Vacation rentals in Hennessey

Kade's Casita

Welcome to Kade's Casita where we invite you and your family to come visit this unique 100 year old home in the heart of Kingfisher. You are greeted by a spacious living room that opens to the formal dining room followed by the kitchen. You will stay in one of three bedrooms outfitted with queen and twin beds. Feel free to take advantage of the washer and dryer as well as enjoy your morning coffee in the sun room. Spacious 2 car attached garage is available with every stay! Come enjoy your stay!

Peaceful 2 bedroom home in the country with pool

Relax with the whole family at this peaceful place to stay in the country. The master bedroom has a king size bed, TV and full size closet. The second bedroom has a Queen size bed and a Twin size bed Bathroom has shower/tub The laundry room equipped with a washer, dryer, iron and ironing board Fully equipped kitchen Enjoy swimming in the pool, walking trails in the woods 10 min drive to the famous Chicken Shack for some good food and great atmosphere •Queen air mattress available

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!

The Bunkhouse

The Bunkhouse – Where Horses and Dogs are Always Welcome! There’s room everyone! Horses have a place to rest. And no need to leave your pup behind, because The Bunkhouse is proudly pet-friendly. Enjoy morning coffee on the porch or gather around the firepit for an evening of relaxtion. Or maybe competition is more your speed with a game of horseshoes. The Bunkhouse is designed for comfort with a western twist. Kick off the boots, pour a drink and stay awile!

Hidden Treasure Pool House Near I-40

If you like a little extra in your travels, you're welcome to our 1300 sq. ft. Guest Home on a 17 acre setting just 35 minutes from downtown OKC or 20 minutes from Weatherford OK. Secure location with a gated entry and some quiet scenic country but just a short drive away from the action in OKC. Great place for couples, solo adventurers, business travelers, and a family with children. NO parties or large groups. No more than 6 people on the premises.

Faye's Cottage

Our place is 15 minutes from Oklahoma State University, Lake McMurtry East is 3.5 miles away. You’ll love our place because of the outdoors space, tranquility and the wildlife. Our place is good for couples, solo adventurers, and business travelers. Enjoy the stars and nights around the fire pit. Taxes are less out here too - you don't have to pay the 4% city or 7% accommodation taxes when you book with us since we're outside city limits.

Cozy Route 66 Cabin with Hot Tub in Edmond, OK

Gather by the fire, soak in the hydrotherapy hot tub, sip cocoa under the twinkle lights, and enjoy the magic of nature and togetherness in a space that feels like home. Experience a cozy cabin that blends seclusion with comfort. To maintain high hospitality standards, digital ID verification and a signed guest agreement is required for each booking. Thank you for joining a community that values beauty, heritage, and guest safety.

Country Retreat

Relax with the whole family at this peaceful Ranch style country home on 10 acres. Front and back covered porches look out over horse pastures. Have coffee on patio in the back, or read a magazine in the swing on the front porch. Weber grill in the back with lights for evening gathering and a chimenea for ambiance. Several large pecan trees create a shady orchard for wild birds, turkey and deer. Gated property with paved drive.

The Nest - Luxury Cottage in Charming Locale

Each cottage has an open, spacious floor plan that includes a king-size bed, a fully equipped kitchen, with a Keurig coffee maker, a luxurious bathroom with large walk-in shower and stand alone bathtub, a comfy sofa with pull out bed and a cozy gas fireplace. The cottages are located just off Lover’s Lane. Take a stroll, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

Historic Schoolhouse Cabin | Stargazing Spot

Sleep in a renovated one-room schoolhouse on a working farm—just off HWY 281 and 15 mins from I-40 & Route 66. Stargaze, spot deer, fish the pond, shower under the sky (yes, really), and unwind by the fire pit. It’s peaceful, private, and a little offbeat—just how we like it. Great for couples or solo folks who need a break from the noise. Read the full listing & check pics before booking!

Family Friendly Haven with Hot Tub

Welcome to our spacious 4-bedroom 2 1/2 bath home, ideal for families! Relax in the hot tub while the kids enjoy retro fun with Pac-Man, board games and a scavenger hunt. Our beautiful garden and stunning kitchen await, along with an upstairs kids' haven. Our home is the perfect blend of comfort and fun. Close to town, it offers everything you need for a memorable getaway!