Vacation rentals in Waldo

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Top-rated vacation rentals in Waldo

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Apartment in Cedarburg

4.97 out of 5 average rating, 348 reviews

Cedarburg 2 br Apartment on prime Washington Ave

KelseyRating, 5 stars2 weeks ago

Kathy and Marty were very communicative. I knew without question if I needed anything they would answer right away. They were proactive with recommendations and directions for access. This is the second time I’ve stayed with them and will continue to do so any time I’m in Cedarburg! They are also close enough to Milwaukee for you to get multiple experiences if you are from out of town! Highly recommend a leisurely morning stroll to Boulangerie Du Monde and then Fiddleheads for coffee.

Guest favorite

A well-maintained lawn features lush green grass and shaded areas created by several mature trees. A glimpse of Lake Michigan is visible beyond the road, with a swing set adding a playful touch to the serene outdoor space.

Home in Two Rivers

4.95 out of 5 average rating, 267 reviews

Beach Haven, on Lake Michigan.

SpiroRating, 5 stars3 months ago

A beautiful home in a perfect location. The views and sounds of the lake take all life’s stresses away instantly. The fireplace added to the peace and tranquility. Good size kitchen with all the essentials for cook for my family. Spacious and comfortable seating around the house. My sons enjoyed the pinball machine and game table.

Guest favorite

Apartment in Port Washington

4.91 out of 5 average rating, 139 reviews

Lighthouse View -a real gem on Sweet Cake Hill

JohnRating, 5 stars1 week ago

Great hosts with a nice apartment, It was everything I remember about living in Port Washington. The older apartment made us feel right at home. Easy to find and within walking distance of downtown Port Washington. Thank you for providing our place to stay

Guest favorite

A comfortable wicker chair is positioned on a wooden deck, overlooking expansive views of the lake and sandy dunes. The deck features a railing that complements the outdoor setting, while the sky displays varied shades of gray and blue.

Home in Sheboygan

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

JohnRating, 5 stars6 months ago

Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!

Guest favorite

A game room is highlighted by retro arcade games and vibrant wall graphics. Bright colored arcade machines, including a shuffleboard and skee ball, stand out against a dark, playful backdrop. Warm lighting enhances the inviting atmosphere for entertainment and socializing.

Home in Oostburg

4.98 out of 5 average rating, 196 reviews

River Ridge-HOT TUB, Games, Luxury-10 bed, 5 STARS

JeremyRating, 5 stars4 days ago

Our stay at River Ridge was just what we were looking for. A relaxing stay with extra amenities to keep the family occupied. This hours has everything you need to be comfortable and is kept in amazing condition. Communication with Tyler and his management team was very simple and always very quick. We thoroughly enjoyed our stay!

Top guest favorite

A hammock is set between two trees on a grassy area, facing the serene view of Lake Michigan. A spacious guest home with large windows is visible in the background, framed by lush greenery and a clear blue sky.

Home in Oostburg

4.96 out of 5 average rating, 187 reviews

Shamba on the Lake, Oostburg, WI

SandyRating, 5 stars1 week ago

We have stayed at Shamba 4 times. It is an absolutely amazing spot on Lake Michigan. The home is lovely and very spacious. You could not ask for better views of the lake from inside or outside. The beach is literally right outside your door. Great spot for kids to play and great for walks too. Will definitely return again.

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Other great vacation rentals in Waldo

Guest favorite

Home in Manitowoc

4.92 out of 5 average rating, 36 reviews

3 Bed 2 Bath Brick Vacation House in Manitowoc

JessicaRating, 5 stars2 months ago

Felt like home away from home.. beautiful and clean and perfect spot for what we were looking for .. definitely will come again

Top guest favorite

A tranquil lakeside view showcases a sandy beach and calm waters reflecting a vibrant sunset. Silhouetted trees frame the shoreline, while a wooden bench sits on the edge of the grass, inviting relaxation amid the serene natural surroundings.

Home in Hubertus

5 out of 5 average rating, 42 reviews

Cozy Cabin On Lake

CarloRating, 5 stars1 month ago

Just returned from the most amazing stay at the Cozy Cottage. It was an ideal break! Situated on Freiss Lake, the cottage is absolutely immaculate with wonderful attention to detail - every little thing has been considered and done to a high standard, to ensure you have a fantastic stay. It's been decorated in a rustic cabin style which beautifully compliments the space and setting. The place is just full of character and the beds are super comfortable. The other stand out is hosts, George and Noreen. They are warm, personable and nothing was too much trouble. They even made homemade chocolate chip cookies on my last night! So, stop reading reviews and go, this place is really special. Highly recommended!!!

Guest favorite

A modern bathroom features a glass shower enclosure and a wooden sink with a concrete basin. The walls are adorned with minimalist decor, and wooden beams create a rustic ceiling. A toilet is positioned near the wall, completing the functional yet stylish space.

Farm stay in Germantown

4.97 out of 5 average rating, 98 reviews

Lace & Woods Farm "Hammer Hideaway"

RoryRating, 5 stars3 months ago

Such an enchanting stay. The hosts and resident animals were friendly. My family loved the barn cats that snuck their way to us - especially Carl. The wood fireplace added to the coziness. Everything was clean, comfortable, and heat moves well throughout the space. My mother-in-law is already planning our next visit come spring!

Guest favorite

Home in Two Rivers

4.96 out of 5 average rating, 90 reviews

Artisan getaway biking, hiking, hot tub, 3 bedroom

DebbieRating, 5 stars6 months ago

10 stars ⭐ We arrived after dark, but the outside lights were turned on for us. Kevin was kind enough to come right over to answer a couple questions we had. He showed us around the property (that's more like a resort) and gave us some good suggestions of places to go. The property is just amazing: so well laid out, thoughtfully and tastefully decorated, all natural surroundings, hot tub is cleaned daily, flowers are beautifully maintained. Plenty of parking. Located on a low traveled road, but just a minute from the park entrance and also near a great little restaurant/family game place: Port Sandy Bay. Easy hiking directly across the road to the lake using All-trails. Inside the furniture is all very comfortable, the beds are fantastic, the kitchen is well equipped with everything you need, lovely Fiestaware dishes and nice sharp knives. You will not be disappointed . We definitely want to return with friends.

Superhost

A paddleboard rests on the sandy shore, facing a calm lake with gentle waves. The water reflects the soft blue hues of the sky, while clouds create a serene backdrop. Sunlight filters through, enhancing the tranquil setting.

Home in Sheboygan

4.77 out of 5 average rating, 13 reviews

3 Bedroom Beach House

KatieRating, 5 stars20 months ago

Place was great! Only comment I have is the beds were too soft (I need a firmer bed) :)

Top guest favorite

A sandy beach stretches along the shore of Lake Michigan, with footprints leading towards the water. A cottage is visible in the background, complemented by wooden stairs that ascend from the rocks. The scene is framed by trees that line the edge of the beach.

Home in Oostburg

5 out of 5 average rating, 11 reviews

SurfDaze! A Lake Michigan property

JosephRating, 5 stars1 month ago

We had an incredible stay at SurfDaze! The pictures don’t do it justice—this is a truly stunning beachfront property on Lake Michigan. The home was spotless, beautifully maintained, and exceptionally comfortable. Waking up to the sound of the waves and enjoying the breathtaking views made our trip unforgettable. We can’t wait to come back!

Guest favorite

The exterior of the home features a spacious deck with outdoor seating and a dining table. Large glass doors offer views into the interior, while landscaped areas with shrubs and flowers surround the base. The image captures a clear blue sky overhead.

Home in Sheboygan

4.94 out of 5 average rating, 196 reviews

Beachfront getaway in Sheboygan

Laura KRating, 5 stars3 weeks ago

What a beautiful home! And a beautiful setting right on a sandy beach Lake Michigan. Plenty of board games and puzzles and music to listen to in the house. And we enjoyed trying local restaurants, all close by, and drove up to the dunes Park which was otherworldly and a short drive from the house.

Superhost