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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Bessie holiday rentals

Two black leather chairs with 'ROAD TRIP' pillows, a small table with a tissue box, and a wicker basket on a wooden floor.

1. 66 Tiny House

66 Tiny House
Clinton
10.0 out of 10, Exceptional, (18 reviews)
"So so cute and had everything we needed!"
United States
Leah
The price is £96
includes taxes & fees
9 Nov - 10 Nov
66 Tiny House
A modern interior with a dark console table, a lamp, a large abstract painting, a white cabinet, a small round table with a plant, and a doorway leading to a bedroom.

2. Modern 1-Bedroom Retreat Just Steps from Historic Route 66 with new appliances.

Modern 1-Bedroom Retreat Just Steps from Historic Route 66 with new appliances.
Clinton
10.0 out of 10, Exceptional, (2 reviews)
"Such a cute place!"
United States
Kathleen C.
The price is £129
includes taxes & fees
15 Nov - 16 Nov
Modern 1-Bedroom Retreat Just Steps from Historic Route 66 with new appliances.
A rustic brick fireplace with a decorative sign above it.

3. Family friendly Countryside stay! Easy access to Route 66 and I-40

Family friendly Countryside stay! Easy access to Route 66 and I-40
Clinton
9.2 out of 10, Wonderful, (10 reviews)
"A great stay. Lots of room. Clean property and great location. Would stay again."
United States
Mitchell W.
The price is £149
includes taxes & fees
1 Dec - 2 Dec
Family friendly Countryside stay! Easy access to Route 66 and I-40
A bedroom with a bed, a chair, a small table, and a white wall.

4. King Bed| Nsmk | Elk City OK

King Bed| Nsmk | Elk City OK
Elk City OK
10.0 out of 10, Exceptional, (303 reviews)
"Very spacious rooms with comfy beds."
United States
Anonymous traveller
The price is £45
includes taxes & fees
9 Nov - 10 Nov
King Bed| Nsmk | Elk City OK
Two front-loading washing machines in a laundry room with wooden cabinets above.

5. Cozy 2-bedroom condo in Elk City with AC and WiFi. Pet friendly.

Cozy 2-bedroom condo in Elk City with AC and WiFi. Pet friendly.
2.0 star property
Elk City
The price is £117
includes taxes & fees
9 Nov - 10 Nov
Cozy 2-bedroom condo in Elk City with AC and WiFi. Pet friendly.
A living room with a brick wall, a chandelier, a dining area with a table and chairs, and a sofa with cushions.

6. Stay in a Historic Bank Built in 1903 - 2 Bedroom in Custer City Newly Renovated

Stay in a Historic Bank Built in 1903 - 2 Bedroom in Custer City Newly Renovated
Custer City
10.0 out of 10, Exceptional, (1 review)
"The host went above and beyond for my daughter and her new husband! They stayed here after their wedding at Sorelle and raved about it! A very unique, beautiful, inviting and interesting property! Food, champagne, and a cute floral arrangement were waiting on them when they arrived and they said it was DELICIOUS! Definitely recommending this property to everyone I know!"
United States
Wendy M.
The price is £200
includes taxes & fees
15 Nov - 16 Nov
Stay in a Historic Bank Built in 1903 - 2 Bedroom in Custer City Newly Renovated
A spacious hallway with a wooden cabinet, a door, and a small table with flowers.

7. 2 Queen Bed| non-smoking

2 Queen Bed| non-smoking
Elk City OK
10.0 out of 10, Exceptional, (412 reviews)
"Super clean with comfortable rooms."
United States
Anonymous traveller
The price is £62
includes taxes & fees
9 Nov - 10 Nov
2 Queen Bed| non-smoking
A kitchen with wooden cabinets, a stone arch, a built-in oven, and a stainless steel refrigerator.

8. Rocking B Ranch House

Rocking B Ranch House
Weatherford
The price is £8,767
includes taxes & fees
9 Nov - 10 Nov
Rocking B Ranch House
Private kitchen

9. Lazy B Ranch House

Lazy B Ranch House
Weatherford
The price is £8,767
includes taxes & fees
9 Nov - 10 Nov
Lazy B Ranch House
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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Find holiday rentals that suit your style

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Top Bessie Hotel Reviews

A modern hotel entrance with a prominent sign reading "LA QUINTA".
La Quinta Inn & Suites by Wyndham Clinton Historic Route 66

La Quinta Inn & Suites by Wyndham Clinton Historic Route 66

La Quinta Inn & Suites by Wyndham Clinton Historic Route 66
Clinton

10/10 Excellent

Can’t fault this hotel! We had a fantastic night’s sleep and woke up to the most beautiful sunrise. The perfect way to start the day. Would definitely stay here again!
United Kingdom
Peta
Reviewed August 11, 2026
La Quinta Inn & Suites by Wyndham Clinton Historic Route 66

Find out more about Bessie

Everything you need to know about Bessie 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 Bessie 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 Bessie holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bessie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bessie. 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 Bessie 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 Bessie holiday rentals we have selected for you start as low as £44 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bessie rentals

At Expedia, we put the best Bessie 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 Bessie 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 Bessie 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 Bessie. 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

Are there holiday rentals in Bessie?

Yes, there are holiday rentals close to the most popular sights in Bessie, 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 Bessie has to offer?

Blondies Lodge, Sleeps 10, Ranch Getaway Minutes from Elk City & Foss State Park: This holiday home rental outside of Bessie offers a patio, a garden 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Bessie?

Explore the area and family-friendly sights such as Water-Zoo Indoor Water Park, or get out into nature at a spot like Acme Brick Park. In the wider area, you’ll find Oklahoma Route 66 Museum and Lucky Starr Casino.

What’s a holiday rental in Bessie like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bessie. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.