Holiday rentals 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
4.86 out of 5 average rating, 57 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!

Top guest favourite
A living area features a dark leather couch, positioned on a striped black and white rug. Natural light filters through a window beside a sliding barn door. Wooden walls and ceiling create a warm ambiance within this welcoming space.
Barn in Hinton
5 out of 5 average rating, 26 reviews

Happy Trails Barndominium

Unique barndominium minutes from I-40. This quiet space has wifi and TV in the living area. The master bedroom has a queen bed as well as a desk and TV. The smaller bedroom has a full-size bed. There is one spacious bathroom with a tile shower, washer and dryer. The kitchen has a full-size refrigerator, gas stove, microwave and dishwasher. The standout feature of this property is a 40X40 enclosed barn, perfect for multi-vehicles and trailer parking as well as hunters. Door to barn is 9X10.

Superhost
A modern living area is presented, featuring a brown sofa and a wooden side table with a lamp. A rug adds warmth to the space, while a wall-mounted television is visible. Art pieces adorn the walls, and a small plant brings a touch of greenery.
Townhouse in Enid
4.89 out of 5 average rating, 73 reviews

2107 Quiet West Side duplex, 1 king & 1 queen.

Kick back and relax in this newly remodeled calm, stylish space. Enjoy great mattresses, sheets and pillows! Set up for a relaxing getaway. This 2 bedroom duplex features a king bed with flatscreen fire tv in the master. The second bedroom has a queen bed for your comfort. The bathroom has a tub/shower, lighted makeup mirror, hair dryer and great linens . The kitchen has what you need for a great cup of coffee or a glass of wine or quick meal. Garage, 2 lounge chairs and charcoal grill.

Guest favourite
Home in Enid
4.9 out of 5 average rating, 127 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.

Top guest favourite
The exterior of Sparrow Cottage is shown, featuring a yellow building with green trim. A small flight of stairs leads to the entrance, surrounded by terraced landscaping. A fenced area with flowering plants and decorative elements is visible, alongside a small outdoor seating arrangement.
Guest house in Perkins
4.99 out of 5 average rating, 209 reviews

Private Cottage at the Old Station

Enjoy a piece of history while staying in the Old Station guest cottage. Comfy & cozy for two guests, or ideal for a personal retreat, "Sparrow Cottage" includes its own private patio with gas grill as well as a separate fenced sitting area outside with fire pit. Inside is a queen-size bed, a kitchenette (with sink, microwave, and mini-fridge), and a good-size bathroom with walk-in shower. Feel free to walk the grounds and imagine what the Old Station was like in the 1930s, 40s, and 50s.

Top guest favourite
The spacious living area features a high ceiling with wood beams and large windows that provide natural light. Comfortable seating arrangements include a light-colored sofa and small dining table. A cozy fireplace is positioned along one wall, creating a welcoming focal point.
Farm stay in Arcadia
5 out of 5 average rating, 256 reviews

Relaxing Farm retreat on 40 acres in Arcadia

Come and relax on a 40 acre farm in Arcadia, OK! The beautiful two story wood barn features a newly built out 2,000 sq.ft. apartment with all the amenities for a comfortable stay. This includes a full kitchen, 85 inch TV with surround sound, two loft bedrooms with three beds each, a Weber Grill, & plenty of relaxing space. The property includes hiking trails, kayaks, multiple animals, and Kenny the Clydesdale! Please no parties, we live on site and enjoy the quiet relaxing farm too.

Superhost
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.
Flat in Enid
4.91 out of 5 average rating, 22 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!

Top guest favourite
A wooden dining table is set with a light gray tablecloth and features an arrangement of white flowers in a green pitcher. Porcelain tea set items, including a teapot and cup, are positioned neatly on the table, while rustic cabinetry can be seen in the background.
Cabin in Guthrie
5 out of 5 average rating, 37 reviews

Cranberry Cottage near Lazy E

The Cranberry Cottage is a unique romantic getaway nestled on a private wooded 2-acre property close to Lazy-E Arena in Guthrie, Ok. Wake up to the most breathtaking view surrounded by tall oak trees and beautiful bamboo orchard. Lay in the hammock, sip tea or coffee on the deck, read a book, picnic under one of your favorite trees and there is even room for dancing! Just 15 to 30 minutes away from Lake Arcadia, Guthrie downtown area, Edmond, OKC and surrounding areas.

Top guest favourite
A large outdoor patio features a wooden deck surrounded by brick walls. Multiple seating arrangements consist of black chairs and tables, along with a central fire pit, creating a spacious area for gatherings and relaxation.
Place to stay in Stillwater
4.83 out of 5 average rating, 574 reviews

Cozy 2BR Private Farmhouse/Full bath/kit/Patio

Welcome to our Cozy Farmhouse on Main St. centrally located less than a mile from Boone Pickens Stadium. Enjoy Free Parking on Game Day and the Cozy Warmth of a 2 bedroom Farmhouse feel with a Large Outdoor Patio. Enjoy Tailgating with family and friends on game day with on our Large Patio, Grill, and Fire Pit. Also included on our Patio, is a Large 40,000 BTU Propane Gas Fire Pit to keep you warm on the cool Fall Football Games.

Top guest favourite
A comfortable living area features a plush sofa and two modern chairs arranged around a circular coffee table. A textured area rug defines the space, while large windows allow natural light to fill the room. A fireplace adds a cozy focal point, complemented by a decorative plant.
Home in Enid
4.97 out of 5 average rating, 113 reviews

The Blissful Bungalow

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!

Top guest favourite
A cozy living area features a large flat-screen TV mounted on the wall, with an electric fireplace underneath. A comfortable sectional sofa is positioned near the television, and a pair of black barstools stands beside a small counter. Decorative plants and a vase add a soothing touch.
Home in Enid
4.99 out of 5 average rating, 132 reviews

Lorenz Cottage

Relax with the whole family at this peaceful place to stay. Completely remodeled home with all the comforts you would expect plus some unique extras. Mostly new appliances, new central heat and air. 3.5 minutes from downtown, Stride Event Center and David Allen Ballpark. Only 3 minutes to Chisholm Trail Expo Center.

Top guest favourite
A modern living area is presented with a stylish brown sofa and two light gray armchairs. A round coffee table sits centrally on a patterned rug. A chandelier hangs above, while a large plant adds natural texture alongside dark curtains framing a window.
Home in Guthrie
4.92 out of 5 average rating, 331 reviews

Mary Lou’s Place

309 S. 1st Street. Perfectly located on one of Guthrie’s few remaining original red brick streets, and just two blocks from the charming downtown. Recently remodeled, offering a stylish and simple interior. Netflix is included for all our guests. Mary Lou’s is the ideal spot for your Guthrie getaway!

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