Sleepy Hollow Holiday Rentals

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Holiday Rentals in Sleepy Hollow

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 reviews
"Thank you"
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, 31 reviews
"I highly recommend this property. The bedrooms were clean and comfy. Nicely redone with plenty of space. The basement is a good spot to shoot pool and play darts and even has a pac man arcade game. You can play music and not worry about bothering neighbors because there are no houses on either side of the property. The owner stays in contact with you in case you need anything and is very hospitable. There is a cafe across the street with delicious food. I got eggs and toast and my toast was made...
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
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 reviews
"Private perfect getaway for small gatherings."
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
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Lake Gogebic Private Cabin Hotel Room
Beach
Lake Gogebic Private Cabin Hotel Room
9.2 out of 10, Wonderful, 27 reviews
"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 reviews
"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, 17 reviews
"Very nice place to stay. Very clean and roomy."
The price is HK$2,149
per night
9 Jun - 10 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 reviews
"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 review
"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, 81 reviews
"Very comfortable home in the woods. All ementities were as stated. Quiet get away. Loved it."
Adventures in the Northwoods
ADVENTURES ON LAKE GOGEBIC
Exterior
ADVENTURES ON LAKE GOGEBIC
9.6 out of 10, Exceptional, 9 reviews
"Very clean, and perfect size cabin for a family of four. The host was easy to deal with. We enjoyed our stay."
ADVENTURES ON LAKE GOGEBIC
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 reviews
"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 reviews
"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 reviews
"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.
Land o Lakes Getaway
Property grounds
Land o Lakes Getaway
10.0 out of 10, Exceptional, 25 reviews
"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 HK$1,133
per night
6 Jun - 7 Jun
Land o Lakes Getaway
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 reviews
"Clean. Comfortable. Host responds quickly to questions."
Rustic Cozy Cottage! Snowmobile/Atv Trails, Bond Falls & Ottawa National Forest!
The Clinic
Smart TV
The Clinic
10.0 out of 10, Exceptional, 21 reviews
"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 reviews
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 reviews
"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 reviews
"Very clean and cute."
Dog-Friendly, Lakefront Home w/ a Private Dock, Free WiFi, & a Wood Fireplace
NEW! Charming cabin on Cisco Chain of Lakes
Fridge, microwave, oven, stovetop
NEW! Charming cabin on Cisco Chain of Lakes
9.0 out of 10, Wonderful, 2 reviews
"The cabin was cozy with cute decor. The Lake view was amazing! Love that we could bring our dog!The full bed was a little uncomfortable. It seems like the desription was off a little,Would have liked to known that bath towels were not provided. Over all we were glad we stayed here!"
NEW! Charming cabin on Cisco Chain of Lakes
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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

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 reviews
"Thank you"
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, 31 reviews
"I highly recommend this property. The bedrooms were clean and comfy. Nicely redone with plenty of space. The basement is a good spot to shoot pool and play darts and even has a pac man arcade game. You can play music and not worry about bothering neighbors because there are no houses on either side of the property. The owner stays in contact with you in case you need anything and is very hospitable. There is a cafe across the street with delicious food. I got eggs and toast and my toast was made...
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking
Two Rivers Motel and Cabins
Front of property
Two Rivers Motel and Cabins
2.0 star property
9.8 out of 10, Exceptional, 11 reviews
"It was perfect. Owners were very accommodating!"
Two Rivers Motel and Cabins
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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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

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

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

5/5 Excellent
Wonderful Property
"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."
A verified traveller stayed at Lake front cabin close to UTV/ATV and snowmobile trails.
Posted 4 days ago
Lake front cabin close to UTV/ATV and snowmobile trails.