Holiday rentals in Saddlestring

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Top-rated holiday rentals in Saddlestring

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Top guest favourite
A serene landscape captures rolling green hills leading to a calm lake under a colorful sky at dusk. The scene features expansive fields with wildflowers, offering a tranquil rural atmosphere.
Guest house in Buffalo

Lake View Cottage

Unwind in our hand-built cottage with lake views, just 10 minutes from Buffalo & 20 from Sheridan. Set on 35 scenic acres with a micro dairy, chickens, and Buddy the blueberry-loving peacock, this cozy retreat offers fresh milk & eggs with your stay. The 700 sq ft space features a king bedroom and a pullout bed in the great room, plus a private patio with BBQ. We’re near the interstate, easy access, though some road noise is possible. The cottage is all yours, we live nearby if you need anything

5.0 out of 5 average rating, 28 reviews
Guest favourite
A stunning sunset is captured over rolling hills and valleys, with vibrant orange and pink hues filling the sky. Tall pine trees frame the view, silhouetted against the colorful backdrop, while the landscape stretches towards the horizon.
Cabin in Sheridan

Big Horn Hideaway: 4 bedroom cabin, 100-mile view

Mountains higher than Yellowstone, wildlife that's really wild, exciting history, and no crowds! The Bighorn region is a vacation destination for the discriminating visitor, and this rustic cabin with a huge new deck and a treehouse view on the eastern face of the mountains is filled with charm and located near Sheridan, Wyoming. Owners occupy a separate basement apartment. Single group rental includes shared deck space and laundry access and by request at extra charge additional sleeping space.

4.95 out of 5 average rating, 97 reviews
Top guest favourite
A stand-alone, A-frame house is set within a lush green yard, surrounded by tall trees. The exterior features a combination of large windows and a gray siding, providing a bright and airy appearance. A concrete patio with seating and a barbecue is visible in front.
Tiny home in Buffalo

Afrm2Bed. 3miFrmTwn. YrPh works. NO wifi4 Devices

1 guest $105.00 ea per night and if additional guests is an additional $24. ea per night (to a MAX 3 guests). Small stand alone house-3 miles from downtown Buffalo - close to shopping/restaurants. Full grass yard with trees. Outside patio with BBQ. Quaint and comfortable - a place away from it all. note Host lives next door and is available for queries. Pets are not welcomed due to allergies & wildlife roaming property (ie turkeys / does and their fawns) and owners 2 cats free roaming.

4.99 out of 5 average rating, 138 reviews
Top guest favourite
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.
Guest house in Story

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 (no A/C sorry). 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.

4.96 out of 5 average rating, 161 reviews
Superhost
Cabin in Story

Roosevelt Suite

This spacious mountain retreat blends rustic charm with modern comfort. The lofted master bedroom boasts a king bed, and you'll find 3 full-size sofa sleepers in the living room. Enjoy a fully equipped kitchen with essentials, a dishwasher, and a dining table. Relax in the soaking tub or enjoy the fire pit by the stream. Shared amenities include a sauna, laundry, weight room, and common area. Walk to trails, fishing, and the Wagon Box Restaurant. Come soak up the fresh air here in the Bighorns!

4.67 out of 5 average rating, 27 reviews
Top guest favourite
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

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

4.95 out of 5 average rating, 594 reviews
Guest favourite
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

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. This tiny home will feel spacious with its vaulted ceilings and extra loft space. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home as the ceiling clearance is very low. A fully equipped kitchenette, and fast Wifi await.

4.95 out of 5 average rating, 235 reviews
Guest favourite
Cabin in Buffalo

Honeymoon Cabin

This 100-year-old log cabin, elegantly and modernly refurbished, is nestled in the Big Horn Mountains 10 miles west of Buffalo WY. Set deep in the spruce along N Clear Creek and bordering Bighorn National Forest on the south, our beautiful and modern cabin is close to all summer and winter outdoor activities plus 10 minutes from groceries and shopping in historic Buffalo. Activities right outside the door include fly fishing, hiking, hunting, snowshoeing, and X-country skiing.

4.97 out of 5 average rating, 36 reviews
Guest favourite
Townhouse in Story

The Story Place Peaceful Big Horn Mountain Retreat

Escape to the forest of the Big Horns in our 2 Bed 1 Full Bath/2 Half Bath vacation home in between Buffalo and Sheridan in the sleepyl town of Story. This tri-level unit has plenty of parking, a full kitchen, is fully furnished, and has plenty of space to relax. The entire upstairs and all bathrooms have been rennovated. Story is a town of 900 people, so there is one store open daily and two restaurant/bars. This is the place to stay if you are wanting a peaceful getaway.

4.89 out of 5 average rating, 97 reviews
Top guest favourite
The exterior of a small cabin is framed by green leaves and tall trees. A covered porch features two adirondack chairs, inviting relaxation. The cabin's rustic wooden siding and simple entrance create a cozy atmosphere amidst a natural setting.
Cabin in Story

Charming Cabin for Two Nestled Along Piney Creek

Come stay in gorgeous Story, Wyoming. This little cabin for two is at the end of a private lane. The property is shared with a larger, private family cabin. The guest cabin is perfect for those who love the outdoors. Nearby activities include fishing, hiking, horseback riding, four-wheeling, golf and sightseeing. Located in the Bighorn Mountains between Sheridan and Buffalo, where there is access to dining, shopping and year-round local activities and events.

4.94 out of 5 average rating, 112 reviews
Top guest favourite
A seating area features a brown reclining sofa and a blue armchair, complemented by a low coffee table. Natural light enters through window treatments, and a decorative plant adds a touch of greenery to the space. A patterned rug is situated on the carpeted floor.
Home in Buffalo

Cozy Shell Creek Bunkhouse 15 minutes from Buffalo

Enjoy country living at the cozy Shell Creek Bunkhouse. Located 1.5 miles off I-90, 15 minutes to Buffalo, 30 minutes to Sheridan. Ideal location for the outdoor enthusiast! 6 miles with easy access to the Big Horn Mountains for hiking, biking or horseback riding. If you enjoy fishing or boating, Lake DeSmet is just 2.5 miles away. The Bunkhouse has plenty of parking area for boat and trailer, or horse trailer. Horse corrals available.

4.97 out of 5 average rating, 66 reviews
Guest favourite
A log cabin is situated under a blue sky with scattered clouds, featuring a welcoming front porch. The porch is furnished with outdoor seating. Lush green grass and decorative boulders enhance the natural landscape, while trees frame the property.
Cabin in Buffalo

Secluded Mtn View Cabin near Buffalo

Step inside this cozy, wood-paneled haven designed to accommodate up to four guests across two inviting bedrooms and one full bath. The interior exudes rustic charm with comfortable furnishings, including a patterned sofa and a leather recliner, complemented by themed artwork and rustic decor that truly capture the spirit of the West. Ample parking for RVs/trailers. Experience Wyoming's natural beauty and outdoor adventures.

4.97 out of 5 average rating, 117 reviews

Popular amenities for Saddlestring holiday rentals