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Compare 61 Vacation Homes in Waukon with updated reviews, rates, and availability.

Cottage on Main, Monona, Iowa, is right in the middle of the driftless area. ♥️

9.8 out of 10, Exceptional, (93)
"Easy peasy, comfy and sweet"
Cottage on Main, Monona, Iowa, is right in the middle of the driftless area. ♥️

Indoor Fish Cleaning - Arcade - Darts - Poker - Newly Remodeled

10.0 out of 10, Exceptional, (1)
"Good "
Indoor Fish Cleaning - Arcade - Darts - Poker - Newly Remodeled

Prairie du Chien Home w/ Yard: 3 Mi to River!

10.0 out of 10, Exceptional, (3)
"The perfect house in a quiet rural neighborhood with great hosts!"
Prairie du Chien Home w/ Yard: 3 Mi to River!

Comfort & Dun: Heated Game Room & Fitness Room.

10.0 out of 10, Exceptional, (31)
"Perfect place for 4 guys."
Comfort & Dun: Heated Game Room & Fitness Room.

Over 3600 sqft house in gorgeous Decorah, Iowa!!

10.0 out of 10, Exceptional, (14)
"We visit annually since my brother lives and works in Decorah. Every time we visit we choose to stay here and love it. The home is comfortable, clean, and immaculate. There's more than enough space for our large group and to gather together for dinner and to just enjoy each other's company. The host is always prompt and responsive and very kind and thoughtful. We're forever fans and patrons of this home and will always look forward to our next stay. Thanks again!"
Over 3600 sqft house in gorgeous Decorah, Iowa!!

House near Trout Run Trail w/EV charger

10.0 out of 10, Exceptional, (20)
"Great house. Ours second stay here. When we arrived, all of the towels were still in the washer to be washed. We washed and dried them and then distributed them between the bathrooms. The sliding door to the deck could use a curtain so the neighbors can’t see right into you and your family. Great house we will stay here again. "
The price is SAR 563
SAR 1,155 total
includes taxes & fees
23 Jan - 24 Jan
House near Trout Run Trail w/EV charger

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

9.6 out of 10, Exceptional, (55)
"Wonderful location, beautiful bathroom, relaxing. Definitely would visit again. "
The price is SAR 371
SAR 673 total
includes taxes & fees
23 Jan - 24 Jan
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

Tiny House on Upper Iowa River w/ hot tub

8.6 out of 10, Excellent, (31)
"We had a great night away in the tiny house. A couple of tight fits if you’re over 6 feet tall, but if you don’t see that coming with a tiny home, well, that’s on you. Great experience! "
The price is SAR 469
SAR 899 total
includes taxes & fees
26 Jan - 27 Jan
Tiny House on Upper Iowa River w/ hot tub

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

9.2 out of 10, Wonderful, (21)
"Our family wanted to find a place to get together on the one year anniversary of the death of my wife to be by ourselves and share some memories. This place looked ideal when I looked it up on VRBO. It was every bit as good as we thought that it would be and more.The space is very large, even larger than it looks in the photographs. It takes up almost the entire downstairs area of a very large house. Even though we had seven members in our group, it didn't seem like we were right on top of each...
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

Copper Roof Cottage

10.0 out of 10, Exceptional, (42)
"Great space for our large group and well stocked with kitchen items, bedding and towels. I have given it 4 stars because the driveway, sidewalks and porch were not shoveled when we arrived. A good few inches of snow came in a day before we arrived so I feel like it should have been done. We couldn’t find a shovel so we had to use a dust pan to make a path out the front of the house otherwise we would’ve tracked an insane amount of snow into the home. Besides this issue, we greatly enjoyed our...
Copper Roof Cottage

Ohio Street Retreat-hot tub, massage chair, pool

10.0 out of 10, Exceptional, (46)
"We enjoyed the comfort and decorations added for the holidays so we could spend time near our family. The place was well appointed, clean and owners were responsive. We would book again. "
The price is SAR 444
SAR 743 total
includes taxes & fees
23 Jan - 24 Jan
Ohio Street Retreat-hot tub, massage chair, pool

Nice Cape Cod home near the Mississippi River (Scenic River Inn)

9.8 out of 10, Exceptional, (121)
"This was our second winter trip here. It's a great location for us to experience winter in the Driftless area"
Nice Cape Cod home near the Mississippi River (Scenic River Inn)

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

10.0 out of 10, Exceptional, (33)
"This is a great spot for a weekend getaway! It has a cozy little cabin feel to it! It was very clean and easy to access. The hosts are wonderful and make it easy to check in and out! The neighborhood is quiet and quaint! We absolutely loved it and would definitely stay here again and recommend it to friends!"
The price is SAR 394
SAR 495 total
includes taxes & fees
24 Jan - 25 Jan
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

Eagles Landing Sleeps 15 HOT TUB

10.0 out of 10, Exceptional, (13)
"We will definitely be back!"
Eagles Landing Sleeps 15 HOT TUB

Feel of Country in the City

10.0 out of 10, Exceptional, (40)
"The owner contact through the VRBO text app was immediately responsive, as in, within seconds! The house was charming, cozy, roomy and well supplied. The price was perfect for our budget. We are a group of 8 retired women hikers so really enjoyed the massage chair downstairs at the end of the day! The chickens in the little coop were sweet and politely friendly and not noisy. So fun to visit every day. We didn't have time to gather and cook the few eggs offered up, but how wonderful to have...
Feel of Country in the City

Drop Tine Ridge w/Hot Tub

Drop Tine Ridge w/Hot Tub

Luxurious home with hot tub, electric fireplace, and stunning views

2.0 star property
10.0 out of 10, Exceptional, (10)
"The property was exactly as stated in the listing. Everything was very clean. The kitchen was well-equipped with everything you need for cooking and baking. This is an excellent property if you have kids because they have everything you need including kids games, toys, pack-n-play, baby gates, kids dishes, and more! It was the small touches that made all the difference, like having extra toothpaste and toothbrushes if you forgot yours, a basket of snacks, special makeup towels, and much more! We...
Luxurious home with hot tub, electric fireplace, and stunning views

Beautiful Riverfront Home on the Mississippi!

10.0 out of 10, Exceptional, (1)
"Awesome little place on the river. Fishing was good, quiet and really enjoyed the fire pit. Located next to train tracks and trains rolled through a couple times in the early morning, didn’t really bother us though as we knew the tracks were there when we booked it. Overall, great place!"
Beautiful Riverfront Home on the Mississippi!

River Valley Cabin

10.0 out of 10, Exceptional, (77)
"Amazing location. Gracious and helpful hosts."
River Valley Cabin

Large property close to the Mississippi River. Sleeps up to 12. Pet Friendly.

9.8 out of 10, Exceptional, (19)
"The home worked out very well for our family get together. Plenty of space in kitchen and living for the group. Only hitch was we did not get the check-in instructions in advance due to email failure which delayed our entry."
Large property close to the Mississippi River. Sleeps up to 12. Pet Friendly.
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 Waukon

Paradise Point- Sleeps 4 HOT TUB

10.0 out of 10, Exceptional, (32)
"Nice and cozy. The views were amazing."
The price is SAR 732
SAR 1,307 total
includes taxes & fees
23 Jan - 24 Jan
Paradise Point- Sleeps 4 HOT TUB

Beaver Cabin

9.2 out of 10, Wonderful, (12)
"5 of us stayed the night after a long day of fishing on the Mississippi. Everything was as expected. Clean and comfortable. "
The price is SAR 319
SAR 769 total
includes taxes & fees
2 Feb - 3 Feb
Beaver Cabin

Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

10.0 out of 10, Exceptional, (117)
"Nice relaxing location in the a valley that feels like home. Very relaxing and well thought out stay. Really appreciated the hot tub and the thoughtfulness of the cabin layout and amenities."
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
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.