Holiday houses in Hennessey

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Top-rated holiday rentals in Hennessey

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Guest favourite
A welcoming living area features two comfortable leather chairs positioned around a small table. Tall windows with decorative curtains allow natural light to fill the space, while a potted plant adds a touch of greenery. A patterned rug lies beneath, complementing the warm wood flooring.
Home in Kingfisher
4.87 out of 5 average rating, 78 reviews

Kade's Casita

Welcome to Kade's Casita where we invite you and your family to come visit this unique 100 year old home in the heart of Kingfisher. You are greeted by a spacious living room that opens to the formal dining room followed by the kitchen. You will stay in one of three bedrooms outfitted with queen and twin beds. Feel free to take advantage of the washer and dryer as well as enjoy your morning coffee in the sun room. Spacious 2 car attached garage is available with every stay! Come enjoy your stay!

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Guest favourite
Home in Enid
4.9 out of 5 average rating, 154 reviews

Comfy Home w/Backyard, Centrally Located

100 Year old Historic Bungalow: 2 Bedrooms and 1 Bath with original clawfoot tub w/shower, Queen Sleeper Sofa Bed, Full-size Washer/Dryer, Fully equipped Kitchen with gas stove, Large open living and dining room, 58' Smart TV, Workspace, Large backyard, Window ACs with gas wall heater. Centrally located near downtown Enid, Biking Trails, Vance Airforce Base, Leonardo Discovery Warehouse, Antique Shops, Railroad Museum of Oklahoma, David Allen Memorial Ballpark, Breweries and Restaurants, etc.

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Guest favourite
The kitchen features light-colored cabinetry and a long countertop with modern appliances. A round dining table with grey chairs is positioned nearby, complemented by a small vase of greenery. Natural light filters in through the windows, enhancing the inviting space.
Home in Kingfisher
4.89 out of 5 average rating, 9 reviews

Luna Belle peaceful kingfisher getaway near OKC

welcome to Luna Belle, a peaceful Kingfisher retreat designed for working professionals and cozy family feel. you'll feel like you never left home. Enjoy fast wifi, a comfy workspace, and all the essentials for a long stays. Whether you're a contractor, travel nurse, or remote worker, luna belle offers calm, comfort, and convenience- complete with self check in, free parking, and a cozy space to unwind after a productive day.with access to many restaurants and shops near by you could walk.

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Top Guest favourite
The cabin features a metal roof and wood siding, with a welcoming porch and railing. A set of stairs leads up to the entrance, which includes a white door and a large window that allows for natural light on the front side.
Cabin in Billings
4.94 out of 5 average rating, 116 reviews

Pecan Cabin

The Pecan Cabin is in the middle of a pecan orchard. It is built out of pecan wood. There is much wildlife around the cabin. We often see deer, wild turkeys, armadillo, squirrels, hawks, racoon, and coyote. It is very quiet and peaceful. A great place for star gazing. This is a working pecan orchard. You may see us, mowing, pruning and generally taking care of the trees. There is no hunting on this property. The land is leased for hunting, but they do not hunt in the pecan grove.

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Guest favourite
The living area features a cozy couch accompanied by a side chair and a coffee table, creating a comfortable seating arrangement. A television is positioned on a stylish console table. Natural light filters in through the window, highlighting the warm wooden flooring.
Apartment in Enid
4.92 out of 5 average rating, 38 reviews

Grand Ole Time

Located downtown, this renovated building offers a unique space close to all the things that make up Enid. Nightlife, restaurants, David Allen Ballpark and the Stride Center are all nearby and walkable. Built in 1927, This two story building is rumored to have been a one stop shop back in its glory days. With poker and liquor on the ground level and a brothel upstairs, this place has always been hopping! While it’s much more tame today, we still think you’ll have a Grand Ole Time!

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Top Guest favourite
An open living space features high wooden ceilings and large windows that invite natural light. A comfortable sectional sofa is positioned next to a dark ottoman, while two swings hang from the ceiling beams, creating a playful atmosphere. A lush plant adds a touch of greenery.
Cabin in Edmond
4.99 out of 5 average rating, 105 reviews

Secluded Cabin in Edmond, close to Lazy E

Come stay at The Cabin in East Edmond! It’s more than just a stay, it’s an experience! The Cabin is full of original charm but with modern amenities and decor. It sits on 4 wooded acres with a private stocked fishing pond, hot tub, outdoor fire pit, tree swing, and zip line. Let the kiddos run wild while grownups hang on the back porch! When it’s cold out spark up the indoor fireplace and enjoy each other’s company. Spend time with the ones you love at the cabin!

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Top Guest favourite
A spacious den features a large sectional sofa adorned with decorative cushions, positioned next to a coffee table. Natural light filters through sheer curtains, creating a bright atmosphere. Artwork and lamps add a touch of character to the inviting space.
Home in Enid
4.98 out of 5 average rating, 113 reviews

Best Enid Neighborhood - Darling 1939 Gem!

Enjoy a peaceful experience at this centrally-located home in the best neighborhood in Enid. The Davis House is a 3 bedroom 1 bath house, built in 1939, full of character, recently renovated and decorated in a minimalist, modern way. Close to Vance Air Force Base, the walking trail, Champlin Park, downtown, both hospitals, shopping and restaurants. This is a low-tox home that is perfect for those who are health conscious or sensitive to harsh cleaners & products.

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Guest favourite
Barn in Kingfisher
4.9 out of 5 average rating, 21 reviews

The Bunkhouse

The Bunkhouse – Where Horses and Dogs are Always Welcome! There’s room everyone! Horses have a place to rest. And no need to leave your pup behind, because The Bunkhouse is proudly pet-friendly. Enjoy morning coffee on the porch or gather around the firepit for an evening of relaxtion. Or maybe competition is more your speed with a game of horseshoes. The Bunkhouse is designed for comfort with a western twist. Kick off the boots, pour a drink and stay awile!

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Top Guest favourite
A spacious backyard features a large in-ground pool surrounded by a patio area. A covered seating area provides shade, while the house showcases a light exterior and large windows. Lush greenery borders the yard, creating a serene outdoor environment.
Home in Enid
4.96 out of 5 average rating, 126 reviews

Heated Pool! Family-Friendly House with Coffee Bar

Perfect family get-away home on a quiet street. Two bedrooms boast a queen size bed & smart TV. The third bedroom has 4 single beds: a bunk bed, day bed and pull-out trundle. The large in-ground pool is the perfect way to beat the OK summer heat; complete with pool toys and life jackets. For the cooler months, the pool can be heated for an additional charge. Features a stocked coffee bar, hi-speed Wi-Fi, pack-n-play, and games, books, and movies for everyone!

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Superhost
A charming duplex exterior is displayed, featuring blue siding with white trim and a brick foundation. A small porch with steps leads to the front door, while a grassy area and neatly landscaped flower beds are visible in the foreground.
Home in Enid
4.77 out of 5 average rating, 107 reviews

Cynde Joy’s 4 Seasons (Artsy)

Keep it simple at this peaceful and centrally-located place. Enjoy the Art that changes each stay feel free to do an art project Art room . Seasonal themes displayed through out the house Note ***this place has a shared yard space and shared parking area Other space at the space in private and completely separate . A locked door separates spaces and there are separate entrances. They can be connected and rented together for additional room

ValueFamilyIndoor spaces

Guest favourite
Apartment in Kingfisher
5.0 out of 5 average rating, 8 reviews

Brick 1900 Retreat

Welcome to Brick 1900 Retreat, a beautifully restored historic space built in 1900 and located in the heart of downtown Kingfisher. This charming retreat offers a cozy and comfortable stay with convenient access to local shops, restaurants, and downtown attractions—all just a short walk away. It’s the perfect choice for weekend travelers, business guests, or anyone looking to experience the warmth and character of a small-town downtown setting.

LocationValueHospitality

Superhost
Home in Enid
4.83 out of 5 average rating, 30 reviews

The Blissful Bungalow

Close to Vance AFB, the David Allen Ballpark, and downtown Enid! Old world charm with all the luxury amenities you've been looking for. A chef's kitchen with high end gas range and oven with air fry capabilities. With an instant hot water tank you'll never run out of hot water. Three generous bedrooms- king, full, and twin trundle beds. High end furnishings and beautiful touches throughout, you'll love your stay at the Blissful Bungalow!

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Popular amenities for Hennessey holiday rentals