
Places to stay near Deland Park
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Deland Park
Guests agree: these stays are highly rated for location, cleanliness, and more.

Modern Upstairs Apt - Steps from Lake Michigan
Have you ever wondered what Lake Life is like? Here is your chance! This is 1 of 2 AirBnB units in this cute duplex Come stay in this beautiful upper apartment located just one block from Lake Michigan. Take a quick walk to the lake in the morning to jump on your fishing boat or take the family to the beach in the afternoon! Located close to shopping and many local bars and restaurants within walking distance. You'll find relaxation and a great time here at the heart of Sheboygan's Shoreline!

Spacious/stylish, 2br loft
Beautiful, spacious loft in active downtown. Washer/dryer, full kitchen, 1.5 baths, 2 Qu, 2 Tw, space for family/friends. Stocked w/home essentials. 3 Smart TVs, free WIFI. Pay-as-you-go parking in rear but free nights/weekends. Bakery & fitness studio on 1st floor. Wonderful walkable neighborhood near shops, restaurants, art & children’s museum, river walk & lake front near-by. Short drive to Kohler, Whistling Straits golf course, Shops at Woodlake & Kohler Design Center. Marcus cinema near by.

House Near the Lake
Get out and enjoy nature, then return to a quiet mix of modern and retro in this family home only a block away from Lake Michigan. There are three parks and two beaches within a mile, as well as Terry Andrae State Park about 10 minutes away. If the outdoors aren't your thing, downtown Sheboygan hosts the Kohler Art Center, The Weil Center, Blue Harbor, and the Children's Museum, with Road America only 30 minutes away. Located between Milwaukee and Green Bay, this home has all the conveniences.

Boutique Wellness Retreat - Hot Tub and Fireplace
Celebrate your special occasion in Sheboygan at this beautiful boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom w/King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Let us impress you and help make it a memory.

LUX Downtown Escape | Outdoor Movie Screen
Welcome to our beautiful 2-bedroom historic home in Downtown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep. The home is also just a few blocks from Lake Michigan's beautiful beaches.

Beach and golf house
This home is in the perfect location to explore everything Sheboygan County has to offer. It is located in the historic Ellis district on the shores of beautiful Lake Michigan. The home is a 2 or 3 minute walk to Deland Beach and the Sheboygan Marina and lighthouse. A short drive to world class golfing at Whistling Straights, Black Wolf Run and The Bull. Road America is also a short 20 minute drive. Located half way between Green Bay and Milwaukee for those Packer and Brewer fans.

hot tub and sauna on 5 private acres
Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Lovely modern two bedroom home with fire pit
Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

Cozy Sheboygan Upper
We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

Church Street Romance & Retreats-Village of Kohler
“A well-appointed, cozy and stylish retreat close to everything in Kohler.” -Kim Take the stairs to my secluded 2nd floor tree view retreat! A private side entrance and open floor plan flanked by two bedrooms makes this unit perfect for couples or a girl's getaway spa weekend. Romantic turn-of-the-century touches meet modern convenience & comfort. Baker furniture, previously a Kohler Company, can be found throughout the apartment enhancing your Village of Kohler stay.

Beachside Lake View - 2br - First Floor - Garage
Located just one lot in from the beautiful shores or Lake Michigan. Amazing location provides year round stunning views . This is a lower 2 bedroom 1 bath condo in a 4unit building were all the units have the same basic layout. You can listen to the waves or walk just a few feet and have the sand on your feet. This condo features front and rear balconies. Makes for a great place to enjoy a weekend get away or a place to relax at night while on a business trip.

Sheboygan Surf House - Jetties
Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our Urban living oasis is a fully equipped studio apartment conveniently located in the heart of downtown, just steps from bars and restaurants and only blocks to Lake Michigan South Pier and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake, Kite boarding, charter fishing, a Wedding or leisure time SSH is perfect for you. Support Dog friendly
Popular amenities for vacation rentals near Deland Park
Condo rentals with wifi

Welcome to our Cozy Lake Condo!

Riverfront Condo Steps to Dining & Lake Michigan

Amazing views beach condo for 12: 4 bdrm, 3 bath

Beachside Condo Downtown with Lake Michigan Views

Car Condo Rental in Elkhart Lake

The Victory Lap - Family Friendly Sleeps 10

Private Beach, Pools & Full-Kitchen

The Lake Street Kickback in Elkhart Lake!
Family-friendly house rentals

Logan's Guest Nest

2 Min Walk to Food, 15 to Pier! 4 Bedrooms 2K/2Q

King Bed Near Lake w/ Fire Pit & Pack N Play

Stylish Getaway | Cozy Vibes | Perfect Girls Trip

Relaxing Sheboygan/Kohler Getaway

The Suncatcher -Steps from Lake - Fenced Yard

Designer Victorian Near Lake Michigan & Downtown

Lakefront Charmer, cheerful decor gorgeous garden
Apartment rentals with air conditioning

The Garden | Sheboygan 2 Br/1Ba, Pet Friendly

The Blue Cobb House

Historic Lower Unit Near Downtown, King/Queen Beds

Recombobulation Station-In The Heart of Sheboygan!

Riverfront Loft - Fantastic location

Heart of Downtown Sheboygan

Fully Loaded and Clean! King

Local Landmark CF / Artisan Coffeehouse
Other great vacation rentals near Deland Park

Luxury Villa on Lake Michigan!

Unmatched Location, Views, & Style. Welcome Home!

Beachside Beautifully Renovated Historic Home

Windward House - Entire home in Sheboygan

Sheboygan Riverside Condo

Elkhart A-Frame, Wooded Retreat near Road America

Eve’s Place by beach 2 kings 1 queen + Pack’n Play

Danz Retreat. Updated, clean, centrally located.
Destinations to explore
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bradford Beach
- Eaa Aviation Museum
- Blackwolf Run Golf Course
- Holy Hill National Shrine of Mary
- Atwater Park
- Paine Art Center And Gardens
- Fox Cities Performing Arts Center
- Lake Park
- Road America
- Little Switzerland Ski Area
- Lion's Den Gorge Nature Preserve
- The Bull at Pinehurst Farms Golf Course
- Neshotah Park
- Wisconsin Maritime Museum
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





