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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Waldo holiday homes

A resort with a pool, beach, and multiple buildings surrounded by trees.

1. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is £131
includes taxes & fees
31 Oct - 1 Nov
Victorian Inn #241 | 2 Queen Beds
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

2. 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, (19 reviews)
"Everything was amazing and if we come back next year we will be staying again"
United States
Cristy
The price is £426
includes taxes & fees
31 Oct - 1 Nov
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
A living room with a fireplace, a large clock, and a dining area with wooden furniture.

3. 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, (150 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
The price is £118
includes taxes & fees
9 Nov - 10 Nov
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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.

4. 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
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay and only a short walk to the beautiful beach."
United States
Brian L.
The price is £205
includes taxes & fees
31 Oct - 1 Nov
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
A dining table with a vase of green leaves and a candle.

5. 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)
"We stayed a very short time due to many wedding details and festivities and the stay was just what we needed. Convenient to wedding location, very clean, comfy beds, friendly and reliable host! Would highly recommend!"
United States
Stephanie M.
The price is £159
includes taxes & fees
1 Nov - 2 Nov
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
An outdoor patio with a hot tub, string lights, and a covered seating area.

6. The Pines-Hike, Hunt, Hot tub Sleeps 9

The Pines-Hike, Hunt, Hot tub Sleeps 9
Cascade
10.0 out of 10, Exceptional, (39 reviews)
"Great place for a lot of people to stay! Host was great! Hot tub was awesome. Very comfortable beds!! Will definitely be back."
United States
Luke L.
The price is £405
includes taxes & fees
18 Nov - 19 Nov
The Pines-Hike, Hunt, Hot tub Sleeps 9
A cabin with a deck, a covered porch, and a paved driveway.

7. 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 price is £207
includes taxes & fees
3 Nov - 4 Nov
The Esker Ridge Chalet, Pristine Elkhart Solitude
A modern kitchen with a large island, dark blue cabinets, and a stainless steel refrigerator.

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

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (15 reviews)
"Perfect trip and great location"
United States
Kristian N.
The price is £451
includes taxes & fees
1 Nov - 2 Nov
The Links! - Luxury Golf Retreat with Golf Simulator
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

9. 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, (43 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 £283
includes taxes & fees
9 Nov - 10 Nov
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
A deck with a hot tub, outdoor seating, and a view of a forested area.

10. 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, (21 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is £717
includes taxes & fees
31 Oct - 1 Nov
Stunning private home hidden in the woods. Can sleep 11 guests
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, (43 reviews)
"Great place close to everything we needed. Walking distance to the coffee shop, beach, bar, and pizza place. Not much more you really need."
United States
Gregory D.
The price is £446
includes taxes & fees
6 Nov - 7 Nov
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
A beach with pebbles, a wooden structure, and several birds.

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, (2 reviews)
"Very nice place. The owners were very helpful during our stay with recommendations on things to do as our fishing trip was cancelled!"
United States
Nicole B.
The price is £253
includes taxes & fees
1 Nov - 2 Nov
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, (51 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is £158
includes taxes & fees
1 Nov - 2 Nov
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.
The price is £788
includes taxes & fees
1 Nov - 2 Nov
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)
"My family and I enjoyed a wonderful night in this beautiful family friendly home. All adminities were perfect. Everybody had a great time and I really appreciated. Thank you very much. I/We would recommend this place and this renter to anybody!!! Also, hoping to meet up with him again next year. Again thank you!Joan"
United States
Joan B.
The price is £889
includes taxes & fees
6 Nov - 7 Nov
5 min from Road America. Great yard and plenty of parking
A black sports car parked in front of a building with a Shell gas station sign.

16. 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
9.0 out of 10, Wonderful, (7 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 £382
includes taxes & fees
13 Nov - 14 Nov
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.

17. 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 £246
includes taxes & fees
7 Nov - 8 Nov
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A modern kitchen with a central island, built-in appliances, and pendant lighting.

18. Modern Lakehouse w/ Hot Tub & Private Beach

Modern Lakehouse w/ Hot Tub & Private Beach
Port Washington
10.0 out of 10, Exceptional, (1 review)
"This property is truly amazing! Even though it was just my wife and I, this beautifully remodeled home is large enough to accommodate a large group and has a second kitchen in the lower level. The lake views are amazing from the hot tub on the deck, and it had a bon fire area set up as well. The host was very responsive to any questions we had and made the entire process seamless. The kitchen is absolutely incredible and was my favorite feature of the house...plus it was fully stocked...
United States
matt a.
The price is £421
includes taxes & fees
3 Nov - 4 Nov
Modern Lakehouse w/ Hot Tub & Private Beach
A modern kitchen with a large island, bar stools, stainless steel appliances, and a view of a lake.

19. 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 £1,925
includes taxes & fees
31 Oct - 1 Nov
Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
A spacious kitchen with a brick accent wall, wooden cabinets, and a bar area with stools.

20. 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.
The price is £384
includes taxes & fees
2 Nov - 3 Nov
Home Port Vacation Escape
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

La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

8/10 Good
"Older property. Lots of nicks and scratches on the doors and furniture. It was a clean room, nothing fancy, but everything worked. Got a nice quiet rest, and that’s all I really wanted. Ok breakfast, a couple boiled eggs and a banana."
Tim 1-night trip
Posted 1 hour ago
La Quinta Inn by Wyndham Sheboygan

Find out more about Waldo

Waldo Holiday Homes information

Number of reviews
628
Accommodation
197 Holiday Homes
Lowest Price
£118
Highest Price
£1,925