Waldo Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Waldo holiday rentals

Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,030 reviews)
"Room was clean, staff was nice. The breakfast was pretty darn good. "
United States
andrea
The price is HK$924
HK$1,048 total
includes taxes & fees
17 May - 18 May
Grandstay Residential Suites Hotel - Sheboygan
Smart TV

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 HK$744
HK$1,422 total
includes taxes & fees
12 May - 13 May
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Beach

Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
10.0 out of 10, Exceptional, (1 review)
"Beautiful"
United States
Angela
The price is HK$1,488
HK$1,569 total
includes taxes & fees
13 May - 14 May
Tiki Beach Campground
Exterior

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 HK$705
HK$2,337 total
includes taxes & fees
13 May - 14 May
Logan Ave Holiday House - Upper
Front of property

Modern South Pier Condo on Sheboygan River!

Modern South Pier Condo on Sheboygan River!
4.0 star property
Sheboygan
The price is HK$1,261
HK$3,059 total
includes taxes & fees
12 May - 13 May
Modern South Pier Condo on Sheboygan River!
Dining

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, (13 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 HK$803
HK$2,058 total
includes taxes & fees
12 May - 13 May
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Children’s area

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, (129 reviews)
"Welcoming and accommodating host, very clean and cozy cottage, amazing fireplace "
United States
Cade R.
The price is HK$1,057
HK$1,280 total
includes taxes & fees
18 May - 19 May
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Living area

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 HK$900
HK$1,200 total
includes taxes & fees
14 May - 15 May
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Fridge, microwave, oven, stovetop

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 HK$940
HK$3,048 total
includes taxes & fees
12 May - 13 May
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Interior

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, (4 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$893
HK$1,564 total
includes taxes & fees
12 May - 13 May
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Exterior detail

Apartment Centrally Located

Apartment Centrally Located
Plymouth
The price is HK$940
HK$1,529 total
includes taxes & fees
24 May - 25 May
Apartment Centrally Located
Interior

*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 HK$922
HK$3,011 total
includes taxes & fees
19 May - 20 May
*NEW* Sleeps 8 & Spacious!
Interior

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 HK$1,057
HK$1,512 total
includes taxes & fees
13 May - 14 May
Gleason's Chouse
TV

Apartment Centrally Located

Apartment Centrally Located
Plymouth
The price is HK$1,080
HK$1,695 total
includes taxes & fees
24 May - 25 May
Apartment Centrally Located
Interior

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is HK$1,198
HK$3,206 total
includes taxes & fees
31 May - 1 Jun
Large Backyard, Walk to Hospital: Sheboygan Abode!
1 bedroom, WiFi

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)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is HK$744
HK$1,022 total
includes taxes & fees
17 May - 18 May
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Exterior detail

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

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is HK$723
HK$1,754 total
includes taxes & fees
12 May - 13 May
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake
Exterior

Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (44 reviews)
"We couldn't have asked for more! Everything was perfect and it was better than any motel room in the city. In fact I don't even want to share this review for fear that it will be occupied the next time I need it! "
United States
Colleen
The price is HK$884
HK$1,954 total
includes taxes & fees
12 May - 13 May
Be Still & Know, Walk to Port and Beach
Dining

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, (7 reviews)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is HK$1,015
HK$1,685 total
includes taxes & fees
18 May - 19 May
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Interior

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, (10 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$1,564
HK$4,574 total
includes taxes & fees
20 May - 21 May
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
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

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

4/10 Poor
"We were in town for a wedding and had to be at the venue prior to check-in time. We called the hotel the morning of and asked if we'd be able to check-in a couple hours early - to which the very pleasant lady told us we absolutely could. When we showed up, the gentleman behind the counter "found" us a room, but had to charge us $30 for the early check-in. I'm pretty sure this is the first time I've been charged for an early arrival in at least 10 years. To make matters worse, the hot-tub was lukewarm. Overall, the place was clean and comfortable. Unfortunately, customer service is what brings you back, and the customer service here was not good."
Collin 1-night trip
Posted 2 hours ago
Quality Inn Sheboygan North I-43

Find out more about Waldo

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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 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.