Holiday houses in Hennessey

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Top-rated holiday rentals in Hennessey

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Guest favourite
A single-story home features a light-colored exterior with a metal roof, surrounded by lush green grass. A spacious porch with seating overlooks a well-maintained yard, while a black fence encloses the outdoor area. The long driveway offers ample parking space.
Home in Luther
4.95 out of 5 average rating, 312 reviews

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

Guest favourite
A modern living area features a spacious sectional sofa with accent pillows, complemented by two stylish armchairs. A round coffee table is situated in the center, and a flat-screen TV is mounted above a brick fireplace. Natural light enters through large windows, enhanced by soft window treatments.
Home in Enid
4.93 out of 5 average rating, 114 reviews

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!

Top Guest favourite
The spacious living area features a high ceiling with wood beams and large windows that provide natural light. Comfortable seating arrangements include a light-colored sofa and small dining table. A cozy fireplace is positioned along one wall, creating a welcoming focal point.
Farm stay in Arcadia
5 out of 5 average rating, 283 reviews

Relaxing Farm retreat on 40 acres in Arcadia

Come and relax on a 40 acre farm in Arcadia, OK! The beautiful two story wood barn features a newly built out 2,000 sq.ft. apartment with all the amenities for a comfortable stay. This includes a full kitchen, 85 inch TV with surround sound, two loft bedrooms with three beds each, a Weber Grill, & plenty of relaxing space. The property includes hiking trails, kayaks, multiple animals, and Kenny the Clydesdale! Please no parties, we live on site and enjoy the quiet relaxing farm too.

Guest favourite
The cabin features a metal roof and wood siding, with a welcoming porch and railing. A set of stairs leads up to the entrance, which includes a white door and a large window that allows for natural light on the front side.
Cabin in Billings
4.92 out of 5 average rating, 91 reviews

Pecan Cabin

The Pecan Cabin is in the middle of a pecan orchard. It is built out of pecan wood. There is much wildlife around the cabin. We often see deer, wild turkeys, armadillo, squirrels, hawks, racoon, and coyote. It is very quiet and peaceful. A great place for star gazing. This is a working pecan orchard. You may see us, mowing, pruning and generally taking care of the trees. There is no hunting on this property. The land is leased for hunting, but they do not hunt in the pecan grove.

Guest favourite
Barn in Kingfisher
5 out of 5 average rating, 10 reviews

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!

Top Guest favourite
A spacious backyard features a large in-ground pool surrounded by a patio area. A covered seating area provides shade, while the house showcases a light exterior and large windows. Lush greenery borders the yard, creating a serene outdoor environment.
Home in Enid
4.96 out of 5 average rating, 121 reviews

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!

Top Guest favourite
Guesthouse in Hinton
4.97 out of 5 average rating, 210 reviews

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.

Top Guest favourite
Home in Edmond
4.95 out of 5 average rating, 222 reviews

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.

Guest favourite
The cottage exterior features a modern design with wood paneling and a metal roof. A covered porch, accessed by steps, presents a cozy seating area. Lush landscaping with shrubs and small trees surrounds the entrance, enhancing the serene outdoor atmosphere.
Guesthouse in Stillwater
4.99 out of 5 average rating, 168 reviews

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.

Superhost
The exterior of the home showcases a freshly painted white facade with dark trim and a welcoming front porch. Two red chairs are positioned by the entrance. The surrounding green lawn is complemented by mature trees, ensuring a serene environment.
Home in Crescent
4.7 out of 5 average rating, 43 reviews

Wi-fi. Sleeps 7. Pets OK!

Beautifully renovated turnkey home perfect for families! This charming residence comfortably sleeps 7 and offers complimentary Wi-Fi. Nestled on a corner lot surrounded by mature trees, the home features a fresh, airy exterior with new paint, a welcoming front porch, and a side porch for relaxing. Original refinished pine floors and classic molding that capture the home's historic charm.

Top Guest favourite
An outdoor seating area is situated beneath a covered porch, featuring patterned chairs and a small table. Lush greenery and colorful flowers surround the space, including a large terracotta pot. A hot tub is visible in the background, enhancing the relaxation setting.
Home in Oklahoma City
5 out of 5 average rating, 151 reviews

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!

Guest favourite
A charming exterior of a quaint house is shown, framed by a large tree with golden leaves. The sunny sky adds brightness to the scene, while the porch features simple seating. A well-kept lawn is visible, leading to a gravel pathway.
Home in Okeene
5 out of 5 average rating, 22 reviews

Historic Home on 5th

Beautiful hardwood floors and antique doors lend a touch of by gone days to our home on 5th. Located across from the St. Anthony of Padua Catholic Church, you will hear the bells chime at noon and 6PM. Our neutral color scheme and potted plants are sure to soothe your soul. Our home has two queen beds and one bathroom. We offer high speed internet.

Popular amenities for Hennessey holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Kingfisher County
  5. Hennessey