Waterloo Holiday Rentals
New
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $258/Night
For 7 Nights US $1,808
10.0
Exceptional
(2 Reviews)
- Fort Atkinson
- Lake Mills
- 0.54 mi to center
1097.92 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- View
US $122/Night
For 7 Nights US $854
9.6
Exceptional
(462 Reviews)
- Madison
- Village of Cottage Grove
- 1.03 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $127/Night
For 7 Nights US $891
New
- Madison
- Sun Prairie
- 1.18 mi to center
750 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $236/Night
For 7 Nights US $1,651
9.5
Exceptional
(2 Reviews)
- Madison
- Sun Prairie
- 1.20 mi to center
947.22 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $307/Night
For 7 Nights US $2,147
New
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $931/Night
For 7 Nights US $6,516
10.0
Exceptional
(277 Reviews)
- Madison
- Sun Prairie
- 0.95 mi to center
1400 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $309/Night
For 7 Nights US $2,166
10.0
Exceptional
(135 Reviews)
2600 ft²
15 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $556/Night
For 7 Nights US $3,894
10.0
Exceptional
(57 Reviews)
- Fort Atkinson
- Lake Mills
- 1.55 mi to center
2860 ft²
14 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $750/Night
For 7 Nights US $5,250
Luxury Holiday Rentals in Waterloo
Over 91+ Luxury Holiday Rentals in or Near Waterloo
10.0
Exceptional
(4 Reviews)
- Madison
- Sun Prairie
- 0.80 mi to center
2300 ft²
16 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $973/Night
For 7 Nights US $6,809
10.0
Exceptional
(2 Reviews)
- Madison
- Cottage Grove
- 3.83 mi to center
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $844/Night
For 7 Nights US $5,910
10.0
Exceptional
(6 Reviews)
- Madison
- Sun Prairie
- 0.65 mi to center
1936 ft²
16 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $645/Night
For 7 Nights US $4,517
10.0
Exceptional
(19 Reviews)
- Madison
- Sun Prairie
- 1.38 mi to center
2000 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $596/Night
For 7 Nights US $4,169
New
- Fort Atkinson
- Lake Mills
- 0.52 mi to center
1500 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $592/Night
For 7 Nights US $4,144
9.6
Exceptional
(26 Reviews)
- Madison
- Lake Ripley
- 0.66 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $567/Night
For 7 Nights US $3,968
10.0
Exceptional
(37 Reviews)
3000 ft²
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $564/Night
For 7 Nights US $3,951
10.0
Exceptional
(4 Reviews)
- Fort Atkinson
- Lake Mills
- 0.75 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $525/Night
For 7 Nights US $3,673
8.0
Excellent
(1 Review)
2960.08 ft²
14 Guests
5 Bedrooms
3 Bathrooms
House
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $486/Night
For 7 Nights US $3,402
Top-Rated Holiday Rentals with a Pool in Waterloo
Over 9+ The Best Private Villas and Holiday Rentals in Waterloo with a Pool
8.8
Fabulous
(129 Reviews)
- Madison
- Village of Cottage Grove
- 1.00 mi to center
581.25 ft²
1 Bathroom
Free Cancellation
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
US $186/Night
For 7 Nights US $1,305
8.4
Excellent
(931 Reviews)
- Madison
- Sun Prairie
- 0.20 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $79/Night
For 7 Nights US $550
8.4
Excellent
(112 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $105/Night
For 7 Nights US $734
8.0
Excellent
(3 Reviews)
- Fort Atkinson
- Lake Mills
- 1.20 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $104/Night
For 7 Nights US $731
7.8
Very Good
(226 Reviews)
301.39 ft²
6 Bathrooms
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $156/Night
For 7 Nights US $1,089
New
- Fort Atkinson
- Lake Mills
- 1.17 mi to center
20 Guests
43 Bedrooms
5 Bathrooms
Family Friendly
Cabin
- Private Pool
- Fireplace/Heating
- Pool
US $101/Night
For 7 Nights US $704
10.0
Exceptional
(5 Reviews)
1850 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
US $323/Night
For 7 Nights US $2,263
9.8
Exceptional
(31 Reviews)
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Fireplace/Heating
- Pool
US $122/Night
For 7 Nights US $851
Pet-Friendly Holiday Rentals in Waterloo
Over 36+ Pet-Friendly Holiday Rentals in or Near Waterloo
10.0
Exceptional
(11 Reviews)
- Madison
- Village of Cottage Grove
- 0.67 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $456/Night
For 7 Nights US $3,191
7.0
Very Good
(1 Review)
- Madison
- Sun Prairie
- 1.15 mi to center
796.53 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $438/Night
For 7 Nights US $3,065
10.0
Exceptional
(7 Reviews)
- Fort Atkinson
- Lake Mills
- 0.56 mi to center
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $248/Night
For 7 Nights US $1,739
New
- Madison
- Sun Prairie
- 1.20 mi to center
947.22 ft²
5 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $309/Night
For 7 Nights US $2,160
10.0
Exceptional
(2 Reviews)
- Fort Atkinson
- Johnson Creek
- 2.01 mi to center
950 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $424/Night
For 7 Nights US $2,971
10.0
Exceptional
(2 Reviews)
- Fort Atkinson
- Johnson Creek
- 2.02 mi to center
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $316/Night
For 7 Nights US $2,209
10.0
Exceptional
(1 Review)
- Madison
- Sun Prairie
- 1.23 mi to center
12 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $455/Night
For 7 Nights US $3,187
10.0
Exceptional
(1 Review)
- Madison
- Sun Prairie
- 1.74 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $159/Night
For 7 Nights US $1,112
9.8
Exceptional
(34 Reviews)
- Fort Atkinson
- Lake Mills
- 0.54 mi to center
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Ocean View
US $221/Night
For 7 Nights US $1,547
Large Holiday Rentals and Private Villas in Waterloo
Over 16+ Large Holiday Rentals and Private Villas in or Near Waterloo
9.6
Exceptional
(17 Reviews)
- Madison
- Lake Ripley
- 0.68 mi to center
1700 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $370/Night
For 7 Nights US $2,592
New
- Fort Atkinson
- Lake Mills
- 0.40 mi to center
1496.18 ft²
10 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $440/Night
For 7 Nights US $3,082
9.0
Exceptional
(15 Reviews)
- Madison
- Lake Ripley
- 0.75 mi to center
13 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $251/Night
For 7 Nights US $1,754
8.0
Excellent
(4 Reviews)
- Fort Atkinson
- Watertown
- 5.41 mi to center
11 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $247/Night
For 7 Nights US $1,731
New
- Madison
- Sun Prairie
- 0.5 mi to center
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $375/Night
For 7 Nights US $2,626
New
2500 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $432/Night
For 7 Nights US $3,021
New
5000 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,394/Night
For 7 Nights US $9,756
10.0
Exceptional
(34 Reviews)
- Madison
- Lake Ripley
- 0.55 mi to center
2600 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $339/Night
For 7 Nights US $2,376
10.0
Exceptional
(1 Review)
- Fort Atkinson
- Lake Mills
- 1.55 mi to center
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $325/Night
For 7 Nights US $2,277
Wheelchair Accessible Holiday Homes in Waterloo
Over 4+ Wheelchair Accessible Holiday Homes in or Near Waterloo
New
1194.79 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Apartment
- Parking
- Air Conditioner
- Internet
US $195/Night
For 7 Nights US $1,365
7.0
Very Good
(542 Reviews)
- Madison
- Sun Prairie
- 1.62 mi to center
1 Bathroom
Family Friendly
Hotel
- Kitchen
- Parking
- Air Conditioner
US $79/Night
For 7 Nights US $551
New
495.14 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Parking
- Air Conditioner
- Internet
US $96/Night
For 7 Nights US $672
7.4
Very Good
(128 Reviews)
- Madison
- Sun Prairie
- 1.52 mi to center
269.1 ft²
8 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Parking
US $84/Night
For 7 Nights US $586
Waterloo Private Villas and Holiday Homes Under $200
Over 13+ Waterloo Private Villas and Holiday Homes Under $200
9.6
Exceptional
(50 Reviews)
- Madison
- Lake Ripley
- 0.52 mi to center
825 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $110/Night
For 7 Nights US $770
New
- Fort Atkinson
- Watertown
- 6.36 mi to center
2002.09 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- View
- Parking
- Internet
US $136/Night
For 7 Nights US $952
7.8
Very Good
(785 Reviews)
- Madison
- Sun Prairie
- 1.53 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $65/Night
For 7 Nights US $454
10.0
Exceptional
(3 Reviews)
- Fort Atkinson
- Lake Mills
- 0.97 mi to center
300 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $70/Night
For 7 Nights US $489
New
- Madison
- Sun Prairie
- 1.18 mi to center
753.47 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $192/Night
For 7 Nights US $1,344
10.0
Exceptional
(1 Review)
- Fort Atkinson
- Lake Mills
- 0.92 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Lake View
- Balcony/Terrace
US $196/Night
For 7 Nights US $1,371
9.8
Exceptional
(31 Reviews)
263 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Spa
- Fireplace/Heating
US $77/Night
For 7 Nights US $538
6.0
Good
(2 Reviews)
- Madison
- Village of Cottage Grove
- 0.89 mi to center
1450 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $171/Night
For 7 Nights US $1,197
New
- Fort Atkinson
- Johnson Creek
- 1.90 mi to center
1600 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $143/Night
For 7 Nights US $1,003
Instantly Bookable Holiday Homes in Waterloo
Over 26+ Instantly Bookable Holiday Homes in or Near Waterloo
10.0
Exceptional
(38 Reviews)
- Fort Atkinson
- Lake Mills
- 1.44 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $399/Night
For 7 Nights US $2,793
10.0
Exceptional
(22 Reviews)
- Fort Atkinson
- Lake Mills
- 0.27 mi to center
1700 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $255/Night
For 7 Nights US $1,785
10.0
Exceptional
(17 Reviews)
- Fort Atkinson
- Watertown
- 6.36 mi to center
2000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $272/Night
For 7 Nights US $1,901
10.0
Exceptional
(8 Reviews)
- Fort Atkinson
- Lake Mills
- 0.36 mi to center
2600 ft²
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $256/Night
For 7 Nights US $1,792
9.8
Exceptional
(18 Reviews)
- Fort Atkinson
- Lake Mills
- 0.95 mi to center
1600 ft²
7 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $395/Night
For 7 Nights US $2,762
9.6
Exceptional
(48 Reviews)
- Madison
- Sun Prairie
- 1.30 mi to center
950 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $323/Night
For 7 Nights US $2,260
9.6
Exceptional
(40 Reviews)
- Madison
- Sun Prairie
- 1.30 mi to center
800 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $407/Night
For 7 Nights US $2,851
9.4
Exceptional
(28 Reviews)
- Madison
- Sun Prairie
- 1.33 mi to center
950 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $330/Night
For 7 Nights US $2,307
8.0
Excellent
(12 Reviews)
- Madison
- Sun Prairie
- 1.26 mi to center
690 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $277/Night
For 7 Nights US $1,937
Book a Last Minute Place to Stay in Waterloo
About Casai's Private Villas and Holiday Rentals in Waterloo
Discover more than 100 vacation rentals available in Waterloo. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Waterloo.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Waterloo, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Waterloo. On average, places to stay near Waterloo offer 973.86 ft², with nightly prices averaging US $324.
With Casai, finding and comparing holiday rentals in Waterloo is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Waterloo
| Type | Count |
|---|---|
| Vacation Homes | 48 |
| Holiday Apartments | 18 |
| Cottages | 9 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Waterloo
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Waterloo.
Weather in Waterloo, WI
View the weather forecast for Waterloo before booking your Waterloo Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Waterloo, WI
Casai offers a large selection of top attractions around Waterloo . Research things to do on your vacation before you visit Waterloo.
Frequently Asked Questions About Waterloo?
What are the top holiday rentals in Waterloo?
With numerous options available in Waterloo, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Waterloo:
- A Pleasant Retreat- No Cleaning Fee & New Discounts
- Exceptional Comfort Quiet Clean 4 Bed 3 Bath next to woods - 21 min to Madison
- June 19 - 26 is available for your family's vacation!
- Beach House
- Cozy 4+ Bed 3 Bath Screened in Porch, Fire Pit, yard games - 19 min to Madison
- Cozy cabin one block from lake, private beach and close to hiking/biking trails
- Airy Cottage Close to Rock Lake w/Fire Pit!
- Hot Tub - King Suite - Game Room - Large Groups
- Quaint & Family-Friendly Watertown Farmhouse!
- Rock Lake Retreat - Lake Mills
Which holiday homes in Waterloo are best for families?
If you're searching for a family-friendly holiday home in Waterloo, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Waterloo:
- Cozy cabin one block from lake, private beach and close to hiking/biking trails
- Charming Lake Mills Home Near Rock Lake & Beach
- Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard
How many Casai.com holiday rentals are available in Waterloo?
As of 2026, Casai boasts over 100 properties listed in the Waterloo area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Waterloo.
People Also Ask
Finding the best prices in Waterloo
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