Holiday houses in Hennessey

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Top-rated holiday rentals in Hennessey

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Guest favourite
A single-story cabin is depicted with a stone exterior and a prominent chimney. The front features large windows allowing natural light, surrounded by landscaped grass and flowerbeds. A paved driveway leads to the entrance, with trees and a grassy area visible in the background.
Guesthouse in Edmond
4.89 out of 5 average rating, 105 reviews

Private Cabin on acreage- Pool and Tennis court!

CROSSBRIDGE CREEK EDMOND CABINS (search to find us) We would love to host your family on our 17 acre unique property! Enjoy privacy in a separate 1 bedroom cabin with king size Tempurpedic bed and Queen sleeper sofa. Well equipped kitchen, Wi-Fi and Smart TV. Pool available from May to September - shared with hosts and one other guesthouse. We can arrange for private pool time for your family 2 hrs daily. POLICY: No smoking or pets. Parties/ events need special permission and additional fees.

Guest favourite
A welcoming living area features two comfortable leather chairs positioned around a small table. Tall windows with decorative curtains allow natural light to fill the space, while a potted plant adds a touch of greenery. A patterned rug lies beneath, complementing the warm wood flooring.
Home in Kingfisher
4.87 out of 5 average rating, 69 reviews

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!

Guest favourite
Home in Enid
4.93 out of 5 average rating, 117 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
A wooden dining table is set with a light gray tablecloth and features an arrangement of white flowers in a green pitcher. Porcelain tea set items, including a teapot and cup, are positioned neatly on the table, while rustic cabinetry can be seen in the background.
Cabin in Guthrie
5 out of 5 average rating, 60 reviews

Cranberry Cottage near Lazy E

The Cranberry Cottage is a unique romantic getaway nestled on a private wooded 2-acre property close to Lazy-E Arena in Guthrie, Ok. Wake up to the most breathtaking view surrounded by tall oak trees and beautiful bamboo orchard. Lay in the hammock, sip tea or coffee on the deck, read a book, picnic under one of your favorite trees and there is even room for dancing! Just 15 to 30 minutes away from Lake Arcadia, Guthrie downtown area, Edmond, OKC and surrounding areas.

Guest favourite
Barn in Kingfisher
4.93 out of 5 average rating, 15 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
Guesthouse in Hinton
4.97 out of 5 average rating, 212 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.

Superhost
A charming duplex exterior is displayed, featuring blue siding with white trim and a brick foundation. A small porch with steps leads to the front door, while a grassy area and neatly landscaped flower beds are visible in the foreground.
Home in Enid
4.77 out of 5 average rating, 101 reviews

Cynde Joy’s 4 Seasons (Artsy)

Keep it simple at this peaceful and centrally-located place. Enjoy the Art that changes each stay feel free to do an art project Art room . Seasonal themes displayed through out the house Note ***this place has a shared yard space and shared parking area Other space at the space in private and completely separate . A locked door separates spaces and there are separate entrances. They can be connected and rented together for additional room

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, 240 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
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
4.67 out of 5 average rating, 48 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, 160 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!

Top Guest favourite
A cozy living area features a large flat-screen TV mounted on the wall, with an electric fireplace underneath. A comfortable sectional sofa is positioned near the television, and a pair of black barstools stands beside a small counter. Decorative plants and a vase add a soothing touch.
Home in Enid
4.99 out of 5 average rating, 156 reviews

Lorenz Cottage

Relax with the whole family at this peaceful place to stay. Completely remodeled home with all the comforts you would expect plus some unique extras. Mostly new appliances, new central heat and air. 3.5 minutes from downtown, Stride Event Center and David Allen Ballpark. Only 3 minutes to Chisholm Trail Expo Center.

Top Guest favourite
Cabin in Guthrie
4.94 out of 5 average rating, 50 reviews

Secluded A-Frame Near Lazy E

Come and escape and unplug at this peaceful A-frame getaway on 4 acres. Just outside Edmond, under 30 minutes from OKC, and only a couple miles from Lazy E Arena. 2BR/1BA with full kitchen, firepit, hot tub, Wi-Fi and all the creature comforts surrounded by nature.

Popular amenities for Hennessey holiday rentals

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