Vacation rentals in Hennessey

Boujee Box on Broadway

Fun, stylish, blingy and all things boujee describe this unique experience at this centrally-located place. Small but mighty, this one bedroom has everything you'll need for your stay, including a full bath with large shower, washer and dryer, completely updated and remodeled everything, including a fully functional kitchen! One of three apartments located in this "triplex", inlcuding a fenced in back yard, ample street parking as well as designated off-street parking, this place has it all!

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.

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!

Route 66 Oklahoma City 1925 Red Caboose

Enjoy a wonderful night in our 1925 CB&Q wooden caboose. As you pull into the driveway of our little farm, you won’t believe you’re only 20 minutes from downtown Oklahoma City and less than 10 minutes from Edmond. You may encounter deer, turkeys, road runners and much more. Enjoy the lonesome howl of distant coyotes in the evening as you step outside this old waycar. If you’re looking for a unique experience and you’re a romantic fool such as I, come stay a night in 13744.

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.

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.

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!

Vineyard View Cottage/ Hot tub/ king bed/ birding

The cottage has a view of our vineyard and windmill from the cottage porch and is next to our private estate winery. Enjoy the pond and the fountain from sitting on the deck of the pond. The cottage has its own grill if you choose to cook out. Guest may stroll through the vineyard or watch a sunset from the dock at the pond. We have fish food to feed the fish.