Hennessey Vacation Rentals

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Our top choices for Hennessey vacation rentals

The Redbud Cabin at Roman Nose

The Redbud Cabin at Roman Nose
Watonga
10.0 out of 10, Exceptional, (34 reviews)
"The property was clean and suited our needs perfectly. "
United States
Tim L.
$150 nightly
The price is $163
Mar 28 - Mar 29
Total with taxes and fees
The Redbud Cabin at Roman Nose

Chisholm Trail Room at Buffalo Point

Chisholm Trail Room at Buffalo Point
Waukomis
10.0 out of 10, Exceptional, (6 reviews)
"We absolutely loved staying at this place and will certainly be back. It was very neat to walk around the vineyard and to see the town!"
United States
Jason E.
$359 nightly
The price is $387
Mar 31 - Apr 1
Total with taxes and fees
Chisholm Trail Room at Buffalo Point

New Remodel 3BD/2Bath Weekly/Monthly Discounts available

New Remodel 3BD/2Bath Weekly/Monthly Discounts available
Enid
9.8 out of 10, Exceptional, (36 reviews)
"We had a great stay and would totally recommend! House is updated and clean and the kitchen is well appointed. We would love to stay again sometime if we find ourselves in the area again."
United States
Kim B.
$210 nightly
The price is $227
Mar 29 - Mar 30
Total with taxes and fees
New Remodel 3BD/2Bath Weekly/Monthly Discounts available

Downtown loft apartment with excellent views, furnishings and location on square

Downtown loft apartment with excellent views, furnishings and location on square
Enid
9.0 out of 10, Wonderful, (30 reviews)
"Extremely spacious and conveniently located. Host was attentive, would definitely be back! "
United States
Kevin H.
$462 nightly
The price is $499
Mar 28 - Mar 29
Total with taxes and fees
Downtown loft apartment with excellent views, furnishings and location on square

The Orange Door Boarding House

The Orange Door Boarding House
Guthrie
$140 nightly
The price is $159
Mar 30 - Mar 31
Total with taxes and fees
The Orange Door Boarding House

Level up at the Enid Game House/Near Vance AFB/Themed Rooms

Level up at the Enid Game House/Near Vance AFB/Themed Rooms
Enid
10.0 out of 10, Exceptional, (1 review)
"House was super clean and had everything we needed. I love the themed rooms!"
United States
Charlcie S.
$135 nightly
The price is $146
Mar 28 - Mar 29
Total with taxes and fees
Level up at the Enid Game House/Near Vance AFB/Themed Rooms

The Cozy Townhome

The Cozy Townhome
Enid
10.0 out of 10, Exceptional, (1 review)
"Very spacious and clean. Awesome proximity to the Chisholm Trail Expo Center. "
United States
Trent I.
$239 nightly
The price is $258
Apr 19 - Apr 20
Total with taxes and fees
The Cozy Townhome

Charming 3-bedroom home with a cozy feeling and all the amenities in kingfisher

Charming 3-bedroom home with a cozy feeling and all the amenities in kingfisher
Kingfisher
8.6 out of 10, Excellent, (4 reviews)
"Jonathon is a great host and very accommodating. "
United States
Patty H.
$183 nightly
The price is $198
Apr 20 - Apr 21
Total with taxes and fees
Charming 3-bedroom home with a cozy feeling and all the amenities in kingfisher

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
Guthrie
10.0 out of 10, Exceptional, (4 reviews)
"This was a perfect place for me to stay on my visit to Guthrie. The house was clean, comfortable, and in a great location. Would definitely stay again!"
United States
Luann H.
$233 nightly
The price is $266
Mar 29 - Mar 30
Total with taxes and fees
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie

Historic 3-bedroom house close to downtown Guthrie.

Historic 3-bedroom house close to downtown Guthrie.
Guthrie
10.0 out of 10, Exceptional, (1 review)
"Nice spacious home, clean, great communication."
United States
Ryan R.
$269 nightly
The price is $308
Apr 19 - Apr 20
Total with taxes and fees
Historic 3-bedroom house close to downtown Guthrie.

Yellow Door Cozy Cottage

Yellow Door Cozy Cottage
Guthrie
$209 nightly
The price is $226
Mar 29 - Mar 30
Total with taxes and fees
Yellow Door Cozy Cottage

Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!

Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!
Crescent
10.0 out of 10, Exceptional, (1 review)
"Was in town for family and found this place to stay for a good rate. This was a short trip for us but this house would work very well for a longer stay. Not far from Oklahoma City but far enough out that it is very relaxing. Also the owner stopped in as we got there just to check on an issue they were having with the drainage, no issues for us to stay but he also let us know that there would be someone out to work on it the next morning. Never even knew they were there working until we went to...
United States
Anonymous traveler
$234 nightly
The price is $234
Apr 1 - Apr 2
Total with taxes and fees
Crescent Clean and Ready! Wi-fi. Sleeps 7. Pets OK!

The Carriage House at The Judge`s Chamber

The Carriage House at The Judge`s Chamber
Guthrie
$336 nightly
The price is $376
Apr 5 - Apr 6
Total with taxes and fees
The Carriage House at The Judge`s Chamber

Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.2 out of 10, Wonderful, (13 reviews)
"We enjoyed the stay. It was like a step back in time. Awesome place. "
United States
Marvin W.
$209 nightly
The price is $226
Apr 6 - Apr 7
Total with taxes and fees
Nestled Victorian Historic Area

The Rose Cottage at The Carriage House

The Rose Cottage at The Carriage House
Guthrie
$275 nightly
The price is $306
Mar 28 - Mar 29
Total with taxes and fees
The Rose Cottage at The Carriage House

Downtown Apt. Wi-FI. Pets OK!

Downtown Apt. Wi-FI. Pets OK!
Guthrie
8.4 out of 10, Very Good, (8 reviews)
"Would highly recommend!"
United States
Kimberley B.
$158 nightly
The price is $171
Mar 31 - Apr 1
Total with taxes and fees
Downtown Apt. Wi-FI. Pets OK!

The Land Run Suite at Buffalo Point

The Land Run Suite at Buffalo Point
Waukomis
10.0 out of 10, Exceptional, (1 review)
"Amazing property! Beyond our expectations. We had an out door fire pit us many more amenities. Walking through the vineyard was relaxing. Lots Of space for a large Family or rent it for a retreat."
United States
robert m.
$1,234 nightly
The price is $1,330
Mar 28 - Mar 29
Total with taxes and fees
The Land Run Suite at Buffalo Point

The Pioneer House at Buffalo Point

The Pioneer House at Buffalo Point
Waukomis
8.0 out of 10, Very Good, (1 review)
$1,989 nightly
The price is $2,144
Mar 31 - Apr 1
Total with taxes and fees
The Pioneer House at Buffalo Point
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 Hennessey Hotel Reviews

Find out more about Hennessey

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

Hennessey vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hennessey. 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 Hennessey 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 $163 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 Hennessey rentals

At Expedia, we put the best Hennessey 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 Hennessey 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 Hennessey 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 Hennessey. 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 a vacation rental in Hennessey?

Yes, there are vacation rentals near popular sights in Hennessey, or you can choose a secluded option if you'd like a relaxing place to stay. Hennessey is known for its parks and monuments.

What's the top vacation rental that Hennessey has to offer?

Cozy 2-bedroom house in the heart of Enid with all the amenities.: This vacation home rental near Hennessey offers a fireplace, a selection of books, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Hennessey?

Take time out to visit local sights such as Bull Foot Park, Hennessey Public Library, and Hennessey Monument.

What are vacation rentals like in Hennessey?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Hennessey. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.