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Featured Cottages in Waterloo

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (57)
"This was exactly what we were looking for: private, clean, relaxing, and close enough to explore the Madison area. There are lofts in two of the bedrooms. Sleeping in the lofts was a trip highlight for my kids! I recommend air mattresses if you want to use the lofts for sleeping. We had everything we needed for cooking dinner and breakfasts, and plenty of towels and bedding for six people. Highly recommended!"
Cozy cottage retreat that’s perfect for recharging.

THREE BEDROOM COTTAGE ACROSS FROM NATIONAL HISTORIC LANDMARK AZTALAN MOUNDS

10.0 out of 10, Exceptional, (46)
"The house is beautiful, clean, and comfortable. Stocked with everything you need and more. Great hosts to work with!"
THREE BEDROOM COTTAGE ACROSS FROM NATIONAL HISTORIC LANDMARK AZTALAN MOUNDS

Lakefront Getaway with Hot Tub, Dock, & Game Room - Kosh Kottage

9.2 out of 10, Wonderful, (5)
"We saw the weather was to be unseasonably warm and decided to vaca here for my 50th bday. We really didn't need all the space this place has. Well we invited our Sons family for one of the nights due to the wonderful layout this rental had. They had the entire upstairs which provided separate bathroom, bedroom, and family room for their whole family. The hot tub outside under the stair was amazing. The only downside for us renting in the future is the walkout into the water was very rocky and...
Lakefront Getaway with Hot Tub, Dock, & Game Room - Kosh Kottage

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (180)
"Stayed here with friends while we participated in a nearby curling tournament. The house was cozy, clean, and comfortable, with absolutely stunning sunset views over the peaceful lake. Easy to get to Madison, and super close to the Madison Curling Club. Would definitely book again!"
Madison & ~UW~-Madison Area Lakefront Home

Charming Lake Ripley Cottage w/ Water View!

9.8 out of 10, Exceptional, (6)
"We loved the area and the views. It had everything we needed and was clean. The check in and check out processes were simple. It was a good stay."
Charming Lake Ripley Cottage w/ Water View!

Adorable, Nautical Vibe Cottage w Lake Kosh Views & Close to all the FUN!

9.6 out of 10, Exceptional, (35)
"Great location near friends.."
Adorable, Nautical Vibe Cottage w Lake Kosh Views & Close to all the FUN!

Airy Cottage Close to Rock Lake w/ Fire Pit!

10.0 out of 10, Exceptional, (14)
"Experience was amazing, small town hospitality, home was well worth it!"
Airy Cottage Close to Rock Lake w/ Fire Pit!

Private Beach Waterfront w/ Dock - Rock River Hideaway

10.0 out of 10, Exceptional, (2)
"Nice spot on thr river."
Private Beach Waterfront w/ Dock - Rock River Hideaway

Lakefront Access Cottage on Lake Koshkonong

10.0 out of 10, Exceptional, (5)
"Great little place with convenient access to Fort. It was nice to be a short walk to the lake. Fantastic hosts with very quick communication"
Lakefront Access Cottage on Lake Koshkonong

Lakefront Edgerton Cottage w/ Deck & Grill!

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay. Beds were comfortable, house was clean, the backyard is perfect for relaxing and taking in the lake."
Lakefront Edgerton Cottage w/ Deck & Grill!

Charming Horicon Cottage + Dock on Rock River

10.0 out of 10, Exceptional, (11)
"The location was a plus. Close enough to town but far enough to enjoy the peaceful lake setting. My husband enjoyed fishing right off the dock and having several poles and supplies was a plus. . Having a canoe too for use was great. We took the canoe out and spent several hours on the beautiful a lake. The cottage had the amenities to make our stay complete. We hope to be back again! "
Charming Horicon Cottage + Dock on Rock River

Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

3.0 star property
4.0 out of 10, (1)
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

Charming Horicon Cottage + Dock on Rock River

3.0 star property
Charming Horicon Cottage + Dock on Rock River

Spacious Edgerton Home w/ Private Beach & Views!

3.0 star property
Spacious Edgerton Home w/ Private Beach & Views!

Jefferson Riverfront Retreat w/ Patio & Fire Pit!

3.0 star property
Jefferson Riverfront Retreat w/ Patio & Fire Pit!

Spacious Lakehouse w/ Deck, Kayaks, & Dock!

3.0 star property
8.0 out of 10, Very good, (1)
"The back deck of the house looking over the lake was very peaceful and beautiful. The house was open and spacious with plenty of room in the kitchen to cook and a table for the family to eat at and play games. The steps from the parking area down to the house were challenging. There are a lot of steps and they are a little uneven. The steps inside to the walkout basement are even more challenging. The game room was disappointing. It was stuffy, musty, and damp. We did not utilize that area. I...
Spacious Lakehouse w/ Deck, Kayaks, & Dock!

Fort Atkinson Cottage on Lake Koshkonong w/ Deck!

9.0 out of 10, Wonderful, (30)
"The place is outdated but talking to Steve who is the new owner he plans on making some changes. Overall it is what we expected and all that we really needed for what we were up to."
Fort Atkinson Cottage on Lake Koshkonong w/ Deck!

Charming Lake Ripley Cottage w/ Water View!

3.0 star property
Charming Lake Ripley Cottage w/ Water View!

MILLION DOLLAR VIEW LAKE BOAT HOUSE

MILLION DOLLAR VIEW LAKE BOAT HOUSE

Quaint & Family-friendly Watertown Farmhouse!

3.0 star property
Quaint & Family-friendly Watertown Farmhouse!
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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Other property types in Waterloo

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

9.8 out of 10, Exceptional, (29)
"We needed a rental for our employees to stay at while working at a job in the area. This unit was perfect as men usually don't mind sharing a room but not a bed and this unit had separate beds for our 5 employees. They enjoyed the comforts of home while away from their families. Jake was helpful and provided all the information we needed and made check in and checkout very simple. We had to book in weekly intervals and they were able to accommodate this type of booking which was very helpful."
The price is AU$816
includes taxes & fees
30 Nov - 1 Dec
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Beautiful lakefront, Newly Remodeled Lower Level! ^^

9.8 out of 10, Exceptional, (173)
"We had a wonderful stay; only complaint was that we couldn't get the outside light to work in the back, by the hot tub. Would definitely come again!"
Beautiful lakefront, Newly Remodeled Lower Level! ^^

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (215)
"This house was perfect for me and my adult son and daughter. We all had or own bed, the house was clean and comfortable and we absolutely loved the style of the older homes in the neighborhood. Every you could want was close by and the host was amazing. "
A Pleasant Retreat- No Cleaning Fee & New Discounts
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What is there to do in Waterloo near my cottage?
Once you’ve checked in to your hotel, set out and discover the fun things Waterloo has to offer. Holzhueter Farm State Park is a top attraction to add to your must-do list.