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
4.98 out of 5 average rating, 190 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
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!

Superhost
A spacious outdoor area features a hot tub and picnic table, set on a concrete patio. Comfortable seating in vibrant colors is arranged for relaxation. The two-story house above boasts large windows, allowing for natural light to enhance the inviting ambiance.
Home in Vinita
4.83 out of 5 average rating, 101 reviews

Compound On Lake - Game Room/Pool/Dock - Sleeps 37

Kick back and relax at this 9BR / 8.5 Bath - 4000 SQFT lakefront house + barndo combo with incredible amenities included, and you'll love the gameroom! With 4 seperate living units all including kitchens, your group will have room to roam & privacy! SLEEPS 30+ ✔ Swimming Pool ✔ Multiple Living & Gathering Areas ✔ 45x16 boat slip with room for 3 boats PLUS 2 jet ski pads ✔ Bar Area ✔ Backyard (Hot Tub, Deck, Fire Pit, Lake Access) ✔ High-Speed Wi-Fi ✔ Smart TVs Hammerhead boat ramp is close!

Top guest favourite
Tiny home in Claremore
4.97 out of 5 average rating, 216 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, 29 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, 53 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, 352 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, 108 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, 61 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 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, 70 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, 157 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.

Popular amenities for Chelsea holiday rentals