Caledonia Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Caledonia vacation rentals

A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

1. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"The hosts were very nice and checked in with me to make sure my day was enjoyable. They also let me use their laundry facility. I was very happy about that. All in all I’m very happy."
United States
Scottyj
The price is CA $178
CA $333 total
includes taxes & fees
Nov 23 - Nov 24
Wisconsin Treehouse Getaway!
A modern kitchen with a central island, stainless steel appliances, and bar stools.

2. Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4

Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"We adored this property. The area was great."
United States
Nicole W.
The price is CA $87
CA $185 total
includes taxes & fees
Nov 23 - Nov 24
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
A spacious living room with a large window, a fireplace, and a television.

3. Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa
Racine
9.8 out of 10, Exceptional, (18 reviews)
"The host was very nice and attentive."
United States
Eric C.
The price is CA $635
CA $955 total
includes taxes & fees
Nov 17 - Nov 18
Lake Michigan Waterfront Designer Villa
A hammock bridge with two cushioned seating areas and a central fire pit.

4. The Crows Nest Cottage 1

The Crows Nest Cottage 1
Franklin
The price is CA $337
CA $425 total
includes taxes & fees
Nov 15 - Nov 16
The Crows Nest Cottage 1
A house with a front porch, steps, and a small garden area.

5. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.4 out of 10, Exceptional, (96 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is CA $75
CA $123 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
A modern bathroom with a white vanity, a mirror, and a blue rug.

6. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
8.0 out of 10, Very good, (1 review)
"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."
United States
Carl B.
The price is CA $179
CA $355 total
includes taxes & fees
Nov 23 - Nov 24
Quiet Bay View Getaway
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

7. Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (56 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
The price is CA $250
CA $460 total
includes taxes & fees
Nov 15 - Nov 16
Historic home - walk to village center. Original features with modern updates.
An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

8. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,264 reviews)
"This place was very comfortable an cozy an the food in the cafe was amazing definitely worth the money an ill be staying there again"
United States
Savannah
The price is CA $203
CA $239 total
includes taxes & fees
Nov 22 - Nov 23
The Plaza Hotel
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

9. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.6 out of 10, Exceptional, (7 reviews)
"Great location, perfect for NM Annual Meeting. Nice spacious and well equipped."
United States
Thomas G.
The price is CA $87
CA $201 total
includes taxes & fees
Nov 30 - Dec 1
Deer District Studio Apt - One Block from Fiserv and Baird
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

10. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.0 out of 10, Wonderful, (7 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is CA $93
CA $209 total
includes taxes & fees
Nov 15 - Nov 16
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

11. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (9 reviews)
"Loved our stay here! Clean, comfortable, and very easy!"
United States
Erin G.
The price is CA $100
CA $224 total
includes taxes & fees
Nov 17 - Nov 18
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A multi-story building with a prominent entrance, large windows, and a flag.

12. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
10.0 out of 10, Exceptional, (16 reviews)
"Loved staying here. Close enough that everything was within walking or biking distance. Very convenient to come and go as you please and parking being included was a major bonus. Host was very helpful and quick to respond to any questions I had. Would absolutely stay here again."
United States
Tanya S.
The price is CA $100
CA $232 total
includes taxes & fees
Nov 15 - Nov 16
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern living room with leather sofas, a round coffee table, and a large potted plant.

13. Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4

Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
Downtown Milwaukee
8.4 out of 10, Very good, (6 reviews)
"Well located and convenient. Great communication! Relaxing and easy!"
United States
Tanya
The price is CA $93
CA $184 total
includes taxes & fees
Nov 15 - Nov 16
Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

14. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
The price is CA $95
CA $282 total
includes taxes & fees
Nov 17 - Nov 18
Quiet House
A stone building with a red sign reading "Kegler Inn."

15. Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.2 out of 10, Wonderful, (9 reviews)
"Great place"
Canada
Zachary
The price is CA $138
CA $252 total
includes taxes & fees
Nov 15 - Nov 16
Kegel`s Inn - Studio - Classic Apartment #3
A bedroom with a bed, bedside chairs, a desk, a TV, and a window with a view.

16. Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4

Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
Westown
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Lovely place."
United States
Jennifer
The price is CA $95
CA $186 total
includes taxes & fees
Nov 23 - Nov 24
Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
A modern kitchen with a large island, built-in appliances, and ample natural light.

17. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
9.8 out of 10, Exceptional, (9 reviews)
"We stayed for a convention downtown and this was an awesome location to walk to many bars and restaurants! We chose to Uber once parked and it was $8 per trip not bad! Would definitely stay again!"
United States
Laura H.
The price is CA $93
CA $184 total
includes taxes & fees
Nov 15 - Nov 16
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

18. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (35 reviews)
"Excellent clean place to stay!"
United States
Elizabeth
The price is CA $93
CA $209 total
includes taxes & fees
Nov 29 - Nov 30
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Stay at the intersection of Milwaukee’s rich history and modern luxury in the iconic financial district

19. Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
9.4 out of 10, Exceptional, (8 reviews)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
The price is CA $100
CA $224 total
includes taxes & fees
Nov 15 - Nov 16
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Interior

20. The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (9 reviews)
"Great time. Fun place to stay"
United States
syed a.
The price is CA $143
CA $428 total
includes taxes & fees
Nov 17 - Nov 18
The Pink Lady - Stylish Walker’s Point Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find vacation rentals that suit your style

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Apartments
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Top Caledonia Hotel Reviews

A modern kitchen with a built-in microwave, stainless steel refrigerator, and a dishwasher.
Home2 Suites By Hilton Racine

Home2 Suites By Hilton Racine

Home2 Suites By Hilton Racine
Sturtevant

10/10 Excellent

Beautiful room and sweet staff.
Canada
Cherie
Reviewed September 7, 2025
Home2 Suites By Hilton Racine

Find out more about Caledonia

Everything you need to know about Caledonia vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Caledonia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caledonia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Caledonia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caledonia. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caledonia vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledonia vacation rentals we have selected for you start as low as CA $74 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Caledonia rentals

At Expedia, we put the best Caledonia vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Caledonia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caledonia vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caledonia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Caledonia?

Yes, you can find vacation rentals near the most popular local attractions in Caledonia, or you can choose a more remote option if you're looking for relaxation. Caledonia is known for its parks.

What are some of the best vacation rentals in Caledonia?

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond: This Caledonia vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Caledonia?

While exploring the area, visit family-friendly sights like Franksville Park, or get outside and enjoy nature at North Beach Park. In the larger area, you’ll find South Milwaukee Performing Arts Center and The Rock Sports Complex.

What are vacation rentals like in Caledonia?

Vacation rentals are private accommodations you can stay in for several days or longer in Caledonia. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family getaway.