Vacation rentals with breakfast in Sheridan County

Rachael's Place | Mountain Views, Adventure Base

Welcome! Come experience a Dayton Truly Deluxe Stay! This 2 bedroom home is in the heart of rural Wyoming. Peacefully tucked slightly away from downtown, this family home is a fully furnished stay with outstanding views of the bighorns! You will have a wonderful kitchen, open layouts to the dining and living room area, 2 comfy king beds, 1 comfy Queen murphy bed, 2 comfy Full Rollaway beds, a comfy couch sleeper if needed, and 2 fantastic cute bathrooms! Keep reading to learn more about the unbe

"Circle Bar Manor" Central Main Stay

Welcome! Come experience a Sheridan local home! This 4 bedroom home is only 1 minute from downtown. Peacefully tucked away just 2 blocks 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, 3 Queen beds, 1 Bedroom on main floor with 2 single beds and a great sunroom/patio turned into additional sleeping! 3 Bathrooms and a fully fenced yard that has been newly updated, keep reading to learn

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.

Mountain side Barndominium

Escape to a quiet country space nestled near the beautiful Bighorn Mountains. This cozy two-story apartment is located inside a barn and offers a unique and peaceful place to stay surrounded by wide-open spaces and scenic views. The space includes a comfortable living area, a kitchenette with a kitchen sink for light meal prep, and a private bathroom with a shower and toilet. Upstairs you’ll find a queen bed in the loft along with extra sleeping space if need available with a blow-up mattress.

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.

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!

The Pearl |3 King Suites, Fire Pit +BBQ & Walkable

Step into The Pearl—your modern downtown Sheridan escape just two blocks from Main Street. You’ll unwind in three spacious bedrooms, each with a private en-suite bathroom, and gather around the outdoor gas fire pit under Wyoming’s starlit sky. Wake to complimentary coffee, grill on the BBQ, and walk to dining, shopping, and galleries. Message us to elevate your stay with concierge services, private chef experiences, and more.

Main St Retreat | 2BR, 3BA +Near Downtown, On Main

Your Sheridan escape starts here. This stylish 2-bedroom, 3-bath retreat sits on Main Street, steps from downtown dining, shopping, and nightlife. Sink into queen beds, cook in a fully equipped kitchen, and unwind on your private deck. Keyless entry, blazing Wi-Fi, endless hot water, and free parking make everything effortless. Guests call it "a hotel with the comforts of home." Message us to plan your perfect Wyoming stay.

Zen-Den | Sauna + King Bed, Health Oasis-Sleeps 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!

The Vaquero: King Bed + Downtown View Charm

Experience the best of Sheridan from this beautifully connected dual-suite retreat, located right on iconic Main Street. With a luxurious king bed and a comfy queen, tasteful Western-chic interiors, and a front-row seat to downtown charm, The Vaquero Suite is where flexibility meets style. Whether you’re here for a restful escape or a weekend of exploration, you’ve found your perfect base.

Paradise Escape | 3BR, Views + Tub + Chefs Kitchen

Settle into your own private 3-bedroom, 2-bath guest house on a peaceful rural property just minutes from historic Sheridan. You'll enjoy wide-open views, a fully equipped kitchen, smart lock entry, and complimentary Wi-Fi. Need more? Ask us about private chef services, airport transfers, and curated Wyoming adventures. Message us to start planning your perfect stay.

Hot Tub | Pet-Friendly | Serene Mountain Escape

Slow down and breathe in the mountain air. This cozy 3-bedroom retreat in Story, WY, gives you a private hot tub, garage lounge, BBQ, and everything you need to truly unplug. Bring the dog, soak under the stars, and wake up to nothing but birdsong and Bighorn views. Your pets are invited with approval. Message us—we’d love to help you plan your perfect getaway.