Vacation rentals in Saddlestring

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Top-rated vacation rentals in Saddlestring

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Guest favorite

A spacious living area is presented, featuring two comfortable seating areas with dark leather couches and wooden accent chairs. Natural light enters through multiple windows, illuminating the room. A large television is mounted on the wall, and a neatly made bed is positioned in the corner.

Loft in Buffalo

4.95 out of 5 average rating, 292 reviews

The Court Haus on Main Street

A gem in the middle of downtown! The Court Haus on Main Street is over 100 years old. The space captures the history of the building while providing a luxury, modern feel. Large picture windows overlooking Main Street allow for beautiful views of downtown Buffalo. Although located in a small town, this loft apartment has metropolitan vibes. A queen bed, a full over full bunk bed, and a queen air mattress make this perfect for families or groups. We hope you enjoy the Court Haus as much as we do!

Top guest favorite

A white horse grazes peacefully in the lush green pasture, framed by rolling hills and distant mountains. Soft light filters through the clouds, casting gentle rays onto the scene, which is bordered by a wooden fence and trees.

Farm stay in Sheridan

4.99 out of 5 average rating, 185 reviews

Goose Valley Farm, Alpaca Farm under the Big Horns

Idyllic farm setting located below the Big Horn Mountains. Enjoy laying in hammock alley while watching Alpacas graze in the pasture w/ the Mountains as your back drop or read a book and listen to the symphony of birds & the clucks of happy chickens. You’ll feel enveloped by nature & the slow relaxing pace of the farm w/ open access to the farm animals. Enjoy the wide open spaces w/ abundant wildlife, & unobstructed views of the Big Horn Mountains w/ a vast country night sky filled with stars.

Guest favorite

A rustic cottage exterior is visible, featuring wooden shingles and a welcoming sign labeled 'Saint Herman.' Two green chairs are positioned in front, and a natural landscape of trees and grass surrounds the structure, creating an inviting atmosphere.

Home in Sheridan

4.91 out of 5 average rating, 11 reviews

Saint Herman Mini Cottage

The Saint Herman Monastic Cottage offers minimalist, rustic charm, designed for tranquility and simplicity. Nestled along a peaceful stream and backed by wooded land, they provide the perfect escape from modern life. These mini cottages are just steps from the shower and a short walk to the restaurant, where you can enjoy hot meals, good drinks, and a cozy library/study area with a chessboard and pool table (please check hours to see if open). A convenience store is just a short drive or walk.

Top guest favorite

The open layout showcases a cozy space with a bar area featuring two wooden stools. Framed wall art and decorative items add character, while a soft lamp illuminates a corner, enhancing the warm ambiance. A glimpse of the bedroom can be seen through the entrance on the left.

Apartment in Buffalo

4.89 out of 5 average rating, 133 reviews

King One Bedroom, Downtown Converted 1894 Hotel

CITY APPROVED! Airbnb is all about that unique stay, and we are happy to offer you that. Our Property was once a bar and Brothel in the late 1800's then on to a travelers hotel in mid 50's, The Capitol Hotel Building is again, welcoming travelers, thanks to sites like Airbnb. We have converted the original Hotel rooms into large spacious Vacation Rentals. National Park visit or weekend getaway we have you covered. The converted1894 Historic Hotel Suites are located in the heart of Buffalo

Top guest favorite

A welcoming living area features a cozy armchair near a wooden table and television. Natural light flows in from large windows adorned with light curtains, highlighting the warm wooden floor and textured area rug that adds depth to the space.

Apartment in Sheridan

4.98 out of 5 average rating, 448 reviews

Stylish 1BR Near Main St |The Troubadour Suite

Experience historic charm in our cozy cottage, nestled in a vibrant, picturesque town. This house is bright and airy with access to everything Sheridan has to offer. With a large living area, full kitchen with local coffee and a queen bed and radiant heat this space is perfect for all your needs. You will be close to great restaurants, shopping and all the area attractions. Enjoy the beautiful outdoors with nearby trails and parks just a few minutes away along with a short walk to downtown!

Guest favorite

Guesthouse in Ranchester

4.87 out of 5 average rating, 157 reviews

WYOHANA Studio

Studio apartment at the edge of town not far from interstate. Full kitchen and tankless hot water. 2 memory foam beds, one is a trundle twin so please let me know if you’re going to need it set up. Large outdoor space for truck and trailer parking, let us know if you’ll need the larger parking area. Beautiful views! Less than a mile to bar and grill, gas station, bakery, coffee kiosk and just a few miles from the Big Horn Mountains. No TV, but there is WiFi! Everything is as seen in photos.

Guest favorite

A deer stands calmly in a grassy area outside a large window. The view is framed by wooden walls, and natural light illuminates a decorative pottery piece on a nearby surface. Lush greenery is visible in the background.

Home in Story

4.98 out of 5 average rating, 176 reviews

Sadie's Place, Two Bedroom tucked into paradise.

Sadie's Place is a cozy, comfortable two bedroom home located in the heart of Story on a secluded corner of paradise. The house is well equipped to provide a worry free stay. It is a short walk to the local store, library and post office. On the property there is a private walking trail (walking, snow shoeing or cross country skiing), three holes of rustic golf, a beautiful mountain stream and an abundance of opportunities for wild life watching. For relaxation, there is no place better.

Top guest favorite

A rustic log cabin is surrounded by lush green grass and large trees. The porch features a railing, while the cabin's wooden exterior blends naturally with the outdoor environment. The structure is designed to provide a cozy retreat with easy access to the surrounding landscape.

Cabin in Banner

4.95 out of 5 average rating, 518 reviews

Our Little Slice of Heaven 🐶 Pet Friendly

Quiet and Relaxing 1,000 sq ft Cabin with gorgeous view will make you feel like you're in Heaven. 10 miles (16km) outside of Sheridan Wy on Hwy 14, easy access off I-90, with a beautiful drive. This is the perfect get away for you to unplug. Those crisp Wyoming winter days, relax by the stove with a cup of hot coco . Cabin stays cool in summer if you open windows at night and close up in the morning. Pets welcome after approval & $20 pet fee. Must be pet & child friendly. Starlink WIFI

Top guest favorite

The cabin features a large wrap-around porch supported by rustic wooden posts. A set of outdoor seating frames the entrance, with steps leading to the front door. Lush greenery surrounds the cabin, enhancing the connection to nature.

Guesthouse in Story

4.97 out of 5 average rating, 116 reviews

Creekside Cabin at Story Brooke Lodge

Come relax at a cozy cabin along Piney Creek with a large wrap around porch. Open your windows to listen to the water running by all night with fresh cool air. The cabin features a queen size bed and a pull out couch. Kitchenette includes a sink, Keurig, toaster oven, microwave, hot plate, and mini fridge. The cabin features a gas fireplace, a covered porch with skylights and also has a glass dining table with four chairs. This cabin has cable TV that is also a smart TV and wifi.

Top guest favorite

A panoramic view of a canyon features steep rocky cliffs and lush greenery below. The sky is bright with fluffy clouds, and the landscape showcases rolling hills and distant mountain ranges. Natural rock formations create a dramatic backdrop, highlighting the area’s rugged beauty.

Cabin in Ten Sleep

4.95 out of 5 average rating, 110 reviews

The Bunkhouse

The Bunkhouse- Experience the wonder of Wyoming and the charm of TenSleep. Nestled at the base of Powder River Pass, TenSleep is the place to explore, fish, hunt, climb, hike, snowmachine, ski, ride and play! Meadowlark ski area is 20 miles up the canyon, on the far side of Meadowlark lake. The canyon is wild and majestic, the mountains immense. TenSleep is known for its outdoor adventures and impressive climbing opportunities! Come and join in the fun!

Top guest favorite

The rustic mountain cabin features a log exterior, complementing the surrounding natural landscape. A welcoming entrance is highlighted by a wooden porch. Large windows allow for ample light, while a garage is situated on the right. Lush greenery and vibrant flowers adorn the foreground.

Cabin in Story

4.97 out of 5 average rating, 30 reviews

Your Bighorn Mountain Getaway!

Find your peace in our rustic mountain cabin! Located at the foot of the Bighorn Mountains, this cabin home welcomes you to beautiful Story, Wyoming. Two bedrooms offer queen size beds for a restful night as well as a full sized couch for any additional guests. A cozy kitchen awaits for home cooked meals and gathering around the table. Spacious living room area ready for laughter and memories to be made here at The Lazy JJ Homestead. We welcome you!

Top guest favorite

The exterior of a tiny home features a deep blue facade with natural wood trim and a covered porch. A welcoming white door is framed by a large window, while a sign indicating 'PARK HERE' is placed on the porch. The yard is gravel-covered, with planters decorating the entrance.

Tiny home in Sheridan

4.96 out of 5 average rating, 141 reviews

Holloway Hideaway Tiny Home

Welcome to your cozy tiny home retreat minutes from downtown Sheridan, WY. This charming tiny home is the perfect blend of rustic comfort and style. Visit historic downtown Sheridan and enjoy a day of shopping or visit one of the many local western museums. Spend an evening out to one of our local breweries and enjoy some local talent. Take a day rip enjoying the mountains only 20 minutes from the Holloway Hideaway front door.