Holiday 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!

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.

Best Enid Neighborhood - Darling 1939 Gem!

Enjoy a peaceful experience at this centrally-located home in the best neighborhood in Enid. The Davis House is a 3 bedroom 1 bath house, built in 1939, full of character, recently renovated and decorated in a minimalist, modern way. Close to Vance Air Force Base, the walking trail, Champlin Park, downtown, both hospitals, shopping and restaurants. This is a low-tox home that is perfect for those who are health conscious or sensitive to harsh cleaners & products.

Heated Pool! Family-Friendly House with Coffee Bar

Perfect family get-away home on a quiet street. Two bedrooms boast a queen size bed & smart TV. The third bedroom has 4 single beds: a bunk bed, day bed and pull-out trundle. The large in-ground pool is the perfect way to beat the OK summer heat; complete with pool toys and life jackets. For the cooler months, the pool can be heated for an additional charge. Features a stocked coffee bar, hi-speed Wi-Fi, pack-n-play, and games, books, and movies for everyone!

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.

Romantic Cottage at Sparrow Lake

Welcome to our cozy little getaway on Sparrow Lake—a fresh new build designed with rest and relaxation in mind. • Sleeps 4 comfortably: king bed + loft queen • Oversized jacuzzi tub, bathroom essentials & fluffy towels • Full kitchen stocked for cooking • Deck with gas grill & utensils • Peaceful lake, wildlife, and trees • 5 min to I-35, 10 to Guthrie, 15 to Lazy E, 40 to OSU

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!