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
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
4.99 out of 5 average rating, 69 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
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
4.98 out of 5 average rating, 61 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, 267 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.

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, 100 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, 21 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.
Apartment in Chelsea
5 out of 5 average rating, 65 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.
Guesthouse in Claremore
4.98 out of 5 average rating, 136 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 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
The exterior of the Tiny Home is captured, featuring a welcoming porch with a wooden railing and steps. The front door is framed by two large windows, and a subtle lamp adds ambiance. The natural landscape is visible in the background.
Tiny homes in Big Cabin
5 out of 5 average rating, 10 reviews

Tranquil Cottage

Perfect for a romantic getaway, a family vacation, or a solo retreat. Come experience the simplicity and charm of Tiny Home living at Tranquil Cottage. Experience the simplicity and charm of Tiny Home living at Tranquil Cottage, a brand-new Tiny Home nestled in the peaceful countryside of Northeast Oklahoma. This one-bedroom, one-bath home can accommodate up to 4 guests with its comfortable sofa sleeper.

Guest favourite
Camper/RV in Bartlesville
5 out of 5 average rating, 13 reviews

Wildflower Retreat – Glamping near Bartlesville OK

Escape to The Wildflower Retreat, a cozy glamping getaway in the new extended-stay area of My Green Country RV Park, just minutes from Bartlesville, Oklahoma. Nestled in nature with only a few sites nearby, this fifth-wheel RV offers privacy, comfort, and a private deck for stargazing and morning coffee. Perfect for couples or solo travelers seeking a romantic, peaceful retreat in Oklahoma’s countryside.

Guest favourite
The entrance of a cozy A-frame cabin is framed by greenery, featuring a wooden sign. Lounge chairs are positioned on a stone patio, with warm string lights suspended overhead. A large rock adds a natural touch to the charming outdoor setting.
Cabin in Afton
4.97 out of 5 average rating, 77 reviews

The Rovena Aframe @ Selena Vista

Take it easy at this unique and tranquil getaway. Secluded private cozy Aframe for adults only. Many amenities jacuzzi tub, outdoor hot tub, fire pit and chiminea. Outdoor grill. Beautiful views of the lake and wooded area. Covered porch as well as a large stone patio. Next to a winery and Par 3 golf course. Lots of fun restaurants and nearby market.

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, 113 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 vacation rentals

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