Holiday rentals in Hennessey

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Top-rated holiday rentals in Hennessey

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.
Guest house in Edmond
4.89 out of 5 average rating, 106 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 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
4.94 out of 5 average rating, 321 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 charming Tudor-style home is presented, featuring a brick façade and a distinctive arched entryway. Large windows are symmetrically arranged, allowing for ample natural light. Lush greenery and colorful flower beds enhance the inviting exterior, creating a welcoming atmosphere.
Home in Guthrie
4.91 out of 5 average rating, 105 reviews

The Inn - Temple view w/ Jacuzzi

Have fun with the whole family at this stylish place. 1925 Tudor on corner lot with fully fenced in private space featuring pergola, fire pit and hot tub as well as off street parking. 3074 SQFT of historical elements and delightful, designer whimsy and warmth. Hardwood floors, granite, high end fixtures; indoor sitting area with breathtaking views of the Masonic temple. Just moments from downtown eateries, local coffee shops and entertainment. Perfect getaway with plenty of space for all.

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, 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
Farm stay in Arcadia
5 out of 5 average rating, 295 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.

Top guest favourite
A spacious living area is characterized by a light-colored fireplace and a decorative clock on the wall. Comfortable seating is arranged around a coffee table, complemented by a colorful area rug. A dining table is visible in the background, leading to a well-equipped kitchen.
Bungalow in Guthrie
4.95 out of 5 average rating, 248 reviews

Clean and Cozy Craftsman Style Bungalow

This bungalow is located one mile from downtown Guthrie, where guests can enjoy shops, the Pollard Theater, and restaurants. It has new furnishings, including amenities such as a washer-dryer, high-speed Wi-Fi, cooking necessities, a large backyard, and parking on the premises. It has a great front porch area with a swing and seating where guests can relax and enjoy the small-town nostalgia of Guthrie. Guests enjoy the character of our historic home with all the modern amenities.

Top guest favourite
A vintage wooden caboose is positioned prominently on a gravel surface, featuring a bright red exterior and windows framed in white. A bench and two green chairs sit nearby, set amidst greenery under a cloudy sky, enhancing the rustic charm of the unique accommodation.
Train in Jones
4.95 out of 5 average rating, 532 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
A charming cabin is presented with a vibrant red roof and a covered porch, surrounded by lush green grass. Trees provide shade, while open pasture extends beyond. A gravel driveway leads to the cabin, enhancing accessibility.
Cabin in Perkins
4.95 out of 5 average rating, 192 reviews

Wi-Fi, sleeps 6,full kitchen,12 mi to OSU,3bd,1ba

Welcome to the Cabin of Sunset View where it is minutes from OSU, the Fairgrounds, and the many activities of Stillwater. Centrally located, it's an easy drive to Guthrie, Edmond, Oklahoma City, and Tulsa. After a day of exploring Stillwater or surrounding areas, you will relax in the quiet peacefulness of country living. Surrounded with trees and a large meadow gives a balance of seclusion and openness making this a relaxing place to stay!

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.

Top guest favourite
The exterior of a two-story condo features a charming combination of brick and stone. A welcoming front door is framed by colorful shutters, with neatly trimmed hedges lining the pathway. The well-maintained lawn adds to the inviting curb appeal.
Home in Oklahoma City
4.92 out of 5 average rating, 132 reviews

Cute Cozy Condo

Relax in this warm, inviting 2-bedroom, 1.5-bath condo with all the comforts of home. Whether you’re here for leisure or work, you’ll appreciate the location and easy access. 10 min to I-40 Outlet Mall Blocks from Lake Overholser 12 miles to Brick town This peaceful condo has a fully equipped kitchen, smart TV, high-speed Wi-Fi. Washer/ dryer. Free parking on site and quick access to I-40. Must be 21 years of age or older to book.

Guest favourite
Home in Edmond
4.94 out of 5 average rating, 233 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
A welcoming porch area features a comfortable outdoor sofa with soft cushions. The entrance displays a blue door complemented by window panes, showcasing light-colored wooden siding and lantern-style lighting. Natural surroundings are visible through the windows, adding to the serene ambiance.
Cottage in Stillwater
4.97 out of 5 average rating, 156 reviews

The Roost - 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. Take a stroll on our 30 acres, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

Popular amenities for Hennessey holiday rentals

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