Sleepy Hollow Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Sleepy Hollow

Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!

10.0 out of 10, Exceptional, (118)
"Nice cabin host was very accommodating and easy access to trails "
Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!

Come Stay Off-Grid in Michigan's Beautiful Upper Peninsula

10.0 out of 10, Exceptional, (7)
"We stayed at Bobcat Cabin for two days but we wish we could have stayed longer! The cabin was exceptionally clean and the scenery was gorgeous. Our grandsons learned a bit about solar energy and energy conservation during our stay. Very cozy place! We would stay here again! "
Come Stay Off-Grid in Michigan's Beautiful Upper Peninsula

Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.

9.4 out of 10, Exceptional, (91)
"Nice place, good locatiin great owners"
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.

Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer

10.0 out of 10, Exceptional, (24)
"great views..well stocked with supplies..enjoyable place to stay"
Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer

Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

9.4 out of 10, Exceptional, (61)
"Cozy and quiet"
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

The Penny House: CLEAN with garage, one block from trails & stores

10.0 out of 10, Exceptional, (139)
"Very pleased with the stay. "
The Penny House: CLEAN with garage, one block from trails & stores

Lake front cabin close to UTV/ATV and snowmobile trails.

9.6 out of 10, Exceptional, (51)
"Great location, highly recommend "
Lake front cabin close to UTV/ATV and snowmobile trails.

Land o Lakes Getaway

9.8 out of 10, Exceptional, (34)
"The host's were great! Nice location. Enough room for everyone. Very helpful with where to eat and things to see. Would stay there again. "
The price is NZ$326
includes taxes & fees
9 July - 10 July
Land o Lakes Getaway

The Clinic

9.8 out of 10, Exceptional, (26)
"Enjoyed our stay"
The Clinic

ADVENTURES ON LAKE GOGEBIC

9.8 out of 10, Exceptional, (26)
"Jackie made sure we had all the information we needed. The cabin was clean and accurately described. I would recommend staying there. "
ADVENTURES ON LAKE GOGEBIC

Adventures in the Northwoods

9.8 out of 10, Exceptional, (98)
"This was a very nice place to stay. We enjoyed our stay there."
Adventures in the Northwoods

Lake Gogebic Private Cabin Hotel Room

9.4 out of 10, Exceptional, (35)
"We had a nice stay! Super basic, but great location right on the lake- very peaceful to listen to the water at night. It was nice to have coffee provided also!"
Lake Gogebic Private Cabin Hotel Room

Tranquil Marenisco Cabin on Lake Gogebic!

9.0 out of 10, Wonderful, (14)
"Great location, easy access to the lake and trails! We will definitely book here again! "
Tranquil Marenisco Cabin on Lake Gogebic!

C's Little Acre - Lake Gogebic ~ Newly Renovated!

10.0 out of 10, Exceptional, (2)
"Overall, a nice little house with a great view. It was clean, and all the basic amenities were supplied."
C's Little Acre - Lake Gogebic ~ Newly Renovated!

Montgomery Bay Lodge On Lake Gogebic

9.8 out of 10, Exceptional, (158)
"jason the host was fantastic to deal with. house was great for our party of 6 snowmobilers"
Montgomery Bay Lodge On Lake Gogebic

Family friendly lakefront property on large wilderness estate with sandy beach

10.0 out of 10, Exceptional, (6)
"Great property and outstanding location. A perfect getaway"
Family friendly lakefront property on large wilderness estate with sandy beach

COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL

10.0 out of 10, Exceptional, (14)
"Property is comfy, clean and located close to the snowmobile trails"
COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL

TRANQUILITY AT MEADOWVIEUX

9.8 out of 10, Exceptional, (41)
"Perfect house for a fishing trip"
TRANQUILITY AT MEADOWVIEUX

Updated. Direct access to snowmobile/ORV trail. Short walk to store, bars/cafe'

10.0 out of 10, Exceptional, (12)
"Very beautiful for fall-- easy access to many local sights. Great play to stay!!"
Updated. Direct access to snowmobile/ORV trail. Short walk to store, bars/cafe'

2200 square foot 4 bedroom duplex.

10.0 out of 10, Exceptional, (31)
"Good clean place. Plenty of room for trucks and trailers."
2200 square foot 4 bedroom duplex.
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a holiday rental in Sleepy Hollow?

Yes, there are holiday rentals close to the most popular sights in Sleepy Hollow, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Sleepy Hollow has to offer?

Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!: This holiday home rental outside of Sleepy Hollow offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable 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 wider area, you’ll find Paulding Light and Northern Waters Casino Resort.

What are holiday rentals like in Sleepy Hollow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sleepy Hollow. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.