
House holiday rentals in Caledonia
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Top-rated house rentals in Caledonia
Guests agree: These houses are highly rated for location, cleanliness and more.

“Rustic Farmhouse Retreat” at a working farm
A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!
FamilyLocationCleanliness
4.9 out of 5 average rating, 280 reviews
The July House: Steps From the Lake
You’re invited to come enjoy amazing lake views from this adorable 1920s house! Our family used to live here, and we loved it way too much to sell it. The whole space has since been re-imagined for guests, including two full newly-renovated modern baths. Some interesting original features still remain, such as exposed Cream City brick and a wood burning fireplace. Lake view from living/sitting room and all bedrooms, within walking distance to historic downtown's awesome restaurants and shops.
FamilyValueSolo travel
4.87 out of 5 average rating, 486 reviews
The Farmer's Retreat
Enjoy a stay in this cozy home that boasts the perfect balance of city and country. Many conveniences all within 10 minutes include Starbucks, Walmart, Grocery, dining and shopping. The home itself is nicely updated with a full kitchen, dining room and a large living area. Not to be left out is my favorite feature - The Spacious backyard and outdoor patio. This is a great place to run and play or just enjoy some fresh air. Great stay for whatever brings you to the Kenosha/Racine area
ValueFamilyIndoor spaces
4.91 out of 5 average rating, 113 reviews
Center Lake View Cottage, near Camp&Silver Lakes
Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.
FamilyLocationCondition
4.94 out of 5 average rating, 135 reviews
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.
FamilyLocationLayout
4.98 out of 5 average rating, 118 reviews
Spacious Ranch Home Oak Creek close to Airport
Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.
ValueLocationParks
4.87 out of 5 average rating, 113 reviews
Fabulous Walkers Point Mansion w/ Bar andFireplace
This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!
LocationFamilyLayout
5.0 out of 5 average rating, 172 reviews
TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !
LocationValueHospitality
4.96 out of 5 average rating, 247 reviews
Lago Amore - Channel house, pier, kayaks
A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family or ice fish and snowmobile during the winter. Bring your boat with public launch access. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.
LocationFamilyAccess
4.95 out of 5 average rating, 104 reviews
Beautiful home with amazing Lake Michigan views
Historic home with modern upgrades that has gorgeous views of Lake Michigan. The home was recently upgraded with amazing features including two gas fireplaces, high end kitchen finishes, and a spa style primary bathroom with heated floors. The house is located in the Southside Historic District, steps from the lake, and a short walk to downtown Racine. You can enjoy the local restaurants and shopping, explore the lakefront, or stay in and relax in the peaceful home.
FamilyValueAmenities
4.99 out of 5 average rating, 128 reviews
6th Ave Harborside
Perfectly located near downtown Kenosha, this cozy and comfortable home makes it easy to enjoy the best of the area. Ride the bikes to the farmers market, stroll to the beach, or spend time along the marina and harbor. The large dining room invites long meals and relaxed evenings together. An ideal home base for a peaceful getaway, visiting family, or attending local events. One night stays are available on a limited basis - reach out for details!
FamilyLocationQuiet
4.99 out of 5 average rating, 142 reviews
Mid-Century Inspired Upper Duplex in Bay View
Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property.
LocationValueQuiet
4.95 out of 5 average rating, 262 reviewsPopular amenities for Caledonia house rentals
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade
ValueLocationAmenities
4.88 out of 5 average rating, 145 reviews
Rosie’s Eastside Garden Bungalow
LocationValuePool
4.97 out of 5 average rating, 123 reviews
Brewers Hill Gem w/hot tub & seasonal shared pool
FamilyLocationCleanliness
4.93 out of 5 average rating, 200 reviews
Close to Lake with Great Ammenities & Breakfast!
ValueLocationCheck-in
4.78 out of 5 average rating, 171 reviews
Home away from Home
LocationFamilyCheck-in
4.93 out of 5 average rating, 174 reviews
Grand 1800s Victorian Gem: Updated/by Downtown
LocationValuePets
4.9 out of 5 average rating, 101 reviews
Private Pool/ Private Backyard Oasis!
ValueLocationHospitality
4.92 out of 5 average rating, 53 reviews
7 1/2 Acre Private Estate w/inground pool, hot tub
FamilyLocationCleanliness
4.85 out of 5 average rating, 82 reviewsWeekly house rentals

Historic on The Avenue
LocationFamilyHospitality
4.96 out of 5 average rating, 169 reviews
Lake Michigan Romantic Getaway
ValueFamilyBackyard
4.71 out of 5 average rating, 42 reviews
Family fun entertainment with cinematic experience
ValueLocationGetting around
5.0 out of 5 average rating, 27 reviews
Convenient Countryside Oasis
FamilyLocationQuiet
4.72 out of 5 average rating, 29 reviews
The Rawson House
LocationFamilySleep quality
4.98 out of 5 average rating, 64 reviews
Fall Getaway Near Lake Michigan | 4BR
FamilyLocationCleanliness
4.95 out of 5 average rating, 19 reviews
The Gatsby! Pro Cleaned, Self Check In Sleeps 12
ValueFamilyDecor
4.93 out of 5 average rating, 40 reviews
Kenosha Gateway Getaway
ValueFamilyNearby
4.94 out of 5 average rating, 71 reviewsPrivate house rentals

Gorgeous Historical Mansion on Lake Michigan
LocationFamilyAccess
4.89 out of 5 average rating, 35 reviews
Beautiful Oak Creek house
FamilyLocationCondition
5.0 out of 5 average rating, 14 reviews
North Beach home
FamilyLocationIndoor spaces
4.96 out of 5 average rating, 55 reviews
Family, Business Travel Ready-North Beach Bungalow
LocationFamilyAccuracy
5.0 out of 5 average rating, 22 reviews
Family Retreats- Business & Extended Stays Welcome
FamilyLocationNearby
5.0 out of 5 average rating, 17 reviews
The Main Nest
FamilyValueOutdoor spaces
4.93 out of 5 average rating, 14 reviews
Cozy, Cute, & Clean !
FamilyValueNearby
4.96 out of 5 average rating, 47 reviews
Charming Home near dining + lake
LocationFamilyLayout
4.93 out of 5 average rating, 75 reviewsDestinations to explore
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- Naval Station Great Lakes
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Baird Center
- Illinois Beach State Park
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Pabst Mansion
- Wisconsin State Fair Park
- Lake Geneva Public Library
- Gurnee Mills
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park
- Lake Geneva Cruise Line





