Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Guest favourite

Home in Waynoka

4.91 out of 5 average rating, 113 reviews

Gather here! Nice home. 3-1/2 miles to the Dunes

Relax after a day at the dunes in this quiet home at the edge of town. It's a 3-1/2 mile drive to the dunes. With a permit from the city, you can drive your ATV right to the park! This two-bedroom, one-bath home has excellent central air and heat and ceiling fans. One bedroom offers a queen bed and the second has two twin beds. The sofa opens into a queen-size bed. We added a new stackable washer and dryer—perfect for small loads. Plenty of parking in the back for your truck, trailer, and ATV.

Top guest favourite

Guest house in Clinton

4.99 out of 5 average rating, 119 reviews

Garden House Retreat

Welcome to our Garden House. We once converted our garage to outfit a coffee roaster and have since curated the space into a cozy apartment nestled between garden beds. What a fulfilling DIY project! Here you will find modern day comforts mixed with finishing touches from days of old. Enjoy our eclectic sensibility and settle in for simple delights. A bath before bed and great coffee in the morning are some of our best bits. Stay for the night or for a while. We hope you relax in our calm space.

Top guest favourite

Home in Weatherford

4.97 out of 5 average rating, 153 reviews

Home away from Home (1/2 mi. off I-40)

Our place is close to SWOSU University and convenient to anything in Weatherford, such as the Thomas Stafford Museum and the Route 66 Museum. You’ll love the place because of the high ceilings, outdoor hot tub, the location, and the ambiance of our home. It’s located in a newer housing community with great neighbors. Our place is good for couples, solo adventurers, business travelers, and families (with kids or pets). Free access to our 24 hour gym 2 miles away that we own as a local business.

Top guest favourite

Farm stay in Mooreland

4.94 out of 5 average rating, 67 reviews

Grandma and Grandpa's Country Home

The Old Wolf House, where I live is a Historical, Oklahoma site. This area was settled right before the land run and this house is extremely old and hard to live in. It is haunted, It has issues with almost everything that is modern and I do believe the old soul of the house rejects and destroys anything modern. I LOVE IT! Don't worry that is not where you will be staying. My parents retired in 2003 and built a nice place right behind the old Wolf House. All modern and nice!

Superhost

Farm stay in Chester

4.85 out of 5 average rating, 132 reviews

Farmhouse on acreage - Secluded, Cozy, & Modern

Stay at our family farmhouse situated in a grassy meadow in beautiful northwest Oklahoma. Built in the early 1900's, this home has been completely renovated for modern comfort. With acres to explore, you'll witness the ranch at work with cattle grazing, wildlife abounding with deer and quail, and native grasses and flowers flourishing. Inside the home you will find two well-appointed bedrooms, a large loft, an open main room floor plan with a well equipped kitchen.

Guest favourite

Home in Waynoka

4.91 out of 5 average rating, 223 reviews

After Dune Delight - Ride Straight to the Dunes!

Come and go at your leisure! Ride straight to the dunes from After Dune Delight. Stay with us at this 4 bedroom, 2 bathroom house near the 24 hour trail. With one queen bed in each bedroom, you can sleep 8 comfortably. Curl up on the sectional couch and watch your favorite shows on Netflix and Hulu if you need a break from the dunes. There is parking in the front yard and fenced backyard. Hit "see more" for more information about staying with us! *PET FEE REQUIRED*

Top guest favourite

Home in Weatherford

4.94 out of 5 average rating, 425 reviews

Lazy B Ranch House

The Lazy B Ranch House is located 2.4 miles from Weatherford OK. The master bedroom has a king size bed with jacuzzi tub and walk in shower. The other two bedrooms have queen size beds. It has a large living room, dining area, and full kitchen. There is a computer / office area as well. Free wifi covers the entire house. The laundry room has a washer, dryer, iron and ironing board. Outside you will find a fenced in back yard as well as charcoal and gas grills.

Guest favourite

Cottage in Clinton

4.96 out of 5 average rating, 214 reviews

Historical Cottage on Route 66

Relax with the whole family at this peaceful place to stay. Beautiful remodeled historical cottage. 2 bedroom with King size bed in each room and 2 bath located on Route 66. Each bedroom has a Smart TV and there is a Smart TV in the main living area. An 18 hole golf course is located adjacent to the cottage. Private garage or barn to accommodate your vehicles. Come and breath the fresh air and enjoy your stay. 1 mile from downtown Clinton, Oklahoma.

Guest favourite

Ranch in Seiling

4.91 out of 5 average rating, 45 reviews

Brae Ranch - Getaway & Enjoy The Outdoors

Looking to get away from the city? At Brae Ranch you can get away from it all. Stay in a barndominium all to yourself. Check out our newly updated kitchen, bathroom, and living room! We are located in NW Oklahoma with canyons all around and a view that goes for miles. Our private 1000 acre ranch has hiking trails throughout and a beautiful fishing pond. During your stay you can also signup for a fishing or hunting experience!! Message us for more details.

Top guest favourite

Guest house in Hinton

4.97 out of 5 average rating, 196 reviews

Hidden Treasure Pool House Near I-40

If you like a little extra in your travels, you're welcome to our 1300 sq. ft. Guest Home on a 17 acre setting just 35 minutes from downtown OKC or 20 minutes from Weatherford OK. Secure location with a gated entry and some quiet scenic country but just a short drive away from the action in OKC. Great place for couples, solo adventurers, business travelers, and a family with children. NO parties or large groups. No more than 6 people on the premises.

Superhost

Home in Vici

4.86 out of 5 average rating, 22 reviews

Brick Home with Large Backyard

This charming brick home is in a peaceful neighborhood on the edge of town. The large, fenced back yard offers a private and secure place for you and your pets to enjoy. The home features central heat and air, TVs in the bedrooms, plus a 70" TV in the living room for your entertainment. The kitchen and laundry room provide all the essentials. Though the appliances and carpets are original, they add to the home’s unique character and cozy atmosphere.

Top guest favourite

Home in Woodward

4.99 out of 5 average rating, 256 reviews

Meadowview House

Fully renovated home in a great location! Fall in love with the open floor plan, gorgeous kitchen, and covered patio. The fenced in backyard gives you some privacy to enjoy your evenings with your other guests, or even for some "alone time" to read or work outside. Everything in this home has been redone, so it should be a worry-free experience! Enjoy old school gaming and cornhole while you are here!!