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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Waldo holiday homes

Fridge, microwave, oven, stovetop

The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (8 reviews)
"Home was very clean and had everything we needed. Beds were comfortable. Easy to find and close to everything. "
United States
Andrea S.
The price is £459
includes taxes & fees
23 Jun - 24 Jun
The Links! - Luxury Golf Retreat with Golf Simulator
TV

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
Sheboygan
The price is £309
includes taxes & fees
7 Jun - 8 Jun
Large Backyard, Walk to Hospital: Sheboygan Abode!
Exterior

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 £204
includes taxes & fees
17 Jun - 18 Jun
The Esker Ridge Chalet, Pristine Elkhart Solitude
Interior

Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (43 reviews)
"Incredibly decorated home. Loved staying here. "
United States
Mike L.
The price is £144
includes taxes & fees
17 Jun - 18 Jun
Gleason's Chouse
Smart TV

3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
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 £262
includes taxes & fees
8 Jun - 9 Jun
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Exterior detail

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 £245
includes taxes & fees
18 Jun - 19 Jun
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
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 £310
includes taxes & fees
22 Jun - 23 Jun
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Dining

Beautiful 3BR Home Near Lake MI

Beautiful 3BR Home Near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Very family friendly . Great bike trails"
United States
Thomas D.
The price is £349
includes taxes & fees
9 Jun - 10 Jun
Beautiful 3BR Home Near Lake MI
Dining

Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan

Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan
Sheboygan
7.8 out of 10, Good, (7 reviews)
"great location walkable to downtown and Lake Michigan. Very centrally located."
United States
Laura A.
The price is £284
includes taxes & fees
8 Jun - 9 Jun
Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan
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)
"The house was spotless and very inviting! "
United States
Faith R.
The price is £168
includes taxes & fees
8 Jun - 9 Jun
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
9.8 out of 10, Exceptional, (11 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 £477
includes taxes & fees
8 Jun - 9 Jun
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
TV, DVD player

Serene Home One Block From Lake Michigan

Serene Home One Block From Lake Michigan
Ellis Historical District
10.0 out of 10, Exceptional, (6 reviews)
"This is in the heart of downtown right near the lake. This was a clean and comfortable stay."
United States
Ra H.
The price is £327
includes taxes & fees
9 Jun - 10 Jun
Serene Home One Block From Lake Michigan
Interior

Sheboygan Riverside Condo

Sheboygan Riverside Condo
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Nice quiet place. Would stay again."
United States
Tressie J.
The price is £235
includes taxes & fees
8 Jun - 9 Jun
Sheboygan Riverside Condo
Shower, hair dryer, bidet, towels

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Kiel
10.0 out of 10, Exceptional, (4 reviews)
"This is an amazing and fun property. If you are in town for any event at Road America it makes it a little more special."
United States
Ryan K.
The price is £456
includes taxes & fees
12 Jun - 13 Jun
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Outdoor dining

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room
Oostburg
9.6 out of 10, Exceptional, (231 reviews)
"Jason was incredible welcoming, the house was perfect! "
United States
Vincent P.
Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room
Property grounds

Juniper & Oak LAKE HOUSE w/ Sunset Views over Kettle Moraine Lake

Juniper & Oak LAKE HOUSE w/ Sunset Views over Kettle Moraine Lake
Campbellsport
10.0 out of 10, Exceptional, (11 reviews)
"This is our second year staying at Juniper and Oak Lake House. Its the perfect vibe for a large group with lots to do on property and nearby. Shannon is a wonderful host and has thought of so many extra touches that make your stay so cozy. This year we rented the big house and the cabin in the back which is also gorgeous! Hope to be back 2026!"
Singapore
Lea D.
The price is £655
includes taxes & fees
24 Jun - 25 Jun
Juniper & Oak LAKE HOUSE w/ Sunset Views over Kettle Moraine Lake
Outdoor dining

3 Min to Road America, outdoor deck, grill, & fire table

3 Min to Road America, outdoor deck, grill, & fire table
Plymouth
10.0 out of 10, Exceptional, (1 review)
"This place was perfect for our group. We were karting at Road America, and location was a little over a mile from the gate. Newly renovated and very nice. Hosts did lots of little things to add value to our stay. Plenty to do nearby. Kids loved the basement and yard, adults hung out on patio. Would definitely stay here again. "
United States
Matt W.
The price is £606
includes taxes & fees
8 Jun - 9 Jun
3 Min to Road America, outdoor deck, grill, & fire table
Interior

Home Port Vacation Escape, Luxury Multi-family, Walk to Port, Beach, and Shops

Home Port Vacation Escape, Luxury Multi-family, Walk to Port, Beach, and Shops
Port Washington
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful home...great amenities and super communication from host!"
United States
Linda M.
The price is £545
includes taxes & fees
7 Jul - 8 Jul
Home Port Vacation Escape, Luxury Multi-family, Walk to Port, Beach, and Shops
Terrace/patio

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, (38 reviews)
"This house is so amazing! Full of cozy little touches that made our weekend so much fun. The beds are very comfortable, the house is fully stocked and the sauna/hot tub is the cherry on top."
United States
Cacia S.
The price is £621
includes taxes & fees
23 Jun - 24 Jun
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Terrace/patio

Beautiful private home hidden in the woods. Can sleep 11 guests

Beautiful private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (15 reviews)
"Very clean and private property! "
United States
sherine m.
The price is £718
includes taxes & fees
14 Jun - 15 Jun
Beautiful private home hidden in the woods. Can sleep 11 guests
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
"The staff were so friendly and very welcoming environment!"
Stacy 2-night trip
Posted 1 hour ago
Watershed Hotel

Find out more about Waldo

Waldo Holiday Homes information

Number of reviews
656
Accommodation
215 Holiday Homes
Lowest Price
£144
Highest Price
£718