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Vacation rentals in Jennings

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Jennings

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

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Top guest favorite
A welcoming guest house is accessed via a wooden deck surrounded by lush greenery. The entrance features a gabled roof and large front windows, inviting natural light into the space. Nearby, a large tree adds to the serene outdoor setting.
Guesthouse in Bristow
4.99 out of 5 average rating, 478 reviews

Historic Route 66 Guesthouse

Cozy guest house on historic Route 66 ideal for bikers, bicyclists, road trippers. Private entrance, access to secure backyard including available covered parking, hot tub, grill, fire pit, 1 king and 1 queen bed, private bathroom with small tub & shower, WiFi, TV, refrigerator, microwave. Within walking distance of large city park with fishing lake, golf course, disc golf, skatepark, tennis courts, & seasonal swimming pool. Kitchen not suitable for cooking but abundant local takeout available.

Top guest favorite
An arched stone gateway leads to a charming cottage surrounded by lush green foliage. A pathway of irregular stone pavers winds through the landscape, inviting guests to explore the natural beauty of the property. A rustic stone chimney rises from the cottage, blending harmoniously with the surroundings.
Guesthouse in White City
4.97 out of 5 average rating, 136 reviews

The Curious Little Cottage

This former 19th century stable hand quarters (Built in 1880) has been remodeled into a modern studio. Filled with curious tidbits, mind bending puzzles and unique creations it will provide a wonderful little cozy getaway. Tucked away in the back corner of the property you can enjoy the privacy of a cabin in the middle of town. Curious little cottage is only eight blocks from Tulsa Fairgrounds, minutes away from downtown and the blue dome. Open my profile to see our other unique themed airbnbs.

Top guest favorite
The exterior of a two-story guesthouse features a sloped slate roof and a welcoming facade painted in soft tones. Large windows are complemented by a contemporary entry door, providing a cozy and modern appearance. Flanking the entrance are neatly arranged shrubs and flowers.
Guesthouse in Tulsa
4.91 out of 5 average rating, 763 reviews

CARRIAGE HOUSE-Historic Guesthouse Duplex Downtown

From the moment you arrive, the home's character and charm are immediately inviting. Thoughtful decor, warm touches, a comfy bed, and an intimate cottage-like feel welcome you into a little haven. Set in a lovely, walkable neighborhood with tree-lined streets, perfect for morning strolls to the neighborhood coffee shop 1 block away. Minutes from Downtown near all the concert venues and local spots, the Carriage House delivers comfort, character, convenience, and an unmistakable sense of warmth.

Superhost
A rustic cabin is nestled among lush greenery and tall trees, featuring a log exterior and a metallic blue roof. A small porch is visible at the front, surrounded by potted plants, while a wheelbarrow rests nearby in the natural setting.
Guesthouse in Skiatook
4.8 out of 5 average rating, 137 reviews

Cabin in the Osage Woods

This is a lovely cabin in the woods - sitting next to my home.( about 150 feet away) The area could be described as "rustic"- insofar as it IS the Oklahoma Osage Hills- 20 miles via a nice drive into Tulsa. Also about 45 minutes from Pawhuska, Oklahoma, home of the Osage Nation - and the Pioneer Woman, Ree Drummond. The view is overlooking the Osage Hills of Oklahoma. You can be as private as you want, or hike, drive to the lake, kayak. Peaceful and serene. Perfect for rural- loving folks.

Top guest favorite
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, 115 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 favorite
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
4.96 out of 5 average rating, 50 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 favorite
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, 210 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.

Guest favorite
An open concept living area showcases a spacious layout with comfortable seating arrangements. A coffee table sits at the center, surrounded by two armchairs and a sofa. A dining table is visible in the background, with modern lighting fixtures enhancing the space.
Home in Bristow
4.95 out of 5 average rating, 128 reviews

New Modern Charm on Route 66

Come relax in this newly constructed home located on Historic Route 66. This 3 bedroom 2 full bathrooms open concept is the perfect spot for family or friends. Right around the corner from The Bristow Lake and City Park with great views to enjoy! The Park and Lake offer the perfect place for walks, runs and/or bike rides. Also just minutes to downtown for some local shopping and dining. House also has attached single car garage for security.

Guest favorite
Place to stay in Stillwater
4.83 out of 5 average rating, 582 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.

Superhost
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
4.85 out of 5 average rating, 177 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.

Top guest favorite
A modern farmhouse is set against a backdrop of lush greenery, featuring a covered porch and large windows. A gravel driveway leads to the entrance, framed by trees that provide shade, with an open field visible in the distance.
Home in Tulsa
5 out of 5 average rating, 206 reviews

The Scissortail Farmhouse - LAND, HOT TUB, horses!

Looking for a serene escape in a convenient location? The Scissortail Farmhouse is a new guest home nestled on the edge of a working regenerative farm that supplies produce to many of our best local restaurants. It is minutes from the airport, downtown, and popular Tulsa attractions. We hope you enjoy our little slice of country that is about as close as you can get to the big city!

Top guest favorite
A cozy living area is highlighted by an ornate wooden bench adorned with decorative pillows. A plush dark rug lies on the floor, complementing the stone fireplace framed by artwork. Soft lighting is provided by a hanging fixture and table lamp.
Farm stay in Pawnee
5 out of 5 average rating, 14 reviews

The Farmhouse

Enjoy the natural beauty surrounding our family’s 100-year-old farmhouse in a bend of the Arkansas River. With running/walking trails, a pond, a pecan orchard, and some wide open spaces, it’s easy to relax and unplug in one of our favorite places on earth. It’s lovely and we love to share it!

Popular amenities for Jennings vacation rentals

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