Vacation rentals in Jennings

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Top-rated vacation rentals in Jennings

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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, 120 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!

Guest favourite
A spacious outdoor area is highlighted by vibrant red picnic tables and benches under a covered porch. String lights adorn the overhead beams, providing soft illumination. Nearby, lawn games are set up on a grassy surface, inviting guests to enjoy leisure activities.
Apartment in Mannford
5 out of 5 average rating, 14 reviews

Lake Lodge with Sunset Views

Enjoy the sounds of nature when staying in this unique lake place. You'll have a huge porch overlooking the water all to yourself. Grill out on the BBQ or enjoy gaming with your friends and family. This new apartment is located just 5 minutes from Mannford Harbor Marina. Canoeing and federal hunting lands are within walking distance. There's plenty of space to park your boat! One bedroom has a king size bed, the other has two twins. The futon in the living area folds out to a full size bed.

Top guest favourite
A winding path leads through an eclectic garden filled with various plants and artistic decorations. Distinctive garden pots, sculptures, and colorful ornaments can be seen throughout the area, creating a unique, inviting atmosphere surrounding the log cabin.
Cabin in Owen Park
4.98 out of 5 average rating, 304 reviews

An Artist's Cozy Log Cabin Minutes From Downtown.

Spend the night in a very Private, Cozy, Eclectic and Historically Imfamous Log Cabin, surrounded by an artist couple's one acre garden. Right by Downtown Tulsa! Located in Historic Owen Park Neighborhood. One of the oldest neighborhoods in Tulsa. Very close to The B.O.K. Arena, Tulsa Ball Park, Cain's Ballroom, Tulsa's Arts District, many restaurants, and the Tulsa Gathering Place. This Cozy cabin is perfect for a couple wanting a relaxing weekend and also a wonderful writer's retreat!

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, 132 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, 168 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.

Guest favourite
The exterior of the home features a welcoming entrance with brick steps leading to a covered porch. A well-maintained lawn surrounds the property, which is accented by lush greenery and residential architecture. A tall antenna is visible, reaching toward a clear sky.
Home in Mannford
5 out of 5 average rating, 9 reviews

Old Waterslide Hill

Old Waterslide Hill is truly part of Mannford history. Centrally located in Mannford you're five minutes to New Mannford Ramp, ten minutes to Keystone State Park and right between Tulsa & Stillwater. You will be in the heart of this quiet little community. This cozy hillside home is fully remodeled & offers a spacious open floor plan, gorgeous woodburning granite fireplace and is fully furnished for your every need. Fishermen rest assured we have outdoor receptacles, water & ample parking.

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, 59 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.

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, 478 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
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.

Guest favourite
Place to stay in Stillwater
4.84 out of 5 average rating, 620 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.
Guesthouse in Stillwater
4.99 out of 5 average rating, 167 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, 198 reviews

Geodesic Sunset Dome

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.

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