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Waterloo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Waterloo vacation rentals

A modern living room with a flat-screen TV, leather seating, a ceiling fan, and large windows.

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.
$299 nightly
The price is $336
Nov 29 - Nov 30
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A modern room with a kitchenette, a bed, a sofa, and a TV.

2. 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.
$233 nightly
The price is $262
Nov 8 - Nov 9
Total with taxes and fees
Studio 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)
$229 nightly
The price is $242
Nov 3 - Nov 4
Total with taxes and fees
Studio 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.

4. 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.
$299 nightly
The price is $336
Nov 11 - Nov 12
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
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, (42 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.
$330 nightly
The price is $371
Nov 3 - Nov 4
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

6. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (203 reviews)
"Good location"
United States
ANCA
$102 nightly
The price is $118
Dec 2 - Dec 3
Total with taxes and fees
The Dylin
A modern kitchen with a stainless steel refrigerator, a black stove, and wooden flooring.

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.
$318 nightly
The price is $336
Nov 3 - Nov 4
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

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 traveler
$378 nightly
The price is $429
Nov 16 - Nov 17
Total with taxes and fees
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
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.
$220 nightly
The price is $254
Nov 29 - Nov 30
Total with taxes and fees
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, (26 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
$511 nightly
The price is $575
Nov 3 - Nov 4
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
An outdoor seating area with wicker furniture and a central fire feature.

11. Accessible 1BR Suite | Free Daily Breakfast & Pool

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
$214 nightly
The price is $247
Nov 29 - Nov 30
Total with taxes and fees
Accessible 1BR Suite | Free Daily Breakfast & Pool
Exterior

12. 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.
$369 nightly
The price is $389
Nov 3 - Nov 4
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
An outdoor seating area with wicker furniture and a central fire feature.

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$323 nightly
The price is $375
Nov 29 - Nov 30
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

14. Blue Lakeview Home

Blue Lakeview Home
Edgerton
$251 nightly
The price is $265
Nov 3 - Nov 4
Total with taxes and fees
Blue Lakeview Home
Three Adirondack chairs on a wooden deck with a view of the sunset over a body of water.

15. 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.
$497 nightly
The price is $549
Nov 16 - Nov 17
Total with taxes and fees
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
Outdoor dining

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)
$293 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
Vast Lake Koshkonong Views from Pier, Deck, & Home
A modern living room with a sofa, coffee table, and a TV on the wall.

17. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$319 nightly
The price is $362
Nov 4 - Nov 5
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
A dining area with a table set for four, a sofa, and a television mounted on the wall.

18. Fireplace/Coffee/Arcade Your Cozy Escape Is Here

Fireplace/Coffee/Arcade Your Cozy Escape Is 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.
$613 nightly
The price is $677
Nov 3 - Nov 4
Total with taxes and fees
Fireplace/Coffee/Arcade Your Cozy Escape Is Here
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
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.
$258 nightly
The price is $273
Nov 4 - Nov 5
Total with taxes and fees
Edgewater Escape
An outdoor seating area with wicker furniture and a central fire feature.

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

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
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.
$323 nightly
The price is $375
Nov 29 - Nov 30
Total with taxes and fees
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
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

Hotel Ruby Marie

Hotel Ruby Marie

10/10 Excellent
"Parking was a breeze and it was perfect dropping in and out while the exploring downtown area, found my new favorite shop (Meeps) just walking around by the hotel. Will be back"
Phil 2-night trip
Posted 9 hours ago
Hotel Ruby Marie

Find out more about Waterloo

Everything you need to know about Waterloo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waterloo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waterloo vacation 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 low season months. For more hustle and bustle, you may prefer to visit Waterloo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waterloo rentals

At Expedia, we put the best Waterloo vacation 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 vacation.

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 vacation rentals in Waterloo?

Yes, we give you a choice of vacation rentals near popular attractions in Waterloo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Waterloo?

4 Bdrm 4 Bath Lake front Lake Sinissippi home : This vacation home rental near Waterloo is located on a lake and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 larger area, you’ll find Holzhueter Farm State Park and Sun Prairie Ice Arena.

What are vacation rentals like in Waterloo?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Waterloo. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.