Holiday houses in Hennessey

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Top-rated holiday rentals in Hennessey

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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
4.96 out of 5 average rating, 447 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.

Top Guest favourite
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, 157 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 favourite
The image features the iconic Ferris wheel illuminated with vibrant colors, set against a twilight sky. Nearby, a grassy area offers an open view, while rustic structures are visible in the foreground, contributing to the lively atmosphere of the Wheeler District.
Guesthouse in Oklahoma City
4.99 out of 5 average rating, 311 reviews

The Scissortail, a Downtown Wheeler District Stay

🎡 RIVERFRONT DOWNTOWN DISTRICT🎡 Wheeler District is OKC’s newest downtown community showcasing the original historic Santa Monica Pier Ferris Wheel as the gateway for its riverfront plaza. Unique homes built with appealing architectural designs, retail shophomes, fabulous eateries, and a national award winning brewery set this district apart. With the scenic view of its ferris wheel and the downtown skyline, this urban escape provides perfect relaxation amid your Oklahoma City stay!

Guest favourite
The living area features a cozy couch accompanied by a side chair and a coffee table, creating a comfortable seating arrangement. A television is positioned on a stylish console table. Natural light filters in through the window, highlighting the warm wooden flooring.
Apartment in Enid
4.94 out of 5 average rating, 31 reviews

Grand Ole Time

Located downtown, this renovated building offers a unique space close to all the things that make up Enid. Nightlife, restaurants, David Allen Ballpark and the Stride Center are all nearby and walkable. Built in 1927, This two story building is rumored to have been a one stop shop back in its glory days. With poker and liquor on the ground level and a brothel upstairs, this place has always been hopping! While it’s much more tame today, we still think you’ll have a Grand Ole Time!

Top Guest favourite
A spacious den features a large sectional sofa adorned with decorative cushions, positioned next to a coffee table. Natural light filters through sheer curtains, creating a bright atmosphere. Artwork and lamps add a touch of character to the inviting space.
Home in Enid
4.98 out of 5 average rating, 102 reviews

Best Enid Neighborhood - Darling 1939 Gem!

Enjoy a peaceful experience at this centrally-located home in the best neighborhood in Enid. The Davis House is a 3 bedroom 1 bath house, built in 1939, full of character, recently renovated and decorated in a minimalist, modern way. Close to Vance Air Force Base, the walking trail, Champlin Park, downtown, both hospitals, shopping and restaurants. This is a low-tox home that is perfect for those who are health conscious or sensitive to harsh cleaners & products.

Guest favourite
A living room area features a blue-gray sectional sofa with decorative pillows, complemented by a cozy armchair. A flat-screen TV is mounted on the wall opposite a light rug. Natural light enters through a window adorned with light curtains, and a ceiling fan adds a functional touch.
Townhouse in Edmond
4.88 out of 5 average rating, 180 reviews

Redbud Cottage #1

This tastefully decorated duplex is situated in the heart of Edmond, within walking distance to shopping, grocery stores and restaurants. Conveniently located to great local shopping, delicious eateries and quick interstate access to downtown OKC. Comfortably sleeps 4. With high speed wifi, smart TVs, cozy beds and a well-stocked kitchen, you’ll feel right at home! Need double the space? Book both sides of this duplex! Inquire with host if you need assistance.

Top Guest favourite
The exterior of Sparrow Cottage is shown, featuring a yellow building with green trim. A small flight of stairs leads to the entrance, surrounded by terraced landscaping. A fenced area with flowering plants and decorative elements is visible, alongside a small outdoor seating arrangement.
Guesthouse in Perkins
4.99 out of 5 average rating, 216 reviews

Private Cottage at the Old Station

Enjoy a piece of history while staying in the Old Station guest cottage. Comfy & cozy for two guests, or ideal for a personal retreat, "Sparrow Cottage" includes its own private patio with gas grill as well as a separate fenced sitting area outside with fire pit. Inside is a queen-size bed, a kitchenette (with sink, microwave, and mini-fridge), and a good-size bathroom with walk-in shower. While here, visit The Old Station Museum and Market.

Top Guest favourite
Place to stay in Stillwater
4.84 out of 5 average rating, 613 reviews

Cozy 2BR Private Farmhouse/Full bath/kit/Patio

Welcome to our Cozy Farmhouse on Main St. centrally located less than a mile from Boone Pickens Stadium. Enjoy Free Parking on Game Day and the Cozy Warmth of a 2 bedroom Farmhouse feel with a Large Outdoor Patio. Enjoy Tailgating with family and friends on game day with on our Large Patio, Grill, and Fire Pit. Also included on our Patio, is a Large 40,000 BTU Propane Gas Fire Pit to keep you warm on the cool Fall Football Games.

Top Guest favourite
Home in Guthrie
4.98 out of 5 average rating, 104 reviews

Bannister Historical Homestead

Come stay in an historical home that has been totally remolded, but still holds it charm. Home is close to Cottonwood Flats, Stillwater, Langston, and OKC . This home has been used as a film production sight for the new movie, "The One," and the U-Tube Video, "Kid Again." Paved driveway for offstreet parking that is private with fenced back yard. Large front porch for relaxing. Quiet neighborhood. Available host if needed.

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, 38 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
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, 142 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
The interior of the garage apartment features a comfortable king-sized wrought iron bed with a decorative quilt. A small table and chair are positioned nearby, along with a television mounted on the wall. A large glass garage door allows for ample natural light, complemented by dark curtains.
Guest suite in Midwest City
4.95 out of 5 average rating, 397 reviews

Modern Garage Apartment

Beautiful garage apartment with unique hand-built glass garage door with lots of natural light. The main house is a duplex with two garage apartments in between. This listing is for one of the garage apartments. Premium 65-inch TV, Netflix, and high-speed Wi-Fi internet. Comfortable king-sized wrought iron bed.

Popular amenities for Hennessey holiday rentals