Holiday houses in Hennessey

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Top-rated holiday rentals in Hennessey

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Top Guest favourite
A light-filled living area features a wooden loveseat with cushioned seating and a rustic wooden coffee table. A wall-mounted TV is visible above a leather rocker. Large windows frame views of the garden, while subtle brick accents add warmth to the space.
Guest suite in Edmond
4.96 out of 5 average rating, 430 reviews

Hidden Hollow Honey Farm: firepit, wildlife, fun!

Low single occupancy rate, $10/guest thereafter. Tucked away on 5 serene acres in central Edmond, Hidden Hollow Honey Farm offers 540sq ft of safe, quiet lodging w/in walking distance of Edmond restaurants & activities. Close to Mitch Park/Golf/Route 66/OCU & UCO/Soccer/Tennis. 2nd bedroom is a small bunkhouse for kids - see pics. WIFI, 2 big Smart TV’s w/antennas, King bed, toys/books/games, rustic cottage kitchen w/coffees/teas/snacks, patios w/firepits/swings, pond/apiary views, & wildlife.

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.
Apartment in Enid
4.92 out of 5 average rating, 25 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 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
4.95 out of 5 average rating, 227 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, 43 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 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
4.78 out of 5 average rating, 90 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

Guest favourite
Place to stay in Stillwater
4.83 out of 5 average rating, 592 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
Home in Guthrie
4.98 out of 5 average rating, 103 reviews

Bannister Historical Homestead

Come stay in an historical home that has been totally remolded, but still holds it charm. Home is close to Cottonwood Flats, Stillwater, Langston, and OKC . This home has been used as a film production sight for the new movie, "The One," and the U-Tube Video, "Kid Again." Paved driveway for offstreet parking that is private with fenced back yard. Large front porch for relaxing. Quiet neighborhood. Available host if needed.

Superhost
The exterior of the home showcases a freshly painted white facade with dark trim and a welcoming front porch. Two red chairs are positioned by the entrance. The surrounding green lawn is complemented by mature trees, ensuring a serene environment.
Home in Crescent
4.64 out of 5 average rating, 36 reviews

Wi-fi. Sleeps 7. Pets OK!

Beautifully renovated turnkey home perfect for families! This charming residence comfortably sleeps 7 and offers complimentary Wi-Fi. Nestled on a corner lot surrounded by mature trees, the home features a fresh, airy exterior with new paint, a welcoming front porch, and a side porch for relaxing. Original refinished pine floors and classic molding that capture the home's historic charm.

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, 119 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, 138 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
The interior of the garage apartment features a comfortable king-sized wrought iron bed with a decorative quilt. A small table and chair are positioned nearby, along with a television mounted on the wall. A large glass garage door allows for ample natural light, complemented by dark curtains.
Guest suite in Midwest City
4.95 out of 5 average rating, 388 reviews

Modern Garage Apartment

Beautiful garage apartment with unique hand-built glass garage door with lots of natural light. The main house is a duplex with two garage apartments in between. This listing is for one of the garage apartments. Premium 65-inch TV, Netflix, and high-speed Wi-Fi internet. Comfortable king-sized wrought iron bed.

Top Guest favourite
An open living area is presented, featuring a dining table with light-colored chairs and a cozy seating arrangement. A modern kitchen with stainless steel appliances is visible, along with stylish shelving. Warm wooden floors and a fireplace add to the inviting ambiance.
Home in Enid
5 out of 5 average rating, 112 reviews

Cheerful, centrally located 2-bedroom

Come enjoy this recently remodeled 2-bedroom house centrally located in Enid, OK. Less than five minutes to Vance AFB on a quiet street with park access, this home is lovingly maintained by a former Air Force-turned-local family. If you have any questions about the town and what to do here, please ask!

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