Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

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

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Guest favourite

Home in Bay View

4.92 out of 5 average rating, 117 reviews

2BR Sunny Upper in Prime Bay View - w/ Parking

Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

Guest favourite

Home in Kenosha

4.92 out of 5 average rating, 116 reviews

Outrageous! Near Microsoft Mt Pleasant Sleeps 14

Only a mile from the Legendary Southport Beach of Lake Michigan. Completely Renovated. You will stand in wonder at the homes special features. The upstairs is open to the formal living room. Enjoy the soaring fireplace. Gather in the formal dining room open to the renovated kitchen with breakfast bar. The family will enjoy spreading out in the full size rec room. Three bedrooms and several other sleeping areas will sleep up to 18 people. Fenced yard with furnished patio, grill, and party lights!

Guest favourite

Home in Racine

4.9 out of 5 average rating, 302 reviews

Historic Racine - Lovely Retreat Home - 3B/1.5B

Amazing, authentic, TRUE historic home, built all the way back in 1858! Meticulously maintained and updated over the years while taking care to stay faithful to the original character, this house is a feature on the City of Racine's "Tour of Historic Places". The home features original brick and woodwork, a two story sunroom addition from the 1920's, and a fully fenced backyard with grill, patio, garden and seating. Privacy for the adults to chat; space for the kids and/or dog to roam free!

Guest favourite

Flat in Bay View

4.95 out of 5 average rating, 822 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Guest favourite

Guest suite in Racine

4.91 out of 5 average rating, 277 reviews

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short drive to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

Guest favourite

Home in Racine

4.95 out of 5 average rating, 169 reviews

Root River Home - Waterfront property - Sleeps 8+

Beautiful waterfront escape awaits you. (NO PETS ALLOWED due to allergies causing owners undue hardship if allowed) Located along the Root River, Village of Caledonia, WI (Racine County) 10 Minutes / 3 Miles from North Beach (Lake Michigan) and only 5 minutes from Quarry Lake Park (Swimming and Recreation Area). Includes Kayaks, Canoes, Row Boat, Paddle boat, Firewood, Gas Grills, Netflix, WIFI, TV, and Wi and Playstation for the Kids, Ping Pong Table, outdoor firepits and much much more.

Guest favourite

Home in Wales

4.95 out of 5 average rating, 129 reviews

Charming, Updated and Historic

This is truly a memorable, charming, and welcoming place to stay. You will have the home to yourself. You will love the warm feel, woodwork, and historical prominence of this home. It is very charming throughout and is on a large 1.5-acre estate size lot. The price quoted here is for 1-2 people and a 1 Bedroom suite with 1.5 Baths. Under this listing we can open up to three suites and accept six guests. If need more there than 2 guests and 1 suite we are happy to make you a custom offer.

Top guest favourite

Townhouse in Bay View

4.95 out of 5 average rating, 429 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Superhost

Flat in Racine

4.9 out of 5 average rating, 203 reviews

The Graduate Apt Downtown

Experience downtown charm at our fully renovated Graduate Apt, a stone's throw from the lake. Enjoy serene views from Main St facing windows. Our apartment features a quiet bedroom with a queen bed and smart TV, and a cozy living room that includes a convertible queen sofa with premium linens. Indulge in a fully equipped kitchen, in-unit laundry, and complimentary Hulu access. Ideal for both business and leisure. Ask about our adjacent Greyhound Suite for larger groups!

Guest favourite

Guest house in Racine

4.89 out of 5 average rating, 238 reviews

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Guest favourite

Cabin in Kenosha

4.83 out of 5 average rating, 679 reviews

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! A true cabin experience. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Two decks overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

Top guest favourite

Flat in West Allis

4.96 out of 5 average rating, 223 reviews

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.