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 light-filled living area features a gray sofa adorned with yellow accent pillows. A decorative tray is positioned on a round table in the foreground, displaying an arrangement of a flower and a sign that reads 'Love Lives Here.' Wall art adds character to the space.
Home in Claremore
4.99 out of 5 average rating, 184 reviews

Sunset Cottage

Relax with the whole family at this peaceful cottage retreat. Surrounded by tranquil scenery including front porch views of open pasture land and neighboring horses. Newly renovated 3 bedroom home with large fenced in yard. Plenty of parking Minutes from Tulsa located on the south side of Claremore. Conveniently located with easy access to Route 66 and Will Rogers turnpike. (2 miles). Tulsa Airport -21 minutes Catoosa (Blue Whale) - 10 minutes Owasso - 24 minutes Broken Arrow -20 minutes

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, 275 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
A charming cottage sits beside a tranquil spring-fed pond, featuring a large deck accessible from the rear. A fire pit resides in the grassy area, with lush green trees surrounding the property, enhancing the peaceful outdoor setting.
Cottage in New Eucha
4.99 out of 5 average rating, 165 reviews

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately 1 mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

Top guest favourite
A hot tub with illuminated water sits on a wooden deck, overlooking the calm Illinois River. Trees frame the view, and a sunset casts a serene glow over the landscape, creating a peaceful setting for relaxation.
Cabin in Tahlequah
4.98 out of 5 average rating, 180 reviews

A-Frame Cabin on the river

Modern, brand new a-frame cabin on the river. Overlooks the peaceful Illinois river. Watch the floaters go by from the comfort of your deck. The cabin is luxurious with all the modern amenities, hot tub professionally maintained, fast wifi and Roku TV. This is the perfect place to sneak away with a loved one for a long weekend on the river. By day you watch the constant stream of floater and kayakers, by early evening it’s the wildlife’s turn with eagles, owls and crane take over the banks.

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, 348 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.

Guest favourite
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
4.94 out of 5 average rating, 103 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
Home in Chelsea
4.96 out of 5 average rating, 23 reviews

Cherry Street Retreat

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 bright living space is presented, featuring a light-colored sofa accented with a decorative pillow. Large windows allow natural light to fill the area, while a modern ceiling fan circulates air. An open kitchen with granite countertops and a dining table is visible in the foreground.
Flat in Chelsea
5.0 out of 5 average rating, 68 reviews

Loft on Main. Cozy, 2 BDR 1 BA apartment

Unwind at this cozy apartment located in the downtown district of Chelsea, just steps away from historic Route 66. A perfect place for business travelers, Route 66 enthusiasts' or small families to relax after a long day of travel or work. This apartment is well appointed, featuring granite countertops, custom cabinets, modern furniture and appliances including an in unit washer and dryer. The kitchen has plenty of pots, pans and cookware needed to create your favorites meals.

Top guest favourite
A spacious bed is dressed in soft green bedding with a decorative pillow featuring playful animal illustrations. Natural light filters through a nearby window, illuminating the tranquil ambiance of the room. Light-colored walls and warm wood trim enhance the inviting atmosphere.
Guest house in Claremore
4.97 out of 5 average rating, 148 reviews

Cottage in the Country

Forget your worries in this spacious and serene space. Wide open spaces for kids and dogs to run! Quaint little country spot. 80 acres to take a walk, feed the goats, and enjoy yourself in a very laidback setting! This space is a guest house located directly behind a main residence. However the owner will respect your privacy and will not bother you. You have free access to walk, roam, hit golf balls and let your pets run.

Top guest favourite
A neatly maintained outdoor area features lush green grass and several trees, providing shade. The house is visible in the background, with a pitched roof that complements the natural surroundings. Colorful plants and garden beds are arranged along the perimeter, enhancing the tranquil setting.
Home in Claremore
4.93 out of 5 average rating, 127 reviews

Cozy Barndominium

Take it easy at this unique and tranquil getaway in country setting on one flat acre , with plenty of parking . Close to Will Rogers Downs and Cherokee Casino. 5 miles to turnpike gate off highway 44 & close to route 66. The home is newly built & everything is new. All new appliances & a new 58" smart tv. Just installed a new water heater so now have plenty of hot water! We would love to have you stay.

Top guest favourite
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, 255 reviews

The Scissortail Farmhouse - LAND, HOT TUB, horses!

Looking for a serene escape in a convenient location? The Scissortail Farmhouse is a home nestled on the edge of a working regenerative farm that supplies produce to many of Tulsa’s best local restaurants. It is minutes from the airport, downtown, the Gathering Place, zoo, 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!

Top guest favourite
Tiny home in Claremore
4.97 out of 5 average rating, 205 reviews

Blue Country Bungalow

Enjoy a private bungalow style house in a quiet country setting. Furnished comfortably, this two bedroom house will be a perfect getaway or stop over as you pass thru Route 66. The master bedroom has a comfy queen bed and large closet. The extra bedroom has a double bed and a dresser. The space is ideal for up to 3 adults or two adults, two children.

Popular amenities for Chelsea holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Rogers County
  5. Chelsea