Waterloo Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Waterloo holiday rentals

Aparthotel in Tenney-Lapham

The Dylin
4.0 star property
9.4 out of 10, Exceptional, (123 reviews)
"Great stay at the Dylin"
United States
Lauri
The price is AU$174
includes taxes & fees
18 Jan - 19 Jan
The Dylin
The price is AU$129
includes taxes & fees
16 Jan - 17 Jan
A little home away to decompress, meditate, or get some work done.
9.6 out of 10, Exceptional, (5 reviews)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is AU$265
includes taxes & fees
16 Jan - 17 Jan
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is AU$378
includes taxes & fees
19 Jan - 20 Jan
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Holiday Home in Village of Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
10.0 out of 10, Exceptional, (8 reviews)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is AU$675
includes taxes & fees
9 Feb - 10 Feb
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
10.0 out of 10, Exceptional, (19 reviews)
"A beautiful home in a peaceful setting. Well appointed, everything we needed and more for a stress free relaxing getaway. Thank you Doug for the wonderful experience."
United States
Marjean P.
The price is AU$767
includes taxes & fees
19 Jan - 20 Jan
The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

Holiday Home in Downtown Madison

One Bedroom Queen in the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
United States
Alexandrines H.
The price is AU$316
includes taxes & fees
18 Jan - 19 Jan
One Bedroom Queen in the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"We had a great family weekend in a great home that had plenty of space for all 12 of us. It was clean and the host was very accommodating and responsive. We will definitely look to stay there again on our next ski adventure. "
United States
Kylie V.
Hot Tub - Private Pool - Game Room - 20 min DT
9.2 out of 10, Wonderful, (48 reviews)
"Such a cute cabin across the street from Lake Koshkonong. Our host was very accommodating and quick to respond!"
United States
John & Debbie R.
The price is AU$263
includes taxes & fees
20 Jan - 21 Jan
Log Cabin at Lake Koshkonong - “The Overlook”
9.8 out of 10, Exceptional, (46 reviews)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
The price is AU$487
includes taxes & fees
19 Jan - 20 Jan
Cannery Square Short Term Rentals -104 by Patriot
10.0 out of 10, Exceptional, (16 reviews)
"We had a great visit "
United States
Jennifer D.
Hot Tub - King Suite - Game Room - Large Groups
9.6 out of 10, Exceptional, (38 reviews)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is AU$601
includes taxes & fees
18 Jan - 19 Jan
2 Bedroom - Main Street Sun Prairie WI
9.8 out of 10, Exceptional, (47 reviews)
"Clean and close to everything."
United States
Anonymous traveller
The price is AU$740
includes taxes & fees
18 Jan - 19 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
8.8 out of 10, Excellent, (5 reviews)
"Overall a really great place! Lots of space to spread out in the house and lots of fun stuff providing with the paddle boards, kayaks, and games. The back deck is huge, but could use a good cleaning. I would recommend this place. "
United States
Jessica D.
The price is AU$1,034
includes taxes & fees
20 Jan - 21 Jan
Waterfront - Hot Tub - Sauna - Game Room - Pets
10.0 out of 10, Exceptional, (267 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is AU$531
includes taxes & fees
19 Jan - 20 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts
9.8 out of 10, Exceptional, (34 reviews)
"Everything about our experience staying here was excellent! Communication, very clean, nicely decorated, and in a great neighborhood with amenities close by."
United States
Nancy R.
The price is AU$951
includes taxes & fees
19 Jan - 20 Jan
Capital PrimeTime - 6 Miles from Madison w/ fireplace
9.8 out of 10, Exceptional, (16 reviews)
"Plenty of blankets pillows bed were great"
United States
Kimberly P.
The price is AU$887
includes taxes & fees
25 Jan - 26 Jan
Entire 3 Bedroom with Fireplace - sleeps 12
9.8 out of 10, Exceptional, (17 reviews)
"Was perfect for our weekend visit. Location was great for UW Whitewater parents weekend. Would definitely stay again!!"
United States
Chad A.
The price is AU$293
includes taxes & fees
26 Jan - 27 Jan
Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!
8.0 out of 10, Very good, (12 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
The price is AU$411
includes taxes & fees
9 Feb - 10 Feb
Cannery Square Short Term Rentals -102 by Patriot

Apartment in Sun Prairie

1 Bedroom - 1220 Canterbury Ct
The price is AU$429
includes taxes & fees
16 Jan - 17 Jan
1 Bedroom - 1220 Canterbury Ct
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waterloo Hotel Reviews

Find out more about Waterloo

Everything you need to know about Waterloo 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 Waterloo holiday rental for you. At Expedia, you can take your pick from private holiday 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 Waterloo holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Waterloo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waterloo. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waterloo 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 Waterloo holiday rentals we have selected for you start as low as AU$174 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Waterloo rentals

At Expedia, we put the best Waterloo 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 Waterloo 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 Waterloo 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 Waterloo. 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

Can I find holiday rentals in Waterloo?

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

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

A Pleasant Retreat- No Cleaning Fee & New Discounts: This holiday home rental outside of Waterloo offers a patio, a garden and a BBQ to help you feel perfectly comfortable 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Waterloo?

While exploring the area, visit family-friendly sights like Little Amerricka, or get outside and enjoy nature at Lake Ripley Park Beach. In the wider area, you’ll find Holzhueter Farm State Park and Sun Prairie Ice Arena.

What are holiday rentals like in Waterloo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waterloo. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.