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Bennington Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Bennington vacation rentals

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.
$222 nightly
The price is $231
Oct 27 - Oct 28
Total with taxes and fees
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.
$253 nightly
The price is $264
Oct 27 - Oct 28
Total with taxes and fees
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.
$187 nightly
The price is $195
Oct 27 - Oct 28
Total with taxes and fees
Modern Barn Apartment
A wooden cabin with a green roof, a porch with a railing, and two metal chairs in front.

4. 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.
$277 nightly
The price is $289
Oct 27 - Oct 28
Total with taxes and fees
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
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.

5. Nana's house

Nana's house
Caddo
10.0 out of 10, Exceptional, (9 reviews)
"Excellent property and host."
United States
Teresa W.
$166 nightly
The price is $179
Oct 27 - Oct 28
Total with taxes and fees
Nana's house
A small cabin with a porch, two blue chairs, a Christmas sign, and a door with a star decoration.

6. The Cool Blue Cabin

The Cool Blue Cabin
Caney
$172 nightly
The price is $185
Oct 27 - Oct 28
Total with taxes and fees
The Cool Blue Cabin
A bathroom with a rustic wooden sink, a mirror with a woven frame, and a window with a view of the outside.

7. Camping in comfort in the woods of North Texas

Camping in comfort in the woods of North Texas
Honey Grove
$96 nightly
The price is $102
Nov 2 - Nov 3
Total with taxes and fees
Camping in comfort in the woods of North Texas
A cozy room with wooden walls, a bed with a gray bedspread, and a small table with a clock.

8. Cozy little cabin in a small town

Cozy little cabin in a small town
Caney
10.0 out of 10, Exceptional, (5 reviews)
"We loved it and will come back"
United States
Kassie K.
$140 nightly
The price is $150
Oct 29 - Oct 30
Total with taxes and fees
Cozy little cabin in a small town
An outdoor seating area with wicker chairs, a round table, and a floral-patterned rug.

9. Reconnect with nature at this unforgettable escape.

Reconnect with nature at this unforgettable escape.
Honey Grove
$186 nightly
The price is $194
Nov 2 - Nov 3
Total with taxes and fees
Reconnect with nature at this unforgettable escape.
A forested outdoor area with wicker chairs, a small table, and a potted plant.

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

Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas
Honey Grove
$208 nightly
The price is $219
Oct 27 - Oct 28
Total with taxes and fees
Charming Vintage Trailer with Colorful 50s Décor near Honey Grove, Texas
A kitchen with white cabinets, stainless steel appliances, a microwave, a stove, and a sink.

11. 3BR●Private Bath Sweets●Game Room●Casino Nearby

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (15 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.
$342 nightly
The price is $386
Oct 27 - Oct 28
Total with taxes and fees
3BR●Private Bath Sweets●Game Room●Casino Nearby
A yellow bedside table with a small potted plant and a framed sign that says "BEE happy".

12. 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.
$175 nightly
The price is $197
Oct 27 - Oct 28
Total with taxes and fees
3-bedroom house in marvelous Calera with WiFi, AC
A bedroom with a large bed, two bedside lamps, and a decorative headboard.

13. 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.
$322 nightly
The price is $363
Oct 27 - Oct 28
Total with taxes and fees
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
A cozy wooden cabin room with a bed, a TV, a bench, and a TV stand.

14. NEW Bloom Cottage-Cozy Country Retreat

NEW Bloom Cottage-Cozy Country Retreat
Arthur City
10.0 out of 10, Exceptional, (4 reviews)
"We had a blast! The cottage was amazing and everything you could ask for!"
United States
Megan M.
$203 nightly
The price is $214
Oct 27 - Oct 28
Total with taxes and fees
NEW Bloom Cottage-Cozy Country Retreat
Terrace/patio

15. Cozy Bell Tent Retreat with Oak Bar Deck near Nature Trails, Honey Grove, TX

Cozy Bell Tent Retreat with Oak Bar Deck near Nature Trails, Honey Grove, TX
Honey Grove
$208 nightly
The price is $219
Oct 27 - Oct 28
Total with taxes and fees
Cozy Bell Tent Retreat with Oak Bar Deck near Nature Trails, Honey Grove, TX
A two-story house with a stone-paved front porch, white railings, and a small garden area.

16. 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, (23 reviews)
"Very cute place and comfy beds. "
United States
Tawnya R.
Cute and cozy cottage in Atoka, home of Reba’s Place.
A spacious kitchen with wooden cabinets, a granite countertop, and a dining area with a long table and chairs.

17. 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.
$333 nightly
The price is $375
Nov 1 - Nov 2
Total with taxes and fees
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino
Outdoor dining

18. Luxurious Remodeled Airstream with Wraparound Deck and Spa near Honey Grove, Texas

Luxurious Remodeled Airstream with Wraparound Deck and Spa near Honey Grove, Texas
Honey Grove
$315 nightly
The price is $331
Oct 27 - Oct 28
Total with taxes and fees
Luxurious Remodeled Airstream with Wraparound Deck and Spa near Honey Grove, Texas
A kitchen with white cabinets, a granite countertop, stainless steel appliances, and a window with blinds.

19. 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, (14 reviews)
"Pet friendly, clean and had what we needed "
United States
Michele C.
$224 nightly
The price is $234
Oct 27 - Oct 28
Total with taxes and fees
10 min to Casino, 2b/1b cozy new home in 2025
A modern, well-lit room with a large bed, a desk, and a dining area.

20. 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.
$202 nightly
The price is $211
Oct 29 - Oct 30
Total with taxes and fees
10 min to Casino, brand new 2b/1b single home 2025
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

Comfort Inn & Suites Atoka

Comfort Inn & Suites Atoka

8/10 Good
"It was a nice clean place for a sleep for the night with hot breakfast. Great parking for trucks and trailers."
Angelica 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Atoka

Find out more about Bennington

Everything you need to know about Bennington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bennington vacation 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 low season months. For more hustle and bustle, you may prefer to visit Bennington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington vacation 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 vacation.

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 vacation rentals in Bennington?

Yes, we offer vacation rentals near popular sights in Bennington, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Bennington?

Spacious 4-bedroom house in Durant: Visitors like this Bennington vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 larger area, you’ll find Boswell State Park and First Baptist Church of Durant.

What are vacation rentals like in Bennington?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Bennington. Vacation rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.