Holiday rentals in Custer City

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.

The Black and White House

Kick back and relax in this calm, stylish space designed to give you a place you would love to call home. The Black and White Bungalow is a 3 bedroom, 2 bath modern house, re-imagined to a chic vibe of today. Located in a safe, quiet, upscale neighborhood close to restaurants, shopping, fitness center, the water zoo, Route 66 Museum and more. Entering the Black and White Bungalow you'll discover a space where incredibly hip decor combine with fabulous amenities to create an awesome getaway.

Vintage Maximalist House on a Hill

Enjoy beautiful views in this unique house perched on top of a hill just outside city limits. Vintage eclectic vibes mixed with beautiful nature views will make this a unique experience. This home on 5 acres features 2 large bedrooms with king size beds, 3 bathrooms, as well as 2 couches in the spacious living room. Plenty of space to relax and stretch your legs! Just a few minutes from town makes this stay a great way to enjoy the luxuries of our city with the privacy of the country!

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.

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.

Coleen’s Landing

Centrally located in the city of Weatherford. This home offers easy access to downtown and the Southwestern Oklahoma State University. The home is decorated by well respected realtor Milan Davis. He utilized many local vendors to achieve his high standard of excellence an create a place for you to call a home away from home. You will appreciate the homely feel as you take advantage of the high speed internet and fully furnished home.

Frisco Studio Apartment #3

Stay in the center of the action in this one-of-a-kind studio apartment in the heart of historic downtown Clinton, Oklahoma. It is located one block south of Route 66 “Mother Road” traveled by many. Finishing touches range from old historic to new age/modern. Rather than staying in a hotel, we welcome you to come and enjoy our newly remodeled Frisco Studio Apartment loft view of downtown Clinton and its Main Street amenities.

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).

Serenity Cottage + hot tub in the country

Relax. Refocus. Write a special moment into your story. Our thoughtfully designed shipping container is where comfort and elegance intertwine. We want your stay to be filled with simple pleasures. No TV but fast WiFi for your devices. Find solace on the porch, sipping coffee with a fresh cinnamon roll. Immerse yourself in relaxation in the hot tub. As evening falls, gather around the fire pit under the starlit sky.

Historic Schoolhouse Cabin | Stargazing Spot

Sleep in a renovated one-room schoolhouse on a working farm—just off HWY 281 and 15 mins from I-40 & Route 66. Stargaze, spot deer, fish the pond, shower under the sky (yes, really), and unwind by the fire pit. It’s peaceful, private, and a little offbeat—just how we like it. Great for couples or solo folks who need a break from the noise. Read the full listing & check pics before booking!

The Route 66 House

Relax and enjoy the true flavor of old Route 66! In this quaint remodeled home, you will find an open living room with a sleeper sofa, a dining room, and a bedroom with a queen bed. It also has a fully equipped kitchen, a utility with washer and dryer, a bath with a shower, and a fenced in (pet-friendly) backyard with patio (outdoor furniture and charcoal grill.)

Rocking B Ranch House

Relax with the whole family at this peaceful place to stay. The Rocking B Ranch House offers a ranch setting, but only a few minutes (3 miles) from town. The house is very spacious with all the amenities that you will need for a short or extended stay. Pets are allowed for extra charge. Please include them when selecting the occupants.