See all properties
Entire condo

Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan!

Beachfront condo near Lake Michigan

Choose dates to view prices

Photo gallery for Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan!

An aerial view of a property with a swimming pool surrounded by trees, a clear view of the sea, and a well-maintained lawn.
A white, curved two-story house with a covered patio, a small garden, and a lawn.
A coastal property with a paved walkway along the beach, a stone wall, and a house with a view of the sea.
A tennis court complex surrounded by dense trees.
A spacious living room with a fireplace, a television, and a dining area with wooden chairs.

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 675 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
South Haven, MI
  • Place, North Beach
    ‪2 min drive‬
  • Place, Oval Beach
    ‪25 min drive‬
  • Place, Silver Beach
    ‪32 min drive‬

Room options

About the area

South Haven

On the beach.Stay at this South Haven condo and you'll be within half a mile (1 km) of Lake Michigan and 2 miles (3 km) of North Beach. Michigan Maritime Museum and Stanley Johnson Park are also within 2 miles (3 km).
View more Condo rentals in South HavenOpens in a new window

What's nearby

  • North Beach - 2 min drive - 1.4 km
  • Kal Haven Trail - 4 min drive - 3.2 km
  • Saugatuck Dunes State Park - 23 min drive - 44.3 km
  • Oval Beach - 25 min drive - 38.0 km
  • Silver Beach - 32 min drive - 57.6 km

Getting around

  • Bangor Station - 20 min drive
  • Kalamazoo, MI (AZO-Kalamazoo-Battle Creek Intl.) - 54 min drive

Restaurants

  • ‪South Beach Cafe - ‬6 min drive
  • ‪Culver's - ‬4 min drive
  • ‪Fire Water Grill - ‬10 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Burger King - ‬6 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan!

Experience the perfect blend of luxury, comfort, and coastal charm in Gateway 50, a beautifully appointed two-bedroom, two-bathroom villa designed to accommodate up to six guests. Thoughtfully designed with an open-concept living, dining, and kitchen area, this spacious retreat provides the ideal setting for gathering with family and friends after a day enjoying the shores of Lake Michigan.

The primary suite offers a luxurious king-size bed and a private en-suite bathroom, creating a peaceful haven for rest and relaxation. The second bedroom features both a full-size and twin-size bed, making it an excellent choice for families or additional guests. A queen-size sleeper sofa in the living room provides comfortable accommodations for two more guests.

As a guest of Sleepy Hollow Beach Resort, you'll enjoy access to South Haven's longest-operating resort and the area's only resort offering exclusive, direct beach access to 1,000 feet of private Lake Michigan shoreline. Spend your days relaxing by the Olympic-sized heated swimming pool, playing tennis or pickleball, exploring the beautifully landscaped grounds, or taking in the breathtaking sunsets that make every stay unforgettable.

Whether you're planning a family vacation or a relaxing getaway with friends, Gateway 50 offers the perfect combination of spacious accommodations, upscale comfort, and exceptional resort amenities for a memorable Lake Michigan escape.

Gatewayu 50 currently rentsd on Saturdays, however beingin 2027 it will rent on Fridays.

Similar properties

Luxury Lake View King, Jacuzzi
Lake Bluff Inn and Suites
South Haven
  • Pool
  • Hot tub
  • Kids pool
  • Parking included
4.0 out of 5, Very good, 493 reviews
The price is CA $277
CA $308 total
includes taxes & fees
Sep 20 - Sep 21
Lake Bluff Inn and Suites

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Charcoal grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • On a lake

Things to do

  • Bicycles
  • Heated pool
  • Tennis
  • Basketball nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Bicycles
  • Unit size: 804 square feet

Policies

Check-in

Check-in time starts at 4:30 PM
Contactless check-in available

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Parties and events are allowed on site. 

Property is also known as

1942-88257
Sleepy Hollow Beach Resort Introduces Gateway 50 Condo
Sleepy Hollow Beach Resort Introduces Gateway 50 South Haven

Frequently asked questions

How close is Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! to the airport?

This condo is 45.5 mi (54-min drive) away from the Kalamazoo, MI (AZO-Kalamazoo-Battle Creek Intl.) airport, the closest popular airport to the property.

Does Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! to the beach?

This condo is on the beach. Don't forget your sunscreen!

Does Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan!?

No, there is no casino at this condo.

What time is check-in at Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan!?

Check-in begins at 4:30 PM.

Is there free parking at Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan!?

Free parking is not available at this condo.

Does Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! have a pool?

Yes, there's a heated pool.

Does Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! have a spa?

There are no spa services available at this condo.

How close is Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! to downtown South Haven?

This condo is 1.8 mi away from South Haven.

Sleepy Hollow Beach Resort, Gateway 50 – Family Fun on Lake Michigan! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 20 out of 26 reviews
Rating 8 - Good. 3 out of 26 reviews
Rating 6 - Okay. 2 out of 26 reviews
Rating 4 - Poor. 1 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

9.4/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Ryan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent, thank you!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Deidre B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Resort!

We had a wonderful stay at Sleepy Hollow. The unit was very clean and comfortable. Our kids age 5 and 3 loved the private beach, heated pool, the basketball courts, and riding their bikes around the property. The daily kids activities at the office were a plus, too! We hope we come back again next year.
Stayed 4 nights in Jun 2023
From a partner site

8/10 Good

Seth K.

Beautiful Resort, Perfect for Kids

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had an overall very good stay in Gateway 50. The resort property is beautiful, and our daughters loved the pool and beach (though the pool can be cold). Management was always responsive and professional. The main area for improvement would be cleaning of the cottage. Floors are not mopped, and we ended up cleaning the floors and under rugs ourselves. Despite this, we'll likely return next year.
From a partner site

8/10 Good

Michael P.

End of summer get away

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The unit was very nice. I would like to have a full/queen-size bed in the second bedroom rather than two twins. We came mostly to use the "heated" pool. The heater was not working, and in fact, a new one was being installed. The pool was very cold, which limited our time in the water. Our friends never went in the pool because it was too cold. It was very disappointing.
From a partner site

10/10 Excellent

Johanna S.

Chamber Music Three Day Weekend

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a WONDERFUL EXPERIENCE!! Gateway 50 is a great place to stay. Everything is very clean and organized. Everything in the kitchen was extra clean and very nice. The beds were very comfortable and furnished with high-end bedding. The bathrooms were sparkling clean, the towels were soft and luxurious. The whole place was bright and light with beautiful views of the woods. It seemed quiet and private, even though other condos were nearby. Our group would love to stay there twice a year for Chamber Music forever!! Thank you so much, owners, for making such a nice place available to us, we appreciate it very much.
Verified review

6/10 Okay

Ewa

Liked: Cleanliness, property conditions & facilities, communication
Gatway 50 could be a nicer experience. NEG: Master bathroom needs deep cleaning, especially shower (black dirt, mold ?!), sticky and dirty handles in both bathrooms and kitchen, dirty doors. Some furniture are worn out and/or dirty and stained. Dirty washcloth on the sink in the master bath! I got the message that there is no fireplace, but there's a fireplace in the unit and it was on! All rugs were slippery. Hard and very uncomfortable pillows. Positive: Big unit (2 bedrooms and 2 bathrooms), enough space for four people, a lot of plates and glasses, clean sheets. Nice private beach and nice place for families with children. A lot of space for outside recreation and playing sports.
Stayed 3 nights in Aug 2025
From a partner site

10/10 Excellent

Kathleen R.

50 is nifty

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time at Sleepy Hollow. While we don’t have little kids or teens anymore, this is a perfect spot for families to come together. We enjoyed the pool, the adult activities, the beach, pickleball and the friendly staff.
From a partner site

10/10 Excellent

Meg F.

Another magical stay in Sleepy Hollow

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Sleepy Hollow is a place where our family can relax and enjoy so many activities from the pool to the beach, basketball, arts and crafts, tennis lessons, badminton, bike riding, etc... My kids feel such a sense of independence as they are able to run free on the beautiful and safe gated grounds. Unit 50 is a special one.
From a partner site

4/10 Poor

John N.

Aug 10-17

Rating Details: The property manager was more than helpful. The vacation rental was somewhat dirty. I was happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: I rented 2 units Gateway 50 and 37A. 50 was ok but we were very unhappy with 37A.Reasons:-only 1 key when we arrived(got more on Monday)-noticed ants on floor(went to store and bought traps and by Wed. was in control)-bed cover on 1 twin bed was dirty (tracked down housekeeping and asked them to change it-shower door was off its track (got mentance to repair on Monday- foul oder in kitchen near sink, finally figured out that it was under lip of sink and had to live with it-unit is very noisy from people in 37A-
From a partner site

10/10 Excellent

Cheryl g.

Gateway 50

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfect cottage in a beautiful resort.
From a partner site

10/10 Excellent

Viola T.

Great Stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very nice stay, everything was as it stated and clean.
From a partner site

10/10 Excellent

Robert W.

Great getaway spot!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed at Sleepy Hollow for the week of our wedding/honeymoon last month, and it was a perfect getaway spot! The customer service was over the top - very quick to respond to any questions we had, extremely flexible and understanding to any changes we needed! There are great amenities and community activities, and the property was kept very nice. The private beach was quiet, nicely maintained and they even provided some lounge chairs. This spot is conveniently located just north of town. We will absolutely be back!
From a partner site

10/10 Excellent

Perfect vacation rental!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved staying at Gateway 50. It was clean and well stocked. Enjoyed sitting on the back deck. No need to bring a book - they had a great selection of the latest titles. I only wish that the date we could come in 2023 was available.
From a partner site

10/10 Excellent

Susan K.

Enjoyed our stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We spent a couple of days this Fall, and really enjoyed our stay.The condo was very comfortable and had everything we needed. We loved sitting on the back patio in the early evening, the curved Art Deco vibe of the patio was very cool. And then when it cooled off we had the nice gas fireplace inside. We plan to come back!
Stayed 2 nights in Sep 2021
From a partner site

8/10 Good

Linda M.

Loved the property, but wished it was cleaner.

Rating Details: The property manager was very helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We liked the property, however, it was not clean. When we opened up the pull out sofa, it had dirty linens on it. In addition, the coffee pot had a moldy filter in it and the floor had not been swept.
From a partner site

10/10 Excellent

Michigan trip

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Family trip to Lake Michigan. Great place to stay with family. Everything was perfect. Hope to be back next year!!
From a partner site

6/10 Okay

Werner P.

August 11 2018 Review of Cabin

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Our experience was mixed: some good, some bad. The pull-out sofa bed was rusty, spotting the sheets. Maintenance corrected the problem the first day. The cabin was roomy, well furnished and otherwise clean.
Archival

10/10 Excellent

Natalie K.

Wonderful family vacation!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My family of 5 had a wonderful time at sleepy hollow in unit 50. The beach was a bit small due to the swelling of the lake, but my kids did not mind one bit!
Archival

10/10 Excellent

Marian H.

Happy Time

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great vacation. The grounds and trees and flowers were beautiful. It is an ideal place for children. It is very relaxing time for the parents. The patio of this unit was great. We gathered there often to plan our day. Over all we had a great vacation.
Archival

10/10 Excellent

Patti C.

Sleepy Hollow Vacation

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place for multi-family trip!
Archival

10/10 Excellent

Eileen P.

Reliving Memories @ Sleepy Hollow

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We spent a week at Sleepy Hollow with our children and grandchildren because it is the place where we spent summer vacations when our children were growing up and we all love it. The only problem was a refrigerator that was not working properly and it took almost the entire week to fix. Fortunately we had two units so we were able to keep the food next door, but it was inconvenient. However, the owners of the unit did offer a generous rebate on our rental.
Archival

10/10 Excellent

jessica b.

Can't wait to return!!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had such a great time and enjoyed the pool, beach and took advantage of the kids activities! Can't wait to return to Sleepy Hollow!
Archival

10/10 Excellent

Ilene P.

Relaxing Family Vacation Getaway

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had been coming to sleepy hollow for years. After skipping it last year to address our kids' request for 'something different' we heard something different from the kids ... 'We miss sleepy hollow!' So back we were this year and everyone enjoyed themselves!
Archival

10/10 Excellent

Kevin S.

Swick Review

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great. The only misgiving we had is that we think it was too expensive. For a 2 bedroom it was pretty much
Archival

10/10 Excellent

Beth A.

South Haven

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: great