Vacation rentals in Custer County

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Top-rated vacation rentals in Custer County

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Top guest favorite
An open room is seen through a wide entryway, featuring a modern sofa in warm orange tones. A stylish coffee table, adorned with decorative items, complements a cozy seating area, while plants add a touch of greenery near the windows.
Guesthouse in Clinton
4.99 out of 5 average rating, 120 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 favorite
A well-maintained brick home with a spacious lawn and neatly arranged flower beds, framed by trees and shrubs. A paved driveway leads to a two-car garage. A decorative wreath adorns the front door, while a child’s bicycle rests against the garage.
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 favorite
A stylish living area is highlighted by a brick fireplace and a large window. Comfortable seating options, including an orange sofa and yellow accent chairs, surround a coffee table on a patterned rug. Decorative wall art and greenery add visual interest to the space.
Home in Clinton
4.99 out of 5 average rating, 97 reviews

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.

Guest favorite
A spacious living room is filled with vintage furnishings and eclectic decor. Two patterned couches and a green armchair surround a glass coffee table. Large windows allow natural light to illuminate the room, showcasing a mix of plants and decorative collectibles on display.
Home in Clinton
4.9 out of 5 average rating, 42 reviews

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!

Top guest favorite
An outdoor area is depicted, featuring a winding brick pathway leading to a vintage Airstream. A patio seating arrangement is visible on the right, surrounded by a small garden with evenly spaced plants. Solar-powered lights line the path, enhancing the outdoor ambiance.
Camper/RV in Weatherford
5 out of 5 average rating, 24 reviews

1959 Airstream Retreat – Cozy Winter Getaway

Experience a remodeled 1959 Airstream in a quiet, fenced backyard near SWOSU in Weatherford, OK. This cozy retreat features a short RV queen bed, compact bathroom (4–5 min hot showers), vintage-style kitchen, and a dinette that converts to a spacious second bed. Enjoy two smart TVs, AC with heat, solar backup, a brick patio with fire pit, and a small garden. Walk to SWOSU, and enjoy quick access to I-40, Route 66, and local dining. Cozy winter getaway — warm & fully heated ❄️

Top guest favorite
A single-story ranch house is framed by a large tree and a manicured lawn. The front porch features seating options, and bicycles are visible against the side of the house. Stone and metal elements combine in the exterior design, providing a welcoming country aesthetic.
Home in Weatherford
4.94 out of 5 average rating, 428 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.

Top guest favorite
The charming exterior of a remodeled historical cottage is seen, featuring a wooden facade and a welcoming front porch. Flower pots enhance the entryway, and a grassy lawn extends outward. Large trees provide shade, while a carport is visible on the side of the cottage.
Cottage in Clinton
4.96 out of 5 average rating, 217 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 favorite
An entryway features a sleek black cabinet with gold accents, accompanied by a decorative lamp casting a warm light. A modern wall art piece with geometric shapes hangs above. An archway leads to a tidy kitchen area, seen in the background, with bright cabinetry and clean lines.
Home in Clinton
5 out of 5 average rating, 6 reviews

Hayes Hideaway

Modern 1-Bedroom Retreat Just Steps from Historic Route 66 Welcome to your cozy and contemporary getaway! This freshly renovated 1-bedroom unit features brand-new appliances, fresh paint, and new flooring throughout—designed with your comfort in mind. Stretch out and relax in the luxurious king-size bed, perfect after a day of exploring. Located just 2 blocks from the iconic Route 66, you’ll be right near the heart of local history, culture, and charm.

Top guest favorite
A plush blue couch with tufted upholstery is accented by decorative pillows in various patterns and colors. A sleek, round coffee table sits in front, while a standing lamp emits soft light beside the sofa. An airplane-themed artwork hangs on the wall above.
Apartment in Weatherford
4.96 out of 5 average rating, 45 reviews

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.

Guest favorite
A cozy living room features light-colored, plush sofas arranged to create an inviting seating area. Decorative wall art and a large clock adorn the walls. A side table holds a basket with books and magazines, enhancing the comfort of the space.
Apartment in Weatherford
4.95 out of 5 average rating, 78 reviews

Cozy home, in a classic Route 66 town!

You’ll be close to everything Weatherford has to offer, when you stay at this centrally-located duplex unit. Cute little downtown area, boutiques, gas stations, grocery stores, museums, parks, bowling alley, movie theater, public farm, library, coffee shops…. Quiet neighborhood, and private parking in a driveway. Fully stocked kitchen, for all of your cooking needs. Hosts are always nearby and ready to help in any way they can!

Guest favorite
The exterior of a cozy cabin is seen with a wooden front deck and a red door. The structure is surrounded by green grass and trees, set against a clear blue sky.
Cabin in Foss
4.94 out of 5 average rating, 48 reviews

Cozy cabin by Foss Lake

Keep it simple, this cozy cabin is a peaceful. It’s where you can relax, rest, cool down, and just kickback. Outside deck has charcoal grill and a pleasant view of the Oklahoma sunsets. It’s close to Foss State park. No fee for parking here! Cozy Cabin has full sized appliances: Fridge, stove, oven, sink, and shower. New queen sized bed and seating. Come stay and enjoy a peaceful nights at the Cozy Cabin!

Superhost
The front of the home showcases a classic architectural style with a covered porch and a welcoming entryway. A small red seating area is visible alongside decorative plants. The surrounding green lawn and blue sky create a peaceful outdoor setting.
Home in Clinton
4.86 out of 5 average rating, 103 reviews

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.)

Popular amenities for Custer County vacation rentals

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