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Waterloo Vacation Rentals

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Our top choices for Waterloo vacation rentals

1. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is CA $113
CA $356 total
includes taxes & fees
Nov 16 - Nov 17
Studio Apartment at Cannery Square

2. 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 CA $178
CA $475 total
includes taxes & fees
Nov 29 - Nov 30
2 Bed, 2 Bath 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 CA $177
CA $473 total
includes taxes & fees
Nov 11 - Nov 12
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 CA $162
CA $369 total
includes taxes & fees
Nov 16 - Nov 17
Studio Apartment at Cannery Square

5. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (210 reviews)
"Good location"
United States
ANCA
The price is CA $144
CA $166 total
includes taxes & fees
Dec 6 - Dec 7
The Dylin

6. 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 CA $270
CA $544 total
includes taxes & fees
Nov 8 - Nov 9
2 Bedroom Apartment Downtown Sun Prairie!

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 CA $228
CA $466 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $207
CA $617 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $277
CA $355 total
includes taxes & fees
Nov 29 - Nov 30
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 CA $489
CA $803 total
includes taxes & fees
Nov 8 - Nov 9
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

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

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
The price is CA $277
CA $345 total
includes taxes & fees
Nov 29 - Nov 30
Accessible 1BR Suite | Free Daily Breakfast & Pool

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.
The price is CA $433
CA $540 total
includes taxes & fees
Nov 8 - Nov 9
Relax & Reboot in this Charming 2-Bedroom Townhome

13. 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 CA $223
CA $447 total
includes taxes & fees
Nov 16 - Nov 17
Vast Lake Koshkonong Views from Pier, Deck, & Home

14. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is CA $198
CA $371 total
includes taxes & fees
Nov 10 - Nov 11
Blue Lakeview Home

15. 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 CA $503
CA $807 total
includes taxes & fees
Nov 8 - Nov 9
Charming 3-bedroom house on Madison's Eastside! Close to everything!

16. 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 CA $297
CA $768 total
includes taxes & fees
Nov 16 - Nov 17
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
The price is CA $426
CA $532 total
includes taxes & fees
Dec 6 - Dec 7
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

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.
Fireplace/Coffee/Arcade Your Cozy Escape Is Here

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 CA $256
CA $533 total
includes taxes & fees
Nov 30 - Dec 1
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 CA $223
CA $400 total
includes taxes & fees
Nov 17 - Nov 18
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.
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Top Waterloo Hotel Reviews

Find out more about Waterloo

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Waterloo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.