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Waldo Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Waldo holiday rentals

A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

1. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
The price is AU$549
includes taxes & fees
20 Sept - 21 Sept
Updated Plymouth Home ~ 5 Mi to Road America!
A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

2. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
The price is AU$554
includes taxes & fees
20 Sept - 21 Sept
Updated Plymouth Home ~ 5 Mi to Road America!
A spacious living area with a fireplace, a sofa, and a dining area in the background.

3. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,076 reviews)
"Nice place and good breakfast"
United States
Kristin
The price is AU$162
includes taxes & fees
27 Sept - 28 Sept
Grandstay Residential Suites Hotel - Sheboygan
An indoor water park with multiple slides and play structures.

4. 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, (141 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
The price is AU$244
includes taxes & fees
1 Sept - 2 Sept
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

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)
"We enjoyed our stay and found the place very comfortable for our family of five. It was easy to walk down to see the lake and a quick drive to restaurants in town."
United States
Amanda
The price is AU$286
includes taxes & fees
2 Sept - 3 Sept
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
A bedroom with a wooden headboard, a bed with grey bedding, a fireplace, and a clock displaying 6:00.

6. 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, (32 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
The price is AU$185
includes taxes & fees
2 Sept - 3 Sept
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
A two-story house with a front porch, a well-maintained lawn, and a sidewalk leading to the street.

7. Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.6 out of 10, Exceptional, (8 reviews)
"Property was very nice. Would stay here again. "
United States
Janice
The price is AU$418
includes taxes & fees
2 Sept - 3 Sept
Logan Ave Holiday House - Upper
A modern living room with a grey sofa, a white armchair, a round coffee table, and a side table with a lamp.

8. 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 AU$466
includes taxes & fees
1 Sept - 2 Sept
Beautiful & Convenient!
A living room with a coffee station, a sofa, a ceiling fan, and a view of the outdoors.

9. Sleeps 8 & Spacious!

Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (29 reviews)
"Great location! Roomy, close to everything, very nice inside, clean, always found parking."
United States
Beth D.
The price is AU$517
includes taxes & fees
22 Sept - 23 Sept
Sleeps 8 & Spacious!
A modern living room with a ceiling fan, two sofas, a coffee table, and a TV.

10. 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.
The price is AU$458
includes taxes & fees
1 Sept - 2 Sept
Close to Downtown & Shore | Great Location
A cabin with a deck, a covered porch, and a paved driveway.

11. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (68 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 AU$379
includes taxes & fees
1 Sept - 2 Sept
The Esker Ridge Chalet, Pristine Elkhart Solitude
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

12. 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
9.6 out of 10, Exceptional, (15 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 AU$961
includes taxes & fees
1 Sept - 2 Sept
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
A hotel room with two beds, a dining area, and a view of the outdoors.

13. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is AU$255
includes taxes & fees
2 Sept - 3 Sept
Victorian Inn #241 | 2 Queen Beds
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.

14. 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
9.8 out of 10, Exceptional, (29 reviews)
"The stay was great ! Had lots of fun definitely will be back ."
United States
Zay B.
The price is AU$381
includes taxes & fees
13 Sept - 14 Sept
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
A beachside area with a sandy shore, a small dock, and several beach huts.

15. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
7.8 out of 10, Good, (6 reviews)
"Beautiful"
United States
Angela
The price is AU$252
includes taxes & fees
1 Sept - 2 Sept
Tiki Beach Campground
A bathroom with white shelves holding wicker baskets and a potted plant.

16. 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, (6 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 AU$371
includes taxes & fees
22 Sept - 23 Sept
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
A dining table with a vase of green leaves and a candle.

17. 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 AU$402
includes taxes & fees
22 Sept - 23 Sept
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

18. tranquil cabin on 5 private acres w/ hot tub and sauna

tranquil cabin on 5 private acres w/ hot tub and sauna
Cascade
10.0 out of 10, Exceptional, (12 reviews)
"This was a lovely property and truly a place to relax and recharge. We enjoyed our stay! "
United States
Kelly D.
The price is AU$579
includes taxes & fees
7 Sept - 8 Sept
tranquil cabin on 5 private acres w/ hot tub and sauna
A hotel room with two beds, a sofa, a ceiling fan, and a window with a view of trees.

19. Walkable Lake Escape! Elkhart Lake Condo

Walkable Lake Escape! Elkhart Lake Condo
Elkhart Lake
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our short week in Elkhart Lake. Close to everything and well appointed place that we loved"
United States
Tony B.
The price is AU$532
includes taxes & fees
7 Sept - 8 Sept
Walkable Lake Escape! Elkhart Lake Condo
A patio with a fire pit, outdoor seating, and string lights.

20. 3 Min to Road America, "Amazing Location!!"

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully appointed home. Perfect for family gathering or large group. Our family was pleasantly surprised with this gorgeous property!Host very accessable and reasonable."
United States
Kristine D.
The price is AU$1,198
includes taxes & fees
1 Sept - 2 Sept
3 Min to Road America, "Amazing Location!!"
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

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Pretty decent for the price"
Oscar 2-night trip
Posted 5 hours ago
Comfort Inn & Suites Sheboygan I-43

Find out more about Waldo

Everything you need to know about Waldo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waldo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waldo holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Waldo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waldo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waldo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waldo holiday rentals we have selected for you start as low as AU$162 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Waldo rentals

At Expedia, we put the best Waldo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waldo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waldo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waldo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.