Cottage 14A

Cottage 14A is a beautifully appointed two-bedroom, two-bathroom retreat offering a wonderful combination of spacious accommodations, modern comfort, and relaxed resort-style living. With an inviting open-concept design and comfortable sleeping arrangements for up to six guests, this charming cottage is an excellent choice for families or friends looking to enjoy a memorable Lake Michigan getaway.

The bright and spacious living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space where everyone can relax and enjoy time together. The well-equipped kitchen provides everything needed for casual breakfasts, family meals, and evening snacks, while the comfortable living area features a gas fireplace that adds warmth and character to the space. A queen-size sleeper sofa provides additional sleeping accommodations while maintaining the open and inviting feel of the room.

The primary bedroom features a comfortable queen-size bed, while the second bedroom offers a queen-size bed plus an additional twin, providing flexible sleeping arrangements for families and groups. Two full bathrooms add convenience and privacy throughout your stay.

One of the highlights of Cottage 14A is the spacious deck, offering a wonderful outdoor extension of the living space. Whether enjoying your morning coffee, spending a quiet afternoon with a good book, or relaxing together at the end of the day, the deck provides the perfect setting to slow down and enjoy the peaceful resort atmosphere.

Central air conditioning keeps the cottage comfortable throughout the warmer summer months. For added convenience, a washer and dryer are located in the basement, which is accessed through an interior entrance.

Guests also enjoy access to Sleepy Hollow Beach Resort’s exceptional amenities, including 1,000 feet of private Lake Michigan beach with direct access, an Olympic-sized heated swimming pool, tennis and pickleball courts, beautifully maintained grounds, and breathtaking Lake Michigan sunsets. Whether your days are spent relaxing along the private beach, enjoying the pool and courts, or simply unwinding on your own deck, Cottage 14A provides a comfortable and inviting home base for an unforgettable Sleepy Hollow vacation.
Cottage 14A rents on Sundays.

Vacation Rental Reviews

• Sleepy Hollow Gem

  Stayed 7 days ending in August, 2026

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  Gretchen W from Carbondale, IL recommends this vacation rental

  Sleepy Hollow Resort is like taking a step back in time! We loved Cottage 14A so much we're renting it again next year! Comfortable beds and furniture, well stocked kitchen, and many extras. There's a very nice back deck as well as a small front patio, and I truly loved the personal touch of lovely potted flowers and landscaping.

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• Wonderful

  Stayed 2 days ending in May, 2025

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  Adrienne R from Bloomingdale, IL recommends this vacation rental

  Been a guest for 21 years . Love the grounds and houses we stay in. Office staff fantastic.

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• Greater Than We Imagined

  Stayed 7 days ending in July, 2024

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  a guest from Dunlap, Illinois recommends this vacation rental

  We had been coming to Sleepy Hollow for at least 15 years with our 2 kids. This visit was with our daughter and son in law and 2 boys. Cottage 14A was so well equipped for families including childrens books, an umbrella stroller, booster seat, many things we hadn't expected. The condo was beautifully decorated and equipped with amenities for everyone from every kitchen gadget to a full shelf of spices and the beach was as wonderful as we remembered.

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• Family vacation

  Stayed 2 days ending in October, 2023

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  Adrienne R from Bloomingdale, IL recommends this vacation rental

  My family stays at this resort for the last 19 yrs ! Extremely family friendly and clean- Excellent staff.

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• Sleepy Hollow Long Weekend

  Stayed 3 days ending in July, 2023

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  Katie L from Indianapolis, IN recommends this vacation rental

  very relaxing and peaceful

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• Fantastic resort!

  Stayed 7 days ending in July, 2023

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  Francine S from Wauconda, Il recommends this vacation rental

  Love Sleepy Hollow. It’s a fantastic resort, grounds are well kept, pool is excellent.

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• Unit 14A

  Stayed 7 days ending in June, 2023

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  John D from GLENVIEW, Illinois recommends this vacation rental

  We enjoyed a wonderful week in unit 14A. The cottage was clean and stocked with everything that we needed for the week! We like this unit because of the big deck and the location to the office, pool and other cottages.

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• My favorite place!!!!!!!

  Stayed 7 days ending in August, 2022

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  LAURA L from Gurnee, IL recommends this vacation rental

  My family has been going to s.h. on and off for 60yrs. It is incredible. Beach, pool, staff etc

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• Old Ladies Wild Weekend

  Stayed 2 days ending in June, 2022

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  Maria V from Oxford, MI recommends this vacation rental

  We had lots of fun and laughter. We loved that the resort was gated and on Lake Michigan. Our place was spotless and the resort was beautiful and quiet! We will definitely go back! We might even bring our spouses! 😁

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• Great family friendly resort

  Stayed 2 days ending in September, 2021

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  Hope G from Glen Ellyn , Illinois recommends this vacation rental

  Our rental house was very clean, well stocked, comfortable, and very cute. The property overall is wonderful and would be really great for a week long kids or grandkids trip. The property is two miles from town and there are no sidewalks the second mile so you can’t bike or walk to downtown.

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• Chamber music weekend

  Stayed 3 days ending in September, 2021

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  Ann S from Portage, MI recommends this vacation rental

  It was a lovely apartment but the unit number is on the back of the building where it cannot be seen easily from the road. I wish there was a unit number by the porch door.

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• lots of fun

  Stayed 7 days ending in August, 2021

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  Arlene C from Grosse Pt. Woods, MI recommends this vacation rental

  fine

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• Lovely week

  Stayed 8 days ending in August, 2019

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  Geralyn K from Ann Arbor, MI recommends this vacation rental

  Wonderful unit with lots of light and beautiful deck. Well stocked kitchen.

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• I4A was very well appointed!

  Stayed 7 days ending in August, 2018

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  Harriet C from Evanston, IL recommends this vacation rental

  Comfortable and lacking nothing!

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• Returned after a few years

  Stayed 2 days ending in September, 2017

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  Mary L from Dundee, MI recommends this vacation rental

  Our Family can always be satisfied staying here at Sleepy Hollow Resort
  Is has been a second return in a different unit, and as before very clean, and lots Of things to do, we injoyed the heated pool, specially when the beach water is only 60 degrees.....always love the fall here. Thanks again Sleepy Hollow.
  The Litwin Family

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• 14a

  Stayed 7 days ending in August, 2016

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  Katherine W from Chicago, IL recommends this vacation rental

  LOVED IT!

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• Perfect for a Family Getaway

  Stayed 7 days ending in July, 2016

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  Heather S from Milford, MI recommends this vacation rental

  Thoroughly enjoyed Sleepy Hollow Resort and this condo with us (two adults), our two kids (4yo and baby-9 months) and my parents. Very clean, well-decorated, well-equipped condo. BEAUTIFUL deck - we would eat almost all of our meals out there. Great location in the resort - close to office/rec area, playground. Lawn area out the front door was nice for kids to play on. We would definitely stay here again!

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