Holiday houses in Hennessey

Boutique Retreat w Private Deck! La Sombra Studio

This modern studio garage apartment is a quiet retreat on 2.5 acres within 15 minutes of Downtown Oklahoma City! If you are looking for boutique experience away from the noise but still accessible to everything the city has to offer the La Sombra Studio is the spot. Perfect for the couple looking to get away, business travelers, or a solo retreat. You will have a private deck with perfect sunset views, fire-pit, outdoor shower for warmer weather, & a table for meals or even working outside.

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!

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!

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.

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.

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

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.

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.

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!

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.

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!

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!