed, two pillows, and a wall with a pink and black pattern.

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 €180
includes taxes & fees
27 Oct - 28 Oct
3-bedroom house in marvelous Calera with WiFi, AC
A modern, well-lit room with a large bed, a desk, and a dining area.

10. 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 €195
includes taxes & fees
29 Oct - 30 Oct
10 min to Casino, brand new 2b/1b single home 2025
A spacious kitchen with wooden cabinets, a granite countertop, and a dining area with a long table and chairs.

11. 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 €344
includes taxes & fees
1 Nov - 2 Nov
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
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.

12. Viewpoint at Bois D'arc Lake

Viewpoint at Bois D'arc Lake
Dodd City
10.0 out of 10, Exceptional, (19 reviews)
"Great place to stay for a fishing trip, very close to the south boat ramp"
United States
Douglas M.
The price is €326
includes taxes & fees
27 Oct - 28 Oct
Viewpoint at Bois D'arc Lake
A modern kitchen with a built-in oven, microwave, and stainless steel refrigerator.

13. 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 €319
includes taxes & fees
27 Oct - 28 Oct
NEW HOME! Halito House- Casinos, Concerts, and Lake Texoma
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 €296
includes taxes & fees
27 Oct - 28 Oct
The Homestead-Vintage Charm near Pat Mayse Lake
A modern kitchen with dark cabinets, a central island, and pendant lighting.

15. Spacious 4-bedroom house in Durant

Spacious 4-bedroom house in Durant
Durant
10.0 out of 10, Exceptional, (23 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 €354
includes taxes & fees
27 Oct - 28 Oct
Spacious 4-bedroom house in Durant
A modern kitchen with green cabinets, stainless steel appliances, a large island with bar stools, and a green door.

16. Delightful 3-bedroom house with AC in Atoka

Delightful 3-bedroom house with AC in Atoka
Atoka
10.0 out of 10, Exceptional, (15 reviews)
"Beautifully clean, well organized, well stocked with the necessities. Perfect for us, and we would happily choose to stay here again."
United States
Andi P.
The price is €194
includes taxes & fees
31 Oct - 1 Nov
Delightful 3-bedroom house with AC in Atoka
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table with chairs.

17. 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 €310
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

Hy-Lo Hotel

Hy-Lo Hotel

8/10 Good
"Very friendly atmosphere clean bed and comfortable beds and friendly staff"
Noah 1-night trip
Posted 5 hours ago
Hy-Lo Hotel

Find out more about Bennington

Bennington Holiday Homes information

Number of reviews
484
Accommodation
51 Holiday Homes
Lowest Price
€164
Highest Price
€354