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Holiday Rentals in Waterloo

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Check prices for these dates

Our top choices for Waterloo holiday rentals

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, (56 reviews)
"Great and easy stay! The place was comfortable and inviting. Would stay again!"
United States
Taylor S.
The price is €306
includes taxes & fees
29 Nov - 30 Nov
2 Bed, 2 Bath Apartment at Cannery Square

2. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is €230
includes taxes & fees
15 Nov - 16 Nov
Studio Apartment at Cannery Square

3. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (31 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is €305
includes taxes & fees
11 Nov - 12 Nov
2 Bed, 2 Bath Apartment at Cannery Square

4. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great location - able to walk to many stores and restaurants. Spacious for a studio and very quiet."
United States
Martha T.
The price is €239
includes taxes & fees
15 Nov - 16 Nov
Studio Apartment at Cannery Square

5. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (43 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 €350
includes taxes & fees
11 Nov - 12 Nov
2 Bedroom Apartment Downtown Sun Prairie!

6. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (214 reviews)
"Good location"
United States
ANCA
The price is €117
includes taxes & fees
2 Dec - 3 Dec
The Dylin

7. 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 €289
includes taxes & fees
16 Nov - 17 Nov
3BR Home Near Hahns Lake – Newly Updated Kitchen

8. 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)
"Everything was very nice"
United States
Anonymous traveller
The price is €381
includes taxes & fees
16 Nov - 17 Nov
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

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.
The price is €233
includes taxes & fees
6 Dec - 7 Dec
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

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, (26 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is €509
includes taxes & fees
11 Nov - 12 Nov
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

11. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (58 reviews)
"Great stay."
United States
Kevin M.
The price is €527
includes taxes & fees
11 Nov - 12 Nov
Capital City- 6 Miles from Madison with fireplace

12. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (27 reviews)
"This was the perfect size home for a holiday family get together. Nice common spaces with enough areas to go when a little alone time was needed "
United States
Steve S.
The price is €495
includes taxes & fees
11 Nov - 12 Nov
Entire 3 Bedroom with Fireplace - sleeps 12

13. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Charming 3-bedroom house on Madison's Eastside! Close to everything!
Madison
The price is €510
includes taxes & fees
11 Nov - 12 Nov
Charming 3-bedroom house on Madison's Eastside! Close to everything!

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

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 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 €352
includes taxes & fees
11 Nov - 12 Nov
Relax & Reboot in this Charming 2-Bedroom Townhome

15. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
The price is €336
includes taxes & fees
6 Dec - 7 Dec
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

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

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
10.0 out of 10, Exceptional, (2 reviews)
The price is €276
includes taxes & fees
16 Nov - 17 Nov
Vast Lake Koshkonong Views from Pier, Deck, & Home

17. The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam

The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
Beaver Dam
10.0 out of 10, Exceptional, (34 reviews)
"Host was excellent and amenities were great! "
United States
Andre V.
The price is €491
includes taxes & fees
16 Nov - 17 Nov
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam

18. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is €241
includes taxes & fees
11 Nov - 12 Nov
Blue Lakeview Home

19. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
10.0 out of 10, Exceptional, (1 review)
"The stay was very clean and comfortable. Location was super convenient—you’re right downtown surrounded by cute shops and restaurants. Grayson was so communicative and was such a responsive and accommodating host. Will absolutely return if we ever find ourselves needing to stay in Stoughton again. Highly recommend!"
United States
Laura M.
The price is €340
includes taxes & fees
8 Dec - 9 Dec
Spacious 3-bedroom apartment in Downtown Stoughton

20. Edgewater Escape

Edgewater Escape
Milton
9.4 out of 10, Exceptional, (3 reviews)
"The house had a fantastic view. The open living room gave us plenty of space for relaxing as a group. Quiet area. Since we stay in many rentals our only complaint was there were no instructions for checking out, what to do with bedding, trash etc. The host never responded to my question concerning that. Hopefully we left the house as expected."
United States
Renee S.
The price is €283
includes taxes & fees
10 Dec - 11 Dec
Edgewater Escape
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.

Find holiday rentals that suit your style

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, 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 €116 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 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.