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Holiday Homes in Waldo

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Waldo holiday homes

A spacious living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall. There is a dining area in the background with a table and chairs.

1. 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, (19 reviews)
"Great place to stay and only a short walk to the beautiful beach."
United States
Brian L.
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
A living room with a fireplace, a large clock, and a dining area with wooden furniture.

2. 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 €159
includes taxes & fees
20 Oct - 21 Oct
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

3. 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, (18 reviews)
"Everything was amazing and if we come back next year we will be staying again"
United States
Cristy
The price is €575
includes taxes & fees
4 Nov - 5 Nov
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
A patio with a fire pit, outdoor seating, and string lights.

4. 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.
3 Min to Road America, "Amazing Location!!"
A cabin with a deck, a covered porch, and a paved driveway.

5. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (71 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
The Esker Ridge Chalet, Pristine Elkhart Solitude
A dining table with a vase of green leaves and a candle.

6. 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 €212
includes taxes & fees
1 Nov - 2 Nov
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
A dining area with a table, chairs, and a window with curtains.

7. Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan

Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
Sheboygan
Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
A deck with a hot tub, outdoor seating, and a view of a forested area.

8. 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.
Stunning private home hidden in the woods. Can sleep 11 guests
A modern kitchen with a large island, dark blue cabinets, and a stainless steel refrigerator.

9. The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (14 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 Links! - Luxury Golf Retreat with Golf Simulator
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

10. 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, (42 reviews)
"Many extras that we have never seen at other rentals.Children's toys, beach toys, dog extras- leash dog bowls towels and a new toy to bring home. Walking distance to Lake Michigan. Restaurants that are 5 min distance driving. Kohler Andrae 15 min away! Kitchen had every item you would need.Hope to say again. Thanks for a great experience"
United States
Anonymous traveller
The price is €387
includes taxes & fees
8 Nov - 9 Nov
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
A living room with a sofa, coffee table, and TV.

11. 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 €568
includes taxes & fees
8 Nov - 9 Nov
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
A neatly made bed with a wooden headboard, a nightstand with a lamp, and a large mirror.

12. Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair

Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Just like the description. Very clean. Accommodations for kids and the host was very accommodating!"
United States
Erin S.
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

13. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (50 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is €179
includes taxes & fees
11 Oct - 12 Oct
Gleason's Chouse
A modern kitchen with a central island, wooden cabinets, and a built-in stove. There is a dining area with a table and chairs, and a living room with a sofa and a fireplace.

14. Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.

Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.
Sheboygan
10.0 out of 10, Exceptional, (17 reviews)
"Everything was clean and spacious. Had a great time and would definitely stay again! "
United States
Brad T.
Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.
A grassy outdoor area with a wooden deck, a small shed, and a green hose coiled on the ground.

15. 5 min from Road America. Great yard and plenty of parking

5 min from Road America. Great yard and plenty of parking
Elkhart Lake
9.8 out of 10, Exceptional, (8 reviews)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
The price is €987
includes taxes & fees
9 Oct - 10 Oct
5 min from Road America. Great yard and plenty of parking
A modern kitchen with a large island, bar stools, stainless steel appliances, and a view of a lake.

16. Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.

Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
Campbellsport
9.0 out of 10, Wonderful, (2 reviews)
"We had a great time at this property. The house was clean, spacious, well organized and the lake was beautiful. I am a new wheelchair user and this was my first vacation in two years so I was initially disappointed that there was a step down from the house to the large deck. My brother-in-law ended up driving back home to pick up a portable ramp that I use when I visit his house. That worked really well so if you are a wheelchair use be advised to bring or rent a ramp ahead of time if you want...
United States
Amy T.
The price is €2,313
includes taxes & fees
9 Oct - 10 Oct
Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
A spacious lobby with leather sofas, a chandelier, a large TV, and a foosball table.

17. 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
8.8 out of 10, Excellent, (6 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.
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

18. 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, (181 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is €302
includes taxes & fees
15 Oct - 16 Oct
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A spacious kitchen with a brick accent wall, wooden cabinets, and a bar area with stools.

19. Home Port Vacation Escape

Home Port Vacation Escape
Port Washington
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home...great amenities and super communication from host!"
United States
Linda M.
Home Port Vacation Escape
Terrace/patio

20. Modern Lakehouse w/ Hot Tub & Private Beach

Modern Lakehouse w/ Hot Tub & Private Beach
Port Washington
Modern Lakehouse w/ Hot Tub & Private Beach
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
"Very clean and nice hotel."
Stephan 1-night trip
Posted 23 hours ago
Watershed Hotel

Find out more about Waldo

Waldo Holiday Homes information

Number of reviews
586
Accommodation
201 Holiday Homes
Lowest Price
€159
Highest Price
€2,313