Holiday Rentals in Bennington

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Bennington

Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!

10.0 out of 10, Exceptional, (7)
"This is an old fashioned farmhouse decorated modernly. Very cute and has everything you need and some cute extras. It is remote but the roads are good. We slept well. You climb stairs upon the porch to get inside."
The price is €208
includes taxes & fees
7 Nov - 8 Nov
Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!

Riverside Rest - 27 miles from Durant - King Bed- horse lot on property

10.0 out of 10, Exceptional, (1)
"Riverside Rest was better than described. Misty responded when I had any questions. Her wish to be certain we were comfortable was a main concern. The deck over the Blue River and the fire pit were especially relaxing. The cabin itself was full of charm. The next time I'm in Oklahoma, this is where I want to stay!"
The price is €205
includes taxes & fees
12 Oct - 13 Oct
Riverside Rest - 27 miles from Durant - King Bed- horse lot on property

The Casino Cottage in Durant! Hotel Amenities, 2 Kings, 4mi to Casino, Sleeps 8

2.0 star property
9.8 out of 10, Exceptional, (12)
"Everything was clean, accessible, great location, driveway to park in, large comfortable beds.. definitely would stay here again!"
The Casino Cottage in Durant! Hotel Amenities, 2 Kings, 4mi to Casino, Sleeps 8

Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino

9.2 out of 10, Wonderful, (81)
"We enjoyed the stay"
The price is €280
includes taxes & fees
12 Oct - 13 Oct
Durant 4BDR house/56 acres less than a 1/2 mile/Choctaw Casino

Lakefront Estate with 5 bedrooms, massive bunkroom, and pickleball court.

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay at this property! The house was absolutely even MORE beautiful than the photos demonstrate! It was clean, spacious, and thoughtfully designed for a group getaway. Everything from the decor to the amenities made it feel like a luxurious home away from home.The hosts were kind and responsive, and we really appreciated the ease of check-in and communication throughout our stay. Also, the pool house was also SUCH an incredible addition to our stay! And we even saw a local...
Lakefront Estate with 5 bedrooms, massive bunkroom, and pickleball court.

Cute and cozy cottage in Atoka, home of Reba’s Place.

10.0 out of 10, Exceptional, (14)
"Nice and cozy home for an overnight stay."
The price is €180
includes taxes & fees
7 Nov - 8 Nov
Cute and cozy cottage in Atoka, home of Reba’s Place.

Secluded 5BR Ranch house: Heated Pool, Fishing Pond, Relaxing & Scenic Views 13+

9.8 out of 10, Exceptional, (165)
"The stay was great as always"
Secluded 5BR Ranch house: Heated Pool, Fishing Pond, Relaxing & Scenic Views 13+

Tranquil Country Getaway near Bois D' Arc Lake and Lake Bonham.

10.0 out of 10, Exceptional, (23)
"Nice place to stay. Highly recommend "
Tranquil Country Getaway near Bois D' Arc Lake and Lake Bonham.

Wood Cabin in the wilderness at Bonham, Texas

9.6 out of 10, Exceptional, (8)
"Open air type home , secluded area. Would be happy to do it again."
The price is €237
includes taxes & fees
12 Oct - 13 Oct
Wood Cabin in the wilderness at Bonham, Texas

Modern Barn Apartment

10.0 out of 10, Exceptional, (117)
"We loved our stay here. The owners are kind and the place is perfect! It was clean, had comfortable beds, adorable dogs to greet you and was on the most beautiful property with flowers and cows. Thankful for the hospitality and memories!"
The price is €183
includes taxes & fees
21 Oct - 22 Oct
Modern Barn Apartment

**Cabernet Cottage** Sleeps 6. Minutes to Casino, Concerts, Lake, College

10.0 out of 10, Exceptional, (36)
"This was the perfect place for our family to stay for our daughter’s graduation. It has a large back yard that our grandson and family enjoyed. We would stay again. "
**Cabernet Cottage** Sleeps 6. Minutes to Casino, Concerts, Lake, College

3-bedroom house in marvelous Calera with WiFi, AC

The price is €109
includes taxes & fees
19 Oct - 20 Oct
3-bedroom house in marvelous Calera with WiFi, AC

Come out and enjoy peaceful country life at Two Lakes Cottage.

9.8 out of 10, Exceptional, (15)
"Perfect stay for our two children and their spouses to stay with us for a family wedding."
Come out and enjoy peaceful country life at Two Lakes Cottage.

Brand new Paris spacious home

10.0 out of 10, Exceptional, (7)
"The home was stunning and clean. It fit all of us comfortably and had plenty of supplies. Would book again. "
Brand new Paris spacious home

Charming 2-bedroom apartment in Durant with AC, WiFi

9.4 out of 10, Exceptional, (9)
"The property was great, the host was amazing. Things could not have been better. "
The price is €141
includes taxes & fees
16 Oct - 17 Oct
Charming 2-bedroom apartment in Durant with AC, WiFi

Charming 2-bedroom apartment with AC, WiFi in delightful Durant

9.6 out of 10, Exceptional, (7)
"Convenient and clean! "
The price is €141
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom apartment with AC, WiFi in delightful Durant

Viewpoint at Bois D'arc Lake

9.8 out of 10, Exceptional, (8)
"Host was very helpful with our stay and allowed us to check out later than posted. Property has tons of room and all the bedrooms have queen beds which was nice. Will stay here again. "
The price is €285
includes taxes & fees
1 Nov - 2 Nov
Viewpoint at Bois D'arc Lake

Babe Cave, 2 king beds, great, quiet location, near Choctaw Casino & Lake Texoma

2.0 star property
4.0 out of 10, (1)
"Everything was ok her communication skills are not good at all. She never responded to any messages I sent"
The price is €295
includes taxes & fees
21 Oct - 22 Oct
Babe Cave, 2 king beds, great, quiet location, near Choctaw Casino & Lake Texoma

Hillside Hideaway

10.0 out of 10, Exceptional, (14)
"Nice property, very clean, good details, beautiful land ."
Hillside Hideaway

Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino

9.8 out of 10, Exceptional, (89)
"Great place to stay!!"
The price is €283
includes taxes & fees
21 Oct - 22 Oct
Rodeo Ranch 55 acres, 3 BDR, Pool, Parking, located close to Casino
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Bennington Hotel Reviews

Find out more about Bennington

Find out more about Bennington

Everything you need to know about Bennington holiday rentals

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

Bennington holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bennington holiday rentals we have selected for you start as low as €109 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington holiday 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 holiday.

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 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?

Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!: This highly rated holiday home rental in Bennington is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Bennington?

While exploring the area, visit the sights like Red River, Southeastern Oklahoma State University and Durant Country Club. In the wider area, you’ll find Boswell State Park and Bloomer Sullivan Arena.

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.