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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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

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, 197 reviews

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

JeremyRating, 5 stars1 week 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

Home in Oostburg

4.96 out of 5 average rating, 187 reviews

Shamba on the Lake, Oostburg, WI

SandyRating, 5 stars2 weeks 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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Popular amenities for Waldo vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Waldo

Superhost

A modern kitchen features white cabinetry with black hardware and a marble countertop. Stainless steel appliances include an oven, dishwasher, and refrigerator. A window adorned with light curtains provides natural light to the space, while grey mats are placed on the floor.

Home in Sheboygan

4.67 out of 5 average rating, 21 reviews

6+ Guest Home

KyleRating, 5 stars4 months ago

Clean place, great location, great host. Very pleased with our stay, highly recommend

Superhost

A long horizontal painting hangs on a beige wall, depicting gentle waves and three sailboats on a serene blue sea. The sky is bright with soft clouds, and the shoreline features scattered birds, creating a calming coastal scene.

Home in West Allis

4.77 out of 5 average rating, 153 reviews

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

HélèneRating, 5 stars2 months ago

Tiare’s place was per the description and comfortable. The driveway was well shoveled/cleared after the snow. Place is conveniently located for our trip purpose.

Top guest favorite

A serene outdoor view features a grassy area with two wooden chairs positioned toward a fire pit. A black grill is visible nearby, while tranquil Friess Lake lies beyond, complete with colorful seating along the shore and lush greenery framing the scene.

Home in Hubertus

5 out of 5 average rating, 43 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 stone-paved patio area leads down to the Sheboygan River, surrounded by lush greenery. A fire pit is nestled in the gravel seating area, which features four white chairs. An additional wooden deck extends from the home, providing a serene view of the water.

Home in Sheboygan Falls

4.95 out of 5 average rating, 19 reviews

“On The Water” the Sheboygan River Overlook

SrinivasanRating, 5 stars2 days ago

Place is compact, yet got all the amenities. Nice backyard with access to river, grill and place for campfire. Interior looks clean and pristine. Calm and beautiful place to stay

Guest favorite

An open-concept living area is featured, displaying a wood-burning fireplace and a flat-screen television mounted on the wall. A cozy seating arrangement, including a patterned chair and a wooden coffee table, is illuminated by natural light. Above, a loft area can be seen, accessed by a ladder.

Farm stay in Germantown

4.97 out of 5 average rating, 98 reviews

Lace & Woods Farm "Hammer Hideaway"

RoryRating, 5 stars4 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!

Top guest favorite

Home in Two Rivers

4.96 out of 5 average rating, 91 reviews

Artisan getaway biking, hiking, hot tub, 3 bedroom

ShiraRating, 5 stars4 months ago

Such a beautiful sanctuary, packed with everything you need for a vacation. The home is cozy and well appointed. We had a wonderful time, would love to go again.

Superhost