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, 56 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!

Guest favourite
Home in Enid
4.9 out of 5 average rating, 125 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, 206 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.

Guest favourite
A modern living area features a spacious sectional sofa with accent pillows, complemented by two stylish armchairs. A round coffee table is situated in the center, and a flat-screen TV is mounted above a brick fireplace. Natural light enters through large windows, enhanced by soft window treatments.
Home in Enid
4.93 out of 5 average rating, 107 reviews

Spacious 3Bed/2bath -long stay discounts avail

This relaxing, modern 3 bed and 2 bath farmhouse sanctuary is a Perfect location to energize or relax while enjoying the Enid Community. From our welcoming family room/kitchen lounge area to your spacious walk in closet bedrooms. Every inch of this quiet escape is surrounded by a family friendly neighborhood, and fenced backyard with a Personal Concierge and Host, dedicated to assuring your experience is comfortable and relaxing or energizing and active depending on your taste and desire!

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, 254 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
4.9 out of 5 average rating, 20 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!

Guest favourite
A spacious living area is characterized by a light-colored fireplace and a decorative clock on the wall. Comfortable seating is arranged around a coffee table, complemented by a colorful area rug. A dining table is visible in the background, leading to a well-equipped kitchen.
Bungalow in Guthrie
4.94 out of 5 average rating, 218 reviews

Clean and Cozy Craftsman Style Bungalow

This bungalow is blocks from downtown Guthrie, where guests can enjoy shops, the Pollard Theater, and restaurants. It has new furnishings, including amenities such as a washer-dryer, high-speed Wi-Fi, cooking necessities, a large backyard, and parking on the premises. It has a great front porch area with a swing and seating where guests can relax and enjoy the small-town nostalgia of Guthrie. Guests enjoy the character of our historic home with all the modern amenities.

Guest favourite
A comfortable living area features a light-colored sofa and armchairs arranged around a soft area rug. Decorative pillows add texture to the seating, and a small side table is positioned nearby. Sunlight filters through the window, complemented by dark curtains.
Home in Enid
4.93 out of 5 average rating, 40 reviews

Downtown Delight Stylish 2 Bed

This charming 2-bedroom, 1-bath home is perfectly located in the heart of Enid, offering comfort and convenience for your stay. Situated close to both hospitals, the fire station, police station, and the Stride Center, you’ll be in the center of everything. Enjoy easy access to a variety of local restaurants, shops, and entertainment options just minutes away. The home had all the essentials for a relaxing stay, whether you’re in town for work, events, or a getaway.

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, 568 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 cozy living area features a stone-accent wall, equipped with a mounted television above a fireplace. Two comfortable leather sofas are positioned around a textured area rug, complemented by a coffee table. Soft lighting creates a welcoming ambiance.
Home in Okarche
5 out of 5 average rating, 55 reviews

Home in Okarche

Have fun and relax with your family and friends at this newly remodeled Okarche home. This cozy 3 bedroom 2 bath fully furnished home is only 25 minutes from all Oklahoma City has to offer, 10 minutes from an aquatic center, golf and The Briscoe Sports Complex in Kingfisher or stay in Okarche and tour Holy Trinity Church, home of Blessed Stanley Rother and dine at the oldest bar in Oklahoma with award-winning Eischen's chicken.

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, 111 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 small cabin is situated on a grassy area, featuring a light grey exterior and a peaked roof. A front porch with two chairs is visible, and an air conditioning unit is mounted to the side. Trees provide shade nearby.
Cabin in Perkins
5 out of 5 average rating, 12 reviews

Country Cabin-a perfect getaway

This small but roomy little cabin sits in the peaceful countryside of Perkins, about 20 minutes from OSU and Stillwater. It can spaciously accommodate 2 guest but a 3rd bed (air mattress)or a pack and play can be placed in the living room area for a child or another adult. There is plenty of yard to the right of the cabin for your use.

Popular amenities for Hennessey holiday rentals