Holiday Rentals in Sleepy Hollow

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Holiday Rentals in Sleepy Hollow

Rustic Cozy Cottage! Snowmobile/Atv Trails, Bond Falls & Ottawa National Forest!
Exterior
Rustic Cozy Cottage! Snowmobile/Atv Trails, Bond Falls & Ottawa National Forest!
10.0 out of 10, Exceptional, (99)
"Clean. Comfortable. Host responds quickly to questions."
Rustic Cozy Cottage! Snowmobile/Atv Trails, Bond Falls & Ottawa National Forest!
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.
Exterior
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.
9.4 out of 10, Exceptional, (70)
"place was clean and convenient to trails. Floors are uneven and very easy to trip on. All six of us were over 60 and could not figure out the TV, no big deal as we weren't there for that. One of the chairs at table was broke and there was only 2 sets of keys for the place. There is no hand rail on stairs to the upstairs.Deck is large and nice to sit on. Grill is large but does not get very hot for some reason"
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
Private kitchen
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
9.8 out of 10, Exceptional, (33)
"Nice house in a friendly neighborhood. Nice added amenities with the pool table and sauna. Close to restaurants"
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
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Land o Lakes Getaway
Property grounds
Land o Lakes Getaway
10.0 out of 10, Exceptional, (25)
"We arrived in the north woods and were greeted by a lovely host, one of a lovely couple who own this location. The hosts live on the top floor and rent out the bottom floor of this charming tri level. There are 2 bedrooms, one bath, a large family room and a small kitchen area with a small fridge, microwave, coffee maker, pizza maker, dishes, mugs, silverware. There is no sink or stove but that was fine for our purposes as we were there for a wedding and were having our meals with family. The...
The price is €199
per night
23 Jun - 24 Jun
Land o Lakes Getaway
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
Interior
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
9.6 out of 10, Exceptional, (47)
"Private perfect getaway for small gatherings."
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
Lake Gogebic Private Cabin Hotel Room
Beach
Lake Gogebic Private Cabin Hotel Room
9.2 out of 10, Wonderful, (27)
"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
Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer
Interior
Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer
9.8 out of 10, Exceptional, (9)
"This was one of our favorite cabins to stay in! It’s very spacious, extremely clean, and has everything you need from spices to pots and pans, wood, blankets, extra comforters, etc. It was so comfortable and the view of the water is stunning. Close to the cute town of Land O Lakes and also ski mountains. We would love to come back here again!"
Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer
Relax with a view at Oasis North on Lake Gogebic
Sun-loungers
Relax with a view at Oasis North on Lake Gogebic
9.8 out of 10, Exceptional, (18)
"Beautiful home and property! Couldn’t help Mother Nature but otherwise a very relaxing stay."
The price is €530
per night
16 Jun - 17 Jun
Relax with a view at Oasis North on Lake Gogebic
Private and Peaceful Lakefront Home on Lindsley Lake on the Cisco Chain of Lakes
Property grounds
Private and Peaceful Lakefront Home on Lindsley Lake on the Cisco Chain of Lakes
9.2 out of 10, Wonderful, (45)
"Had a wonderful week in a great location. House was clean and exactly what we were looking for with 2 dogs. Host was friendly, courteous and helpful. Would definitely stay there again."
Private and Peaceful Lakefront Home on Lindsley Lake on the Cisco Chain of Lakes
COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL
Exterior
COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL
10.0 out of 10, Exceptional, (1)
"We normally come to the Northwoods area every year for our annual family snowmobile trip. This year was not a year for snow put the owners of the cabin were very helpful in guiding on activities for us to enjoy since snowmobiling was not an option. The cabin was clean and well decorated. They have everything you need in the kitchen minus food in the fridge for your stay. Games to play, movies to watch and tvs in every room. Anytime we had a question they responded very promptly. Would highly...
COZY CABIN ON 40 ACRES CLOSE TO THE TRAIL
Adventures in the Northwoods
Adventures in the Northwoods
9.8 out of 10, Exceptional, (82)
"Because the property is located less than a mile from the intersection of 45 and 2 it makes all local fishing easily accessible. The home is clean and well maintained. The owners offer great support, plentiful towels, a good TV channel selection, and complimentary coffee. The driveway has an entrance and exit making boat parking easy. While one can occasionally hear some road noise it is minimal. I could go on but suffice to say, I plan on renting the property again as it suits all of my needs...
Adventures in the Northwoods
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, (3)
"Very enjoyable - great hosts"
Family friendly lakefront property on large wilderness estate with sandy beach
TRANQUILITY AT MEADOWVIEUX
Interior
TRANQUILITY AT MEADOWVIEUX
10.0 out of 10, Exceptional, (37)
"Beautiful location! Great house! Wonderful hiking options. This house is an awesome option for anyone looking to celebrate anything or to just get away with a large family or group. The 15 foot Christmas tree was the icing on the cake for all of us! Heads up- there is no wifi/internet. This wasn't an issue for us- we were there to unplug and we had cell coverage (verizon) if we needed it. But, if anyone is hoping to work remotely from the house you will need to have a hot spot or trek into the...
TRANQUILITY AT MEADOWVIEUX
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, (27)
"This was our second time staying at this property. Beautiful views, very clean and host and hostess are easy to deal with and great people."
Lake front cabin close to UTV/ATV and snowmobile trails.
ADVENTURES ON LAKE GOGEBIC
Exterior
ADVENTURES ON LAKE GOGEBIC
9.6 out of 10, Exceptional, (10)
"Very cute cabin with all needed amenities. Host very responsive and welcoming! Highly recommend! Hint: bring your bug spray!! 😉"
ADVENTURES ON LAKE GOGEBIC
Come explore the Western UP! Located right on the atv and snowmobile trail.
Fridge, microwave, oven, stovetop
Come explore the Western UP! Located right on the atv and snowmobile trail.
10.0 out of 10, Exceptional, (1)
"Had everything we needed, convenient and clean."
The price is €195
per night
23 Jun - 24 Jun
Come explore the Western UP! Located right on the atv and snowmobile trail.
The Clinic
Smart TV
The Clinic
10.0 out of 10, Exceptional, (21)
"The property was a perfect home base for us to explore the Upper Peninsula. It was very clean and had everything we needed for our mom and daughters vacation. The beds and linens were very comfortable. We will definitely plan to visit again!"
The Clinic
NEW! Charming cabin on Cisco Chain of Lakes
Fridge, microwave, oven, stovetop
NEW! Charming cabin on Cisco Chain of Lakes
8.0 out of 10, Very good, (4)
NEW! Charming cabin on Cisco Chain of Lakes
PRIVATE 3 BEDROOM 2 BATH CABIN ON LAKE GOGEBIC IN THE U. P. OF MICHIGAN
On the beach
PRIVATE 3 BEDROOM 2 BATH CABIN ON LAKE GOGEBIC IN THE U. P. OF MICHIGAN
9.6 out of 10, Exceptional, (52)
"Great spot with lovely lake views, large yard & plenty of privacy."
PRIVATE 3 BEDROOM 2 BATH CABIN ON LAKE GOGEBIC IN THE U. P. OF MICHIGAN
Dog-Friendly, Lakefront Home w/ a Private Dock, Free WiFi, & a Wood Fireplace
Fridge, microwave, oven, stovetop
Dog-Friendly, Lakefront Home w/ a Private Dock, Free WiFi, & a Wood Fireplace
9.8 out of 10, Exceptional, (23)
"Very clean and cute."
Dog-Friendly, Lakefront Home w/ a Private Dock, Free WiFi, & a Wood Fireplace
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See all available properties in Sleepy Hollow
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.

Other types of properties in Sleepy Hollow you may be interested in

Rustic Cozy Cottage! Snowmobile/Atv Trails, Bond Falls & Ottawa National Forest!
Exterior
Rustic Cozy Cottage! Snowmobile/Atv Trails, Bond Falls & Ottawa National Forest!
10.0 out of 10, Exceptional, (99)
"Clean. Comfortable. Host responds quickly to questions."
Rustic Cozy Cottage! Snowmobile/Atv Trails, Bond Falls & Ottawa National Forest!
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.
Exterior
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.
9.4 out of 10, Exceptional, (70)
"place was clean and convenient to trails. Floors are uneven and very easy to trip on. All six of us were over 60 and could not figure out the TV, no big deal as we weren't there for that. One of the chairs at table was broke and there was only 2 sets of keys for the place. There is no hand rail on stairs to the upstairs.Deck is large and nice to sit on. Grill is large but does not get very hot for some reason"
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
Private kitchen
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
9.8 out of 10, Exceptional, (33)
"Nice house in a friendly neighborhood. Nice added amenities with the pool table and sauna. Close to restaurants"
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
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.

Everything you need to know about Sleepy Hollow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sleepy Hollow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sleepy Hollow holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sleepy Hollow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sleepy Hollow holiday rentals we have selected for you start as low as €195 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sleepy Hollow rentals

At Expedia, we put the best Sleepy Hollow holiday 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 holiday.

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. 

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?

Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.: This holiday home rental outside of Sleepy Hollow is located in a rural location, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 Lake Gogebic are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Bond Falls 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.

Recent reviews of Sleepy Hollow properties
Expedia verified reviews

Relax with a view at Oasis North on Lake Gogebic

Relax with a view at Oasis North on Lake Gogebic

5/5 Excellent
Beautiful
"Beautiful home and property! Couldn’t help Mother Nature but otherwise a very relaxing stay."
A verified traveller stayed at Relax with a view at Oasis North on Lake Gogebic
Posted 3 days ago
Relax with a view at Oasis North on Lake Gogebic