A calm lake at sunset with a canoe and three people paddling.

Bennington Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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, (9 reviews)
"Had a mom’s getaway weekend and this was perfect! Quiet and serene. Would definitely book again! "
United States
Ashleigh S.
$214 nightly
The price is $223
Sep 11 - Sep 12
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.
$243 nightly
The price is $254
Sep 11 - Sep 12
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, (146 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
Sep 11 - Sep 12
Total with taxes and fees
Modern Barn Apartment
A cozy room with wooden walls, a bed with a gray bedspread, and a small table with a clock.

4. 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.
$130 nightly
The price is $140
Sep 11 - Sep 12
Total with taxes and fees
Cozy little cabin in a small town
A spacious living area with two sofas, a pool table, and a large cowhide rug.

5. 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.
$339 nightly
The price is $354
Sep 13 - Sep 14
Total with taxes and fees
The Rustic Udder-3 Queen 2 Twin/1 bath 15 min to Choctaw Casino
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.

6. Nana's house

Nana's house
Caddo
10.0 out of 10, Exceptional, (7 reviews)
"Great location and quiet comfortable stay"
United States
Russell C.
$154 nightly
The price is $166
Sep 13 - Sep 14
Total with taxes and fees
Nana's house
A wooden cabin with a green roof, a porch with a railing, and two metal chairs in front.

7. 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
Sep 13 - Sep 14
Total with taxes and fees
Cabin for two on 160 Acres,less than 20 min from Choctaw Casino Durant OK
A small cabin with a porch, two blue chairs, a Christmas sign, and a door with a star decoration.

8. The Cool Blue Cabin

The Cool Blue Cabin
Caney
$163 nightly
The price is $176
Sep 11 - Sep 12
Total with taxes and fees
The Cool Blue Cabin
A neatly made bed with a beige headboard, white and green pillows, and a white blanket. There are two framed artworks on the wall above the bed.

9. A+ for workers/family,byChoctaw,LongStayDiscount

A+ for workers/family,byChoctaw,LongStayDiscount
Durant
9.2 out of 10, Wonderful, (13 reviews)
"Place was great! Loved it!"
United States
Tiffany
$141 nightly
The price is $154
Sep 20 - Sep 21
Total with taxes and fees
A+ for workers/family,byChoctaw,LongStayDiscount
A neatly made bed with a beige headboard, white and green pillows, and a white blanket. There are two framed artworks on the wall above the bed.

10. Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw

Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw
Durant
8.8 out of 10, Excellent, (15 reviews)
"Quiet, easy to find neighborhood. Communication was hard to get from host but over-all good place. Would stay again"
United States
Dylan M.
$186 nightly
The price is $197
Sep 16 - Sep 17
Total with taxes and fees
Cozy&Quiet,LongStayDiscount, A+Location, byChoctaw
A two-story house with a stone-paved front porch, white railings, and a small garden area.

11. 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.
$172 nightly
The price is $195
Sep 21 - Sep 22
Total with taxes and fees
Cute and cozy cottage in Atoka, home of Reba’s Place.
A cozy wooden cabin room with a bed, a TV, a bench, and a TV stand.

12. 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.
$201 nightly
The price is $212
Sep 13 - Sep 14
Total with taxes and fees
NEW Bloom Cottage-Cozy Country Retreat
A yellow bedside table with a small potted plant and a framed sign that says "BEE happy".

13. 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.
$140 nightly
The price is $157
Sep 21 - Sep 22
Total with taxes and fees
3-bedroom house in marvelous Calera with WiFi, AC
A bedroom with a bed, two pillows, a bedside table with a lamp, a plant, and framed botanical prints on the wall.

14. Fun&Fabulous 3BR Near Choctaw Casino & Lake Texoma

Fun&Fabulous 3BR Near Choctaw Casino & Lake Texoma
Calera
10.0 out of 10, Exceptional, (1 review)
"May need to bring your own towel if you have a preference for larger or thicker towels. But all and all everything was very nice and quiet!"
United States
Whitney W.
$170 nightly
The price is $179
Sep 16 - Sep 17
Total with taxes and fees
Fun&Fabulous 3BR Near Choctaw Casino & Lake Texoma
A bedroom with a large bed, two bedside lamps, and a decorative headboard.

15. 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
$322 nightly
The price is $363
Sep 13 - Sep 14
Total with taxes and fees
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
A kitchen with white cabinets, stainless steel appliances, a microwave, a stove, and a sink.

16. 3BR●Private Bath Sweets●Game Room●Casino Nearby

3BR●Private Bath Sweets●Game Room●Casino Nearby
Durant
10.0 out of 10, Exceptional, (11 reviews)
"Host was very helpful and considerate with our stay. It’s a corner house with some traffic. Host has provided fan boxes per room to help eliminate the traffic noise which was great. There is no dishwasher but host provides what is needed to wash dishes. There is no cleaning supplies to clean in between but host assured housekeeping would take care of it. I just like to have those options and keep a tidy home. Host also has a mixer, blender, toaster, pans for the oven, some glass containers with...
United States
Julissa H.
$351 nightly
The price is $396
Sep 21 - Sep 22
Total with taxes and fees
3BR●Private Bath Sweets●Game Room●Casino Nearby
A bathroom with a rustic wooden sink, a mirror with a woven frame, and a window with a view of the outside.

17. Camping in comfort in the woods of North Texas

Camping in comfort in the woods of North Texas
Honey Grove
$103 nightly
The price is $111
Sep 16 - Sep 17
Total with taxes and fees
Camping in comfort in the woods of North Texas
An outdoor seating area with wicker chairs, a round table, and a floral-patterned rug.

18. Reconnect with nature at this unforgettable escape.

Reconnect with nature at this unforgettable escape.
Honey Grove
$206 nightly
The price is $216
Sep 16 - Sep 17
Total with taxes and fees
Reconnect with nature at this unforgettable escape.
A living room with a leather couch, a wooden coffee table with a candle, and a cowhide rug.

19. Pet Paradise on Main: Fenced Yard Included!

Pet Paradise on Main: Fenced Yard Included!
Calera
9.8 out of 10, Exceptional, (7 reviews)
"Was short but sweet we would reserve again for sure "
United States
Nicole H.
$531 nightly
The price is $596
Sep 15 - Sep 16
Total with taxes and fees
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

Choctaw Casino & Resort Durant, a Wyndham Grand Hotel

Choctaw Casino & Resort Durant, a Wyndham Grand Hotel

10/10 Excellent
"Amazing stay and the staff was fantastic"
Jeff 1-night trip
Posted 12 hours ago
Choctaw Casino & Resort Durant, a Wyndham Grand Hotel

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 $157 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?

Modern Barn Apartment : Visitors like this Bennington vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Bennington?

While exploring the area, visit the sights like Red River, Southeastern Oklahoma State University, and Three Valley Museum. In the larger area, you’ll find Bloomer Sullivan Arena and Durant City Hall.

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.