Waldo Vacation Rentals

March 2025

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April 2025

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Vacation Rentals in Waldo

NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

10.0 out of 10, Exceptional, (29)
"Great place and so quiet!!"
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (898)
"Clean, affordable, and close to downtown. A very nice place to stay. Only problem for us was that our room was next the elevator mechanical room and there were some clunking noises intermittently during the night. Other than that, we had a great stay and will definitely stay here next time we are in Sheboygan!"
The price is CA $145
CA $165 total
includes taxes & fees
Mar 16 - Mar 17
Grandstay Residential Suites Hotel - Sheboygan

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (237)
"Great place, and the host was incredibly nice!! We actually bought one of his paintings as well!! :)"
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Welcome to the "Lake Cottage" where lake Michigan waves are calling

10.0 out of 10, Exceptional, (123)
"This is our second time staying at The Cottage and it was just the relaxing weekend away that we needed! The hosts were super...they thought of everything and had gone above and beyond to make sure we had everything we needed. "
Welcome to the "Lake Cottage" where lake Michigan waves are calling

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

9.4 out of 10, Exceptional, (185)
"We stayed in the fall with family ranging from 7-65. The beach and view was so beautiful and relaxing. There was plenty of room to spread out or all be together. The games in the basement were the highlight for all ages. "
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

REMODELED HOME ON LAKE MICHIGAN

10.0 out of 10, Exceptional, (146)
"Great place"
REMODELED HOME ON LAKE MICHIGAN

Beach front luxury spacious villa !

10.0 out of 10, Exceptional, (48)
"This house was beautiful! The pictures are exactly what you get. House was very clean. Probably the cleanest house we've ever stayed in. Location was amazing. It is right on the beach! Spectacular views of Lake Michigan. Walking distance to restaurants, coffee shop, Blue Harbor resort and a very nice walking trail. Loved our stay!"
Beach front luxury spacious villa !

Lake Michigan Home with gorgeous views, great spot for family or golf retreat

10.0 out of 10, Exceptional, (102)
"This home has everything you need to cook, plenty of dishware for serving a crowd, comfortable beds, nice towels and toiletries in well-appointed baths, Well planned for entertainment, there are TVs in most rooms, games, and gathering spots. We were pleasantly surprised that there was even a coffee warmer and French press. It was the perfect winter retreat, and we can only imagine how beautiful it is in the summertime!and breath-taking vcrowd, sl"
Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Grand Rural Wisconsin Retreat: Full Indoor Gym

10.0 out of 10, Exceptional, (4)
Grand Rural Wisconsin Retreat: Full Indoor Gym

Stay in style while attending the NFL draft pick at Greenbay’s Lambeau Field!

10.0 out of 10, Exceptional, (79)
"Great location"
Stay in style while attending the NFL draft pick at Greenbay’s Lambeau Field!

Beautiful Lake House on the Shores of Erler Lake.

9.6 out of 10, Exceptional, (201)
"My husband and I decided to get away after Christmas for some down time. We didn’t want to drive too far, but wanted somewhere secluded. This place was ideal. The trails are really nice, it’s very quiet and just what we needed. I rated it a 4 out of 5 only because there was no light in back so we always needed a high powered flashlight if we needed to take our dogs out and there are no window coverings over the front door, so when sitting in the front room watching TV anyone could look in since...
Beautiful Lake House on the Shores of Erler Lake.

Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

9.6 out of 10, Exceptional, (130)
"This home had everything we needed for a relaxing family stay. We played games in front of the fire and exercised our dog in the (surprise!) fenced-in backyard. "
Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

10.0 out of 10, Exceptional, (15)
"Very comfortable space. "
The price is CA $287
CA $652 total
includes taxes & fees
Apr 1 - Apr 2
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Family-Friendly House: Walk to Lake Michigan!

9.6 out of 10, Exceptional, (19)
"Reserved this place as a place to get away from the full family holiday gathering. It did not disappoint!! Very clean with plenty of comfortable furnishings throughout. Kitchen has all one needs for any size meal prep and sevice. Quiet neighborhood with easy access to beach and riverfront. Recommended without reservations!"
Family-Friendly House: Walk to Lake Michigan!

BEACHVIEW GETAWAY

9.8 out of 10, Exceptional, (12)
"Alex is an excellent host and it was a comfortable stay."
BEACHVIEW GETAWAY

Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

9.6 out of 10, Exceptional, (4)
"Great to come back to after a long day"
Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

9.8 out of 10, Exceptional, (92)
"Excellent property! Terrific setting, spacious. Very clean and everything you need. Communication with manager was terrific, timely, helpful."
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Edgewater Escape steps from the beach! Sleeps 14!

2.0 star property
8.0 out of 10, Very good, (1)
"Place was very comfortable for 8 women. We had a problem with the TV and man who came to fix it was very pleasant and helpful- problem was solvedIt seems that it was a new rental and some items were scarce or non existent. I wrote the property manager with some suggestions. Did not mar our stay but a few extras - bath soap and dish detergent, kitchen towels -would have been appreciated "
The price is CA $424
CA $876 total
includes taxes & fees
Mar 14 - Mar 15
Edgewater Escape steps from the beach! Sleeps 14!

Charming 2-bedroom Lake House in West Bend

10.0 out of 10, Exceptional, (4)
"We truly enjoyed our stay here! Very clean, accommodating, open and charming home. We can’t wait to return! "
Charming 2-bedroom Lake House in West Bend

Surfdaze is still open for the Draft! 1 Hour to Green Bay!

10.0 out of 10, Exceptional, (99)
"This place was as advertised, the host was quick to answer any questions and provide recommendations. We plan on coming back when the weather is nicer to enjoy the outdoor spaces and the lake "
Surfdaze is still open for the Draft! 1 Hour to Green Bay!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Waldo you may be interested in

NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

10.0 out of 10, Exceptional, (29)
"Great place and so quiet!!"
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (898)
"Clean, affordable, and close to downtown. A very nice place to stay. Only problem for us was that our room was next the elevator mechanical room and there were some clunking noises intermittently during the night. Other than that, we had a great stay and will definitely stay here next time we are in Sheboygan!"
The price is CA $145
CA $165 total
includes taxes & fees
Mar 16 - Mar 17
Grandstay Residential Suites Hotel - Sheboygan

The American Club

5.0 star property
9.6 out of 10, Exceptional, (212)
"Service was great no matter where we went in the complex. Everyone was happy to see us and always very helpfull."
The price is CA $627
CA $693 total
includes taxes & fees
Mar 16 - Mar 17
The American Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find vacation rentals in Waldo?

Yes, there are vacation rentals close to top attractions in Waldo, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Waldo?

Welcome to the "Lake Cottage" where lake Michigan waves are calling: This vacation home rental outside of Waldo is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a private yard and a selection of games.

What’s there to see and do in Waldo?

While exploring the area, visit family-friendly sights like Above & Beyond Children's Museum, or get outside and enjoy nature at Bookworm Gardens. In the larger area, you’ll find Sheboygan County Fairgrounds and The Bull at Pinehurst Farms Golf Course.

What’s a vacation rental in Waldo like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Waldo. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.