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Waldo Vacation Rentals

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Waldo vacation rentals

Coffee/tea maker, fridge, microwave, stovetop

1. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
$386 nightly
The price is $407
Sep 20 - Sep 21
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
House (3 Bedrooms) | Interior

2. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
$377 nightly
The price is $397
Sep 20 - Sep 21
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
Lobby

3. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,087 reviews)
"Nice place and good breakfast"
United States
Kristin
$125 nightly
The price is $142
Sep 30 - Oct 1
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
Exterior

4. 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, (145 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
$164 nightly
The price is $173
Oct 7 - Oct 8
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Bar (on property)

5. Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
$644 nightly
The price is $706
Oct 4 - Oct 5
Total with taxes and fees
Victorian Inn Elkhart Lake Wisconsin
3 bedrooms, desk, iron/ironing board, travel crib

6. Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
9.8 out of 10, Exceptional, (10 reviews)
"Close to everything we were looking to do while visiting the area. Great communication and hospitality from host, would stay again!!"
United States
Heidi
$182 nightly
The price is $207
Oct 6 - Oct 7
Total with taxes and fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Dining

7. 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.
$222 nightly
The price is $252
Sep 21 - Sep 22
Total with taxes and fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
1 bedroom, WiFi

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

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.6 out of 10, Exceptional, (33 reviews)
"The room was very clean and, as described. It was perfect for our weekend event. It was easy to communicate with the host."
United States
Kimberly H.
$115 nightly
The price is $131
Sep 21 - Sep 22
Total with taxes and fees
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Smart TV, books

9. Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (22 reviews)
"Place was clean and had everything we needed! "
United States
stormy a.
$310 nightly
The price is $352
Sep 20 - Sep 21
Total with taxes and fees
Beautiful & Convenient!
Interior

10. 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, (6 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.
$180 nightly
The price is $204
Oct 6 - Oct 7
Total with taxes and fees
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Cabin, Lake View | Beach

11. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
7.8 out of 10, Good, (6 reviews)
"Me and my brother had an incredible time here. It was exactly what we were looking for. From the staff, to the property and the room itself. The natures walls close by. It was great and will be returning with more of the family again."
United States
Jessica
$190 nightly
The price is $200
Sep 18 - Sep 19
Total with taxes and fees
Tiki Beach Campground
Interior

12. 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, (17 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.
$619 nightly
The price is $653
Oct 7 - Oct 8
Total with taxes and fees
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Dining

13. 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
9.8 out of 10, Exceptional, (30 reviews)
"The stay was great ! Had lots of fun definitely will be back ."
United States
Zay B.
$230 nightly
The price is $261
Oct 14 - Oct 15
Total with taxes and fees
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
3 bedrooms, desk, iron/ironing board, travel crib

14. Sleeps 7{SPACIOUS}Pets Welcome!

Sleeps 7{SPACIOUS}Pets Welcome!
Sheboygan
9.4 out of 10, Exceptional, (3 reviews)
"Great location and amenities. Would definitely book again!"
United States
Elizabeth S.
$299 nightly
The price is $339
Sep 20 - Sep 21
Total with taxes and fees
Sleeps 7{SPACIOUS}Pets Welcome!
Iron/ironing board, WiFi, bed sheets

15. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
$156 nightly
The price is $176
Sep 20 - Sep 21
Total with taxes and fees
Victorian Inn #241 | 2 Queen Beds
Exterior

16. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (69 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
$250 nightly
The price is $264
Sep 29 - Sep 30
Total with taxes and fees
The Esker Ridge Chalet, Pristine Elkhart Solitude
Outdoor dining

17. 3 Min to Road America, "Amazing Location!!"

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully appointed home. Perfect for family gathering or large group. Our family was pleasantly surprised with this gorgeous property!Host very accessable and reasonable."
United States
Kristine D.
$856 nightly
The price is $903
Oct 6 - Oct 7
Total with taxes and fees
3 Min to Road America, "Amazing Location!!"
On the beach

18. 4 bed house on the shore of Lake Michigan

4 bed house on the shore of Lake Michigan
Belgium
9.4 out of 10, Exceptional, (78 reviews)
"The residence was spacious and well-maintained. The view of the lake from the living area is truly remarkable. The bed was comfortable."
United States
Danielle M.
$315 nightly
The price is $332
Oct 6 - Oct 7
Total with taxes and fees
4 bed house on the shore of Lake Michigan
Coffee/tea maker, fridge, microwave, oven

19. 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 traveler
$360 nightly
The price is $409
Sep 20 - Sep 21
Total with taxes and fees
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Coffee/tea maker, fridge, microwave, oven

20. 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.
$549 nightly
The price is $623
Sep 27 - Sep 28
Total with taxes and fees
The Links! - Luxury Golf Retreat with Golf Simulator
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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"The room was perfect. Clean and roomy. Would stay there again. Conveniently located."
Denise 1-night trip
Posted 10 hours ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Waldo

Everything you need to know about Waldo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waldo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waldo vacation 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 low season months. For more hustle and bustle, you may prefer to visit Waldo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waldo rentals

At Expedia, we put the best Waldo vacation 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 vacation.

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 vacation rentals in Waldo?

Yes, there are vacation rentals close to top attractions in Waldo, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Waldo?

Three bedroom ranch style pet friendly home with a patio & theatre room!: Visitors like this Waldo vacation home rental. It offers a patio, a pool table, and a barbecue grill 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 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 Bookworm Gardens. In the larger area, you’ll find Sheboygan County Fairgrounds and The Bull at Pinehurst Farms Golf Course.

What’s a vacation rental in Waldo like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Waldo. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.