Holiday rentals in Jennings

1920's Bootlegger Inn

Thanks for looking at the Bootlegger Inn. 2 bed 1 bath single family home located in historic area of Downtown Cushing. Home features spacious interior and exterior. Inside you’re welcomed by a large living room w/ sleeper sofa that extends into the dining area. Spacious kitchen, full bathroom, two bedrooms with memory foam mattresses, and laundry area. Home is located near hospital and local amenities. 30 minutes from Stillwater, 55 minutes from Tulsa, 1 hour 10 minutes from Oklahoma City

The Tiny House - Cabin with Ponds on 40 Acres

The Tiny House at R&R Retreat is a rustic getaway situated on 40 private acres with 3 ponds (covering a combined 10+ acres!), lots of trails, wildlife, and tons of natural beauty, all conveniently located 5 minutes from downtown Sapulpa (and historic Route 66!) and 25 minutes from downtown Tulsa. Experience the best of both worlds thanks to the off-grid atmosphere and high-speed Wifi! One of five cabins on the site, the Tiny House offers lots of opportunities for relaxation in a "tiny" package.

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!

Quiet Rt. 66 Guest House

Disconnect and take it easy at this unique, cozy getaway. Just one mile from the original 1920s Route 66, our remote private guest home offers the chance for travelers and city dwellers to recharge. Whether you're looking for a stopover on a Mother Road adventure or to get out of town and see the stars, this is the place for you. A full kitchen, washer/dryer and oversized shower add even more comfort. Heads up: There’s no internet connectivity, but don’t worry, cell service works just fine.

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.

Hidden Oasis

Keep it simple at this peaceful and centrally-located place. Located in Southwest Stillwater, in a well established, quite and remote neighborhood. Guest house has its own private drive, with covered parking. A privacy fence keeps this little oasis secluded from the rest of the main house. This location comes with everything you need for a short or extended stay: refrigerator, microwave, toaster oven, kitchenette, utensils and more.

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.

Lazy Spring Farm Star Gazing Sail Hot Tub

Welcome to our farm! Hear birds chirping and unwind in the hot tub. Enjoy the lovely setting of this romantic spot in nature. At night, turn off all lights in the cabin, and you will see the most beautiful and clearest stars, claim your stars in the hot tub or by the fire pit. Start your relaxing day with a self-made breakfast and a cup of tea/ coffee on our outdoor dining table on the deck.

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!