Best Vacation Homes in Waterloo
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $354/Night
For 7 Nights CA $2,477
2002.09 ft²
6 Guests
3 Bedrooms
2 Bathrooms
House
- Private Beach
- Spa
- Ocean View
CA $186/Night
For 7 Nights CA $1,304
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
CA $174/Night
For 7 Nights CA $1,220
750 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $323/Night
For 7 Nights CA $2,261
1097.92 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Apartment
- Spa
- Fireplace/Heating
- View
CA $167/Night
For 7 Nights CA $1,170
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $1,275/Night
For 7 Nights CA $8,925
1400 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $434/Night
For 7 Nights CA $3,037
2600 ft²
15 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $748/Night
For 7 Nights CA $5,235
Waterloo Luxury Rentals
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
CA $1,156/Night
For 7 Nights CA $8,095
2860 ft²
14 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,027/Night
For 7 Nights CA $7,191
2000 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $887/Night
For 7 Nights CA $6,209
1500 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $811/Night
For 7 Nights CA $5,676
1936 ft²
16 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $797/Night
For 7 Nights CA $5,582
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $776/Night
For 7 Nights CA $5,435
3000 ft²
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $773/Night
For 7 Nights CA $5,412
2300 ft²
16 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $750/Night
For 7 Nights CA $5,253
Waterloo Pet Friendly Vacation Rentals
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $624/Night
For 7 Nights CA $4,371
947.22 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
CA $420/Night
For 7 Nights CA $2,941
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $320/Night
For 7 Nights CA $2,237
2960.08 ft²
14 Guests
5 Bedrooms
3 Bathrooms
House
- Skiing
- Fireplace/Heating
- Balcony/Terrace
CA $666/Night
For 7 Nights CA $4,660
950 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Spa
- Fireplace/Heating
- Balcony/Terrace
CA $581/Night
For 7 Nights CA $4,070
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $376/Night
For 7 Nights CA $2,629
12 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $624/Night
For 7 Nights CA $4,365
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Spa
- Fireplace/Heating
- Balcony/Terrace
CA $218/Night
For 7 Nights CA $1,523
Waterloo Large Vacation Homes
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $714/Night
For 7 Nights CA $5,001
20 Guests
43 Bedrooms
5 Bathrooms
Family Friendly
Cabin
- Private Pool
- Fireplace/Heating
- Pool
CA $138/Night
For 7 Nights CA $964
1700 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $507/Night
For 7 Nights CA $3,550
1496.18 ft²
10 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $603/Night
For 7 Nights CA $4,222
13 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $340/Night
For 7 Nights CA $2,378
11 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $339/Night
For 7 Nights CA $2,371
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $514/Night
For 7 Nights CA $3,597
2500 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $537/Night
For 7 Nights CA $3,760
Why Choose Rent By Owner for your Waterloo Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Waterloo
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the local shoulder seasons when this destination offers pleasant weather and fewer crowds, allowing you to enjoy your vacation rental in Waterloo, Wisconsin, at its best.
Peak Season Highlights
Summer (June to August)
Enjoy the warm weather and longer daylight hours in this destination during summer, making it ideal for outdoor activities and exploring the area.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
Experience the vibrant fall foliage as you visit during these months, perfect for scenic drives and outdoor adventures in the region.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
Visit during the colder months when fewer visitors are here, offering a peaceful atmosphere to enjoy the area's quiet charm.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Spring (March to May)
See the region come alive with blooming flowers and milder temperatures, making it an excellent time for a relaxed getaway before the busy season starts.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Waterloo
How to Book Your Waterloo Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Waterloo
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas such as patios or decks perfect for relaxing or dining al fresco.
- Take advantage of private gardens or landscaped yards to unwind amidst natural beauty.
- Make the most of outdoor grilling stations for a convenient and enjoyable barbecue experience.
- Benefit from access to shared or private swimming pools to cool off during warmer days.
- Discover spacious lawns or open fields suitable for outdoor sports and games.
- Relax by a fire pit, ideal for gathering with family or friends in the evening.
- Explore nearby hiking or walking trails that offer scenic views around the area.
Top Attractions Around Waterloo
What attractions are nearby?
While staying in this charming area, you can enjoy a variety of outdoor activities and local attractions that showcase the region's hospitality and natural beauty.
Family Activities
- Waterloo Historical Society Museum: Dive into the area's rich history with engaging exhibits that are perfect for family learning adventures.
- Lake Kegonsa State Park: Enjoy outdoor fun by exploring scenic trails, picnicking, and participating in water activities along the tranquil lake.
- East Towne Mall: Experience a family-friendly shopping trip with a variety of stores and dining options suitable for all ages.
- Waterloo Aquatic Center: Cool off and have fun at the local aquatic center, offering water slides, swimming pools, and splash pads suited for kids and parents alike.
Adult Activities
- Waterloo Antique Mall: Browse through a diverse selection of vintage and collectible items, perfect for finding unique souvenirs in this charming area.
- Culver’s Original Location: Enjoy a classic Wisconsin dining experience at the original Culver’s, known for its fresh ButterBurgers and frozen custard, right in the heart of the region.
- The Waterloo Historical Society Museum: Discover local history and heritage through engaging exhibits that offer insight into how this destination developed over time.
- Pine Island Park: Relax or take a leisurely walk along the scenic trails and river views, making it an ideal outdoor activity here for those seeking tranquility and natural beauty.
Waterloo Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take the time to enjoy the region’s culinary delights at local eateries to experience the authentic flavors of Waterloo, Wisconsin.
- Plan Outdoor Activities: Make the most of the area's natural beauty by scheduling outdoor adventures such as hiking or biking during your stay.
- Visit Community Events: Check out the local event calendar to immerse yourself in the area’s culture and meet residents for a more enriching visit.
- Choose Strategic Accommodation: Select your vacation rentals in convenient locations within this destination to easily access top attractions and amenities.
Transportation Options
- Waterloo Transit System: This local transit service offers convenient bus routes throughout the area, making it easy for you to explore without a car.
- Rental Cars at Dane County Regional Airport: If you're arriving by air, rental car services at the nearby airport provide flexible transportation options for your stay.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing providers are readily available here, offering reliable door-to-door transportation around the region.
- Biking and Walking Paths: The area's well-maintained biking trails and pedestrian-friendly streets allow you to enjoy scenic routes and explore locally on foot or bike.
Local Customs Options
- Local Dairy Traditions: You can experience the region’s rich dairy farming heritage through community events and local cuisine that highlight Wisconsin’s reputation as America's Dairyland.
- Farmers' Markets: Visiting markets in this area provides a glimpse into local customs, offering fresh produce and handcrafted goods that reflect the area's agricultural roots.
- Community Festivals: Participating in seasonal festivals celebrates regional culture with traditional music, food, and crafts, giving you an authentic taste of here’s communal spirit.
- Historic Preservation: Respect for local history is evident in the preservation of landmarks and the way residents honor their traditions, enriching your understanding of this destination's cultural identity.
Frequently Asked Questions About Waterloo?
1. What are the top vacation rentals in Waterloo?
There are a lot of options in Waterloo. If you plan on staying in the Waterloo area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation 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
2. Which vacation homes in Waterloo are best for families?
If you are looking for a family-friendly vacation home in Waterloo, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Waterloo:
3. How many Rentbyowner vacation rentals are available in Waterloo?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 100 in the Waterloo area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Waterloo.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by listing, so it’s important to review the specific terms outlined in each property’s description. For detailed information, you may contact the host directly or check the booking details on the listing.
5. How do I ensure my reservation is secure when booking a vacation rental here?
Reservations are protected through secure booking platforms that use encryption to safeguard your personal and payment information. Always book through verified listings and contact the host if you have any concerns before confirming your stay.
6. Are there any additional fees I should be aware of when reserving a vacation rental in this destination?
Additional fees such as cleaning fees, service charges, or taxes are typically specified in the listing. Be sure to carefully review all costs before completing your reservation to avoid surprises.
7. Can I modify or cancel my booking if my plans change?
Modification and cancellation options depend on the individual property’s policies. It’s recommended to read the cancellation terms listed on the property page or reach out to the host directly for clarification.
8. What amenities can I expect from vacation rentals in this region?
Amenities vary between properties but generally include essentials like Wi-Fi, kitchen facilities, and parking. For specific features, consult the listing details or contact the owner to ensure your needs will be met during your stay.
Waterloo Top Rated Vacation Rentals
581.25 ft²
1 Bathroom
Free Cancellation
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $255/Night
For 7 Nights CA $1,788
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
CA $108/Night
For 7 Nights CA $753
CA $113/Night
For 7 Nights CA $789
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $97/Night
For 7 Nights CA $679
301.39 ft²
6 Bathrooms
Hotel
- Private Pool
- Fireplace/Heating
- Pool
CA $213/Night
For 7 Nights CA $1,492
1850 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
CA $443/Night
For 7 Nights CA $3,100
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Fireplace/Heating
- Pool
CA $166/Night
For 7 Nights CA $1,166
