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Hennessey 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 Hennessey vacation rentals

A residential property with a swimming pool, stone patio, and multiple houses.

1. Chisholm Trail Room at Buffalo Point

Chisholm Trail Room at Buffalo Point
Waukomis
10.0 out of 10, Exceptional, (7 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.
$360 nightly
The price is $388
Oct 31 - Nov 1
Total with taxes and fees
Chisholm Trail Room at Buffalo Point
A wooden cabin interior with a kitchen, dining area, and a star decoration on the ceiling.

2. The Redbud Cabin at Roman Nose

The Redbud Cabin at Roman Nose
Watonga
9.8 out of 10, Exceptional, (40 reviews)
"We loved staying at this cabin! Very cute and clean, and a super easy two mile drive to Roman Nose State Park. If you are visiting this area to go to Roman Nose I highly recommend staying here."
United States
Molly H.
$169 nightly
The price is $193
Oct 27 - Oct 28
Total with taxes and fees
The Redbud Cabin at Roman Nose
A modern living room with a dark grey sectional sofa, a leather armchair, a small wooden coffee table, a fireplace, and a flat-screen TV mounted on the wall.

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

New Remodel 3BD/2Bath Weekly/Monthly Discounts available
Enid
10.0 out of 10, Exceptional, (49 reviews)
"Comfortable beds, very clean, exactly as listed"
United States
Amy T.
$212 nightly
The price is $229
Oct 27 - Oct 28
Total with taxes and fees
New Remodel 3BD/2Bath Weekly/Monthly Discounts available
A spacious living area with a dark wood floor, a ceiling fan, a dining table with chairs, a dark sofa, and a coffee table.

4. 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
8.0 out of 10, Very good, (5 reviews)
"Jonathon is a great host and very accommodating. "
United States
Patty H.
$299 nightly
The price is $323
Nov 2 - Nov 3
Total with taxes and fees
Charming 3-bedroom home with a cozy feeling and all the amenities in kingfisher
A living room with a TV, a sofa, a coffee table, and a fireplace.

5. Welcoming 2-bedroom house in charming Enid.

Welcoming 2-bedroom house in charming Enid.
Enid
9.6 out of 10, Exceptional, (4 reviews)
"Very impressed with the home and the hospitality from the host!"
United States
Brian W.
$182 nightly
The price is $197
Nov 3 - Nov 4
Total with taxes and fees
Welcoming 2-bedroom house in charming Enid.
A single-story house with a porch, a garage, and a fenced yard.

6. Legacy Run: Guthries Historic Haven Near Shops

Legacy Run: Guthries Historic Haven Near Shops
3.0 star property
Guthrie
10.0 out of 10, Exceptional, (1 review)
"We loved it and are definitely rebooking for next year!! very cozy very comfortable!!"
United States
AMANDA
$291 nightly
The price is $337
Oct 27 - Oct 28
Total with taxes and fees
Legacy Run: Guthries Historic Haven Near Shops
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

7. The Cozy Townhome

The Cozy Townhome
Enid
10.0 out of 10, Exceptional, (6 reviews)
"Clean and comfortable property. Great for a family."
United States
Chris D.
$268 nightly
The price is $289
Oct 27 - Oct 28
Total with taxes and fees
The Cozy Townhome
A modern living room with a fireplace, a dining area with a round table, and a large window with curtains.

8. 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
9.8 out of 10, Exceptional, (10 reviews)
"The host was very helpful during our stay! Nice property for a weekend stay."
United States
Nancy H.
$233 nightly
The price is $266
Oct 27 - Oct 28
Total with taxes and fees
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
A wooden deck with wicker chairs and a table, a sliding glass door, and a pergola structure.

9. Blue Jay Cottage - a serene 3 bedroom cottage, Vance, families & pets

Blue Jay Cottage - a serene 3 bedroom cottage, Vance, families & pets
Enid
10.0 out of 10, Exceptional, (11 reviews)
"From first message to check out everything was smooth and the home was more then we needed, well be returning in the future!"
United States
Corey P.
$153 nightly
The price is $165
Nov 3 - Nov 4
Total with taxes and fees
Blue Jay Cottage - a serene 3 bedroom cottage, Vance, families & pets
A living room with a white sofa, two side tables with lamps, and two framed mirrors on the wall.

10. The Orange Door Boarding House

The Orange Door Boarding House
Guthrie
9.6 out of 10, Exceptional, (4 reviews)
"Close to all we needed and really cute historic town. "
United States
Tamara V.
$140 nightly
The price is $159
Oct 27 - Oct 28
Total with taxes and fees
The Orange Door Boarding House
A living room with a dark blue sofa, two heart-shaped wall decorations, a world map, and a 'Home' pillow.

11. Convenient to Wind Farms, Wedding Venue, Hunting, Large Yard-Pet Friendly!

Convenient to Wind Farms, Wedding Venue, Hunting, Large Yard-Pet Friendly!
Lahoma
8.6 out of 10, Excellent, (17 reviews)
"Nice place, clean and comfortable, nice neighborhood also, was perfect set up for our needs!"
United States
Travis L.
$185 nightly
The price is $193
Oct 27 - Oct 28
Total with taxes and fees
Convenient to Wind Farms, Wedding Venue, Hunting, Large Yard-Pet Friendly!
A single-story house with a porch, a garage, and a fenced yard.

12. ‘Legacy Run:’ Guthrie’s Historic Haven Near Shops

‘Legacy Run:’ Guthrie’s Historic Haven Near Shops
Guthrie
9.6 out of 10, Exceptional, (4 reviews)
"Great little place. Quiet and comfortable."
United States
Aaron B.
$299 nightly
The price is $341
Oct 27 - Oct 28
Total with taxes and fees
‘Legacy Run:’ Guthrie’s Historic Haven Near Shops
A modern kitchen with a central island, seating, and built-in appliances.

13. Guthrie Home in the Heart of Historic Downtown!

Guthrie Home in the Heart of Historic Downtown!
Guthrie
$311 nightly
The price is $357
Oct 28 - Oct 29
Total with taxes and fees
Guthrie Home in the Heart of Historic Downtown!
A modern kitchen with a wooden barn door, a sink, cabinets, and a countertop.

14. Studio Apt. Pets Welcome. Wi-Fi. Historic Downtown

Studio Apt. Pets Welcome. Wi-Fi. Historic Downtown
Guthrie
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. From the moment we walked in it felt cozy, just like home. It was very clean, and equipped with everything one needs during their stay. It’s located within walking distance of the downtown shops and restaurants. We’ll definitely book another stay when we come to Guthrie! The Padden’s"
United States
Ethel P.
$141 nightly
The price is $152
Nov 2 - Nov 3
Total with taxes and fees
Studio Apt. Pets Welcome. Wi-Fi. Historic Downtown
A room with a sliding door, a framed picture on the wall, a sofa, a table, and a lamp.

15. Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!

Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
Guthrie
10.0 out of 10, Exceptional, (6 reviews)
"This was absolutely the cutest cleanest place we really enjoyed it if we come back to watch the Acura next year to watch our girls at the lazy we will be back"
United States
Keitha
$141 nightly
The price is $148
Oct 29 - Oct 30
Total with taxes and fees
Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
A spacious living area with a dining table, chairs, a sofa, a piano, and a ceiling fan.

16. Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.2 out of 10, Wonderful, (16 reviews)
"An awesome property would highly recommend "
United States
Raymond
$212 nightly
The price is $229
Nov 8 - Nov 9
Total with taxes and fees
Nestled Victorian Historic Area
A dining table set with white and gold dinnerware, surrounded by dark wooden chairs.

17. The Carriage House at The Judge`s Chamber

The Carriage House at The Judge`s Chamber
Guthrie
7.4 out of 10, Good, (3 reviews)
"This is a newly renovated home in Guthrie, OK. It's very close to the old downtown area and about midway between Stillwater and Edmond. The host is amazing and the home is very comfortable and affordable. Highly recommend."
United States
Stephanie N.
$364 nightly
The price is $407
Oct 27 - Oct 28
Total with taxes and fees
The Carriage House at The Judge`s Chamber
A spacious kitchen with high ceilings and exposed beams, featuring a central island, stainless steel appliances, and a tiled backsplash.

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

Downtown loft apartment with excellent views, furnishings and location on square
Downtown Enid
8.8 out of 10, Excellent, (32 reviews)
"Such a cool place!!"
United States
Jessica M.
$504 nightly
The price is $544
Oct 27 - Oct 28
Total with taxes and fees
Downtown loft apartment with excellent views, furnishings and location on square
A spacious living room with hardwood floors, a dining area with a round table and chairs, a chandelier, and a large mirror.

19. The Rose Cottage at The Carriage House

The Rose Cottage at The Carriage House
Guthrie
$277 nightly
The price is $308
Oct 27 - Oct 28
Total with taxes and fees
The Rose Cottage at The Carriage House
A modern kitchen with white cabinetry, a stainless steel stove, and a microwave. There are wooden shelves above the counter and a window with a view of trees.

20. Yellow Door Cozy Cottage

Yellow Door Cozy Cottage
Guthrie
10.0 out of 10, Exceptional, (1 review)
$232 nightly
The price is $251
Nov 9 - Nov 10
Total with taxes and fees
Yellow Door Cozy Cottage
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

Country Inn & Suites by Radisson, Enid, OK

Country Inn & Suites by Radisson, Enid, OK

10/10 Excellent
"Great location and staff We will def be back!"
Antonio 3-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Enid, OK

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 $148 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.

Explore a world of travel with Expedia

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?

New Remodel 3BD/2Bath Weekly/Monthly Discounts available: 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. It has 3 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 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.