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Top Holiday Rentals in Caledonia

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (210)
"Great place to stay! "
The price is £642
includes taxes & fees
1 Sept - 2 Sept
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1124)
"Excellent location. "
The price is £132
includes taxes & fees
1 Sept - 2 Sept
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (94)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very good, (4)
"We had an excellent family vacation at The Garden of Eden!!"
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

Marina Life II - 28 Carver @ Reef Point Marina

9.6 out of 10, Exceptional, (45)
"We stayed for two nights at the house boat. The host communicated very efficiently and was nice. Even though the boat is small, it was cozy and we never felt cramped. We loved the amenities that are included in the marina. Walking distance from downtown so there was plenty to do. Would stay here again. "
The price is £184
includes taxes & fees
27 Aug - 28 Aug
Marina Life II - 28 Carver @ Reef Point Marina

KB - Prospec

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!"
KB - Prospec

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (241)
"What an incredible stay! The house was clean and organized. The open floor plan had lots of good spaces for family to gather. The views and property overall was beautiful! "
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (41)
"Great location and super comfortable "
The price is £254
includes taxes & fees
27 Aug - 28 Aug
Downtown Eastside gem near Fiserv Forum Water St Brady St

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"House was clean and was very spacious."
The price is £149
includes taxes & fees
30 Aug - 31 Aug
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (99)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Three bedrooms upstairs

9.6 out of 10, Exceptional, (71)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is £226
includes taxes & fees
27 Aug - 28 Aug
Three bedrooms upstairs

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.4 out of 10, Exceptional, (3)
"Cute apartment, good location. Less kitchenware than expected and it was scratched nonstick. Air conditioning is glorious - not throttled to lukewarm like some short term rentals. Owners are part of the no-topsheet trend, which has fans and non-fans. Mattresses are very comfortable. "
Cozy 2 Bedroom Downtown Milwaukee Apartment

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (20)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is £301
includes taxes & fees
27 Aug - 28 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is £187
includes taxes & fees
1 Sept - 2 Sept
Quiet House

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (28)
"Great location and super clean property. Highly recommend."
The price is £407
includes taxes & fees
27 Aug - 28 Aug
Stunning Upscale Retreat - Steps From Everything

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

9.0 out of 10, Wonderful, (2)
"Everything was great!"
The price is £97
includes taxes & fees
28 Aug - 29 Aug
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (120)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (243)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

9.2 out of 10, Wonderful, (12)
"Cozy and clean. Very nice location, with dining,music, and pool just a few step away! Loved it!"
The price is £169
includes taxes & fees
1 Sept - 2 Sept
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
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

Find out more about Caledonia

Find out more about Caledonia

Everything you need to know about Caledonia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caledonia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Caledonia holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledonia holiday rentals we have selected for you start as low as £97 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 holiday 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 holiday.

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 holiday rentals in Caledonia?

Yes, there are holiday rentals close to the most popular sights in Caledonia, or you can select a more secluded option if you're looking for a relaxing stay. Caledonia is known for its parks.

What are some of the best holiday rentals that Caledonia has to offer?

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool: This highly rated holiday home rental in Caledonia is located on the beach, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Caledonia?

While exploring the area, visit family-friendly sights like Henry W. Maier Festival Park, or get outside and enjoy nature at North Beach Park. In the wider area, you’ll find Milwaukee County Sport Complex and South Milwaukee Downtown Market.

What are holiday rentals like in Caledonia?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Caledonia. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.