Holiday rentals in Hennessey

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Top-rated holiday rentals in Hennessey

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Top guest favourite
A living area features a dark leather couch, positioned on a striped black and white rug. Natural light filters through a window beside a sliding barn door. Wooden walls and ceiling create a warm ambiance within this welcoming space.
Barn in Hinton
4.98 out of 5 average rating, 59 reviews

Happy Trails Barndominium

Unique barndominium minutes from I-40. This quiet space has wifi and TV in the living area. The master bedroom has a queen bed as well as a desk and TV. The smaller bedroom has a full-size bed. There is one spacious bathroom with a tile shower, washer and dryer. The kitchen has a full-size refrigerator, gas stove, microwave and dishwasher. The standout feature of this property is a 40X40 enclosed barn, perfect for multi-vehicles and trailer parking as well as hunters. Door to barn is 9X10.

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, 311 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

Top guest favourite
A light-filled living area features a wooden loveseat with cushioned seating and a rustic wooden coffee table. A wall-mounted TV is visible above a leather rocker. Large windows frame views of the garden, while subtle brick accents add warmth to the space.
Guest suite in Edmond
4.95 out of 5 average rating, 457 reviews

Hidden Hollow Honey Farm: firepit, wildlife, fun!

Low single occupancy rate, $10/guest thereafter. Tucked away on 5 serene acres in central Edmond, Hidden Hollow Honey Farm offers 540sq ft of safe, quiet lodging w/in walking distance of Edmond restaurants & activities. Close to Mitch Park/Golf/Route 66/OCU & UCO/Soccer/Tennis. 2nd bedroom is a small bunkhouse for kids - see pics. WIFI, 2 big Smart TV’s w/antennas, King bed, toys/books/games, rustic cottage kitchen w/coffees/teas/snacks, patios w/firepits/swings, pond/apiary views, & wildlife.

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, 113 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, 280 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
A charming covered bridge features a wooden structure supported by sturdy beams. Natural stone accents line the entrance, leading onto a concrete path. Lush greenery surrounds the area, enhancing the serene setting of the 17-acre property.
Guest house in Edmond
4.86 out of 5 average rating, 102 reviews

Resort living in Edmond with pool & tennis court!

CROSSBRIDGE CREEK EDMOND CABINS (search to find us) Modern and comfortable guesthouse facing swimming pool on a beautiful 17 acre unique property with pool and tennis court access. One queen bed, one bathroom with walk in shower. One queen sofa bed for living room setup with linens. Enjoy scenic views from your living room and covered patio. The guesthouse has beautiful large windows with natural light and pull down privacy shades. Pool is shared with host and other guest houses

Guest favourite
The exterior of a red wooden caboose is presented, featuring windows and steps that lead to a small porch area. Surrounding greenery enhances the rustic setting, while a sign on the side indicates the caboose's name. A few chairs are visible nearby on a concrete surface.
Train in Jones
4.95 out of 5 average rating, 515 reviews

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.

Top guest favourite
Guest house in Hinton
4.97 out of 5 average rating, 208 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
A spacious cottage sits nestled among trees under a clear blue sky. Outdoor seating is provided on a stone patio, featuring a table with chairs and a large umbrella. A grill is positioned nearby, inviting outdoor leisure and gatherings.
Cottage in Stillwater
4.96 out of 5 average rating, 235 reviews

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.

Superhost
Home in Enid
5 out of 5 average rating, 3 reviews

Sage & Cypress large 2 bedroom home

Welcome to Sage & Cypress, a beautifully remodeled 2-bedroom retreat blending vintage charm with modern comfort. Moody greens and gold accents create a warm, inviting feel. Relax on the large sectional with Smart TV, cook in the updated kitchen with stainless appliances, and dine with seating for 4 plus bar for 2. King in primary, full + twin trundle in second. Washer/dryer included. Spacious, cozy, and ready to welcome you.

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
4.68 out of 5 average rating, 41 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, 149 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!

Popular amenities for Hennessey holiday rentals

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