Vacation rentals in Hennessey

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Top-rated vacation rentals in Hennessey

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

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Guest favorite
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, 71 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!

Top guest favorite
An inviting open-concept kitchen and dining area displays a rustic wooden dining table surrounded by clear acrylic chairs. A modern chandelier hangs above, complemented by stainless steel appliances and textured glass backsplash. Natural light enters through large windows, adding warmth to the space.
Cabin in Arcadia
4.98 out of 5 average rating, 178 reviews

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.

Top guest favorite
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
4.93 out of 5 average rating, 106 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.

Top guest favorite
The exterior of a charming townhouse is displayed, featuring a welcoming front porch with potted plants. A brick pathway leads to the main entry, and a spacious driveway accommodates parking. The well-maintained lawn is bordered by neat landscaping.
Home in Enid
4.9 out of 5 average rating, 20 reviews

You’re home away from home!

This charming 2-bedroom, 2-bathroom townhouse is fully furnished and thoughtfully stocked with everything you need for a comfortable and stress-free stay — ideal for couples, families, business travelers, or longer stays. 2-Bedrooms 2 Full Bathrooms Fully Equipped Kitchen Comfortable Living Area Private Patio Washer/dryer, high-speed Wi-Fi, linens, and toiletries provided. Quiet neighborhood close to shops, dining, and attractions — the perfect blend of comfort and convenience.

Top guest favorite
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, 64 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.

Top guest favorite
Guesthouse in Coyle
4.93 out of 5 average rating, 89 reviews

The Farm Villa

This guest house sits on a 27 acre farm, 7.5 miles east of Guthrie, Oklahoma. Whether you’re looking for a peaceful getaway or just passing through, this spot is perfect! With 2 donkeys and multiple cows on the property, you’ll get the full farm experience. Enjoy a fire under the stars and breakfast on the porch. This property is located 36 minutes from Edmond & 48 minutes from Oklahoma City. *Please note there is no WiFi available and cell service may be spotty*

Guest favorite
Barn in Kingfisher
4.89 out of 5 average rating, 18 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 favorite
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, 244 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 favorite
A cozy bedroom is presented with a spacious bed dressed in white and gray bedding, complemented by decorative pillows. Soft lighting is provided by two bedside lamps atop black nightstands. Neutral wall colors and elegant window treatments enhance the serene atmosphere, while a patterned area rug adds texture.
Home in Enid
5 out of 5 average rating, 30 reviews

NEW Cozy 2BD/1 BATH

This cozy and stylish 2-bedroom, 1-bath Airbnb is centrally located, offering easy access to nearby attractions, dining, and shopping. The space features modern décor with warm, inviting touches, making it perfect for relaxing after a day of exploring. With comfortable bedrooms, a well-equipped kitchen, and a cozy living area, it’s ideal for couples, families, or small groups looking for a charming retreat in the heart of the city.

Top guest favorite
The ranch-style home features a covered front porch with stone columns, surrounded by well-maintained landscaping. Large windows provide a view of the grassy yard, and planters with greenery enhance the welcoming entrance. A paved pathway leads to the entrance, ensuring accessibility.
Farm stay in Guthrie
4.98 out of 5 average rating, 139 reviews

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.

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
4.66 out of 5 average rating, 53 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.

Guest favorite
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, 25 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 vacation rentals

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