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Holiday Rentals in Waterloo

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Waterloo holiday rentals

A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

1. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (55 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is €328
includes taxes & fees
21 Oct - 22 Oct
2 Bed, 2 Bath Apartment at Cannery Square
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

2. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
2 Bed, 2 Bath Apartment at Cannery Square
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

3. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is €249
includes taxes & fees
25 Oct - 26 Oct
Studio Apartment at Cannery Square
A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

4. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is €297
includes taxes & fees
29 Sept - 30 Sept
3BR Home Near Hahns Lake – Newly Updated Kitchen
A modern kitchen with a refrigerator, microwave, and bar stools.

5. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
The price is €360
includes taxes & fees
25 Oct - 26 Oct
2 Bedroom Apartment Downtown Sun Prairie!
A small cabin with a wooden deck and a glass door.

6. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is €201
includes taxes & fees
5 Oct - 6 Oct
Log Cabin at Lake Koshkonong - “The Overlook”
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

7. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is €409
includes taxes & fees
26 Oct - 27 Oct
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A library with wooden bookshelves, a staircase, and a chandelier.

8. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is €237
includes taxes & fees
6 Oct - 7 Oct
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
An outdoor seating area with wicker furniture and a central fire feature.

9. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A chalkboard sign with a welcome message and room instructions.

10. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (23 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is €530
includes taxes & fees
29 Sept - 30 Sept
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

11. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is €315
includes taxes & fees
30 Sept - 1 Oct
Vast Lake Koshkonong Views from Pier, Deck, & Home
A bedroom with a dark grey wall, a bed with a striped bedspread, multiple pillows, a small side table with a vase and a lamp, and two framed botanical prints on the wall.

12. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place"
United States
Penny C.
The price is €596
includes taxes & fees
27 Sept - 28 Sept
Capital City- 6 Miles from Madison with fireplace
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

13. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is €239
includes taxes & fees
4 Oct - 5 Oct
Blue Lakeview Home
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

14. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (187 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is €119
includes taxes & fees
25 Oct - 26 Oct
The Dylin
A dining area with a table set for four, a sofa, and a television mounted on the wall.

15. HotTub/FirePit/Arcade Your Fall Escape Starts Here

HotTub/FirePit/Arcade Your Fall Escape Starts Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
The price is €566
includes taxes & fees
28 Sept - 29 Sept
HotTub/FirePit/Arcade Your Fall Escape Starts Here
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

16. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (94 reviews)
"This is a beautiful property and it came with everything you need to enjoy your time"
United States
Michael M.
Spacious Edgerton Home w/ Private Beach & Views!

17. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is €356
includes taxes & fees
26 Sept - 27 Sept
Relax & Reboot in this Charming 2-Bedroom Townhome

18. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (24 reviews)
"Tami was a wonderful host! Check in was fast and she was easy to communicate with. The house was clean and spacious."
United States
Joanna C.
The price is €547
includes taxes & fees
4 Oct - 5 Oct
Entire 3 Bedroom with Fireplace - sleeps 12
A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

19. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (2 reviews)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
The price is €285
includes taxes & fees
5 Oct - 6 Oct
Edgewater Escape
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

20. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
Spacious Edgerton Home w/ Private Beach & Views!
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

Econo Lodge Madison East

Econo Lodge Madison East

10/10 Excellent
"We had a chaotic schedule with our trip to Madison. The people at the front desk accommodated our chaos and were able to help us with check in and check out. We definitely felt appreciated"
Dustin 1-night trip
Posted 4 hours ago
Econo Lodge Madison East

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, 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 Waterloo holiday rental for you by simply entering your desired dates. Then check your favorite 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 depends 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 €119 per night. Entering your travel dates in the search wizard you might find 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?

4 Bdrm 4 Bath Lake front Lake Sinissippi home : This holiday home rental outside of Waterloo is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 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 Glacial Drumlin State Trail West. In the wider area, you’ll find Holzhueter Farm State Park and Lake Mills Golf Course.

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.