Photo by Eric & Kristy's Adventures

Search Vacation Homes in Waterloo

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Waterloo vacation homes

Arcade/Fireplace/CoffeeBar The Holidays Start Here

Arcade/Fireplace/CoffeeBar The Holidays Start Here
Milton
10.0 out of 10, Exceptional, (17)
"We had the best VRBO experience at Harbor House. The hosts are absolutely fabulous. The house was perfect, just as presented online. 6 of us adults and a little French bulldog spent a long weekend there so we could cheer on our son (one of the visitors) as he ran the half Ironman in Madison. He LOVED the hot tub afterward. Great visit. Would definitely stay again if in the area."
United States
Karrie S.
The price is AED 393
AED 1,972 total
includes taxes & fees
15 Dec - 16 Dec
Arcade/Fireplace/CoffeeBar The Holidays Start Here

One Bedroom Queen in the heart of downtown.

One Bedroom Queen in the heart of downtown.
2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
United States
Alexandrines H.
The price is AED 621
AED 819 total
includes taxes & fees
15 Dec - 16 Dec
One Bedroom Queen in the heart of downtown.

Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.6 out of 10, Exceptional, (4)
"Clean place. "
United States
John M.
The price is AED 672
AED 942 total
includes taxes & fees
29 Dec - 30 Dec
Relax & Reboot in this Charming 2-Bedroom Townhome

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"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 AED 520
AED 1,653 total
includes taxes & fees
11 Jan - 12 January 2026
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Private Pool - HOT TUB - Sauna - Game Room - Pets

Private Pool - HOT TUB - Sauna - Game Room - Pets
Sun Prairie
10.0 out of 10, Exceptional, (6)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
United States
Patti M.
The price is AED 841
AED 2,929 total
includes taxes & fees
15 Dec - 16 Dec
Private Pool - HOT TUB - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
8.8 out of 10, Excellent, (5)
"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 AED 701
AED 2,571 total
includes taxes & fees
16 Dec - 17 Dec
Waterfront - Hot Tub - Sauna - Game Room - Pets

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (15)
"We had a great visit "
United States
Jennifer D.
The price is AED 735
AED 2,340 total
includes taxes & fees
17 Dec - 18 Dec
Hot Tub - King Suite - Game Room - Large Groups

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (261)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
United States
Rachel Z.
The price is AED 1,010
AED 1,302 total
includes taxes & fees
1 Jan - 2 January 2026
A Pleasant Retreat- No Cleaning Fee & New Discounts

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (47)
"We had a great time on our weekend trip to Madison. Location was super quick to get to downtown, house was clean, and we really enjoyed taking the canoe out on the lakes to explore."
United States
Molly S.
The price is AED 877
AED 1,829 total
includes taxes & fees
16 Dec - 17 Dec
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Hot Tub - Private Pool - Game Room - 20 min DT

Hot Tub - Private Pool - Game Room - 20 min DT
2.0 star property
Sun Prairie
The price is AED 826
AED 2,672 total
includes taxes & fees
15 Dec - 16 Dec
Hot Tub - Private Pool - Game Room - 20 min DT

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, (13)
"Everything was great !"
United States
Beth V.
The price is AED 1,212
AED 2,111 total
includes taxes & fees
15 Dec - 16 Dec
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
9.8 out of 10, Exceptional, (15)
"Plenty of blankets pillows bed were great"
United States
Kimberly P.
The price is AED 1,285
AED 2,202 total
includes taxes & fees
15 Dec - 16 Dec
Entire 3 Bedroom with Fireplace - sleeps 12

One Bedroom King with views of the heart of downtown.

One Bedroom King with views of the heart of downtown.
2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (2)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
United States
Vikki T.
The price is AED 657
AED 865 total
includes taxes & fees
15 Dec - 16 Dec
One Bedroom King with views of the heart of downtown.

One Bedroom King with Office with views of Lake Monona in the heart of downtown.

One Bedroom King with Office with views of Lake Monona in the heart of downtown.
2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (2)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
United States
Maggie C.
The price is AED 768
AED 1,010 total
includes taxes & fees
15 Dec - 16 Dec
One Bedroom King with Office with views of Lake Monona in the heart of downtown.

Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.
2.0 star property
Downtown Madison
Studio Queen in the heart of downtown.

One Bedroom King with views of Lake Monona in the heart of downtown.

One Bedroom King with views of Lake Monona in the heart of downtown.
2.0 star property
Downtown Madison
The price is AED 694
AED 904 total
includes taxes & fees
17 Dec - 18 Dec
One Bedroom King with views of Lake Monona in the heart of 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waterloo Hotel Reviews