Caledonia Vacation Rentals

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Dec 5 - Dec 7

Vacation Rentals in Caledonia

Outdoor pool, a heated pool
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Vacation Home in Caledonia

9.8 out of 10, Exceptional, (213)
"I want to move in. We had 13 guys for a bachelor retreat and this place was perfect. Plenty of room for us all and plenty to do. We expected to spend plenty of time exploring Milwaukee, but found ourselves hanging out at the pool or fishing in the pond when we weren’t relaxing in the game room. 10/10 would recommend!"
United States
Caleb B.
$657 nightly
The price is $693
Dec 21 - Dec 22
Total with taxes and fees
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
Premier Room, 1 King Bed | 2 bedrooms, iron/ironing board, free WiFi, bed sheets
The Plaza Hotel

Aparthotel in Downtown Milwaukee

3.0 star property
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
$168 nightly
The price is $199
Dec 2 - Dec 3
Total with taxes and fees
The Plaza Hotel
Fireplace
Kasa Westown Milwaukee

Aparthotel in Westown

4.0 star property
9.0 out of 10, Wonderful, (117)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
United States
Kaylee
$169 nightly
The price is $199
Nov 30 - Dec 1
Total with taxes and fees
Kasa Westown Milwaukee
Billiards
ROVE LIVING/KL - Malt House

Apartment in Westown

4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
$138 nightly
The price is $163
Nov 30 - Dec 1
Total with taxes and fees
ROVE LIVING/KL - Malt House
Terrace/patio
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

Vacation Home in New Berlin

8.4 out of 10, Very Good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
$1,997 nightly
The price is $2,256
Dec 3 - Dec 4
Total with taxes and fees
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
Dining room
ROVE LIVING/KB - Prospect

Apartment in Lower East Side

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
ROVE LIVING/KB - Prospect
Exterior
Downtown Eastside gem near Fiserv Forum Water St Brady St

Condo in Downtown Milwaukee

9.0 out of 10, Wonderful, (46)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
$282 nightly
The price is $332
Nov 27 - Nov 28
Total with taxes and fees
Downtown Eastside gem near Fiserv Forum Water St Brady St
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Vacation Home in Kenosha

10.0 out of 10, Exceptional, (248)
"The house was a great place for our family of nine to relax and spacious enough for us to have our own rooms. "
United States
Linda M.
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Fridge, microwave, oven, stovetop
Stunning Upscale Retreat - Steps From Everything

Vacation Home in Lower East Side

9.8 out of 10, Exceptional, (31)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
$455 nightly
The price is $536
Nov 30 - Dec 1
Total with taxes and fees
Stunning Upscale Retreat - Steps From Everything
Exterior
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Vacation Home in Johnson Woods

9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
$254 nightly
The price is $299
Nov 30 - Dec 1
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Dining
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Vacation Home in Bay View

9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
$393 nightly
The price is $463
Dec 3 - Dec 4
Total with taxes and fees
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Property grounds
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Vacation Home in Kenosha

9.6 out of 10, Exceptional, (87)
"Our room was perfect for our weekend visit with friends who lived nearby. The room had everything we needed and was very close to the lake, which has a lovely walking path. Our hosts were kind and helpful."
United States
Julia H.
$97 nightly
The price is $110
Nov 28 - Nov 29
Total with taxes and fees
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Outdoor dining
MKE Mansion - Both Wings

Vacation Home in Downtown Milwaukee

9.6 out of 10, Exceptional, (23)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
$1,484 nightly
The price is $1,673
Dec 21 - Dec 22
Total with taxes and fees
MKE Mansion - Both Wings
Dining
Three bedrooms upstairs

Vacation Home in Riverwest

9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
$199 nightly
The price is $234
Nov 30 - Dec 1
Total with taxes and fees
Three bedrooms upstairs
Dining
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Apartment in Westown

2.0 star property
9.8 out of 10, Exceptional, (6)
"Parking was great"
United States
Margaret S.
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Dining
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Vacation Home in Burnham Park

9.6 out of 10, Exceptional, (252)
"Easy access, enjoyed the history, had everything we needed"
United States
Derrick G.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
House (4 Bedrooms) | Interior
Salem Vacation Home w/ Dock: Steps to Paddock Lake

Cottage in Salem

3.0 star property
$619 nightly
The price is $651
Nov 30 - Dec 1
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Dining
Island view cottage on crystal clear spring fed lake.

Vacation Home in Burlington

10.0 out of 10, Exceptional, (145)
"This home on Brown’s Lake checks every box. It is spacious with plenty of space for 12 of us (9 adults and 3 kids) to spread out. The newly remodeled kitchen is amazing (nicer than mine at home) and has every dish, pot, pan or utensil you could ever need. A screened-in 3 season room is off the kitchen with wonderful views of the lake. There are two master bedrooms, but all of the bedrooms are spacious and are located near bathrooms that are lovely. Everyone in our group had their own space...
United States
Linda C.
Island view cottage on crystal clear spring fed lake.
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Vacation Home in Waukesha

9.8 out of 10, Exceptional, (16)
"Will come and stay again great host and home"
United States
Dion S.
$269 nightly
The price is $304
Nov 30 - Dec 1
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Property grounds
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Vacation Home in Lower East Side

9.6 out of 10, Exceptional, (64)
"It was clean and close to our wedding venue. "
United States
Kathy H.
$361 nightly
The price is $426
Dec 1 - Dec 2
Total with taxes and fees
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
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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Top Caledonia Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Cool hotel. We had a small issue with the heat but they moved us to a bigger room and it was gorgeous! "
Erich 2-night trip
Posted 20 hours ago
The Iron Horse Hotel

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Caledonia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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, Fish Pond, Events! Weddings, MSG Owner for discounts!!!: 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 Crystal Ridge, or get outside and enjoy nature at Boerner Botanical Gardens. In the larger area, you’ll find Milwaukee County Sport Complex and South Milwaukee Downtown Market.

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.