Vacation rentals with breakfast in Sheridan County

The Pearl - Luxe Gem | Fire Pit, King & Walkable

Immerse yourself in the heart of Sheridan Wyoming with our cozy 3-bedroom retreat, designed for memorable stays. Offering seamless self check-in, complimentary Wi-Fi, and coffee & tea, your comfort is our priority. Experience the ease of a private kitchen, bathroom, and a welcoming living space. Steps away from bustling eateries, vibrant bars, boutique shopping, museums and galleries - a perfect spot for exploring. Message us to unlock the secrets of Sheridan from your own serene haven and hom

Gone Fishin' – Hot Tub & BBQ | Mountain Retreat

Discover the charm of Story, Wyoming in this inviting 3-bedroom mountain retreat, located just 20 minutes from downtown Sheridan. You’ll have plenty of space to relax, thanks to an open-concept living and dining area, a well-equipped kitchen, and cozy sleeping options: two queen beds and one bunk bed. A single bathroom ensures everyone’s comfort, while the attached garage lounge area and private hot tub offer the perfect spots to unwind after a day of adventure. Whether you’re exploring local

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.

Western Elegance: Downtown Sheridan Base

Discover "Western Elegance" at our downtown Sheridan base, where historic charm meets modern comfort. Managed by Wyo Stays, this exclusive retreat is designed for those who seek a unique Wyoming experience. Located in the heart of historic downtown Sheridan Wyoming, our property offers easy access to local culture, dining, and the serene beauty of the West. Perfect for adventure seekers and relaxation enthusiasts alike, enjoy a stay that’s as captivating as the landscape that surrounds it.

Sheridan Getaway: Chic 3BR Suite, Prime Location

Immerse yourself in the heart of Sheridan Wyoming with our cozy 3-bedroom retreat, designed for memorable stays. Offering seamless self check-in, complimentary Wi-Fi, and endless coffee & tea, your comfort is our priority. Experience the ease of a private kitchen, bathroom, and a welcoming living space. Steps away from bustling eateries, vibrant bars, and boutique shopping - a perfect spot for exploring. Message us to unlock the secrets of Sheridan from your own serene haven.

Luxury Loft with Parks + Creek+ Main Street

Our Rodeo guests cancelled so it’s available! Luxury and spacious loft in the heart of Sheridan - minutes away from all the best that the region has to offer for an amazing short-term or long-term stay. This solar-powered space has high ceilings, an open layout, full kitchen, walk-in shower, large entertaining space as well as a covered patio tucked into the treetops. Private entrance with private off-street parking. Walking distance to the best of Sheridan.

Cow Camp Serene Rural Escape

Welcome! Come experience a Sheridan Rural Home! This 3 bedroom home is only 20 minutes from downtown. Peacefully tucked away from downtown in one of Sheridan's most peaceful rural neighborhoods, this family home is a fully furnished stay! You will have a wonderful kitchen, Vintage layouts to the dining and living room area, 3 comfy queen beds, 2 good ole bathrooms! Keep reading to learn more about the unbeatable location and features!

Frackleton Charming Escape

Welcome! Come experience a Sheridan local home! This 2 bedroom home is only 3 minutes from downtown. Peacefully tucked slightly away from downtown, this family home is a fully furnished stay! You will have a wonderful kitchen, open layouts to the dining and living room area, 1 comfy king bed, 1 full bed, and an awesome bathroom! Fully fenced yard for the pet! Keep reading to learn more about the unbeatable location and features!

Zen Den | Sauna + King Bed, Health Oasis - 15+

Welcome to The Zen Den — Sheridan’s premier wellness stay. Enjoy a private electric sauna, red light therapy, filtered water systems, grounding sheets, baby gear, and more. Sleep 8–10+ comfortably with flexible beds and cozy touches throughout. Whether you're here to relax or recharge, this pet-friendly home is stocked for health, rest, and good vibes. Ask about e-bike rentals and special wellness perks!