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
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, 342 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
Home in Chelsea
4.95 out of 5 average rating, 22 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 single-story cottage features a covered front porch, adorned with rocking chairs, and surrounded by well-maintained landscaping. The structure has a light-colored exterior with wooden accents and is set against a backdrop of a vast green lawn and mature trees.
Home in Claremore
5 out of 5 average rating, 182 reviews

The Pineapple Cottage Just off the Famous Route 66

UPDATE: MAGGIE AND WINSTON are now on the back property! Both are both Tennessee Walking horses. both trained and used for mounted and search and Rescue! OWNER will be on premises at times to feed and clean up after horse! ROMANTIC Getaway! Avid Readers /Writers Retreat! THAT is How Guests are describing the Pineapple Cottage!!! Enjoy and Explore NE Oklahoma and the Famous Route 66 with easy access to everything from this centrally located Cottage.

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, 140 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 modern geodome is situated on a spacious wooden deck, surrounded by trees. The entrance features a grey door and decorative planters on each side. Steps lead up to the deck, providing an inviting entry to the retreat.
Dome in Bartlesville
4.93 out of 5 average rating, 101 reviews

Unique Geodome Escape Secluded Stay n Osage County

Welcome to DomeVista, a modern geodome where cozy comfort meets wide-open skies. Stargaze through the skylight, sip coffee on the deck, or relax by the firepit overlooking the pond. With a king bed, cold AC, and a hot shower, this is glamping elevated. Just minutes from Bartlesville, Woolaroc, Bluestem Falls, and The Pioneer Woman Mercantile, DomeVista is the perfect blend of nature, comfort, and convenience.

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
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, 247 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
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.

Top guest favourite
A warm fire pit is surrounded by wooden adirondack chairs in a spacious outdoor area. Soft lights are strung above, creating a cozy ambiance. The sky transitions from dusk to evening, enhancing the inviting atmosphere suited for gathering and relaxation.
Cabin in Eucha
4.97 out of 5 average rating, 114 reviews

The Cabin

This fully furnished cabin offers all the comforts of home just minutes from Grand Lake, Little Blue State Park, and Cabbage Hollow. Whether you’re here for boating, off-roading, or relaxing, it’s the perfect escape. Tucked away in nature, enjoy exploring trails, spotting deer in the yard, and unwinding by the fire pit with s’mores under the stars.

Popular amenities for Chelsea holiday rentals

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