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
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
4.99 out of 5 average rating, 70 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
The silo structure is showcased against a vibrant sunset, with clouds reflecting shades of orange and pink. The grassy area in the foreground leads to a gravel driveway, while the building features a covered porch, inviting views of the surrounding landscape.
Barn in Vinita
4.98 out of 5 average rating, 62 reviews

Harvest Hill Silo- Route 66 Home w/ Fishing Pond

Setting on Route 66, just 2 miles from I44 Vinita exit, the silo is situated on 20acres and includes a stocked 5 acre pond for fishing and exploring! The bin has a full kitchen and a custom tiled shower in the downstairs bathroom. Downstairs also has a bedroom with a queen bed as well as a full size pull out. Upstairs has 1 bedroom with a twin over full bunk bed, 1/2 bath and a second living room with a queen size pullout. Enjoy the sunset or sunrise over looking cattle and horse pastures.

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, 341 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, 101 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, 53 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
4.95 out of 5 average rating, 21 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.

Guest favourite
The exterior of the house is presented with large windows and decks, offering views of the surrounding greenery and lake. A spacious yard is visible, adorned with natural landscaping and stone pathways leading to the entrance. The scene is set against a colorful sunset sky.
Home in Afton
4.89 out of 5 average rating, 125 reviews

The Beach House at Grand Lake

Welcome to the Beach House at Grand Lake. If you are looking to stay at a peaceful location with a private dock (excluding the use of boat slip) and a great view, you've come to the right place. You can relax inside next to a cozy fire or enjoy the outdoors on our private deck. You will have an amazing view inside and outside, of Duck Creek and the main lake. You can enjoy fishing and floating off the dock or just lounging with your feet in the water. Amazing sunrises!

Guest favourite
Flat in Chelsea
4.92 out of 5 average rating, 13 reviews

Main Street Retreat. 2 Bed 1 Bath Apartment

Enjoy a stylish experience at this Main street retreat in Chelsea, Oklahoma right off historic Route 66. This newly remodeled two bed one bath apartment is the 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.

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
4.98 out of 5 average rating, 139 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, 123 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
Cabin in Colcord
4.97 out of 5 average rating, 172 reviews

The Cottage on the Waterfall.

Make some memories at this unique and family-friendly oasis. This quaint cottage is placed on a waterfall of historic Flint Creek. Sit on the back porch watching the creek, the river otters playing or the eagle skimming the water. Come see why this is one of the most popular cabins in the area!! This is a FANTASTIC honeymoon or anniversary cabin, but its floor plan also allows you to bring the family.

Top guest favourite
Tiny home in Claremore
4.97 out of 5 average rating, 201 reviews

Blue Country Bungalow

Enjoy a private bungalow style house in a quiet country setting. Furnished comfortably, this two bedroom bungalow 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