Wynder

Sheridan Wyoming Vacation Rentals

From historic downtown lofts on Main Street to Bighorn Mountain retreats — all managed by Wyoming's only licensed vacation rental brokerage.
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Available Properties

Wyoming Suite — Central 2BR, Sheridan WY

Wyoming Suite — Central 2BR, Sheridan WY

Sheridan, Wyoming

2 bedrooms•1 baths
$433for 3 nights•Sep 7 – Sep 10
Harbour Hideout — Downtown Basement Suite, 3 King Beds, Sheridan WY

Harbour Hideout — Downtown Basement Suite, 3 King Beds, Sheridan WY

Sheridan, Wyoming

3 bedrooms•1 baths
$784for 3 nights•Sep 6 – Sep 9
Lincoln Upstairs — Stylish 2BR Retreat, Sheridan WY

Lincoln Upstairs — Stylish 2BR Retreat, Sheridan WY

Sheridan, Wyoming

2 bedrooms•2 baths
$429for 3 nights•Oct 27 – Oct 30
Vaulted Den — Chic 1BR with Fireplace, Sheridan WY

Vaulted Den — Chic 1BR with Fireplace, Sheridan WY

Sheridan, Wyoming

1 bedroom•1 baths
$442for 3 nights•Oct 25 – Oct 28
Onyx — Executive Loft on Main St, Sheridan WY

Onyx — Executive Loft on Main St, Sheridan WY

Sheridan, Wyoming

2 bedrooms•2.5 baths
$916for 3 nights•Sep 6 – Sep 9
Farmhouse at Lincoln Suites — Smart Home, King Bed, Sheridan WY

Farmhouse at Lincoln Suites — Smart Home, King Bed, Sheridan WY

Sheridan, Wyoming

2 bedrooms•2 baths
$480for 3 nights•Oct 27 – Oct 30
Carriage Loft — Quiet Retreat, Sheridan WY

Carriage Loft — Quiet Retreat, Sheridan WY

Sheridan, Wyoming

1 bedroom•1 baths
$281for 3 nights•Oct 31 – Nov 3
Frackleton House — Pet-Friendly 1910 Craftsman, Fenced Yard, Sheridan WY

Frackleton House — Pet-Friendly 1910 Craftsman, Fenced Yard, Sheridan WY

Sheridan, Wyoming

2 bedrooms•1.5 baths
$433for 3 nights•Sep 6 – Sep 9
Gratitude · 1920 Victorian · Sleeps 15 · Downtown

Gratitude · 1920 Victorian · Sleeps 15 · Downtown

Sheridan, Wyoming

6 bedrooms•5.5 baths
$1,156for 3 nights•Sep 6 – Sep 9
Pearl of Sheridan — Luxe 3BR Downtown Retreat, Sheridan WY

Pearl of Sheridan — Luxe 3BR Downtown Retreat, Sheridan WY

Sheridan, Wyoming

3 bedrooms•3 baths
$1,007for 3 nights•Oct 27 – Oct 30

The Tongue River Canyon, live music in the park, and a real local team who knows every corner.

Why Stay in Sheridan

Downtown Character

Walk to Main Street

Mountain Access

Bighorn Scenic Byway

Local Expertise

Licensed Brokerage

Get more when you book direct

Lower prices, every time

Pay less than you would anywhere else. No middlemen or platform fees.

Direct line, real care

Book with the team that actually runs the property. Faster answers, better service, real accountability.

Not just a transaction

We go further for direct guests. We’re building a relationship, not closing a booking.

Before You Book

Frequently Asked Questions