
Holiday rentals in Caledonia
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Top-rated holiday rentals in Caledonia
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Belle City Lofts Unit 2
Gorgeous, open concept Main Street apartment on 3rd level, with views of downtown and partial views of the lake and harbor. New mini kitchen with 2 induction stove top burners, a microwave, toaster, and all the cookware and utensils needed for a getaway. Supersize custom island, comfy furnishings, and convenient to everything downtown. Unique building is connected to parking garage. Drive up to the 3rd floor - walk just 10 steps to your door - enjoy the views from above, without the climb.

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!

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.

Farm House Retreat w/ Private Backyard & Garage
Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

Wisconsin Treehouse Getaway!
Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Bright Corner Studio Loft | King Bed + Parking
Welcome to your stylish Milwaukee retreat! This large corner studio loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

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.

Michigan Blvd Custom Home with Lake Michigan Views
New listing! Newly remodeled home on Michigan Blvd. Every inch on this home has been upgraded to create a beautiful and stylish home. Lake views and steps from North Beach, huge Kids Cove Playground & Racine Yacht Club. Less than a mile to Racine Zoo, downtown Racine shops and amazing restaurants. Crack the windows open and listen to the waves or enjoy your coffee or meal on the rear deck or front porch while gazing at Lake Michigan. Welcome to your oasis!

The Hive 2BR Apt | Downtown w/Parking Spot
The Sunrise View apartment, situated upstairs in the historic 413 1/2 6th Street building, exudes privacy and comfort. Lightly styled with a modern flair and subtle bee-themed touches, this space offers an open-concept living area, two spacious bedrooms, two bathrooms, and a fully-equipped kitchen with island seating. Smart TV's are provided and you can stream from your own accounts.

Stately! Pro Cleaned, Self Check in - Sleeps 8
Treat yourself to this beautiful 3 bedroom 1 1/2 bath ranch style home close to Lake Michigan. Take a stroll through this quiet north side Racine neighborhood. Let the kids play in the fenced backyard with the jungle gym. Round up the family and take a short ride to the Wind Point Lighthouse, or walk along Lake Michigan's North Beach. Book now and this lifestyle can be yours!

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.
Popular amenities for Caledonia holiday rentals
Stay near Caledonia's top sights
Other great holiday rentals in Caledonia

Beautifully Restored Historic Victorian

Spacious Ranch Home Oak Creek close to Airport

Historic Hawthorne House

Lighthouse Retreat

Root River Hideaway: A-Frame Escape in the Woods

The Crows Nest Cottage 1

South Shore Guesthouse

Blue Sky Landing
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Ann Arbor Holiday rentals
- North Side Holiday rentals
- West Side Holiday rentals
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Naval Station Great Lakes
- Bradford Beach
- Milwaukee Public Museum
- Sunburst
- Baird Center
- Discovery World
- Riverside Theater
- Little Switzerland Ski Area
- American Family Field
- Marquette University
- Gurnee Mills
- Fiserv Forum
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- South Shore Park




