Sleepy Hollow Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Sleepy Hollow vacation rentals

Interior

Land o Lakes Getaway

Land o Lakes Getaway
Land O' Lakes
9.6 out of 10, Exceptional, (46 reviews)
"Very comfortable and spacious accommodations. Great host and easy communication after booking. "
United States
Rebecca B.
The price is ￥20,750
￥31,131 total
includes taxes & fees
May 27 - May 28
Land o Lakes Getaway
Interior

Come explore the Western UP! Located right on the atv and snowmobile trail.

Come explore the Western UP! Located right on the atv and snowmobile trail.
Ewen
9.4 out of 10, Exceptional, (26 reviews)
"Great place, close to trail for snowmobile riding. "
United States
Lenora K.
The price is ￥20,511
￥36,570 total
includes taxes & fees
Jun 12 - Jun 13
Come explore the Western UP! Located right on the atv and snowmobile trail.
Exterior

Cozy cabin outside of Land 'O Lakes -on snowmobile/UTV trail near Cisco Chain

Cozy cabin outside of Land 'O Lakes -on snowmobile/UTV trail near Cisco Chain
Watersmeet
9.4 out of 10, Exceptional, (13 reviews)
"Abundance of amenities, easy access to the lake. We always enjoy staying here."
United States
Laura S.
The price is ￥26,265
￥50,604 total
includes taxes & fees
Jun 13 - Jun 14
Cozy cabin outside of Land 'O Lakes -on snowmobile/UTV trail near Cisco Chain
Exterior

Cozy Secluded Lakefront Cabin | Private, Fishing & Snowmobile | Near Eagle River

Cozy Secluded Lakefront Cabin | Private, Fishing & Snowmobile | Near Eagle River
Phelps
10.0 out of 10, Exceptional, (2 reviews)
"Loved staying at the Lazy Loon. It’s quiet, relaxing and the view of the lake is beautiful. Highly recommended if you are looking for an affordable getaway."
United States
Tim D.
The price is ￥23,850
￥74,264 total
includes taxes & fees
Jun 3 - Jun 4
Cozy Secluded Lakefront Cabin | Private, Fishing & Snowmobile | Near Eagle River
Game room

Grace Place Lakefront Retreat on Lac Vieux Desert

Grace Place Lakefront Retreat on Lac Vieux Desert
Watersmeet
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and will be back! Thank you!"
United States
Rick H.
The price is ￥33,411
￥116,536 total
includes taxes & fees
May 31 - Jun 1
Grace Place Lakefront Retreat on Lac Vieux Desert
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sleepy Hollow Hotel Reviews

Come explore the Western UP! Located right on the atv and snowmobile trail.

Come explore the Western UP! Located right on the atv and snowmobile trail.

10/10 Excellent
"yhe house was quiet and a good place to go back to after a day of hiking. Thank you for having us!"
Tom B. 2-night trip
Posted 2 days ago
Come explore the Western UP! Located right on the atv and snowmobile trail.

Find out more about Sleepy Hollow

Search for holiday rentals in Sleepy Hollow on Expedia! You can easily find your home rentals, villas, holiday apartments in Sleepy Hollow using one of the methods below:

  • View our selection of featured holiday rentals in Sleepy Hollow
  • Use the map to find apartments and other holiday homes in the Sleepy Hollow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sleepy Hollow while they last

Look no further and take a look at our great range of rental properties in Sleepy Hollow!

Frequently asked questions

Can I find a vacation rental in Sleepy Hollow?

Yes, you can find vacation rentals close to top sights in Sleepy Hollow, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Sleepy Hollow?

Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain: This vacation home rental near Sleepy Hollow is located on a lake and has a patio, a garden, and WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Sleepy Hollow?

While you're exploring the area, Ottawa National Forest and Bond Falls are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Paulding Light and Northern Waters Casino Resort.

What are vacation rentals like in Sleepy Hollow?

Vacation rentals are privately owned properties you can book for a short or long stay in Sleepy Hollow. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip.