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.

%{current} / %{total}1 / 1
Top guest favorite
Farm stay in Cushing
4.98 out of 5 average rating, 47 reviews

The Farmhouse Lovely 2 bedroom Fishing available

Relax with the whole family at this peaceful place to stay. Country living with abundant wildlife and catch and release watershed lake (no swimming). Plenty of wildlife photo opportunities. 11 miles north of Route 66 And 4 miles from Stroud Lake. 48 min. from Stillwater and Okla. State University, about an hour from Okla. City and Tulsa. Covered parking. No Smoking, Vaping, or marijuana use in the house. Want to craft? I have 2 Cricut machines and cartridges. I’m sorry we no longer allow pets.

Top guest favorite
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 favorite
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, 308 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 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, 135 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!”

Guest favorite
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, 10 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 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
4.97 out of 5 average rating, 64 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
Guesthouse in Mannford
5 out of 5 average rating, 14 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 favorite
A gravel driveway leads up to a wooden archway labeled 'Painted Gait Farm.' Lush green pastures are visible on either side, with black wooden fencing enclosing the area. A few farm buildings are situated in the distance under a clear blue sky.
Home in Chandler
4.98 out of 5 average rating, 169 reviews

Working Cattle Ranch

We are 6 miles north of Chandler (Route 66). "Entire home" refers to the professionally built, 900 sq ft space over the garage which means stairs (within code). Our home is attached via a breezeway. We have 80 acres with pastures, 1 stocked pond and trails through the woods. We have 3 outdoor “always on” security cameras: 1 on the garage wall and (main house) front & back porches (not the N patio which guests can use). This is our home, we expect responsible and caring guests.

Top guest favorite
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, 485 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 favorite
A fire pit seating area features six rustic redwood chairs arranged around a central wooden table. The space is set on gravel, providing a comfortable spot for gathering outdoors amidst the natural surroundings.
Cottage in Stillwater
4.96 out of 5 average rating, 240 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 favorite
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, 170 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.

Top guest favorite
Home in Tulsa
4.99 out of 5 average rating, 238 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

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