
Places to stay near Deland Park
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Top-rated vacation rentals near Deland Park
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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.

Sheboygan Surf House - North Point
This super spacious studio apartment is the largest of our 3 spaces, located above Wisconsin's first Surf shop which is located in the heart of Sheboygan's Downtown District. Located directly next to bars , shopping and widely known restaurants like Tratoria Stephanos, Feild to Fork and IL Ritrovo, make walking everywhere easy. Whether you are here for beach days, a little get away or a wedding we are close to it all. Blue Harbor Resort, River front and the shores of Lake Michigan are close.

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!

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.

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.

The Suncatcher -Steps from Lake - Fenced Yard
Welcome to the Suncatcher. Our cozy and bright Midwest retreat just a block away from Lake Michigan . Step into our lovingly remodeled 1930's home where modern comfort meets timeless charm. As you enter you will be greeted by the inviting warmth of exposed brick walls and abundance of natural light that fill every corner. With three bedrooms and two bathrooms, our spacious retreat is perfect for families, friends, or golf enthusiasts seeking a relaxing getaway.

One Bdrm Apt - The Erie House near lake & downtown
This house was built in 1888 as a single family home and retains its nineteenth century charm along with today's modern conveniences. The location is just walking distance from both majestic Lake Michigan to the east and Sheboygan's charming downtown to the west. The lodging, which sits in an attractive, tree lined neighborhood, has been divided into several living units in which you will be staying on the first floor facing Erie Avenue.
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

Beachside Condo w/ Stunning Lake Views

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

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

Country Guest House - Beautiful Gardens!

Stylish Getaway | Cozy Vibes | Perfect Girls Trip

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

Relaxing Sheboygan/Kohler Getaway

Designer Victorian Near Lake Michigan & Downtown

Spacious lower level priv entrance no cleaning fee

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

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

The Blue Cobb House

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

Storybook Home - 1 mi to Lake & Downtown Sheboygan
Other great vacation rentals near Deland Park

Unmatched Location, Views, & Style. Welcome Home!

Beach House

Beachside Beautifully Renovated Historic Home

Lake Breeze Cottage Walk to beach, marina, shops.

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
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
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- Outdoor adventure Explore nature with the family
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- Kid-friendly state parks Check out these family-friendly hikes





