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.

0 of 0 items showing

1 of 3 pages

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, 465 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.

Superhost

A cozy dining nook is highlighted with a softly colored table setting. Delicate cups rest on matching plates, accompanied by a pink plate displaying decorated macarons. A cheerful tin filled with flowers adds a touch of color, enhancing the inviting atmosphere.

Cabin in Sapulpa

4.8 out of 5 average rating, 137 reviews

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.

Top guest favorite

Cabin in Owen Park

4.98 out of 5 average rating, 262 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

An uncluttered closet space is shown, featuring a long hanging rod supported by two shelves above. A few hangers are visible on the rod, while a small area on the right contains a power panel. The walls are painted in a neutral color.

Home in Bristow

4.99 out of 5 average rating, 96 reviews

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.

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

5 out of 5 average rating, 27 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

A private entrance is depicted, highlighted by a wooden fence providing seclusion. The door, framed by brick walls, features a modern lock. Two doormats rest at the entrance, completing the welcoming feel of the entryway.

Guesthouse in Stillwater

4.96 out of 5 average rating, 118 reviews

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.

Guest favorite

A well-lit hallway features a long wooden shelf supported by wall-mounted brackets, complemented by four wooden stools. The walls are adorned with decorative signs, and soft lighting enhances the warm tones of the flooring. Doors lead to additional rooms, with a bathroom visible at the end.

Place to stay in Stillwater

4.83 out of 5 average rating, 511 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 favorite

An outdoor shower features warm water cascading from a stylish faucet. A wooden enclosure frames the shower, providing a natural setting surrounded by trees. Soft droplets of water reflect sunlight, creating a refreshing atmosphere for a unique bathing experience in a serene environment.

Dome in Sand Springs

4.89 out of 5 average rating, 119 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.

Superhost

A hot tub is situated on a wooden deck, surrounded by a railing that offers a view of the sunset. Soft lighting enhances the evening ambiance, with trees visible in the background against a colorful sky.

Farm stay in Jennings

4.8 out of 5 average rating, 169 reviews

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.

Guest favorite

A game room features a sleek pool table with a blue felt surface, positioned against a green, leafy accent wall. A decorative mirror and a small console table with curated decor items provide a touch of elegance. Natural light enters through glass doors leading to an outdoor space.

Home in Tulsa

4.92 out of 5 average rating, 157 reviews

Suburban Oasis Sleeps 8 + hottub

Welcome to the "Suburban Oasis" – the ultimate getaway awaits! Experience relaxation and entertainment with our fantastic amenities. Enjoy pool and ping pong tables, unwind in the backyard lounge areas or soak in the hot tub. Our modern furnishings create a luxurious atmosphere. Indulge in the resort-like amenities for an unforgettable stay. Book now for an extraordinary escape.

Guest favorite

A charming log cabin rests on a gentle slope, featuring a covered porch with rocking chairs. Surrounding greenery enhances the natural setting, while a stone pathway guides towards the entrance. The structure showcases natural wooden logs and a metal roof, providing a rustic appearance.

Place to stay in Jenks

4.94 out of 5 average rating, 481 reviews

Curly’s Cabin

This single room log cabin overlooks our 35-acre lake and includes an outdoor fire pit, small deck with rocking chairs, indoor fireplace, efficiency kitchen with oven and petite fridge, AND A NEW WATER HEATING SYSTEM!!!!! This cabin is 30-yards from our conference and event center. If we have an event, you will likely see and hear guests and staff coming and going.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Jennings vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Jennings

Guest favorite

A well-appointed bathroom features wooden cabinetry and a light-colored countertop. A shower curtain with horizontal stripes is present, alongside a toilet and decorative rugs on the floor. The space is illuminated with soft lighting, creating a calm and functional environment.

Home in Bristow

5 out of 5 average rating, 8 reviews

The Oaks on Route 66!

MelindaRating, 5 stars1 week ago

was a super nice place will stay again

Top guest favorite

Soft light strands illuminate the exterior of the cabin during twilight, creating a warm ambiance. A wooden picnic table and a fire pit are visible in the grassy area, while board games sit nearby. The peaceful natural surroundings enhance a relaxing outdoor experience.

Tiny home in Sand Springs

5 out of 5 average rating, 7 reviews

The Birds Nest *New*

ShawnRating, 5 stars6 days ago

Our stay at "The Birds Nest" was exactly what we had in mind. we were in the area for a family reunion near Lake Skiatook. The Birds Nest was conveniently located between Sand Springs and Skiatook. The space was quiet and secluded. The private drive leads right up to the cottage. Behind the cottage there is a pond and we watched Birds, rabbits and deer each morning while drinking our coffee. There were ample amenities inside including a big screen TV, full kitchen and a great shower!! Will definitely stay here again if we are in the area! Highly recommend!!

A bathroom area is presented with a granite countertop featuring a sink. A wall-mounted mirror reflects the space. A wall-mounted hand dryer and a sign with instructions are visible. Beside the sink, several hangers are organized on a rack, and a workspace is seen in the background.

Apartment in Stillwater

4.77 out of 5 average rating, 22 reviews

111 OSU King Bed Hotel Room Wi-Fi

Shawnna And DannyRating, 5 stars2 months ago

.

Guest favorite

A wooden deck leads to a peaceful outdoor area, featuring a round table with metal chairs. Lush greenery surrounds the space, providing a tranquil atmosphere. A chiminea stands nearby, contributing to the inviting layout for relaxation and enjoying nature.

Private room in Perkins

4.91 out of 5 average rating, 44 reviews

Lonesome Dove Room

AndreaRating, 5 stars1 month ago

The farm is beautiful and quiet. I enjoyed staying here. It is just about 19 minutes to Stillwater and roads are pretty smooth. Very private area. I was here in spring.

Top guest favorite

An outdoor seating area is presented under a stairwell, featuring a white couch situated on green astroturf. Surrounding elements include a patio with red bricks and small gravel patches, creating a cozy space for relaxation.

Apartment in Tulsa

5 out of 5 average rating, 42 reviews

Atomic Astrolounge

SharinaRating, 5 stars6 days ago

Loved staying here. It was all the attention to detail and cute decor that did it! Everything was on theme and was cool! I kept being surprised at something new! It's was quiet despite being in a condominium. Didn't hear anything from the neighbors. Loved the blacked out windows and super cold air conditioner! The bed and pillows was so comfy and the shower was amazing! Fully stocked kitchen and loved that there was a Keurig coffee maker. You really felt you were some where else! There was a dollar tree right next to and it didn't take long to get downtown! I would recommend!

Top guest favorite

Aerial view of a spacious home nestled among lush trees, overlooking the tranquil waters of Shell Lake. The landscape showcases a combination of green foliage and the lake’s shimmering surface, highlighting a serene outdoor space perfect for relaxation.

Home in Sand Springs

5 out of 5 average rating, 5 reviews

The Splendid Sanctuary

GlendaRating, 5 stars2 weeks ago

The Splendid Sanctuary in Sand Springs on Lake Shell was nothing short of perfect! The home was so welcoming and stocked with everything you could dream of. You truly can pack your clothing and food and be set, Becky did not miss a thing that you would need all the down to toothpaste and tooth brushes! It did storm a few of the nights but even then the view out the bedroom and living room kept us in Awh! The back porch the Elm tree sitting and the fire pit sitting was so peaceful and relaxing. My family and I had the most amazing time and already planning another trip back.

Guest favorite

An aerial view captures a vibrant outdoor water park alongside a lake. Clear pools with slides are surrounded by sunbathers and families enjoying the water. Lush green trees and open grassy areas provide shade. Cars are parked in an organized manner on a gravel area.

Guesthouse in Mannford

4.88 out of 5 average rating, 17 reviews

Get-a-way guest house

BrookeRating, 5 stars4 days ago

Tiffanie has thought of every detail from nugget ice maker to towel warmer and made it picture worthy in the process! The beautiful touches made this place so very enjoyable and memorable!

Top guest favorite

A large inflatable water park is seen on the lake, featuring various obstacles and climbing structures in bright green and yellow. People can be observed enjoying the attractions in the water, while others relax on the shoreline. Vehicles are parked in the distance along the grassy area.

Home in Mannford

5 out of 5 average rating, 5 reviews

Welcome to Keystone Sunrise

KathrynRating, 5 stars2 months ago

We loved the place! It was as described - clean, cozy, plenty of amenities and touches of home, peaceful, and adorable. The community surrounding the area had all we needed, but it was still very easy to get to Tulsa or Stillwater when needed. There was no issue with neighbors, and anyone we saw walking to get down to the water was friendly - likewise, this encouraged us to take a walk down the trails, too! All communication was clear and helpful, and it was clear each detail from the instructions to the setup of the home was thought through thoroughly.

Show all

Vacation rentals in Jennings

Top-rated vacation rentals in Jennings

Vacation rentals for every style

Popular amenities for Jennings vacation rentals

Other great vacation rentals in Jennings

Destinations to explore