Holiday houses in Billings

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Top-rated holiday rentals in Billings

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Top Guest favourite
A welcoming porch is framed by rustic wooden beams, featuring a rocking chair and decorative floral elements. The concrete floor provides a clean, open area leading to the blue front door, enhancing the charming entrance to the home.
Home in Ponca City
4.99 out of 5 average rating, 106 reviews

Urban Oasis With Rustic Charm

Welcome to our recently remodeled home in the heart of Ponca City! Enjoy rustic country charm with modern city amenities in a cozy, relaxing atmosphere. Centrally located, you’re minutes away from top attractions like Marland Mansion and Kaw Lake. Unwind in our warm, inviting spaces with all the comforts of home—fully equipped kitchen, high-speed Wi-Fi, and more. Perfect for a weekend getaway or family vacation, our home is your ideal retreat. Come stay and experience the best of Ponca City!

Superhost
The historic building features a welcoming façade with dark wooden double doors framed by large glass panels. Decorative elements include ornate moldings above the entrance and potted plants at the base, enhancing the charming character of downtown Perry.
Apartment in Perry
4.73 out of 5 average rating, 22 reviews

Getaway in Downtown Perry, OK!

Welcome to your perfect getaway in Historic Downtown Perry, OK! Step into the heart of small-town charm with this beautifully restored apartment nestled in our downtown. Perfect for weekend adventurers, business travelers, or family visits, this apartment offers modern amenities while embracing the rich history of the area. You’ll feel immersed in the true spirit of downtown the moment you arrive. Come stay where past meets present — and leave with a little piece of Perry in your heart.

Top Guest favourite
The cabin features a metal roof and wood siding, with a welcoming porch and railing. A set of stairs leads up to the entrance, which includes a white door and a large window that allows for natural light on the front side.
Cabin in Billings
4.94 out of 5 average rating, 115 reviews

Pecan Cabin

The Pecan Cabin is in the middle of a pecan orchard. It is built out of pecan wood. There is much wildlife around the cabin. We often see deer, wild turkeys, armadillo, squirrels, hawks, racoon, and coyote. It is very quiet and peaceful. A great place for star gazing. This is a working pecan orchard. You may see us, mowing, pruning and generally taking care of the trees. There is no hunting on this property. The land is leased for hunting, but they do not hunt in the pecan grove.

Top Guest favourite
A covered porch space is highlighted by a colorful floral rug and a cozy seating area. String lights are hung above, enhancing the ambiance. A pathway lined with greenery leads to the outdoor area, while potted plants add a touch of nature.
Home in Stillwater
4.99 out of 5 average rating, 87 reviews

Pine & Feather

Pine & Feather is a boho cottage with vaulted ceilings, fireplaces, and fully equipped kitchen with a coffee bar. It features a primary suite with an en-suite bathroom, vintage clawfoot tub, and a cozy reading nook. The property has a covered porch with a grill and outdoor dining area, and is set on 3 private acres shared with the host’s home. Located just 5 minutes from downtown Stillwater and 10 minutes from Oklahoma State University, it’s a peaceful retreat with abundant wildlife.

Top Guest favourite
Home in Stillwater
4.98 out of 5 average rating, 40 reviews

Private cabin, mins to OSU & Tumbleweeds. Pets yes

Veteran Owned -Patriotic • Private • 35 Acres • 4.8 Miles to OSU Stadium • Hunting Available • 6 mins from Tumbleweed Dance Hall Welcome to the All-American Cabin, your private 900 sq ft patriotic-themed getaway sitting on 35 peaceful acres just minutes from OSU, Lake McMurtry, and Stillwater. Whether you’re coming for game day, a relaxing family escape, hunting season, or a quiet country reset — this cabin delivers comfort, privacy, and that true Oklahoma pride.

Top Guest favourite
Cabin in Perry
5.0 out of 5 average rating, 11 reviews

Cabin 64-The Red Dirt Hideaway

Unwind and relax in a cozy two-bedroom, one-bath cabin nestled in the woods. Private 10 acre Red Dirt retreat. Coffee or Cocktails on any of the three decks while taking in breathtaking panoramic views. Cabin 64 offers highway access and is located 17 miles from OSU with convenient access to all major highways. 1.3 miles to Wild Cat Ranch. OSU game day, hunting trip, off road adventures, music festivals this is the place you need to be. Trailer and RV friendly.

Guest favourite
A serene deck is illuminated by soft lighting from a large umbrella, providing shelter over a bubbling hot tub. The surrounding areas feature torches glowing gently in the evening, creating a calming atmosphere amidst the steam rising from the hot tub.
Home in Ponca City
4.95 out of 5 average rating, 193 reviews

Potomac Cottage - HotTub, Deck, Coffee Bar, 2Bed

The Potomac Cottage, nestled in Ponca City, Oklahoma, is your cozy retreat just 25 miles from Kansas and 15 miles east of I-35. This delightful 2-bed, 1-bath home boasts modern amenities like a soothing hot tub, spacious deck with an outdoor gas grill, a cozy coffee bar, and convenient Alexa Smart home controls. Relax in the inviting den, enjoy restful sleep in plush bedding, all while a responsive host ensures your comfort. Your ultimate getaway begins here!

Superhost
Home in Stillwater
4.92 out of 5 average rating, 237 reviews

The Taylor Home

This cozy home is the PERFECT place for your next visit to Stillwater! The cabin-esque feel of this home pairs nicely with the modern amenities, making this a stay you will want to book time and time again. You will have all the comforts of home here, a washer/dryer, a comfortable bed, and a fully equipped kitchen. The property’s convenient, centralized location puts you close to all the action! Shops, restaurants, and nightlife are just minutes away!

Top Guest favourite
A spacious cottage sits nestled among trees under a clear blue sky. Outdoor seating is provided on a stone patio, featuring a table with chairs and a large umbrella. A grill is positioned nearby, inviting outdoor leisure and gatherings.
Cottage in Stillwater
4.96 out of 5 average rating, 251 reviews

Faye's Cottage

Our place is 15 minutes from Oklahoma State University, Lake McMurtry East is 3.5 miles away. You’ll love our place because of the outdoors space, tranquility and the wildlife. Our place is good for couples, solo adventurers, and business travelers. Enjoy the stars and nights around the fire pit. Taxes are less out here too - you don't have to pay the 4% city or 7% accommodation taxes when you book with us since we're outside city limits.

Top Guest favourite
Place to stay in Stillwater
4.85 out of 5 average rating, 673 reviews

Cozy 2BR Private Farmhouse/Full bath/kit/Patio

Welcome to our Cozy Farmhouse on Main St. centrally located less than a mile from Boone Pickens Stadium. Enjoy Free Parking on Game Day and the Cozy Warmth of a 2 bedroom Farmhouse feel with a Large Outdoor Patio. Enjoy Tailgating with family and friends on game day with on our Large Patio, Grill, and Fire Pit. Also included on our Patio, is a Large 40,000 BTU Propane Gas Fire Pit to keep you warm on the cool Fall Football Games.

Guest favourite
A welcoming porch area features a comfortable outdoor sofa with soft cushions. The entrance displays a blue door complemented by window panes, showcasing light-colored wooden siding and lantern-style lighting. Natural surroundings are visible through the windows, adding to the serene ambiance.
Cottage in Stillwater
4.98 out of 5 average rating, 162 reviews

The Roost - Luxury Cottage in Charming Locale

Each cottage has an open, spacious floor plan that includes a king-size bed, a fully equipped kitchen with a Keurig coffee maker, a luxurious bathroom with large walk-in shower and stand alone bathtub, a comfy sofa with pull out bed and a cozy gas fireplace. Take a stroll on our 30 acres, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

Top Guest favourite
The exterior view of a craftsman-style house features a green facade with white trim. A spacious front porch offers a welcoming entrance, complemented by two brick columns. Surrounding the porch, a well-maintained garden with green shrubs is visible, under a clear blue sky.
Home in Perry
4.99 out of 5 average rating, 106 reviews

The Wrigley House

Welcome to the Friendly Confines. Baseball lovers will enjoy this totally remodeled 1920's craftsman house. Conveniently located a short drive in from I-35 and a 25 minute drive to Stillwater, home of Oklahoma State University Cowboys. Perry, Oklahoma worldwide headquarters of Ditch Witch and Subsite, a subsidiary of Toro Company.

Popular amenities for Billings holiday rentals