The Collection — Late Checkout Sheridan, Wyoming
Sheridan, Wyoming  ·  Personally Hosted

The Collection

Twelve homes in Sheridan — some owned, all personally hosted by us. Each one chosen for a reason. None of them managed by an algorithm.

Flagship Property
The New York Store Suite historic luxury vacation rental downtown Sheridan Wyoming
Downtown Sheridan  ·  Historic  ·  9,000 Sq Ft

The New York Store Suite

Wyoming's largest department store from 1909, converted to a private residence in the early 2000s. Four bedrooms, five bathrooms, 9,000 square feet, two-car garage in downtown Sheridan — which doesn't exist anywhere else. Forty-foot bar, fireplace, 98-inch TV, directly across from the WYO Theatre. Luxury that's earned some age. Where John Dutton would stay if he came to town.

Downtown Sleeps 8 Historic Unique Stay Pet Friendly
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Most Distinctive
The Pressroom Atelier historic loft vacation rental downtown Sheridan Wyoming
Downtown Sheridan  ·  Historic Loft

The Pressroom Atelier

The first thing guests say when they walk in is "wow." A 110-year-old printing press building converted into Sheridan's only downtown loft with Big Horn Mountain views — 13-foot ceilings, exposed brick, private rooftop, BlueStar range. It feels like it shouldn't exist in a town this size. That's the point.

Downtown Mountain Views Rooftop Historic Unique Stay Pet Friendly
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275 Five-Star Reviews
The Stardust Bungalow vacation rental Sheridan Wyoming fenced yard
Quiet Residential  ·  Fenced Yard

The Stardust Bungalow

275 five-star reviews. Not a single one lower. Two bedrooms across two levels, fenced yard, 1,200 square feet of space that feels considered rather than assembled. Guests come back because it earns it every time — the hospitality, the authenticity, the feeling that someone who cares actually runs this place.

Quiet Fenced Yard Pet Friendly Historic Couples
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Quiet · Fire Pit
The Wayfarer Bungalow vacation rental Sheridan Wyoming fire pit
Quiet Residential  ·  Pet Friendly

The Wayfarer Bungalow

A newer build that gets the details right — soft and firm mattress options, heated bathroom floors, gas fire pit, washer and dryer in unit, pet friendly. The kind of place where you notice on the first night that someone actually thought about what it feels like to sleep here.

Quiet Pet Friendly Couples Fire Pit
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Quiet · Fenced Yard
Cedar and Sage House vacation rental Sheridan Wyoming fenced yard fire pit
Quiet Residential  ·  Fenced Yard

Cedar & Sage House

The name earns itself — the closets are lined in cedar, the walls are painted sage, and the whole place feels like someone thought hard about every detail. Quiet neighborhood, fire pit with supplied wood, single car garage. The kind of house where your shoulders drop the moment you walk in.

Quiet Fenced Yard Pet Friendly Couples Fire Pit
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Unique · Cabin
The Magpie Cabin vacation rental Sheridan Wyoming mountain views
Mountain Views  ·  Unique Stay

The Magpie Cabin

Tongue-and-groove wood from floor to ceiling, rocking chairs on the porch, Big Horn Mountains going orange at dusk. It looks exactly like a Wyoming cabin should look and almost none of them actually do. Cozy, quaint, and genuinely earned.

Mountain Views Unique Stay Pet Friendly Couples
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Mountain Views · Group
The Pinon Home panoramic mountain view vacation rental Sheridan Wyoming
Mountain Views  ·  Sleeps 6+

The Piñon Home

New construction, two bathrooms, single car garage, fenced yard, comfortable for a larger group without feeling crowded. The Big Horn views run from Story all the way to Dayton — the entire range visible from the living room. Some guests book it just for that.

Mountain Views Sleeps 6+ Fenced Yard Pet Friendly
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Large Group · Views
The Bondline Home large group vacation rental Sheridan Wyoming mountain views
Mountain Views  ·  Large Group

The Bondline Home

Three thousand square feet, mountain views off the patio, pet friendly, and enough room for a large family to actually spread out. Near Sheridan College — well located without being downtown. The right call when the group is big and everyone needs their own space.

Mountain Views Sleeps 6+ Pet Friendly
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Downtown · 1BR
The Troubadour Suite vacation rental downtown Sheridan Wyoming
Downtown Sheridan  ·  1 Bedroom

The Troubadour Suite

More thoughtfully designed than spaces twice the price. A compact 1-bedroom steps from Main Street — off-street parking, well-appointed, stylish without the premium. The kind of place that makes you wonder why you ever booked a hotel.

Downtown Pet Friendly Couples Parking
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Quiet · 2BR
The Emerald City Bungalow 2 bedroom vacation rental Sheridan Wyoming
Quiet Residential  ·  2 Bedrooms

The Emerald City Bungalow

Two bedrooms, sleeps six, fenced yard, and priced for it. Cute, clean, and well outfitted — the practical choice for a family or small group that wants comfort without the premium. The yard is small but the dog won't care.

Quiet Fenced Yard Pet Friendly
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Near Downtown · Budget
The Yonder Suite affordable vacation rental near downtown Sheridan Wyoming
Near Downtown  ·  Most Affordable

The Yonder Suite

Clean, comfortable, and easy on the budget. Near downtown, nothing fussy about it — just a good Sheridan base at the right price.

Near Downtown Pet Friendly Couples
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Quiet · Pet Friendly
The Fenced Yard Home pet friendly affordable vacation rental Sheridan Wyoming
Quiet Residential  ·  Pet Friendly

The Fenced Yard Home

Practical, pet-friendly, and priced for it. Full fenced yard, central air, everything works. The honest choice when you need space for the dog and don't want to overpay.

Quiet Fenced Yard Pet Friendly
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Get in Touch

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Booking questions, availability, co-hosting your property — or just wondering if Sheridan's actually as good as we say it is. We respond to everything personally.

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