Waterloo Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Waterloo holiday rentals

Reception

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 HK$835
HK$964 total
includes taxes & fees
26 Jan - 27 Jan
The Dylin
Exterior

Holiday Home in Edgerton

A little home away to decompress, meditate, or get some work done.
The price is HK$312
HK$658 total
includes taxes & fees
26 Jan - 27 Jan
A little home away to decompress, meditate, or get some work done.
Property grounds

Cabin in Edgerton

Log Cabin at Lake Koshkonong - “The Overlook”
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 HK$538
HK$1,267 total
includes taxes & fees
26 Jan - 27 Jan
Log Cabin at Lake Koshkonong - “The Overlook”
Interior

Condo in Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
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 HK$780
HK$1,982 total
includes taxes & fees
26 Jan - 27 Jan
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Outdoor dining

Holiday Home in Downtown Madison

Studio Queen in the heart of downtown.
10.0 out of 10, Exceptional, (1 review)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
The price is HK$1,178
HK$1,558 total
includes taxes & fees
26 Jan - 27 Jan
Studio Queen in the heart of downtown.
TV, fireplace, table football, offices

Holiday Home in Sun Prairie

Hot Tub - King Suite - Game Room - Large Groups
10.0 out of 10, Exceptional, (17 reviews)
"We had a great visit "
United States
Jennifer D.
Hot Tub - King Suite - Game Room - Large Groups
TV, fireplace, offices

Holiday Home in Sun Prairie

Hot Tub - Game Room - 20 min to Capitol - Pets
10.0 out of 10, Exceptional, (1 review)
"I had an excellent stay with Kingdom Hospitality. The home was immaculate, and I enjoyed the updated kitchen. The hot tub was clean, and a great amenity for stress relief. "
United States
Trey B.
The price is HK$1,349
HK$4,320 total
includes taxes & fees
27 Jan - 28 Jan
Hot Tub - Game Room - 20 min to Capitol - Pets
Fridge, microwave, oven, stovetop

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 HK$1,123
HK$3,566 total
includes taxes & fees
8 Feb - 9 Feb
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Fridge, microwave, oven, stovetop

Apartment in Whitewater

Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!
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 HK$1,146
HK$1,530 total
includes taxes & fees
26 Jan - 27 Jan
Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!
Exterior

Apartment in Sun Prairie

Cannery Square Short Term Rentals -104 by Patriot
9.8 out of 10, Exceptional, (46 reviews)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
The price is HK$990
HK$2,518 total
includes taxes & fees
27 Jan - 28 Jan
Cannery Square Short Term Rentals -104 by Patriot
Terrace/patio

Holiday Home in Beaver Dam

The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!
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 HK$1,481
HK$3,918 total
includes taxes & fees
2 Feb - 3 Feb
The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!
Terrace/patio

Condo in Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison
10.0 out of 10, Exceptional, (1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
The price is HK$1,680
HK$2,228 total
includes taxes & fees
26 Jan - 27 Jan
Free Breakfast Pool & Hot Tub. Near UW-Madison
Exterior

Holiday Home in Monona

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
9.8 out of 10, Exceptional, (47 reviews)
"It was lovely to be by the lake and have the view from the living room along with gas fireplace. So relaxing even in the off season."
United States
Justine K.
The price is HK$1,861
HK$3,917 total
includes taxes & fees
26 Jan - 27 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Fridge, microwave, oven, stovetop

Apartment in Sun Prairie

2 Bedroom - Main Street Sun Prairie WI
9.6 out of 10, Exceptional, (38 reviews)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is HK$1,505
HK$3,184 total
includes taxes & fees
1 Feb - 2 Feb
2 Bedroom - Main Street Sun Prairie WI
Exterior

Apartment in Sun Prairie

Cannery Square Short Term Rentals -102 by Patriot
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 HK$904
HK$2,158 total
includes taxes & fees
1 Feb - 2 Feb
Cannery Square Short Term Rentals -102 by Patriot
Sauna

Apartment in Sun Prairie

1 Bedroom - 1220 Canterbury Ct
1 Bedroom - 1220 Canterbury Ct
Exterior detail

Holiday Home in Sun Prairie

A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (267 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is HK$2,144
HK$2,763 total
includes taxes & fees
26 Jan - 27 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts
Property grounds

Holiday Home in Randolph

Charming 2-bedroom bungalow on Beaver Dam Lake
The price is HK$1,528
HK$2,081 total
includes taxes & fees
27 Jan - 28 Jan
Charming 2-bedroom bungalow on Beaver Dam Lake
Outdoor spa tub

Holiday Home in Edgerton

Waterfront - Hot Tub - Sauna - Game Room - Pets
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 HK$1,778
HK$5,856 total
includes taxes & fees
2 Feb - 3 Feb
Waterfront - Hot Tub - Sauna - Game Room - Pets
Interior

Holiday Home in Sun Prairie

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful spacious property, extremely clean and excellent host!"
United States
Jen F.
The price is HK$2,573
HK$4,500 total
includes taxes & fees
26 Jan - 27 Jan
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
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 Waterloo Hotel Reviews

Cambria Hotel Madison East

Cambria Hotel Madison East

10/10 Excellent
"It was our first time staying in Cambria. Will definitely be back. It was extremely convenient for us because I had surgery at the hospital."
Kathleen 1-night trip
Posted 4 days ago
Cambria Hotel Madison East

Find out more about Waterloo

Search for holiday rentals in Waterloo on Expedia! You can easily find your home rentals, villas, holiday apartments in Waterloo using one of the methods below:

  • View our selection of featured holiday rentals in Waterloo
  • Use the map to find apartments and other holiday homes in the Waterloo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waterloo while they last

Look no further and take a look at our great range of rental properties in Waterloo!

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 Sun Prairie Ice Arena, or get outside and enjoy nature at Glacial Drumlin State Trail West. In the wider area, you’ll find Holzhueter Farm State Park and Cambridge Winery.

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.