Sleepy Hollow Vacation Rentals

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Sleepy Hollow

Our top choices for Sleepy Hollow vacation rentals

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

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

10.0 out of 10, Exceptional, (12)
"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
Montgomery Bay Lodge On Lake Gogebic
Fridge, microwave, oven, stovetop

Montgomery Bay Lodge On Lake Gogebic

9.8 out of 10, Exceptional, (159)
"jason the host was fantastic to deal with. house was great for our party of 6 snowmobilers"
Montgomery Bay Lodge On Lake Gogebic
Redstone, a one-of-a-kind, luxurious 7200 sq. ft. impressive Lakeside log home
Interior

Redstone, a one-of-a-kind, luxurious 7200 sq. ft. impressive Lakeside log home

10.0 out of 10, Exceptional, (6)
Redstone, a one-of-a-kind, luxurious 7200 sq. ft. impressive Lakeside log home
Lake front cabin close to UTV/ATV and snowmobile trails.
Living area

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

9.6 out of 10, Exceptional, (59)
"Great location, highly recommend "
Lake front cabin close to UTV/ATV and snowmobile trails.
The Penny House: CLEAN with garage, one block from trails & stores
Outdoor dining

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

10.0 out of 10, Exceptional, (143)
"Cute house and Very Clean. Had everything we needed for a comfortable stay. Convenient location as we were working on my parent's house in the local area. Would definitely stay again when we are vacationing in the area."
The Penny House: CLEAN with garage, one block from trails & stores
Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.
Exterior

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

10.0 out of 10, Exceptional, (14)
"Super comfortable!..great parking....definitely will book again"
Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.
Lake Gogebic Private Cabin Hotel Room
Property grounds

Lake Gogebic Private Cabin Hotel Room

9.4 out of 10, Exceptional, (38)
"We were pleased with the cleanliness and location near Gogebic State park where we spent most of our time!"
Lake Gogebic Private Cabin Hotel Room
Private and Peaceful Lakefront Home on Lindsley Lake on the Cisco Chain of Lakes
Beach

Private and Peaceful Lakefront Home on Lindsley Lake on the Cisco Chain of Lakes

8.8 out of 10, Excellent, (55)
"Nice place on lake"
Private and Peaceful Lakefront Home on Lindsley Lake on the Cisco Chain of Lakes
Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer
Interior

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

10.0 out of 10, Exceptional, (26)
"great views..well stocked with supplies..enjoyable place to stay"
Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer
Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!
Exterior

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

10.0 out of 10, Exceptional, (123)
"Nice cabin host was very accommodating and easy access to trails "
Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
TV, DVD player

Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

9.4 out of 10, Exceptional, (64)
"Cozy and quiet"
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
Teal Wing - Premier Lakeside Lodging on Lake Gogebic
Property grounds

Teal Wing - Premier Lakeside Lodging on Lake Gogebic

10.0 out of 10, Exceptional, (83)
"Great experience "
Teal Wing - Premier Lakeside Lodging on Lake Gogebic
Welcoming 3-bedroom house in Trout Creek on trail 8.
Property grounds

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

10.0 out of 10, Exceptional, (4)
"Great location"
Welcoming 3-bedroom house in Trout Creek on trail 8.
Land o Lakes Getaway
Property grounds

Land o Lakes Getaway

9.4 out of 10, Exceptional, (39)
"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. "
$173 nightly
The price is $196
Sep 7 - Sep 8
Total with taxes and fees
Land o Lakes Getaway
Nice 3-bedroom cottage in Ewen just minutes from Bergland, MI and Lake Gogebic
Private kitchen

Nice 3-bedroom cottage in Ewen just minutes from Bergland, MI and Lake Gogebic

10.0 out of 10, Exceptional, (2)
"Just very relaxing and very remote."
Nice 3-bedroom cottage in Ewen just minutes from Bergland, MI and Lake Gogebic
Cozy cabin outside of Land 'O Lakes -on snowmobile/UTV trail near Cisco Chain
Terrace/patio

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

9.0 out of 10, Wonderful, (6)
"nice house very clen and comfortable would stay here again"
$303 nightly
The price is $319
Sep 1 - Sep 2
Total with taxes and fees
Cozy cabin outside of Land 'O Lakes -on snowmobile/UTV trail near Cisco Chain
Come explore the Western UP! Located right on the atv and snowmobile trail.
Terrace/patio

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

9.2 out of 10, Wonderful, (15)
"Great place to stay when we went snowmobiling."
$229 nightly
The price is $229
Sep 1 - Sep 2
Total with taxes and fees
Come explore the Western UP! Located right on the atv and snowmobile trail.
ADVENTURES ON LAKE GOGEBIC
Exterior

ADVENTURES ON LAKE GOGEBIC

9.8 out of 10, Exceptional, (30)
"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
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (44)
"Great place, close to trails, clean. we will stay again"
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
Family friendly lakefront property on large wilderness estate with sandy beach
Exterior

Family friendly lakefront property on large wilderness estate with sandy beach

10.0 out of 10, Exceptional, (9)
"Great property and outstanding location. A perfect getaway"
Family friendly lakefront property on large wilderness estate with sandy beach
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

Find out more about Sleepy Hollow

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

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?

Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!: This vacation home rental near Sleepy Hollow offers a fireplace, a barbecue grill, 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 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.