Hilltop Happiness is a charming 1940s beach cottage perched on a hill in Michigan City’s beloved Sheridan Beach neighborhood. Painted a cheerful yellow inside and out, the home is filled with sunshine, coastal touches, and a relaxed lakeside vibe from the moment you arrive.
This cozy retreat features two bedrooms and two full bathrooms, comfortably sleeping up to four guests. The main level includes a king bedroom and a double bedroom, a full hallway bath with shower, a well-equipped kitchen, and a comfortable living room with a smart TV. Just off the kitchen, step onto the deck to enjoy outdoor dining, fire up the BBQ, and take in elevated views - especially beautiful at sunset.
The lower level offers a bonus full bathroom with shower, and laundry facilities, perfect for spreading out after a day at the beach. Community stairs provide easy access down the hill to street level, making trips to Sheridan Beach on Lake Michigan simple and convenient.
Outside, you’ll love the adorable fenced front yard with classic white picket fencing. The location is ideal: walk to the beach, Washington Park Zoo, the marina, and enjoy nearby festivals, concerts in the park, and all that Michigan City has to offer. Please note, this home offers open street parking, which is unreserved. Additional parking is located at the bottom of the beach stairs.
Professionally managed by South Shore Vacation Homes, part of The Wanderluxe Collection, Hilltop Happiness is a peaceful, well-cared-for getaway.
No pets. No smoking. No parties. No fireworks. Primary guest must be 25+ years of age to rent. 3-night minimum during peak season.
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Michigan City
Located in Michigan City, this holiday home is on a lake. The area's natural beauty can be seen at Indiana Dunes National Park and Lake Michigan. Washington Park Zoo and Oasis Splash Pad are also worth visiting. Spend some time exploring the area's activities, including winery tours.
South Bend, IN (SBN-South Bend Intl.) - 50 min drive
Restaurants
William B's Steakhouse - 17 min walk
Zorn Brew Works - 3 min drive
Lakeside Kitchen - 17 min walk
Ritz Club - 3 min drive
FLUID Coffee Roasters - 3 min drive
Frequently asked questions
Is Adorable Hilltop Cottage by the Beach pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Adorable Hilltop Cottage by the Beach?
As of 15 May, 2026, prices found for a 1-night stay for 2 adults at Adorable Hilltop Cottage by the Beach on 1 Aug, 2026 start from S$319, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Adorable Hilltop Cottage by the Beach?
On-site parking is available at the property.
What time is check-in at Adorable Hilltop Cottage by the Beach?
Check-in begins at 4:00 PM.
What time is check-out at Adorable Hilltop Cottage by the Beach?
Checkout is at 10:00 AM.
Where is Adorable Hilltop Cottage by the Beach located?
Situated on a lake, this holiday home is within a 10-minute walk of Washington Park and Lake Michigan. Indiana Dunes National Park is 2.7 mi (4.3 km) away. Michigan City Station is 19 minutes by foot.