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Waldo Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Waldo vacation rentals

A spacious living area with a fireplace, a sofa, and a dining area in the background.

1. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,095 reviews)
"Nice place and good breakfast"
United States
Kristin
The price is AED 441
AED 500 total
includes taxes & fees
1 Nov - 2 Nov
Grandstay Residential Suites Hotel - Sheboygan
A living room with a fireplace, a large clock, and a dining area with wooden furniture.

2. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (146 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
The price is AED 529
AED 636 total
includes taxes & fees
7 Oct - 8 Oct
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
A bedroom with a wooden headboard, a bed with grey bedding, a fireplace, and a clock displaying 6:00.

3. Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.4 out of 10, Exceptional, (34 reviews)
"The room was very clean and, as described. It was perfect for our weekend event. It was easy to communicate with the host."
United States
Kimberly H.
The price is AED 349
AED 479 total
includes taxes & fees
4 Oct - 5 Oct
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
A fire pit surrounded by four light blue chairs in a grassy outdoor area.

4. Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
9.8 out of 10, Exceptional, (10 reviews)
"Close to everything we were looking to do while visiting the area. Great communication and hospitality from host, would stay again!!"
United States
Heidi
The price is AED 349
AED 713 total
includes taxes & fees
20 Oct - 21 Oct
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
A deck with a view of a lake, surrounded by various signs and advertisements.

5. Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
The price is AED 595
AED 2,544 total
includes taxes & fees
4 Oct - 5 Oct
Victorian Inn Elkhart Lake Wisconsin
A bathroom with white shelves holding wicker baskets and a potted plant.

6. Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is AED 441
AED 830 total
includes taxes & fees
1 Nov - 2 Nov
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
May 10, 2024

7. 4 bed house on the shore of Lake Michigan

4 bed house on the shore of Lake Michigan
Belgium
9.4 out of 10, Exceptional, (81 reviews)
"Location and privacy exceptional."
United States
michael g.
The price is AED 248
AED 1,068 total
includes taxes & fees
6 Oct - 7 Oct
4 bed house on the shore of Lake Michigan
A spacious living area with a wooden dining table, chairs, and a sofa. There is a staircase leading to another level, and a large window providing natural light.

8. Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
10.0 out of 10, Exceptional, (31 reviews)
"The stay was great ! Had lots of fun definitely will be back ."
United States
Zay B.
The price is AED 374
AED 958 total
includes taxes & fees
14 Oct - 15 Oct
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
A modern living room with a grey sofa, a white armchair, a round coffee table, and a side table with a lamp.

9. Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (22 reviews)
"Place was clean and had everything we needed! "
United States
stormy a.
The price is AED 404
AED 1,234 total
includes taxes & fees
7 Oct - 8 Oct
Beautiful & Convenient!
A dining table with a vase of green leaves and a candle.

10. Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (8 reviews)
"The house was great! It had everything we needed, was very clean, and cozy. We enjoyed our stay and Ginger was welcoming, available, and responsive. "
United States
Christine P.
The price is AED 459
AED 880 total
includes taxes & fees
20 Oct - 21 Oct
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
A beachside area with a sandy shore, a small dock, and several beach huts.

11. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
8.0 out of 10, Very good, (7 reviews)
"Me and my brother had an incredible time here. It was exactly what we were looking for. From the staff, to the property and the room itself. The natures walls close by. It was great and will be returning with more of the family again."
United States
Jessica
The price is AED 628
AED 663 total
includes taxes & fees
3 Oct - 4 Oct
Tiki Beach Campground
A living room with a coffee station, a sofa, a ceiling fan, and a view of the outdoors.

12. Sleeps 8 & Spacious!

Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (30 reviews)
"Great location! Roomy, close to everything, very nice inside, clean, always found parking."
United States
Beth D.
The price is AED 445
AED 1,427 total
includes taxes & fees
20 Oct - 21 Oct
Sleeps 8 & Spacious!
A cabin with a deck, a covered porch, and a paved driveway.

13. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (70 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
The price is AED 731
AED 1,000 total
includes taxes & fees
6 Oct - 7 Oct
The Esker Ridge Chalet, Pristine Elkhart Solitude
A laundry room with two front-loading washing machines, a shelf with cleaning supplies, and a green ironing board.

14. Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.4 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay! The property was clean, "
United States
Benjamin B.
The price is AED 430
AED 817 total
includes taxes & fees
5 Oct - 6 Oct
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
A two-story house with a front porch, a well-maintained lawn, and a sidewalk leading to the street.

15. Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.4 out of 10, Exceptional, (9 reviews)
"Property was very nice. Would stay here again. "
United States
Janice
The price is AED 397
AED 1,180 total
includes taxes & fees
20 Oct - 21 Oct
Logan Ave Holiday House - Upper
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

16. The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (42 reviews)
"Many extras that we have never seen at other rentals.Children's toys, beach toys, dog extras- leash dog bowls towels and a new toy to bring home. Walking distance to Lake Michigan. Restaurants that are 5 min distance driving. Kohler Andrae 15 min away! Kitchen had every item you would need.Hope to say again. Thanks for a great experience"
United States
Anonymous traveler
The price is AED 512
AED 1,524 total
includes taxes & fees
20 Oct - 21 Oct
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

17. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.8 out of 10, Exceptional, (17 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
The price is AED 790
AED 2,213 total
includes taxes & fees
27 Oct - 28 Oct
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
A dining area with a table, chairs, and a window with curtains.

18. Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan

Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
Sheboygan
The price is AED 533
AED 951 total
includes taxes & fees
1 Nov - 2 Nov
Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
A dining area with a wooden table and chairs, a patterned rug, and a decorative chandelier.

19. Grace Adventure House, walk to Port, Lake Michigan

Grace Adventure House, walk to Port, Lake Michigan
Port Washington
10.0 out of 10, Exceptional, (29 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is AED 339
AED 906 total
includes taxes & fees
4 Oct - 5 Oct
Grace Adventure House, walk to Port, Lake Michigan
A hotel room with two beds, a dining area, and a view of the outdoors.

20. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is AED 351
AED 641 total
includes taxes & fees
5 Oct - 6 Oct
Victorian Inn #241 | 2 Queen Beds
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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Top Waldo Hotel Reviews

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

8/10 Good
"Glad for the last minute availability."
Samantha F 2-night trip
Posted 2 days ago
Wingate by Wyndham Sheboygan

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?

Three bedroom ranch style pet friendly home with a patio & theatre room!: Visitors like this Waldo vacation home rental. It offers a patio, a pool table, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Waldo?

While exploring the area, visit family-friendly sights like Blue Harbor Resort & Conference Center Water Park, 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.