Sleepy Hollow Vacation Rentals

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Vacation Rentals in Sleepy Hollow

Property grounds
Teal Wing - Premier Lakeside Lodging on Lake Gogebic

Teal Wing - Premier Lakeside Lodging on Lake Gogebic

Marenisco
10.0 out of 10, Exceptional, (86)
"The communication with the owners was excellent as well as the description of the property and what was available."
United States
Jerry P.
Teal Wing - Premier Lakeside Lodging on Lake Gogebic
Living area
Lake front cabin close to UTV/ATV and snowmobile trails.

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

Bergland
9.6 out of 10, Exceptional, (63)
"Beautiful location & very comfortable cabin!"
United States
Jason L.
Lake front cabin close to UTV/ATV and snowmobile trails.
Smart TV
The Clinic

The Clinic

Bruce Crossing
9.8 out of 10, Exceptional, (30)
"Location worked well for trail access."
United States
Janine K.
The Clinic
Exterior
Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!

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

Trout Creek
10.0 out of 10, Exceptional, (132)
"Heated great. Everything was clean. We also had everything we needed to cook with . "
United States
Troy
Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!
Exterior
Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.

Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.

Bruce Crossing
9.8 out of 10, Exceptional, (18)
"Good host and nice cabin. Would definitely stay again. "
United States
Alex L.
Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.
Terrace/patio
2200 square foot 4 bedroom duplex.

2200 square foot 4 bedroom duplex.

Marenisco
10.0 out of 10, Exceptional, (37)
"Good clean place. Plenty of room for trucks and trailers."
United States
Chase S.
2200 square foot 4 bedroom duplex.
Property grounds
Land o Lakes Getaway

Land o Lakes Getaway

Land O' Lakes
9.6 out of 10, Exceptional, (42)
"We appreciated the excellent communication with this host."
United States
Cynthia K R.
$173 nightly
The price is $196
Nov 29 - Nov 30
Total with taxes and fees
Land o Lakes Getaway
Terrace/patio
TRANQUILITY AT MEADOWVIEUX

TRANQUILITY AT MEADOWVIEUX

Watersmeet
9.8 out of 10, Exceptional, (44)
"We had so much fun in this beautiful cabin and land! Greta communication from the host. The pictures don’t do this great place justice. Such friendly neighbors willing to help in any way. "
United States
Robin H.
TRANQUILITY AT MEADOWVIEUX
Exterior
ADVENTURES ON LAKE GOGEBIC

ADVENTURES ON LAKE GOGEBIC

Marenisco
9.8 out of 10, Exceptional, (33)
"Every thing was as it should be"
United States
Brian
ADVENTURES ON LAKE GOGEBIC
Terrace/patio
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
9.2 out of 10, Wonderful, (9)
"Very nice affordable place I’d definitely go again "
United States
Christine D.
$303 nightly
The price is $319
Nov 29 - Nov 30
Total with taxes and fees
Cozy cabin outside of Land 'O Lakes -on snowmobile/UTV trail near Cisco Chain
Property grounds
Welcoming 3-bedroom house in Trout Creek on trail 8.

Welcoming 3-bedroom house in Trout Creek on trail 8.

Trout Creek
10.0 out of 10, Exceptional, (5)
"Great location"
United States
Ryan S.
Welcoming 3-bedroom house in Trout Creek on trail 8.
Property grounds
Lake Gogebic Private Cabin Hotel Room

Lake Gogebic Private Cabin Hotel Room

Lake gogebic
9.2 out of 10, Wonderful, (40)
"Easy booking and easy check in/out. Quiet and pleasant area. "
United States
Katelin O.
Lake Gogebic Private Cabin Hotel Room
Fridge, microwave, oven, stovetop
COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL

COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL

Ewen
10.0 out of 10, Exceptional, (18)
"This place was perfect for our UTV riding. Host kept good communication with us before our stay. House was clean and comfortable. Location was quiet and neighbor was friendly."
United States
Kiki
COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL
TV, DVD player
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

Land O' Lakes
9.4 out of 10, Exceptional, (67)
"Had a great time. Great views and location. Owner very responsive. Dock needs aome work though. "
United States
Lawrence B.
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
Fridge, microwave, oven, stovetop
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking

Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking

Bruce Crossing
9.8 out of 10, Exceptional, (46)
"Great place, close to trails, clean. we will stay again"
United States
Ken L.
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
Fridge, microwave, oven, stovetop
Montgomery Bay Lodge On Lake Gogebic

Montgomery Bay Lodge On Lake Gogebic

Marenisco
9.8 out of 10, Exceptional, (160)
"We’ll be back Clean & comfy…perfect for our family getaway! "
United States
Ps K.
Montgomery Bay Lodge On Lake Gogebic
Property grounds
Cozy Cottage on Cisco Chain of Lakes - Big Lake - Summer is open!

Cozy Cottage on Cisco Chain of Lakes - Big Lake - Summer is open!

Land O' Lakes
10.0 out of 10, Exceptional, (18)
"We had a very good stay! Host was very responsive to questions and requests. We will definitely stay again."
United States
John M.
Cozy Cottage on Cisco Chain of Lakes - Big Lake - Summer is open!
4 bedrooms, free WiFi, bed sheets
Cozy A-Frame Chalet - on Bike Trail, UTV trail and close to town

Cozy A-Frame Chalet - on Bike Trail, UTV trail and close to town

Land O' Lakes
10.0 out of 10, Exceptional, (12)
"Very nice accommodations"
United States
Thomas D.
Cozy A-Frame Chalet - on Bike Trail, UTV trail and close to town
Exterior
Come Stay Off-Grid in Michigan's Beautiful Upper Peninsula

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

Bruce Crossing
10.0 out of 10, Exceptional, (17)
"Cabin was clean and inviting."
Canada
Andrelei
Come Stay Off-Grid in Michigan's Beautiful Upper Peninsula
Smart TV
Northwoods Vacation Cisco Chain

Northwoods Vacation Cisco Chain

Land O Lakes
10.0 out of 10, Exceptional, (3)
"Nice property with Great views. The only negative is a 3 mile road ride to hit the trails at Bent's Camp Resort. Everything else was Outstanding."
United States
Jeff D.
Northwoods Vacation Cisco Chain
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

2200 square foot 4 bedroom duplex.

2200 square foot 4 bedroom duplex.

10/10 Excellent
"Hosts are wonderful people, the house and amenities are top notch. Very quiet setting…"
Brad D. 9-night trip
Posted 5 days ago
2200 square foot 4 bedroom duplex.

Find out more about Sleepy Hollow

Everything you need to know about Sleepy Hollow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sleepy Hollow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sleepy Hollow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sleepy Hollow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sleepy Hollow. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sleepy Hollow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $196 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sleepy Hollow rentals

At Expedia, we put the best Sleepy Hollow vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sleepy Hollow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sleepy Hollow vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sleepy Hollow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Teal Wing - Premier Lakeside Lodging on Lake Gogebic : This vacation home near Sleepy Hollow is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.