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
The front view of the cabin showcases its rustic charm, framed by vibrant yellow leaves in autumn. The cabin features large windows, inviting natural light inside. A second-floor balcony overlooks the scenic wooded surroundings, creating a harmonious blend with nature.
Guest house in Bartlesville
4.92 out of 5 average rating, 200 reviews

Cabin in the Woods, 10 minutes to Bartlesville

Our guest cabin is set on 20 wooded acres in the Osage Hills at the end of a private gravel road. It feels completely isolated, but it's only 10 minutes to downtown Bartlesville, 20 minutes to Pioneer Woman's Merc, and an hour to Tulsa. There is a full kitchen, living area, and full bath on the ground floor, with a queen and twin bed on the 2nd floor. There is no TV to interfere with the quiet, although WiFi keeps you connected. We live in the main house and are always available if needed.

Guest favourite
A spacious guest room is highlighted by a queen bed dressed in warm-toned linens. Natural light filters through large windows adorned with sheer curtains. A cozy seating area includes a sofa and a round coffee table. A decorative fireplace and small dining set add to the inviting decor.
Guest house in Owasso
4.89 out of 5 average rating, 281 reviews

French Woods Quarters

Our guesthouse has a very warm, peaceful decor to parallel the nature around it. You will likely see many deer and other wildlife from the huge covered back porch while enjoying a meal cooked in your full kitchen. You will also have access to an attached single-car garage where there is also a washer and dryer available for your use. The pool is left open year round. Whether you need a place to get away and relax or place to call home while you're traveling for work, this is your place!

Top guest favourite
A tranquil view of a cottage situated beside a small private lake, surrounded by lush greenery. The calm water reflects the natural scenery, while trees line the shore. The cottage features a wraparound porch, providing a serene and picturesque setting.
Tiny home in Ochelata
4.99 out of 5 average rating, 323 reviews

Private cottage on small lake.

Only 35-40 minutes away from Pawhuska & 15 from Woolaroc, this cottage sits on a small private lake in a gated 65 acre private estate. There are more friendly animals than people at this estate; 29 goats, 8 mini donkeys, 4 horses and more! With a queen sized bed & a small bunk room w/ twin bunks it will comfortably sleep 2 adults & 2 small people. The cottage has a small kitchen w/ a refrigerator, 2 burner stove, microwave, toaster oven, toaster, dishes, etc. A firepit and grill outside.

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, 315 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 comfortable living room is presented, featuring a gray couch adorned with several decorative pillows. A small coffee table sits on a patterned rug, with a stylish chair positioned nearby. Large windows are dressed with sheer curtains, and a wall-mounted TV is visible.
Home in Chelsea
4.92 out of 5 average rating, 13 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
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, 209 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. 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.

Top guest favourite
A single-story cottage features a covered front porch, adorned with rocking chairs, and surrounded by well-maintained landscaping. The structure has a light-colored exterior with wooden accents and is set against a backdrop of a vast green lawn and mature trees.
Home in Claremore
5 out of 5 average rating, 158 reviews

The Pineapple Cottage Just off the Famous Route 66

UPDATE: MAGGIE AND WINSTON are now on the back property! Both are both Tennessee Walking horses. both trained and used for mounted and search and Rescue! OWNER will be on premises at times to feed and clean up after horse! ROMANTIC Getaway! Avid Readers /Writers Retreat! THAT is How Guests are describing the Pineapple Cottage!!! Enjoy and Explore NE Oklahoma and the Famous Route 66 with easy access to everything from this centrally located Cottage.

Guest favourite
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
4.94 out of 5 average rating, 17 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.

Top guest favourite
A private entrance to the music studio is shown, featuring a wooden porch with a swing and a bench for seating. Windows provide views into the interior, while a well-maintained lawn and trees create an inviting outdoor ambiance.
Guest house in Inola
4.98 out of 5 average rating, 463 reviews

The Music Studio with Instruments

Beautifully sits on the side of a hill overlooking a pond with a pecan grove as the backdrop. Peaceful, quiet, conveniently located just off a main highway * Prepare your food in the kitchen area or cook on the grill * Swing on the front porch or sit on the back porch * Walk among the trees, feed the ducks, pet the donkey, enjoy nature! NOTE: Need something more economical, check out "The Bunkhouse" - same location

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
4.91 out of 5 average rating, 104 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
A cozy table setting features a stacked book, soft candles, and a decorative plant. A large mug rests on a coaster, providing a serene spot for reading and relaxation. The warm lighting enhances the inviting atmosphere of the space.
Home in Pryor
4.98 out of 5 average rating, 208 reviews

The Hygge House. No cleaning fee! Free Netflix!

The eclectic decor of the Hygge House is a quaint mix that perfectly blends time honored comforts with the latest in technology. Wrap yourself in a soft velvet-like blanket while you watch t.v., read a book, work, or surf the web with fast, beefy WiFi. Enjoy the quiet of the neighborhood with the assurance that if you need anything, as your hosts, we are just a text or call away.

Top guest favourite
Flat in Claremore
4.98 out of 5 average rating, 167 reviews

The Drawing Room Suite | King bed

This space was originally a two bedroom one bath duplex. Then converted to an architectural design studio for 18 years and now completely redecorated for a classy Airbnb space....thus the name : The Drawing Room. Let me be clear it is not an entire house but a large private space within the innkeeper's home.

Popular amenities for Chelsea holiday rentals

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