Waldo Holiday Rentals

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Our top choices for Waldo holiday rentals

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,036 reviews)
"Staff was friendly and room was nice and clean."
United States
Amelia
The price is NZ$255
includes taxes & fees
31 May - 1 June
Grandstay Residential Suites Hotel - Sheboygan

Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful"
United States
Angela
The price is NZ$340
includes taxes & fees
29 May - 30 May
Tiki Beach Campground

Apartment Centrally Located

Apartment Centrally Located
Plymouth
The price is NZ$329
includes taxes & fees
1 June - 2 June
Apartment Centrally Located

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is NZ$694
includes taxes & fees
31 May - 1 June
Large Backyard, Walk to Hospital: Sheboygan Abode!

Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.6 out of 10, Exceptional, (5 reviews)
"Property was very nice. Would stay here again. "
United States
Janice
The price is NZ$568
includes taxes & fees
1 June - 2 June
Logan Ave Holiday House - Upper

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Ellis Historical District
9.6 out of 10, Exceptional, (12 reviews)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
The price is NZ$260
includes taxes & fees
31 May - 1 June
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Apartment Centrally Located

Apartment Centrally Located
Plymouth
The price is NZ$365
includes taxes & fees
4 June - 5 June
Apartment Centrally Located

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

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.8 out of 10, Exceptional, (25 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
The price is NZ$221
includes taxes & fees
31 May - 1 June
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

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, (130 reviews)
"Welcoming and accommodating host, very clean and cozy cottage, amazing fireplace "
United States
Cade R.
The price is NZ$417
includes taxes & fees
2 June - 3 June
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

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, (15 reviews)
"Super cute place with great amenities. I even got to park my car in the garage! We enjoyed our stay here!"
United States
Carolyn W.
The price is NZ$465
includes taxes & fees
1 June - 2 June
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

The Historic Downtown Suite

The Historic Downtown Suite
Sheboygan Falls
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely wonderful experiencethis place is darling!!!! We will be staying here again"
United States
Kristin E.
The Historic Downtown Suite

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Beach!

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Beach!
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is NZ$382
includes taxes & fees
1 June - 2 June
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Beach!

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Sheboygan
9.8 out of 10, Exceptional, (15 reviews)
"Welcoming and attentive hosts with helpful recommendations, clean and cozy space. "
United States
Brenda R.
The price is NZ$614
includes taxes & fees
1 June - 2 June
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (174 reviews)
"Great place would go back"
United States
William
The price is NZ$557
includes taxes & fees
9 June - 10 June
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (42 reviews)
"Incredibly decorated home. Loved staying here. "
United States
Mike L.
The price is NZ$322
includes taxes & fees
1 June - 2 June
Gleason's Chouse

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, (11 reviews)
"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "
United States
Kim K.
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

*NEW* Sleeps 8 & Spacious!

*NEW* Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (28 reviews)
"Great location! Roomy, close to everything, very nice inside, clean, always found parking."
United States
Beth D.
The price is NZ$679
includes taxes & fees
2 June - 3 June
*NEW* Sleeps 8 & Spacious!

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (59 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
United States
Scott G.
The price is NZ$463
includes taxes & fees
2 June - 3 June
The Esker Ridge Chalet, Pristine Elkhart Solitude

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, (41 reviews)
"We absolutely loved our stay. Everything was so well stocked and comfortable. Perfect location near the lake. Between the fenced in yard for the dog and the little play area for the kids, it couldn’t have worked out better."
United States
Jean S.
The price is NZ$675
includes taxes & fees
31 May - 1 June
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
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

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 favorite 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 depends 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 NZ$255 per night. Entering your travel dates in the search wizard you might find 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 Kohler Park Dunes State Natural Area. In the wider area, you’ll find The Bull at Pinehurst Farms Golf Course and Road America.

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.