Vacation rentals in Chelsea

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Top-rated vacation rentals in Chelsea

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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

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

4.98 out of 5 average rating, 190 reviews
Top guest favorite
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/RV in Chelsea

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!

4.97 out of 5 average rating, 78 reviews
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

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!

4.83 out of 5 average rating, 101 reviews
Top guest favorite
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

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.

5.0 out of 5 average rating, 29 reviews
Top guest favorite
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

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.

4.94 out of 5 average rating, 53 reviews
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

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!

4.91 out of 5 average rating, 108 reviews
Top guest favorite
A cozy living area is presented, featuring two dark gray sofas adorned with striped cushions. A round, marble coffee table is centered on a patterned area rug, while a ceiling fan and wall art enhance the inviting space.
Home in Claremore

Mint Countryside Retreat

Relax at this peaceful country retreat. Enjoy beautiful sunrises and sunsets with ample outdoor seating options. The house sits on an acre for you to walk your fur babies. Perfect for traveling workers or family visits. Located 15 minutes from heart of Claremore, Pryor or turnpike gates. Just 4 miles from Route 66. Quiet, safe country subdivision. The house provides all the comforts of home including full kitchen, comfy beds, spacious living room, washer, dryer and laundry pods.

4.98 out of 5 average rating, 102 reviews
Guest favorite
Home in Chelsea

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.

4.96 out of 5 average rating, 24 reviews
Top guest favorite
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.
Apartment in Chelsea

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.

5.0 out of 5 average rating, 71 reviews
Guest favorite
A charming yellow exterior of the Goldfinch Guesthouse is highlighted by a large circular window and shutters. Lush green bushes and a stone path create an inviting entrance. A decorative lamppost stands by the walkway, contributing to the welcoming ambiance of the property.
Home in Claremore

The Goldfinch Guesthouse

Welcome to the Goldfinch Guesthouse in Claremore! This charming space features the Audrey Hepburn bedroom, the cowboy room, a kids’ room, an office, spacious kitchen, bright dining area, cozy living room with smart TV, and a large back deck. Full of natural light and just minutes from the lake, local downtown shops, restaurants, and museums, it’s the perfect spot for families, couples, or solo travelers. Come relax, explore, and make yourself at home!

5.0 out of 5 average rating, 30 reviews
Top guest favorite
A group of horses grazes peacefully in an open pasture. Various colors are observed, including chestnut and black. The landscape is characterized by tall grasses and a gentle horizon, with a soft, cloudy sky above.
Farm stay in Vinita

Wild Horse Hideout /private pool

Wild Horse Hideout is an authentic ranch house just minutes from historic Route 66. This spacious home offers 4 bedrooms and 2.5 baths, with flat screen TVs and Wi Fi in every bedroom. Enjoy the game room with piano, pool table, and ping pong, or relax in the pool or hot tub while watching wild horses graze at sunset from the large deck. Located six miles from Vinita shopping and antiques, and just 25 miles from Grand Lake with boat parking available.

4.92 out of 5 average rating, 62 reviews
Superhost
The exterior of the spacious modern home is showcased, featuring a combination of dark and light wooden finishes. The surrounding green lawn is visible, framed by mature trees and a natural stone pathway leading to the house.
Home in Catoosa

Creekside Gathering Spot + Event Retreat

Reconnect and celebrate at the Creekside Gathering Spot + Event Retreat. Perfect for reunions, weddings, showers, and group getaways, this spacious home features a chef’s kitchen, pool table, third-story lookout, and a detached event space for up to 50 guests (event fee applies). Outside, unwind in the private outdoor oasis—lounge on the wraparound deck, listen to the creek, and soak in the peace that makes this place unforgettable.

4.88 out of 5 average rating, 217 reviews

Popular amenities for Chelsea vacation rentals