Holiday rentals in Chelsea

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Top-rated holiday rentals in Chelsea

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

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Top guest favourite
A spacious living room is highlighted by a large sectional couch adorned with throw pillows and a cozy blanket. A wooden coffee table sits at the center, complemented by a textured area rug. Natural light flows through the window, enhancing the serene atmosphere.
Home in Pryor
5.0 out of 5 average rating, 38 reviews

Pryor Patio Retreat

Welcome to the Pryor Patio Retreat! This fully renovated home at 1509 Hawthorn Ct. offers comfort and convenience close to MidAmerica Industrial Park, Lake Hudson, and Rocklahoma. Primary suite w/ a king bed, Wi-Fi TV, private bath, & walk-in closet, plus two additional bedrooms & bath. Relax in the open living room w/ a large sectional & 55" smart TV, or on the covered patio w/ string lights, comfy furniture & TV w/ Wi-Fi. Enjoy fiber high-speed Wi-Fi & added peace of mind w/ a security system!

Top guest favourite
The charming exterior of Talo features a vibrant yellow door framed by a white archway. The red siding contrasts with multiple windows, allowing natural light to fill the interior. Lush greenery surrounds the front garden, showcasing the thoughtful landscaping of the market garden.
Home in Bartlesville
5.0 out of 5 average rating, 290 reviews

Scandinavian-Inspired Urban Farm with Sauna

Talo is a Finnish-style farmhouse bursting with creatively designed spaces and surrounded by a working urban farm. Unique amenities include a six-person barrel sauna, outdoor claw-foot tub, Solo Stove fire pit, and a level 2 EV charger. It's a 30-minute drive to Pawhuska and the Pioneer Woman's Mercantile, Tall Grass Prairie National Preserve, and the Osage Nation Museum. Talo is only minutes from downtown Bartlesville, home to Frank Lloyd Wright’s Price Tower and many great restaurant options.

Top guest favourite
An outdoor living space features a cozy seating arrangement with two yellow chairs and a small table. A cornhole set lies on the green lawn, and the camper's exterior showcases large windows and a retractable awning, providing shade and comfort.
Camper van/Motorhome in Chelsea
4.97 out of 5 average rating, 76 reviews

Heartland Unwinder Non- smoking unit 4 mi off Rt66

Enjoy the peaceful setting of this romantic spot in rural northeast Oklahoma. Nestled on family farmland this non-smoking cozy camper provides all the amenities you need to spend a relaxing weekend or mid-week retreat. Stepping away from the schedules of life to reconnect with nature and your family. At the Heartland Unwinder you will enjoy quiet evenings. There are beautiful sunsets, roaming cattle and even distant howling coyotes. Come enjoy the hot tub available under a moonlit starry sky!

Top guest favourite
A mobile home is positioned on an expansive grassy area, surrounded by trees. The exterior features a light-colored siding with bright red accents on the windows. A wooden deck with stairs leads to the entrance, providing access to the home.
Home in Nowata
4.97 out of 5 average rating, 32 reviews

Escape to the Country!!

Experience Nowata countryside in this 2-bedroom mobile home. Space features 1 queen bed and 1 full bed, perfect for a small group or a family. Spacious bathroom w/shower, soaking bathtub & double sinks. Fully stocked kitchen. Front deck with chairs & tables to sit on & enjoy the beautiful view of the open pasture. Small attached one car garage to use to keep you and your vehicle out of the weather. Owners live towards back of 40-acre property. Mobile home has a separate driveway entrance.

Top guest favourite
Tiny home in Claremore
4.97 out of 5 average rating, 214 reviews

Blue Country Bungalow

Enjoy a private tiny house in a quiet country setting. Furnished comfortably, this two bedroom house will be a perfect getaway as you pass thru Route 66, come into town for business, or to stay over to visit family. The private front porch provides two rocking chairs and a porch swing for you to unwind. The house sits on an acre of land for you to walk fur babies. Located 15 minutes from heart of Claremore, Pryor or turnpike gates. Just 4 miles from Route 66. Quiet, safe country subdivision.

Top guest favourite
A newly built cabin stands under a twilight sky, featuring a peaked roof and wooden exterior. Bright light spills from the front windows, illuminating the entrance. Steps lead up to the porch, which offers access to the interior space.
Cabin in Chelsea
5.0 out of 5 average rating, 28 reviews

Panther Creek Cabin

Panther Creek Cabin is the perfect private getaway place. The cabin is nestled in nature with your only view being trees and a flowing creek. The newly built 650 sq. ft. cabin has 1 private bedroom with a queen bed and a sleeping loft with 2 twin beds. Walk the 130 acre private property and explore the creek, ponds and woods. Bring your boat &/or ATV's and enjoy the 12,941 acres of public land and hunting property within a mile of the cabin. You will also find 4 boat ramps within 10 miles.

Top guest favourite
Aerial view captures a peaceful retreat surrounded by lush greenery and trees, with a clear view of the lake in the background. The cozy home is nestled within a spacious yard, promoting a sense of privacy and tranquility, ideal for a relaxing getaway.
Home in Claremore
4.94 out of 5 average rating, 52 reviews

Getaway at Lake Claremore

Relax with the whole family at this peaceful place to stay.Escape to this peaceful 2-bedroom, 2-bath retreat nestled among the trees on the shores of Lake Claremore. This cozy home is the perfect place to relax and recharge. Enjoy direct access to nature with hiking and biking trails at Claremore Lake Park, or spend your days fishing and kayaking just steps from your door. Ideal for anyone looking for a quiet escape this hidden gem offers comfort, privacy, and a true taste of lake life.

Top guest favourite
A quaint white cottage is surrounded by greenery, with vibrant flowering plants adding color to the landscape. A large rock serves as a natural feature in the foreground, providing a vantage point for a small animal positioned atop it. Soft sunlight bathes the scene.
Cottage in Claremore
4.99 out of 5 average rating, 351 reviews

Cozy Country Cottage

This cozy cottage is set on five acres of scenic countryside just north-east of Tulsa. I designed and built this 480 square foot home for myself and lived in it happily for five years. But, now I’ve moved on to my next project and I’m eager to share this cottage with my guests! The house gets beautiful light, has a very comfortable bed, and is ideal for single travelers and couples. Take a soak in the tub after a long day on the road and feel your cares melt away. Stay a while, relax.

Superhost
A unique two-story structure made from shipping containers features black exterior siding and wooden shutters. Large windows provide ample natural light, while a covered balcony extends across the upper level, offering a shaded outdoor space amidst surrounding trees.
Shipping container in Claremore
4.91 out of 5 average rating, 107 reviews

The Container Cove

Experience the unique charm of The Container Cove, a family-owned retreat perfect for getaways. This special short-term rental combines innovative, eco-friendly design (it’s made out of shipping containers) with the beauty of Oologah Lake. Enjoy peaceful mornings and evenings on the 2nd-floor balcony, with beautiful lake views and sunrises. Inside, find home comforts and a beautifully designed space. Escape the ordinary at this tranquil, secluded haven. We look forward to hosting you!

Guest favourite
The exterior of the cabin features a blue exterior with a sturdy wooden porch. A landscaped area surrounds the cabin, including grassy patches and small plants. Large windows punctuate the facade, allowing light to enter the interior. A gravel path leads up to the porch.
Home in Vinita
4.98 out of 5 average rating, 58 reviews

Pop's Cabin.

Charming Country living close to a small town for conveniences. Grand Lake is a quick 20 minute drive. We are just off of I44 and hwy 69. We have plenty of parking room for ATVs, Tailers, and Boats. Pops Cabin is a single bedroom with large living room with a pull out couch for extra guest. A open Kitchen and Dining Room that has a Coffee Bar and Game Closet. A spacious laundry room and newly remodeled bathroom. A fire Pit and Outdoor Sitting to enjoy beautiful sunset evenings.

Guest favourite
Home in Chelsea
4.96 out of 5 average rating, 24 reviews

Cherry Street Retreat (2 blocks off Route 66)

Enjoy a relaxing, peaceful stay at this fully remodeled, fully furnished home within walking distance of the Highway 66 Underpass in Chelsea, Oklahoma! This little home is equipped with a full kitchen, complete with pots, pans, skillets, and more. The laundry room has a washer and dryer. Laundry pods are provided. There is even shampoo, conditioner, and body wash available in case you forget yours. Most importantly, there is a full coffee bar to make your morning even better.

Top guest favourite
A group of horses grazes peacefully in an open pasture. Various colors are observed, including chestnut and black. The landscape is characterized by tall grasses and a gentle horizon, with a soft, cloudy sky above.
Farm stay in Vinita
4.92 out of 5 average rating, 61 reviews

Wild Horse Hideout /private pool

Wild Horse Hideout is an authentic ranch house just minutes from historic Route 66. This spacious home offers 4 bedrooms and 2.5 baths, with flat screen TVs and Wi Fi in every bedroom. Enjoy the game room with piano, pool table, and ping pong, or relax in the pool or hot tub while watching wild horses graze at sunset from the large deck. Located six miles from Vinita shopping and antiques, and just 25 miles from Grand Lake with boat parking available.

Popular amenities for Chelsea holiday rentals