Vacation rentals in Hennessey

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.

The Gate House- Autumn Retreat in Edmond, OK

Tucked away in nature, our curated cabin in Edmond, OK offers serene views, stunning sunrises, and wildlife at your doorstep. Escape the city while enjoying the convenience of being minutes from Edmond's dining, art, and amenities. Experience tranquility in a space that blends seclusion with comfort. To maintain high hospitality standards, ID verification and a signed guest agreement via Hostfully are required. Thank you for joining a community that values beauty, heritage, and guest safety.

Farmhouse Retreat

Need a break from the busyness? Just driving through? Coming in to town to see family or friends? Want a weekend getaway? Come stay in a relaxing and well furnished farmhouse located on 40 acres in the hills of Arcadia, OK. The property features over a mile of wooded walking trails, a three acre pond, family friendly farm animals including everyone's favorite, Kenny the Clydesdale, a scenic back porch and more. The property and farmhouse is family friendly and accommodates up to six guests.

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.

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.

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.