The Collection.
Historic downtown stays. Quiet neighborhood homes. Room to unwind on a working ranch.
Seventeen homes, each with a character of its own.
All personally hosted by Late Checkout.
Staying close to Main Street?
Explore downtown Sheridan stays
Find your kind of stay.
Seventeen homes. Your Sheridan.
17 homes in the collection.
A different combination may be just right.
Try fewer guests or another location, or call us at 307.217.6516 for help finding a stay.
The New York
Store Suite
- Sleeps 8
- 4 bedrooms
- 5 bathrooms
- Beds
- 1 king, 2 queens + twin bunks
- Parking
- Garage parking · 1 space
- Access
- About 25 stairs; second floor
- Dogs
- No pets
Wyoming's largest department store from 1909, converted to a private residence. Four bedrooms, five bathrooms, 9,000 square feet, and one parking space in a private garage. Forty-foot bar, fireplace, 98-inch TV — directly across from the WYO Theatre. Luxury that's earned some age.
The Bay Mare
- Sleeps 8
- 3 bedrooms
- 2 bathrooms
- Beds
- 1 king, 1 queen, Twin XL-over-full bunk + 1 twin
- Parking
- Off-street parking · 3 spaces in front of house
- Access
- No steps
- Dogs
- Welcome · check pet policy
A Heritage Woodworks custom build on a working Wyoming ranch. Reclaimed timbers dating to the 1880s, cathedral ceilings, hand-hewn beams throughout. Corrals out front, open pasture behind, horses when the season allows. This isn't a backdrop — it's a working ranch your family gets to be a guest on.
The Pressroom
Atelier
- Sleeps 8
- 3 bedrooms
- 2 bathrooms
- Beds
- 2 kings + 4 Twin XL beds
- Parking
- Off-street parking · 1 private space
- Access
- About 20 stairs
- Dogs
- Welcome · check pet policy
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.
The Stardust
Bungalow
- Sleeps 4
- 2 bedrooms
- 1 bathroom
- Beds
- 2 queens
- Parking
- Off-street parking
- Access
- Two levels; ask about steps
- Dogs
- Welcome · check pet policy
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 Wayfarer
Bungalow
- Sleeps 4
- 2 bedrooms
- 1 bathroom
- Beds
- 2 queens · 1 plush, 1 firm
- Parking
- Off-street parking · 2 spaces
- Access
- 1 entrance step
- Dogs
- Welcome · check pet policy
A newer build that gets the details right — soft and firm mattress options, heated bathroom floors, gas fire pit, washer and dryer in unit. The kind of place where you notice on the first night that someone actually thought about what it feels like to sleep here.
Cedar &
Sage House
- Sleeps 4
- 2 bedrooms
- 1 bathroom
- Beds
- 1 king + 1 queen
- Parking
- Garage + off-street parking
- Access
- 2 entrance steps
- Dogs
- Welcome · check pet policy
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.
The Magpie
Cabin
- Sleeps 4
- 2 bedrooms
- 1 bathroom
- Beds
- 2 queens
- Parking
- Private parking · in front of cabin
- Access
- 5 entrance steps
- Dogs
- Welcome · check pet policy
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.
The Piñon
Home
- Sleeps 6
- 3 bedrooms
- 2 bathrooms
- Beds
- 3 queens
- Parking
- Private garage + off-street parking
- Access
- 1 entrance step
- Dogs
- Welcome · check pet policy
New construction, two bathrooms, single car garage, fenced yard. 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.
The Bondline
Home
- Sleeps 9
- 3 bedrooms
- 3 bathrooms
- Beds
- 2 queens, 3 twins + queen sofa bed
- Parking
- Private parking
- Access
- 4 entrance steps; stairs to sleeping areas
- Dogs
- Welcome · check pet policy
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. The right call when the group is big and everyone needs their own space.
The Troubadour
Suite
- Sleeps 2
- 1 bedroom
- 1 bathroom
- Beds
- 1 queen
- Parking
- Off-street parking · driveway
- Access
- 4 entrance steps
- Dogs
- Welcome · check pet policy
More thoughtfully designed than spaces twice the price. A compact 1-bedroom about a five-minute walk 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.
The Emerald City
Bungalow
- Sleeps 6
- 2 bedrooms
- 1 bathroom
- Beds
- 2 queens + queen sofa bed
- Parking
- Off-street parking · 1 space
- Access
- 2 entrance steps
- Dogs
- Welcome · check pet policy
Two bedrooms, sleeps six, fenced yard, 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.
The Rambler
- Sleeps 2
- 1 bedroom
- 1 bathroom
- Beds
- 1 king
- Parking
- Street parking
- Access
- 6 steps down; basement
- Dogs
- Welcome · check pet policy
Clean, comfortable, and easy on the budget. Near downtown, nothing fussy about it — just a good Sheridan base at the right price.
The Fenced
Yard Home
- Sleeps 5
- 2 bedrooms
- 1 bathroom
- Beds
- 1 queen + twin-over-full bunk
- Parking
- Off-street + street parking
- Access
- No steps
- Dogs
- Welcome · check pet policy
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.
The Alderman
- Sleeps 4
- 2 bedrooms
- 1 bathroom
- Beds
- 2 kings
- Parking
- Private two-car garage + off-street parking
- Access
- 4 entrance steps; level inside
- Dogs
- Welcome · check pet policy
Two bedrooms, two kings, designed by Real Deals on Home Decor. About a ten-minute walk to Main Street, with a large private fenced yard and a quiet setting off the main drag.
The 56
- Sleeps 2
- Vintage Spartan
- 1 Bathroom
- Beds
- 1 queen
- Parking
- Parking beside trailer
- Access
- 4 steps to patio
- Dogs
- Welcome · check pet policy
A 1956 Spartan — The younger brother to the 47. Well outfitted in a reent remodel, Walk in Shower, and a queen bedroom with blackout shades. The roomier, younger sibling to The 47 next door. Cedar deck, fire pit, wetland setting. Pack light.
The 47
- Sleeps 2
- Vintage Spartan
- 1 Bathroom
- Beds
- 1 full bed
- Parking
- Parking beside trailer
- Access
- 3 steps
- Dogs
- Welcome · check pet policy
A 1947 Spartan Manor — year two off the Tulsa aircraft line. Porthole windows, Art Deco proportions, ceilings low enough that you'll remember them. The tighter, earlier sibling to The 56 next door. Cedar deck, fire pit, wetland setting. Pack light.
The Iris
on Main
- Sleeps 4
- 2 bedrooms
- 1 bathroom
- Beds
- 2 adjustable queens
- Parking
- Off-street parking
- Access
- 6 steps; low basement ceiling
- Dogs
- Welcome · check pet policy
A bright two-bedroom on Main Street with a game room that runs deep — arcade machine, record player, classic gaming console. Adjustable beds, blackout shades, fenced yard, and a porch facing the street. More going on than you'd expect.
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A question
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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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