Holiday rentals in Hennessey

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Top-rated holiday rentals in Hennessey

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Top 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, 309 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
4.96 out of 5 average rating, 455 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, 163 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.

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!

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, 99 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

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, 236 reviews

Clean and Cozy Craftsman Style Bungalow

This bungalow is blocks 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 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, 105 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.

Top guest favourite
Guest house in Hinton
4.97 out of 5 average rating, 207 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 pool area is surrounded by lush greenery, featuring a large in-ground pool with clear blue water. Comfortable lounge chairs and a shaded seating area are positioned on the patio, ideal for relaxing outdoors. The setting offers a peaceful ambiance with natural elements.
Home in Warr Acres
4.95 out of 5 average rating, 107 reviews

POOL OPEN 3/31 - Lake Oasis w/pool, Hot tub, Gym

*** pool opening March 31, 2026*** Make some memories at this unique and family-friendly place. The house offers a great country feel in the middle of the city. Relax and unwind on the the upstairs and downstairs balcony with views of the lake and trees. Enjoy a swim or soak in the hot-tub after a great workout in the fully equipped home gym. The house is in a great location with lots of restaurants, fast food and shopping minutes away.

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, 234 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 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, 129 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
4.68 out of 5 average rating, 40 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.

Popular amenities for Hennessey holiday rentals

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