
Holiday houses in Waterloo
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Top-rated holiday rentals in Waterloo
Guests agree: these stays are highly rated for location, cleanliness and more.

Private entrance/space. Peaceful. Close to events.
Private entrance. You have a completely updated/ remodeled private space on the walk-out level of my home. Open floor plan, a carpeted bedroom with KING bed, a full-size memory foam sleeper sofa, a living room, mini-kitchen, laundry and bath. The mini-kitchen has a mini-fridge, microwave, coffee maker, crock pot, toaster, table/chairs. The desk, with woods view, is a perfect place to reflect, read, and write. Many extras. Snacks. Quiet residential area of Dubuque. I live upstairs with my dog.
FamilyValueSolo travel

Farmhouse Getaway
Hello, my name is Jeff. Farmhouse Getaway has been in my family for 50 years. I have been a farmer/electrician for 30 of those years and my family still use the property for family events and overnights stays. The house had a remodel/modernization in 2022. After the changes, I decided to share it with friends and just recently with the public. The home includes 2, full bathrooms, 4 beds, a full kitchen, and ample parking. City lights are faraway. Enjoy what the farmhouse has to offer!
LocationFamilyLong stay

Cozy Cabin by the Pond
Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.
ValueLocationView

Main Street Suite
Enjoy a stylish stay at this centrally located, solar powered airbnb. All the amenities of home in a rustic setting. Real barn wood wall and tin ceiling. Electric fireplace, 65" smart tv, washer/dryer, dishwasher, stove, refrigerator,AC and more. Sleep on the comfortable Nectar queen mattress. Couch is a sleeper sofa with full size bed for extra sleeping space. Bars, restaurant, grocery store and gas stations nearby. Minutes away from Dubuque, Field of Dreams and Sundown mountain ski resort.
FamilyLocationGetting around

Larsen Farm Secluded Farmhouse with Hotub
Secluded farmhouse with glass hot tub room 600 acres of private trails to hike and explore the cave. Bring your UTV and ride the trails for $30 per driver and $10 per passenger or rent a UTV for $300. Close to trout fishing stream or Mississippi for fishing. Approx 15 miles from Prairie Du Chein, close to canoeing for the Kickapoo, Wisconsin river. Has a gas & charcoal grill, pool table, firepit, Smart TV. Private trails closed Oct 15th thru mid Feb There is Access to public UTV trails.
FamilyValueCleanliness

Right on the Mississippi...relax and enjoy!
Our little spot is right on the mighty Mississippi river, a beautiful spot to relax, fish, bird watch including eagles! We feature a large deck facing the water to enjoy morning coffee or an evening cocktail to watch sunsets. When you’re ready to settle in for the evening, we have ready-to-cook kitchen, grill, WiFi, Amazon Prime and Netflix, fireplace and comfy seating. So just relax! Small Wisconsin town with BIG relaxation. See more in this video! https://youtu.be/rM2HnmNMu4U
ValueFamilyPool

Tiny House @ Red Barn Farm - Private, Free Parking
Rustica Retreat is a unique tiny house, designed by my husband and I, that maximizes the limited space we have. At 256 square feet, Rustica sounds small, but feels spacious. With 10-foot high vaulted ceiling, as well as six windows that bring the outside, in. Rustica fits her name, with a country chic feel to her. The inside has clean lines, white shiplap walls, wood accented ceiling and counters, and metal accents. Located at Red Barn Farm, a micro fresh cut flower farm in SW WI.
FamilyLocationAccess

Custom Floating Suite-HOT TUB!
Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.
ValueLocationGetting around

Unplug and get back to nature
The log cabin was built as a place to unwind, relax, and truly unplug. Nestled among 15 acres of rolling hills, the cabin can serve as a place to hunker down and read three novels, or a home base for hiking, cycling and putting the nature back in your life. Be advised, there is NO television and that’s for good reason. Cook, drink, eat, play, relax and refresh yourself. Wake up to the songs of birds and listen to the owls at night while you’re warming yourself around a bonfire.
LocationFamilyCleanliness

Deer Trail Cabin
🌿 Cozy cabin tucked in the quiet Wisconsin woods—your perfect spring retreat. Enjoy fresh air, blooming trees, and peaceful forest trails right outside your door. Relax in the outdoor hot tub under the stars, gather around the fire pit in the evening (bring your own wood or collect from the property), and watch the free-range goats and chickens roaming the property. A peaceful, private getaway for couples, small families, or anyone looking to unwind in nature. 🌿
ValueLocationWalkability

Paradise Point sleeps 2 Hot Tub
1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.
LocationFamilyAir conditioning

Home by the River
Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!
ValueLocationSleep quality
Popular amenities for Waterloo holiday rentals
Other great holiday rentals in Waterloo

Secluded Bardo Retreat w/ Hot Tub + View
LocationFamilyNearby

River Trails Cottage
LocationFamilyBathroom

Ridge River View Acres - The CozyCabin
LocationFamilyQuiet

The Lancaster House
LocationFamilyAccuracy

Nature Lover's Retreat(No running water)
ValueFamilyView

Peaceful Driftless A-Frame
LocationFamilyDecor

Mississippi River Hideaway
LocationFamilyRiver

The Driftless A-Frame - pet friendly
FamilyLocationWalkability
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