Wynder

Downtown Sheridan Vacation Rentals

Walk to Main Street. No car required after check-in. Licensed Wyoming brokerage.

Downtown Rentals

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

Main Street is the real thing — a working Western downtown since the 1880s.

What Makes Downtown Sheridan Special

Walking Distance

Everything on Main Street

Year-Round Events

Rodeo Week & Street Festivals

Local Character

Mint Bar, King's Saddlery, Brewing

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.

Downtown Sheridan

Frequently Asked Questions