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Sleepy Hollow Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Sleepy Hollow vacation rentals

A modern kitchen with stainless steel appliances, green cabinets, and a view of the outdoors through a window.

1. 3-bedroom townhome in charming Gillette with an unbeatable location.

3-bedroom townhome in charming Gillette with an unbeatable location.
Gillette
9.6 out of 10, Exceptional, (20 reviews)
"If you need a place to stay at a reasonable price. This will work. Close to interstate and food and shopping."
United States
Tim R.
3-bedroom townhome in charming Gillette with an unbeatable location.
A living room with a sofa, ottoman, coffee table, TV, lamp, and curtains.

2. Charming 3-bedroom townhome with AC in Gillette

Charming 3-bedroom townhome with AC in Gillette
Gillette
10.0 out of 10, Exceptional, (1 review)
"Very nice place. Was above my expectations."
United States
Kayla N.
Charming 3-bedroom townhome with AC in Gillette
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sleepy Hollow Hotel Reviews

Super 8 by Wyndham Gillette

Super 8 by Wyndham Gillette

10/10 Excellent
"Helpful staff"
David 1-night trip
Posted 2 hours ago
Super 8 by Wyndham Gillette

Frequently asked questions

Can I find vacation rentals in Sleepy Hollow?

Yes, we have vacation rentals close to well known local attractions in Sleepy Hollow, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Sleepy Hollow?

Carter house : 100 year old house with a remodeled castle inspired feel.: This vacation home rental outside of Sleepy Hollow is located in the city center and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a library.

What’s there to see and do in Sleepy Hollow?

While exploring the area, visit the sights like CAM-PLEX Multi-Event Facilities, Gillette Country Club, and Eagle Butte Coal Mine. In the larger area, you’ll find Rockpile Museum and Bicentennial Park.

What’s a vacation rental in Sleepy Hollow like?

A vacation rental is a private property where you can stay for a couple of days or more in Sleepy Hollow. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.