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Waldo Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Waldo holiday 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, (1,091 reviews)
"Nice place and good breakfast"
United States
Kristin
The price is HK$823
HK$935 total
includes taxes & fees
27 Sept - 28 Sept
Grandstay Residential Suites Hotel - Sheboygan
A bathroom with white shelves holding wicker baskets and a potted plant.

2. 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 HK$784
HK$1,567 total
includes taxes & fees
6 Oct - 7 Oct
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
A small, single-story house with a porch, surrounded by a gravel driveway and lush greenery.

3. 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 HK$1,129
HK$1,357 total
includes taxes & fees
7 Oct - 8 Oct
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
A deck with a view of a lake, surrounded by various signs and advertisements.

4. 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 HK$1,271
HK$5,432 total
includes taxes & fees
4 Oct - 5 Oct
Victorian Inn Elkhart Lake Wisconsin
A fire pit surrounded by four light blue chairs in a grassy outdoor area.

5. 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 HK$812
HK$1,607 total
includes taxes & fees
6 Oct - 7 Oct
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
A beachside area with a sandy shore, a small dock, and several beach huts.

6. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
7.8 out of 10, Good, (6 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 HK$1,341
HK$1,415 total
includes taxes & fees
26 Sept - 27 Sept
Tiki Beach Campground
A modern living room with a ceiling fan, two sofas, a coffee table, and a TV.

7. Close to Downtown & Shore | Great Location

Close to Downtown & Shore | Great Location
Sheboygan
9.0 out of 10, Wonderful, (10 reviews)
"Have stayed in all but one unit on this property and i must say, they are absolutely amazing!"
United States
Elizabeth S.
Close to Downtown & Shore | Great Location
A cabin with a deck, a covered porch, and a paved driveway.

8. 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 HK$1,561
HK$2,093 total
includes taxes & fees
29 Sept - 30 Sept
The Esker Ridge Chalet, Pristine Elkhart Solitude
A hotel room with two beds, a dining area, and a view of the outdoors.

9. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is HK$819
HK$1,448 total
includes taxes & fees
26 Oct - 27 Oct
Victorian Inn #241 | 2 Queen Beds
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

10. 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 HK$1,812
HK$4,882 total
includes taxes & fees
20 Oct - 21 Oct
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
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.

11. 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 HK$805
HK$2,035 total
includes taxes & fees
27 Sept - 28 Sept
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
A dining table with a vase of green leaves and a candle.

12. 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 HK$953
HK$1,838 total
includes taxes & fees
6 Oct - 7 Oct
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
A deck with a hot tub, outdoor seating, and a view of a forested area.

13. Stunning private home hidden in the woods. Can sleep 11 guests

Stunning private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is HK$6,274
HK$7,562 total
includes taxes & fees
25 Oct - 26 Oct
Stunning private home hidden in the woods. Can sleep 11 guests
A bedroom with a wooden headboard, a bed with grey bedding, a fireplace, and a clock displaying 6:00.

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

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.6 out of 10, Exceptional, (33 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 HK$745
HK$1,024 total
includes taxes & fees
26 Oct - 27 Oct
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
A living room with a sofa, coffee table, and TV.

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

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
9.8 out of 10, Exceptional, (42 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is HK$2,470
HK$4,736 total
includes taxes & fees
27 Sept - 28 Sept
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
A living room with a coffee station, a sofa, a ceiling fan, and a view of the outdoors.

16. 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 HK$959
HK$3,056 total
includes taxes & fees
6 Oct - 7 Oct
Sleeps 8 & Spacious!
A modern living room with a grey sofa, a white armchair, a round coffee table, and a side table with a lamp.

17. 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 HK$898
HK$2,683 total
includes taxes & fees
6 Oct - 7 Oct
Beautiful & Convenient!
A patio with a fire pit, outdoor seating, and string lights.

18. 3 Min to Road America, "Amazing Location!!"

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Great place with tons of space and updated rooms. Conveniently located for everything we did. I would absolutely recommend this place!!"
United States
Patrick F.
The price is HK$3,286
HK$6,446 total
includes taxes & fees
7 Oct - 8 Oct
3 Min to Road America, "Amazing Location!!"
An outdoor patio with a hot tub, string lights, and a covered seating area.

19. Immersed in Nature, Hot Tub, Sleeps 9, EV Charger

Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Cascade
10.0 out of 10, Exceptional, (39 reviews)
"Great place for a lot of people to stay! Host was great! Hot tub was awesome. Very comfortable beds!! Will definitely be back."
United States
Luke L.
The price is HK$2,321
HK$4,352 total
includes taxes & fees
20 Oct - 21 Oct
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger

20. 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, (80 reviews)
"The residence was spacious and well-maintained. The view of the lake from the living area is truly remarkable. The bed was comfortable."
United States
Danielle M.
The price is HK$706
HK$2,507 total
includes taxes & fees
7 Oct - 8 Oct
4 bed house on the shore of Lake Michigan
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

Watershed Hotel

Watershed Hotel

10/10 Excellent
"What a wonderful hotel! Comfortable, clean, quiet, friendly service and perfectly priced. The room was the perfect size, with beautiful views of the Sheboygan river, the bed was very comfortable, the bathroom was large and modern. The staff were very helpful and caring. Loved that the owner was present every day to greed her clients. We were on a 16 day tour of the Great Lakes and I wished I could have the Watershed hotel at every city we stayed at."
Maricruz 3-night trip
Posted 9 hours ago
Watershed Hotel

Find out more about Waldo

Search for holiday rentals in Waldo on Expedia! You can easily find your home rentals, villas, holiday apartments in Waldo using one of the methods below:

  • View our selection of featured holiday rentals in Waldo
  • Use the map to find apartments and other holiday homes in the Waldo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waldo while they last

Look no further and take a look at our great range of rental properties in Waldo!

Frequently asked questions

Can I find holiday rentals in Waldo?

Yes, there are holiday rentals close to the most popular sights in Waldo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Waldo has to offer?

Three bedroom ranch style pet friendly home with a patio & theatre room!: This highly rated holiday home rental in Waldo offers a patio, a pool table and a BBQ 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 that 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 wider area, you’ll find Sheboygan County Fairgrounds and The Bull at Pinehurst Farms Golf Course.

What’s a holiday rental in Waldo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Waldo. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.