Entire home

Luxury Home Historic location 4BR-3 FullBath- Walk 3 min beach, 10 to downtown

Photo gallery for Luxury Home Historic location 4BR-3 FullBath- Walk 3 min beach, 10 to downtown

Exterior
Kitchen with ample room for many cooks in the kitchen.
Sunroom with plenty of seating and an abundance of natural light.
En Suite Bathroom with separate shower room.
Dining Room with loads of natural light from Sunroom and Living Room.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms3 bathroomsSleeps 9

Popular amenities

  • On beach
  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Rooms & beds

4 bedrooms (sleeps 9)

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed and 1 Single Bed

Main Floor Bedroom

1 King Bed

Primary Bedroom

1 King Bed

3 bathrooms

Main Floor Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Primary Bathroom Ensuite

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Jetted bathtub · Shampoo · Hair dryer

Upper Floor Hall Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Luxury Home Historic location 4BR-3 FullBath- Walk 3 min beach, 10 to downtown

✿ Welcome to Lakeside Legacy House located in the historic district of Sheboygan.

This spacious home sits on a peaceful and quiet tree-lined street, with views of Lake Michigan. Minutes to the beach and centrally located to restaurants, shopping, golf, and other amenities. Perfect for families or groups.

♦︎WALK OR BIKE TO THESE ACTIVITIES:

3 min walk beach @ Deland Park
3 min bike farmer's market
4 min bike YMCA
5 min walk Sheboygan Yacht Club
10 min walk shops and restaurants
14 min walk John Michael Kohler Arts Center
25 min walk North Pier + Lighthouse

♦︎ DRIVE TO THESE ACTIVITIES:

14 min several world class golf courses
15 min Kohler-Andrae state park
25 min Road America
30 min Elkhart Lake

☗ THE HOME:

☀︎ SUNROOM AND LIVING ROOM DETAILS:

Sunroom drenched with loads of natural light with windows all around. This room has a NEW sectional that will feel like a popcorn sofa. It has deep seating and comfortable seat cushions for lounging and hanging out. There is a separate living room that provides an additional gathering space for guests who like to spread out. Oversized TV's in both spaces.

☀︎ KITCHEN + PANTRY/LAUNDRY DETAILS:

Spacious chef's kitchen with top of the line appliances, quartz countertops, and everything you need to serve up a delicious meal or prep a picnic. Stoneware dishes for 12 with all other kitchen essentials in addition to children's dishes/cups, etc.

Large NEW renovated walk in pantry/laundry across from kitchen with loads of shelving to bring in your favorite foods and supplies. Pantry has air fryer, Waffle/Sandwich maker, griddle, ninja blender, coffee grinder, Keurig coffee maker and pods, in addition to a carafe coffee maker.

High Chair provided.

☀︎ DINING ROOM DETAILS:

Open concept dining room anchored by a cozy fireplace. dining table seats 8-10 with comfortable dining chairs for visiting for long periods of time.

☀︎ BEDROOM DETAILS/HOME SLEEPS 9:

NEW furniture in all 4 bedrooms with 3 king beds and 1 queen bed with a XL pull out trundle. Top of the line mattresses and organic linens, luxury bedding, and pillows.

• 1 king bedroom main level with steps away to a full bathroom.
• 1 primary king bedroom upper level with en suite bathroom and shower.
•1 king bedroom upper level, shared bathroom.
• 1 queen bedroom with XL twin trundle upper level, shared bathroom.
• Pack N Play provided.

TV's and ceiling fans in every bedroom.

☀︎ BATHROOM DETAILS/3 FULL BATHROOMS:

• Main floor NEWLY renovated full bath. Beautifully decorated, with anti-fog LED mirrors, great for make-up and grooming.
• Upper floor - Primary en suite bathroom has a Kohler therapeutic infinity edge soaking tub, in addition to a spa shower.
• Upper floor - NEWLY renovated full shared bath. Beautifully decorated, with anti-fog LED mirrors, great for make-up and grooming.

☀︎ OFFICE DETAILS:

Desk and office chair located in Living Room with a spare monitor for your use. Second desk and office chair in Primary bedroom. Wireless printer located in pantry/laundry room.

☀︎ ENTERTAINMENT + TOYS DETAILS:

There are several children's toys located in baskets in the front closet. They include cooking fun, play ice cream, doctor kit, misc toys and a marble run tower set. Children's books are also available in the Living Room.

☀︎ BACKYARD DETAILS:

• The home is surrounded by historic cast iron fencing. NEW backyard slab and louvered pergola for shade on sunny days.
• Outdoor dining table seating for 8-10.
• Fire table with seating for 4 with dimmable string lighting.
• 9 mesh floats for jumping in the lake.
• BBQ gas grill can be wheeled out from the garage to the back patio for use.

☀︎ GARAGE/FREE EV CHARGER:

• Plenty of parking in the garage, on the driveway or on the street.

• You will love the NEWLY remodeled super clean garage that includes a beautiful premium floor coating.

NEW FREE EV Charger, 50 amp, hardwired for speed. Located inside the garage, our ChargePoint is completely plug-and-play --no apps, accounts, or activation required. Simply plug in your electric vehicle, and wake up to a full charge!

• 9 sling chairs, 6 sand chairs, beach tent, beach toys, bags, and coolers all available for the beach. 9 Beach towels provided (located in panty).

• Corn hole game, other games, and 2 sets of pickleball (4 racquets each set) provided.

• 4 bikes available for your exploration of Sheboygan. All have bike locks and baskets to gather your treasures. If more are needed, there are several bike rental shops nearby.

★ MISCELLANEOUS DETAILS:

- Guest booking the property must be at least 25 years old and must remain at the property during the stay.

- No pets allowed.

- No events or parties. No more than 4 guests that are not listed in booking allowed on property at any time without prior approval of ownership.

- No smoking or any kind of vaping allowed inside or out. Guests must fully exit property grounds to do so.

- Hospital grade cleaning supplies
Our prices include all fees. No hidden fees.

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About the area

Sheboygan

Located in Sheboygan, this holiday home is in the city centre and on the beach. Above & Beyond Children's Museum and Blackwolf Run are worth checking out if an activity is on the agenda, while those looking for area attractions can visit John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts. Travelling with kids? Consider Blue Harbor Resort & Conference Center Water Park and Bookworm Gardens. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as sledging and ice skating.
Map
Sheboygan, WI

What's nearby

  • North Side Municipal Beach - 2 min walk - 0.2 km
  • Deland Park - 3 min walk - 0.3 km
  • Stefanie H. Weill Center for the Performing Arts - 8 min walk - 0.7 km
  • John Michael Kohler Arts Center - 10 min walk - 0.8 km
  • Blue Harbor Resort & Conference Center Water Park - 5 min drive - 3.2 km

Restaurants

  • ‪Sheboygan YMCA - ‬7 min walk
  • ‪Umi Sushi - ‬16 min walk
  • ‪Uptown Slice - ‬14 min walk
  • ‪Tochi Ramen - ‬14 min walk
  • ‪Harbor Lights - ‬11 min walk

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 34 out of 37 reviews
Rating 8 - Good. 2 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 1 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Laura R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very easy check in to this comfortable and spacious home. It had every amenity we needed and served our family well.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Amy K.

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

Great place

We were very pleased with everything and would rent again if in the area.
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Douglas L.

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

Weekend Away

Loved everything at this property. Had a fantastic stay. Easy walk to beach but yet felt very private.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Janet K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful & spacious home in a nice neighborhood. Met all of our needs.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

David W.

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

Great stay. Recommended.

We really enjoyed the Lakeside Legacy house. Very comfortable, well appointed, thoughtfully designed, and close to the lake / downtown. Linda was a great host. No complaints.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Gerry H.

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

Golf trip to whistling straits

Couldn’t have been better
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Noelle M.

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

Comfy, Cozy, Immaculate, Relaxing, Spacious, Great Location & Responsive Host

Thank you for sharing your beautiful home. We enjoyed it very much. Hope to be back one day.
Stayed 1 night in Oct 2023
Verified

8/10 Good

Kris B.

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

October weekend

the location of this property in a historic district is amazing; you can choose to walk by the lake or take a walk by many historic homes in Sheboygan. House was clean, many areas to relax and enjoy.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Carolyn W.

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

We ❤️ Sheboygan

Your home was just perfect for our family. We seem to be staying a little longer each time we visit Sheboygan. The windowed living room was our favorite room to hang out in. The bedding was also VERY comfortable and we all had good sleeps! Thanks for having everything we needed for the perfect trip.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Verified traveller

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

Lovely Saugatuck- Who Knew!

Beautiful and well appointed home was the perfect setting for our family reunion/daughter wedding. The super open kitchen dining room area accommodated our group perfectly. We were one block from the beach and access was easy. Outdoor seating area felt warm and private. Bedrooms were clean and comfortable. Would book this home again in a heartbeat.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Eileen S.

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

Lakeside Legacy luxury!

We had the best week at the Lakeside Legacy home. Everything was just as we hoped for- home was spacious, beautifully decorated, super well-stocked and conveniently located close to the beach, golf, etc. Linda was the perfect host, providing every last detail and being on hand for any questions. We also appreciated having a grill, comfortable outdoor seating area and bikes to ride! We loved our stay here and would highly recommend it!
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Brenda H.

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

Teacher Getaway

Spectacular and so easy! Our host was in constant communication with us. She gave restaurant suggestions, brought out the patio furniture cause she had checked the weather and thought we might use it, and made the whole process simple. I couldn’t have asked for a better property to stay on. Location was exactly what we wanted as we could walk to downtown but also to Lake Michigan. I will definitely be returning! Thank you!
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Jane B.

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

Probably the best VRBO we’ve ever stayed at !

Got out to such a great start with the owner - Linda last winter. She was so helpful giving me info about the area and she even helped me find the perfect place to host my son’s rehearsal dinner. It got better and better - her house is beautiful- very well decorated and stocked . Appliances are top quality -nice dishes and cookware. She has thought of everything- nice coolers - nice bikes , extra blankets , lots of beach towels . Use of a big , pristine garage is nice too. Darling enclosed backyard area with pergola and party lights. Grill in garage available too. Kids toys and books were available. So many nice touches made our stay so great. House is very close to the beach . It’s almost like Linda thought of everything we needed . It was the perfect place to stay while celebrating our family’s wedding.
Stayed 7 nights in May 2025
Response from VrboOwner on 4 Jun 2025
Thank you so much for your kind words! Hosting you and your family was an absolute pleasure. I'm thrilled to hear that you enjoyed your stay. It means a lot to know the space met your expectations and made you feel comfortable and at home. Guests like you make hosting such a rewarding experience. Wishing you all the best on your travels - hope to host you again soon!
Verified

10/10 Excellent

michelle r.

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

Thanksgiving with family and friends

Holidays are rough since our Mom passed. We decided to try something new in a different location. This home was absolutely beautiful and CLEAN! The host was wonderful too! I’m super happy we were able to create new memories at Lakeside Legacy. We plan to come back again in the future. Thank you again to the wonderful host. You made this new memory one I will most definitely treasure.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

richard l.

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

Sheboygan House

great house in a peaceful neighborhood close to the lake. Just what we needed.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Don B.

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

Great time on a Great Lake

The property is as advertised, first class, great location, and really nice for a larger family. Communication with the property owners was always quick and easy. The only concern was a security camera on the patio...
Stayed 5 nights in Jul 2023
Response from VrboOwner on 25 Jul 2023
Hi Donald- We are so glad you enjoyed your stay! The security camera on the back patio is only activated when the professional security system is turned on, which it never is during guest stays- only when it is vacant. The only camera on premises for guest stays is the ring doorbell. We will be sure to note that for future guests. My most sincere apologies for not communicating that to you, and for any discomfort you felt! We hope to have you all back again in the near future. Michelle
Verified

8/10 Good

John T.

Liked: Check-in, communication, location, listing accuracy

Wonderful property

Very helpful owner in a perfect middle America town.
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Drew M.

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

Great place!

Great location and home!
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Sharon H.

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

Great location on the Lake

My family enjoyed their stay at this beautiful home. My grandson languished in the huge bathtub and we were able to share family stories in the beautiful sunroom. Many thanks for the opportunity to enjoy Sheboygan for one last time.
Stayed 2 nights in Aug 2022
Response from VrboOwner on 12 Aug 2022
Our hearts go out to your family, Sharon. Thank you for choosing our home for the occasion and for the kind words.
Verified

10/10 Excellent

Eric S.

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

Great property

Overall great experience!
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Corey R.

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

Yearly lake vacation

My girls and I loved the house. Very well equipped and all the amenities were excellent. Would come back again without a hesitation.
Stayed 4 nights in Jul 2022
Verified

10/10 Excellent

Sarah S.

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

Wonderful Stay in Sheboygan!

My husband and I traveled to Sheboygan for a conference with our 4 month old and my parents. We had more than enough room and were pleasantly surprised that it was even better than the pictures! We walked to the lake everyday and could even hear it from the master window. I highly recommend and definitely would stay here again!
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Kim Y.

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

Family Trip

My husband and I brought my 90 year old Mother and my sister for a little family reunion to visit relatives. The house was soooo comfortable for my Mom. This was her first VRBO experience and having meals and relaxing in this wonderful home made it extra special for her😍
Stayed 4 nights in May 2022
Verified

10/10 Excellent

Nancy F.

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

Wish I were still there...

We have stayed in places around the globe and I always know the best ones when we are sad to leave! This is one of those places! The location is outstanding. It is a quick walk to the beach and the water can be seen from the house. I was able to crack the window in the master and fall asleep to the sound of the waves. Heaven! It is close to great restaurants, as well. We were there over the Christmas holiday to visit family and I was able to easily cook in the amazing gourmet chef's kitchen, which is well stocked and organized. But my favorite room had to be the large sunroom with the comfy L-shaped sofa. I got up early just to have coffee by myself in this cozy, peaceful spot. So nice to relax with family in this beautiful home. Michelle was also very helpful and sweet with excellent communication. Can't wait to go back! Thank you, Michelle!
Stayed 5 nights in Dec 2021
Verified

10/10 Excellent

Sean E.

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

Great house!!

What a wonderful home. I would highly recommend staying here whether not it’s the winter or the summer. Very clean and a very comfortable place to stay. Thank you
Stayed 2 nights in Dec 2021
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