Book a Place to Stay in Sheboygan for Your Summer Getaway
About Sheboygan Summer Rental on Vacation Cottage
Elevate your summer travels with 691 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near Sheboygan. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to Sheboygan or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a tranquil retreat in Sheboygan for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in Sheboygan, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About Sheboygan Luxury Rentals
What are the top rated Summer Rentals in Sheboygan?
There are a lot of options in Sheboygan. If you plan on staying in the Sheboygan area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Sheboygan:
- Seagull Beach Guest House, Unique Lake Michigan Cottagenon private beach
- Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
- 2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
- 30 minutes from Lambeau & steps from Lake Michigan! 2 beauties in one!
- Lake Michigan Home with gorgeous views, great spot for family or golf retreat
- Large 5 Bedroom House with Huge 6 mile Sandy Beach On Lake Michigan State Park!
- Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
- Halloween on a Friday? Spooky opportunity to hunker down in an old mansion.
- Walk to Road America! Lake House on Private Peninsula
- Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!
How many summer rentals are available around Sheboygan, WI?
In 2025, Vacation Cottage offers 691 summer rentals in or around Sheboygan. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in Sheboygan?
The average price per night for a summer rental in Sheboygan is $435. Check the full list of summer accommodations in Sheboygan.
How many summer rentals are available to book in Sheboygan?
There are 691 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.
Do any summer rentals in Sheboygan have a private pool?
Yes, here are some popular summer holiday rentals in Sheboygan that have a private or indoor pool:
- Seagull Beach Guest House, Unique Lake Michigan Cottagenon private beach
- Private Guest Bedroom - 2E East Room - Close to Lake Michigan
- Riverfront Sheboygan Townhome w/Grill!
- 2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
Check all holiday rentals with a pool in Sheboygan on Vacation Cottage.
Can I rent pet-friendly summer rentals in Sheboygan?
Yes, We have 691 summer rental homes in Sheboygan and types of place to stay in Sheboygan include:
- Vacation Homes: 691 available for rent
- Villas: 691 Rentals available for rent
- Holiday Apartments: 691 Rentals available for rent
- Hotels with Suites: 691 Rentals available for book
Do you have a luxury summer rental with a pool in Sheboygan?
Yes, of course! There are many luxury summer rental properties in Sheboygan. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Sheboygan.
