Holiday rentals 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!

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

A-Frame Cabin on the river

Modern, brand new a-frame cabin on the river. Overlooks the peaceful Illinois river. Watch the floaters go by from the comfort of your deck. The cabin is luxurious with all the modern amenities, hot tub professionally maintained, fast wifi and Roku TV. This is the perfect place to sneak away with a loved one for a long weekend on the river. By day you watch the constant stream of floater and kayakers, by early evening it’s the wildlife’s turn with eagles, owls and crane take over the banks.

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.

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.

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!

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.

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.

Shadow Ridge Tiny Home

At Redbud Roost, you'll feel right at home in the great outdoors. Welcome to Redbud Roost, a one-of-a-kind Tiny Home with a cozy country feel. The unique barn shape and loft inside will transport you to a simpler, more peaceful lifestyle. Located in the beautiful countryside of Northeast Oklahoma, you'll be surrounded by nature and tranquility. And don't forget to bring your furry friend along – we have a brand new 5,000 square foot pet park for them to play and explore.

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.

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.

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.