Holiday rentals in Jennings

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Jennings

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

%{current} / %{total}1 / 1
Top guest favourite
An aerial view captures the spacious property set against a backdrop of mature trees and open landscape. The newly remodeled home features a large, dark roof, a garage, and a beautifully constructed outdoor space that includes a regulation-size pickleball court with a blue enclosure.
Home in Cleveland
4.99 out of 5 average rating, 124 reviews

Skyline Paradise | Pickleball & Bball |Keystone Lk

Luxury Retreat with Tournament-Grade Pickleball Court Experience this stunning hilltop oasis near Keystone Lake, featuring a brand-new (2025) regulation-size pickleball court with pro lighting, a basketball area, & endless entertainment —cornhole, jumbo Jenga, arcade games, air hockey, foosball & more! • 3,200 sq. ft. on 3.5 acres • Stocked kitchen • 30 min to downtown Tulsa • Three-level deck with breathtaking views • Dog-friendly (3 under 80 lbs, $125 fee) Book now for the ultimate retreat!

Top guest favourite
A rustic cabin nestled among trees and colorful foliage, situated near a calm body of water. An outdoor seating area features wooden chairs, while natural stone borders the landscape. The atmosphere suggests a peaceful retreat away from urban life.
Cabin in Pawhuska
4.92 out of 5 average rating, 541 reviews

The Cabin @ The Lodge at Taylor Ranch

The Lodge at Taylor Ranch is home to two of Oklahoma's premiere disc golf courses, but we offer more than just disc golf! Our rustic, yet cozy cabin sits just above the water! In the winter you can snuggle up next to the fireplace or in the summer you can jump off the dock and go swimming! We are 6 miles away from The Mercantile (10 minute drive). We have hosted many Weddings, Parties, Disc Golf Tournaments, Retreats, Boy Scout Camp-outs, Fishing Derbies, etc! We also have an RV Park as well!

Top guest favourite
A serene lake scene captures a vibrant sunset reflecting on the water, with silhouettes of trees along the shore. Gentle ripples create a shimmering effect, while varied cloud formations enhance the expansive sky filled with warm hues of orange, pink, and blue.
Place to stay in Cleveland
4.97 out of 5 average rating, 133 reviews

The Overlook @ Keystone Lake

Great getaway location! You are entirely to yourself. Overlook is "attached to main house...but not "in" main house. Private entrance, no shared spaces. Very private & tranquil space! Relax in a country setting with "to die for" panoramic views from 90 feet above the water. Wildlife galore, including Bald Eagles. A perfect couples escape, girl’s weekend or some individual solitude ! Covered/enclosed hot tub room with great views. Adults Only! (18+) Check out our “extra amenities!”

Top guest favourite
The front view of the house reveals a charming yellow exterior with white trim. A welcoming porch with rocking chairs is present, framed by lush greenery and a flowering tree. A well-maintained flowerbed with colorful blooms adds a vibrant touch to the yard.
Cottage in Sapulpa
4.99 out of 5 average rating, 173 reviews

Katie's Cottage

Take it easy at this unique and tranquil getaway. Full kitchen, walk-in shower, washer/dryer, cable TV, wifi, relaxing deck on the back, outside dining beside a peaceful Koi pond and waterfall. For those chilly evenings there is a fire pit for roasting hot dogs or toasting marshmallows or just relax in the Adirondack chairs on the patio. Sitting in the wicker rockers on the front porch you have a wonderful view of the farm pond and with any luck you will catch a glimpse of a deer or two.

Top guest favourite
A wooden sign displaying 'Prairie's End' is mounted on two sturdy posts, surrounded by lush greenery. The natural wood finish complements the outdoor setting, inviting guests to enter the 40-acre property.
Home in Osage
4.97 out of 5 average rating, 63 reviews

Prairie's End

Discover your personal haven at "Prairie's End", a 40-acre property offering unparalleled serenity. Imagine waking up surrounded by nature and enjoying peaceful walks through the trails, watch the deer and multitude of wildlife. The open space provides a queen bed, a couch that converts to a bed, a double air mattress on frame found in the bathroom closet and a single roll-away bed. There is also an event center at the same location that is a communal space for guests or booked separately.

Guest favourite
Guest house in Mannford
5 out of 5 average rating, 11 reviews

Keystone Lake Retreat | 2BR | Family Friendly

Rustic 2BR guesthouse just 5 min from Keystone Lake! Perfect for families, couples, or friends seeking lake fun. Full kitchen, cozy gathering space, and private outdoor yard with pup-friendly amenities. Explore Keystone Lake just moments away! Enjoy fishing, boating, or scenic lake days. Ideal weekend escapes, a quick getaway, or tranquil stays near the water. Enjoy a full kitchen with essentials, includes Wi-Fi, laundry, coffee setup. Only a short 30 minutes from downtown Tulsa!

Top guest favourite
A vibrant display of wild blackberry blossoms is seen among lush green leaves. The image captures clusters of delicate white flowers and budding blooms, offering a glimpse of the natural beauty surrounding the farm stay.
Farm stay in Perkins
5 out of 5 average rating, 484 reviews

Wild Blackberry Blossom Country Farm Stay

Enjoy wide open spaces at this Country Farm Stay located between Stillwater and Perkins, OK (on a paved road). Experience the sights and sounds of the country. Enjoy sunrises, sunsets, and starry skies. Try out country living or return home to the country for a visit! Follow us on FaceBk: Wild Blackberry Blossom Country Farm Stay Follow us on Oklahoma Agritourism: Country Stay Activities in Central Oklahoma Follow us on TravelOK: Under their Bed & Breakfast Category

Top guest favourite
The entrance of the cottage is framed by a wooden pathway leading to the front door, surrounded by neat landscaping featuring various potted plants and greenery. An orange shade sail provides coverage over the entrance, enhancing the welcoming atmosphere.
Home in Riverview
4.95 out of 5 average rating, 966 reviews

Downtown Cottage by River Parks, Gathering Place

Detached cottage in historic downtown Tulsa neighborhood. Full kitchen, bed, desk, television room, shower, fenced patio with water feature, seating. One block from River Parks' cycling/walking trails, 3 parks; six blocks to The Gathering Place, walking distance to restaurants, bars, coffee shops. 1+ miles to BOK Center, downtown attractions & arts districts. Close to Route 66! Cozy and private retreat with patio, fenced area for pups and exceptional amenities!!

Guest favourite
A cozy sitting area features a light-colored sofa adorned with decorative pillows, set beside two large windows. A round black coffee table sits at the center, accompanied by a plant arrangement. A television is mounted on the wall opposite the seating, against a neutral backdrop.
Flat in Downtown Tulsa
4.97 out of 5 average rating, 351 reviews

Perfectly Located Cozy Apt Downtown, Gym Access

Newly renovated historic building in downtown Tulsa and close to everything! Walk across the street to the BOK Center, a few blocks from Cox Business Center, Cain’s Ballroom, Drillers Stadium, Brady Theatre, the Performing Arts Center..minutes from the Gathering Place, Utica Square Shopping, Cherry Street and River Parks. Only a 10min drive to the airport and the fairgrounds. All furnishings are West Elm. Washer/dryer inside the unit. Gym access

Top guest favourite
Place to stay in Stillwater
4.84 out of 5 average rating, 632 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.

Guest favourite
The cottage exterior features a modern design with wood paneling and a metal roof. A covered porch, accessed by steps, presents a cozy seating area. Lush landscaping with shrubs and small trees surrounds the entrance, enhancing the serene outdoor atmosphere.
Guest house in Stillwater
4.99 out of 5 average rating, 169 reviews

The Nest - 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. The cottages are located just off Lover’s Lane. Take a stroll, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

Guest favourite
A geodesic dome is situated on a wooden deck among trees, showcasing its unique triangular windows. A wooden ladder leads up to the entry, and a small outdoor seating area is visible on the deck. Natural surroundings include leaves and shrubs.
Dome in Sand Springs
4.86 out of 5 average rating, 205 reviews

Geodesic Sunset Dome at Three Ponds Community

This cozy geodesic dome has its own private nook overlooking our second pond. Heating and air are a must in Oklahoma and we got you covered so you are comfortable all year long. You also get access to our beautiful outdoor shower and our unique compost toilet for a truly memorable experience. Included in the dome is a mini fridge, microwave, Kuerig coffee, along with bowls, utensils, and towels.

Popular amenities for Jennings holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Pawnee County
  5. Jennings