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 favourite
A cozy cave space is illuminated by soft string lights, creating a warm ambiance. A table set for two is positioned in the foreground, accompanied by a lantern and a small potted plant. The natural stone walls provide a rustic backdrop, enhancing the tranquil setting.
Cottage in Jay
4.94 out of 5 average rating, 256 reviews

The Wilderness Homestead Cave-HotTub-Hiking

Welcome to our Wilderness Retreat — an Oklahoma Ozark getaway with adventure built right in. At night, the property’s cave transforms into a magical haven , adorned w/soft lights and featuring a table for two. Indulge in the hot tub oasis with aromatherapy, floating candles and warm towels, relax by the fire pit, or walk the scenic trails. We’re 420-friendly, pet-friendly, and perfect for couples who want something unforgettable. We are within a couple miles of a clear local creek ! Ask for📍

Top guest favourite
The charming exterior of Talo features a vibrant yellow door framed by a white archway. The red siding contrasts with multiple windows, allowing natural light to fill the interior. Lush greenery surrounds the front garden, showcasing the thoughtful landscaping of the market garden.
Home in Bartlesville
5 out of 5 average rating, 287 reviews

Scandinavian-Inspired Urban Farm with Sauna

Talo is a Finnish-style farmhouse bursting with creatively designed spaces and surrounded by a working urban farm. Unique amenities include a six-person barrel sauna, outdoor claw-foot tub, Solo Stove fire pit, and a level 2 EV charger. It's a 30-minute drive to Pawhuska and the Pioneer Woman's Mercantile, Tall Grass Prairie National Preserve, and the Osage Nation Museum. Talo is only minutes from downtown Bartlesville, home to Frank Lloyd Wright’s Price Tower and many great restaurant options.

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 Eucha
4.99 out of 5 average rating, 168 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 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 out of 5 average rating, 28 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
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
4.99 out of 5 average rating, 69 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
The spacious kitchenette features a central island with marble countertops, a sink, and modern appliances. Light wood flooring extends into the living area, which includes a dining table and artwork on the walls, enhancing the openness of the studio.
Guest suite in Claremore
4.98 out of 5 average rating, 284 reviews

Private Studio Apartment in Claremore

A great overnight stop or week away from home. The studio is attached to homeowners house (converted garage space) but has separate, private coded entry. Driveway parking for one car. TV with antenna channels and streaming capability, free Netflix, fast WiFi available. Kitchenette area with coffee maker, fridge, sink and microwave. Empty nesters occupy home. Quiet and safe neighborhood. Two person maximum. Spacious open floor plan - one bedroom, one bathroom. The bed is a queen size bed.

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
4.9 out of 5 average rating, 105 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, 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.
Apartment in Chelsea
5 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.

Top guest favourite
A custom-built cabin is illuminated at night, highlighting its multi-level structure nestled among trees. Warm lights reflect off the wood exterior, creating a welcoming ambiance. The outdoor spiral staircase and deck reveal a tranquil setting surrounded by nature.
Treehouse in Colcord
4.98 out of 5 average rating, 143 reviews

The Treehouse @ A Million Dreams

Beautiful custom built multi level cabin in the trees overlooking crystal clear scenic Waterway Flint Creek. While you’re sitting on the deck or on the swinging bed watching the Eagles fly or the river otters scamper about. A family of deer may slowly meander right underneath you clueless that you are 25 feet overhead! It’s a Treehouse. The Lower level has a hot tub and an area to just relax and visit while playing games with your family or loved one.

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.
Guesthouse in Claremore
4.97 out of 5 average rating, 154 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 homes in Big Cabin
4.88 out of 5 average rating, 25 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 vacation rentals