Vacation rentals in Jennings

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Top-rated vacation rentals in Jennings

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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, 484 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
A cozy living room features a light grey sofa adorned with colorful cushions and an accent pillow. Two brown armchairs flank a wooden coffee table, which rests on a patterned area rug. A television sits on an adjacent table, accompanied by potted plants and soft lighting from lamps.
Home in Stillwater
4.94 out of 5 average rating, 140 reviews

Modern and Bright! 4 minutes to OSU and Downtown

Come rest and rejuvenate for your Stillwater stay at The Bungalow! Conveniently located only 4 minutes from the Oklahoma State campus and 2 minutes to Downtown Stillwater. Enjoy the cozy king sized Stearns and Foster bed with luxury hotel sheets. Kick back and log into your streaming services on our Roku, with access to 1 gig wifi. Cook in our fully stocked farmhouse style kitchen, enjoy your morning coffee on the new cedar wood porch. Full washer and dryer on site. Its our pleasure to host you!

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, 138 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, 124 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 comfortable living area features a tan leather sofa with orange accent pillows and a matching chaise lounge. A wooden dining table with four chairs is visible. Light wood paneling and flooring contribute to a cozy, natural ambiance. A ceiling fan above offers airflow.
Cabin in Sperry
4.94 out of 5 average rating, 225 reviews

Gunker Ranch / Log Home

Beautiful, genuine true Log Home in the Osage Oklahoma Hills. Quiet, peaceful area with gorgeous sunrises and sunsets! Surrounded by horses, cattle, goats, and many other type farm animals. Excellent roads to cycle on and take leisurely, relaxing drives. Friendly people who enjoy life in the country - just like you will when you arrive! It is a destination of peace and relaxation. Only 15 minutes north of Downtown Tulsa. Easy drive to any part of Tulsa or Osage County.

Top guest favorite
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, 944 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!!

Top guest favorite
An open guest house interior showcases a spacious bed with a patterned blanket, accompanied by a wooden dining table and chairs. A full kitchen area is visible, with modern appliances, including a washer and dryer. Natural light filters in through multiple windows.
Guesthouse in Owen Park
4.93 out of 5 average rating, 130 reviews

Backyard Bungalow

Historic carriage house converted into a tiny guest home, complete with everything needed for your stay. Full kitchen, washer and dryer, updated bathroom, quality mattress and entertainment center in a cozy space right next to downtown entertainment district. The historic Owen Park neighborhood is conveniently located within minutes of night life, restaurants, business, Gathering Place and Tulsa River Parks. The guest house is located at the back of a family home.

Guest favorite
A living area features wooden paneling and soft lighting. Two dark sofas, adorned with cushions, face a central coffee table. A wall-mounted television is positioned above the table, and natural light is filtered through a patterned curtain near the corner.
Home in Stillwater
4.94 out of 5 average rating, 212 reviews

The Taylor Home

This cozy home is the PERFECT place for your next visit to Stillwater! The cabin-esque feel of this home pairs nicely with the modern amenities, making this a stay you will want to book time and time again. You will have all the comforts of home here, a washer/dryer, a comfortable bed, and a fully equipped kitchen. The property’s convenient, centralized location puts you close to all the action! Shops, restaurants, and nightlife are just minutes away!

Guest favorite
Place to stay in Stillwater
4.83 out of 5 average rating, 599 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 favorite
A spacious bedroom features a wooden bed with cozy bedding and decorative pillows. A large mirror is positioned above a wooden dresser, and two stylish lamps provide soft lighting. The room is adorned with a patterned area rug, enhancing the room's comforting atmosphere.
Guesthouse in Tulsa
4.98 out of 5 average rating, 181 reviews

Historic Maple Ridge Carriage House - Sunset House

Sunset House is a lovely one-bedroom, 500 sq ft carriage house in historic Maple Ridge. Sleeps 4 (Queen bed, Queen sofa bed) Updated full kitchen. Full bath w/ walk-in closet. Pets welcome. Located just of off Downtown, we are close to Utica Square, Cherry Street & Brookside which offers fabulous spots for dining & shopping. Within walking distance of The Gathering Place. Hospital 5 min. away. Airport 20 min. away.

Guest favorite
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, 188 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
4.99 out of 5 average rating, 217 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!

Popular amenities for Jennings vacation rentals

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  4. Pawnee County
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