
Holiday rentals in Saddlestring
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Top-rated holiday rentals in Saddlestring
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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
FamilyLocationHiking
5.0 out of 5 average rating, 27 reviews
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.
FamilyLocationGetting around
4.95 out of 5 average rating, 97 reviews
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.
LocationValueCheckout
4.99 out of 5 average rating, 138 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 (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.
ValueFamilyQuiet
4.96 out of 5 average rating, 161 reviews
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!
FamilyLocationQuiet
4.67 out of 5 average rating, 27 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
ValueLocationDecor
4.95 out of 5 average rating, 594 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. 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.
FamilyValueSleep quality
4.95 out of 5 average rating, 235 reviews
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.
ValueLocationAccuracy
4.97 out of 5 average rating, 36 reviews
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.
LocationFamilyCheckout
4.89 out of 5 average rating, 97 reviews
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.
ValueFamilyHiking
4.94 out of 5 average rating, 112 reviews
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.
FamilyLocationView
4.97 out of 5 average rating, 66 reviews
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.
LocationFamilyPets
4.97 out of 5 average rating, 117 reviewsPopular amenities for Saddlestring holiday rentals
Other great holiday rentals in Saddlestring

The Magpie Cabin · Big Horn Views & Ranch Stay
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5.0 out of 5 average rating, 74 reviews
Luxury 5-Bed Mountain View Estate w/ Theater!
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4.8 out of 5 average rating, 5 reviews
The Penthouse on Main Street (sleeps up to 6)
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5.0 out of 5 average rating, 38 reviews
Coachman at Klondike, Crazy Woman Canyon
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4.88 out of 5 average rating, 33 reviews
Mountain View Haven
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5.0 out of 5 average rating, 46 reviews
Water Wheel Cabin
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4.88 out of 5 average rating, 24 reviews
Goose Creek Cabin- A Peaceful rustic retreat!
FamilyLocationNearby
4.97 out of 5 average rating, 64 reviews
The Cottage at Tongue River Canyon
FamilyComfortWalkability
5.0 out of 5 average rating, 5 reviewsDestinations to explore
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