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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Guest favourite
A newly constructed cabin is set on a grassy area, featuring a welcoming front porch with two chairs and a BBQ grill. Wooden shutters frame the windows, and a green landscape with trees serves as a backdrop under a partly cloudy sky.
Cabin in Adair
5.0 out of 5 average rating, 13 reviews

Kem’s Cabin

A nice relaxing couple’s getaway for a night, weekend, or longer. Beautiful views of Lake Hudson and a wonderful opportunity to enjoy the peace and tranquillity of nature. The cabin is a short drive into Pryor or Salina. Highbanks Speedway and Rocklahoma are just a 10 minute drive away. You’re a short walk away from the New Life Ranch, and the Horseshoe Rec area. Rather you’re looking for relaxation, fishing, or boating it’s all right out your front door. Some of the best fishing on the lake.

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, 71 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 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, 164 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, 179 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, 347 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.

Guest favourite
A tiny home with a barn-shaped exterior showcases a sleek black facade with wooden accents. A spacious wooden deck features two chairs, inviting relaxation and outdoor enjoyment. Large windows allow natural light to fill the interior, framed by a clear blue sky.
Tiny home in Big Cabin
5.0 out of 5 average rating, 5 reviews

Shadow Ridge Tiny Home

At Redbud Roost, you'll feel right at home in the great outdoors. Welcome to Redbud Roost, a one-of-a-kind Tiny Home with a cozy country feel. The unique barn shape and loft inside will transport you to a simpler, more peaceful lifestyle. Located in the beautiful countryside of Northeast Oklahoma, you'll be surrounded by nature and tranquility. And don't forget to bring your furry friend along – we have a brand new 5,000 square foot pet park for them to play and explore.

Top guest favourite
A cozy room features a spacious bed with a quilted coverlet and a distinct area rug. A seating arrangement is visible, along with a dining table set near a sliding glass door that opens to a deck surrounded by trees.
Cabin in Tahlequah
4.91 out of 5 average rating, 375 reviews

Creekside Cabin w/ hot tub, near Illinois River

Aww! Let it all go! -Soak under the stars in relaxing BullFrog hot tub. -Relax on the deck in adirondack chairs, by a crackling fire in a smokeless Tiki firepit. Just you, the woods, and softly singing water. And birds. Aw, the birds! -Tip back in a comfy reclining loveseat; watch the wonder through the patio doors. -Follow woodland trail to a secluded bench and table by the stream. Note: Driveway is rough and steep. No motorcycles.

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, 147 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.

Superhost
A rustic cottage is displayed with a wooden ramp leading to the front door. The structure features a simple design, with two windows framing the entrance. Surrounding grassy areas extend into the distance under a clear blue sky.
Tiny home in Big Cabin
4.88 out of 5 average rating, 24 reviews

Cowboy Cottage

Howdy from Cowboy Cottage! Just a couple miles off historic Route 66, our cozy little ranch retreat between Chelsea and Vinita is the perfect place to kick back and unwind. Whether you’re sipping coffee at sunrise or a cold beer under the stars, this sweet spot gives you a true taste of country life on our 300-acre ranch. Perfect for couples or small families looking to slow down, breathe deep, and enjoy the simple things.

Popular amenities for Chelsea holiday rentals

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