Find pet-friendly rentals near Sleepy Hollow Country Club

We found 228 pet-friendly rentals — enter your dates for availability

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September 2025

October 2025

Explore Sleepy Hollow Country Club pet-friendly rentals

Huge firepit area with Edison lights for you and your guests to enjoy together.

Premier Host

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

Sleeps 12 · 5 bedrooms · 4 bathrooms

Premier Host

Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna

Sleeps 12 · 3 bedrooms · 3 bathrooms

The Outpost: A Rustic Respite in the Shenandoah Valley 4 Bikes For Use Tesla Ch

Sleeps 14 · 3 bedrooms · 2+ bathrooms

Premier Host

Historic pet friendly cabin/shooting range/ATV trails/fish ponds/on 82 acres.

Sleeps 7 · 2 bedrooms · 1 bathroom

Top rated pet-friendly rentals - Sleepy Hollow Country Club

Premier Host

Quick break

We stayed at the cabin in the woods overnight whilst visiting the Harpers Ferry region. It was perfectly located for everything we wanted to do. The cabin itself was very comfortable for four adults and we enjoyed our time away from the city.

Rebecca Q.

Stayed Nov 2023

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