
Pet-friendly holiday rentals in Prairie du Chien
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Top-rated pet-friendly home rentals in Prairie du Chien
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Ohio Street Retreat- hot tub, massage chair, pool
After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.
4.98 out of 5 average rating, 179 reviews
Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub
Secluded cabin hike the trails to the cave and ponds. Close to trout fishing stream or Mississippi for fishing. Bring you UTV and ride the private trails $30 per driver and 10 per passenger or rent an UTV 300.00 per day Approx 15 miles from Priarie Du Chein, close to canoe outposts for the Kickapoo, Wisconsin river. Has a gas ,charcoal grill,fire pit, pool table, fooseball, ping pong table. Smart TV Private UTV trails are closed Oct 15th thru mid Jan for hunting. Access to public UTV trails.
4.79 out of 5 average rating, 473 reviews
Hypoint Loft
Newly Constructed, (2018) FAMILY OWNED Loft House in a quiet, relaxing, 2 acre country setting overlooking the Mississippi River! 2500 sq. ft. Just 4 miles from Gatherings on the Ridge, 20 minutes from Historic Downtown Prairie Du Chien and a short jaunt to the river. Sleeps 8-10, master bedroom with a queen, 2 queens & queen sofa sleeper in loft, queen in basement , 2 baths, master bath has jetted tub, full kitchen (pots, pans, dishes, toaster, keurig, coffee pot, coffee, waffle iron, etc.)
4.97 out of 5 average rating, 172 reviews
Aspenshire Cabin: A Nod to English Charm
Aspenshire Cabin is nestled in a valley overlooking a private stream. The Driftless Region is known for its rolling hills and beautiful landscapes. This newly remodeled cabin stands in striking contrast to the woods surrounding it. Inspired by the cozy + sophisticated vibes of Old English Charm, a nod to this design style is evident throughout. Guests are welcomed into a space curated for rest and relaxation, whether through a quiet retreat for the arts or a getaway with family and friends.
4.99 out of 5 average rating, 111 reviews
River Run Ridge - HOT TUB- river view - sleeps 16
Come enjoy the breathtaking views all around the living and dining area of this beautiful home located in Lynxville. This upgraded home with 5 bedrooms and 3 baths, can accommodate up to 14 people . Spacious dining/living area for family gatherings, bonus projector room in lower level and large deck to sit and enjoy the view of the Mississippi, be it day or night while grilling out in a summer night. Fully stocked for your getaway. Close proximity to many local attractions and boat ramp.
4.9 out of 5 average rating, 143 reviews
Crooked Creek - Relaxation Cabin
Welcome to Crooked Creek – Your Peaceful Relaxation Cabin 🌿 Looking for a quiet place to unplug and breathe again? This quaint and cozy cabin sits in a serene valley bordered by tree-lined bluffs and a gentle creek—a favorite among guests seeking rest, reflection, and simplicity. Whether you're curled up by the gas fireplace, grilling dinner outside, or stargazing by your private fire pit, this cabin offers peace and privacy without distractions — exactly as described by our guests.
4.94 out of 5 average rating, 103 reviews
The EJ House 4 Bedroom 1 1/2 Bath
The EJ house was built in 1905 with the original woodwork, stain glass windows and front door. The house is a little over 1600 sqft of living space. The house has 4 bedrooms with three queen beds and one full size bed. Guests will find it to be surprisingly spacious and a comfortable place to work, play or relax. There is a full-size washer and dryer in the house. The house has central air for those warm summer days or enjoy the large back deck. The woodwork is original to the house.
4.95 out of 5 average rating, 120 reviews
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.
4.98 out of 5 average rating, 243 reviews
**Cozy & Dog Friendly** Rustic Cabin Retreat
Relax and recharge at this country getaway which is tucked amongst trees and the rolling hills. Surround yourself with nature while also having easy in and out access! This makes it a breeze to come and go as you please and explore all southwest Wisconsin has to offer! Ready for the whole family to enjoy, along with their furry friends. *9 minute drive to Wyalusing State Park *10 minute drive to Bagley / Wyalusing Public Beach *16 minute drive to Prairie du Chien
4.89 out of 5 average rating, 239 reviews
Modern & Spacious Mississippi River Retreat
Our home is a historic treasure with modern charm that is perfect for large families and groups of friends who are traveling to the Driftless Region of Northeast Iowa. We are half a mile from the Mississippi River nestled between the beautiful bluffs that frame historic McGregor. Just steps from bustling Main Street, you will find a wonderful selection of local food, beer & wine, home goods, antiques and live music and entertainment.
4.93 out of 5 average rating, 160 reviews
Grant River Getaway
80+ acres of Wisconsin Driftless beauty highlighted by private access to the Grant River. Our land is perfect for snowshoeing, hiking, and fishing. The location is on an ATV/UTV route and is great for bicycling, walking, and scenic motorcycle trips. Discover southwest Wisconsin's unique attractions and scenery while enjoying our quaint, cozy cabin. There's plenty to do without having to leave the property.
4.93 out of 5 average rating, 228 reviews
Andy Mountain Cabin #1
Whether you are….. Camping, Gathering with family or friends, Hunting the Yellow River State Forest, Fishing and Boating on the Mississippi River or Snowmobiling ……Andy Mountain Cabins is the perfect Home Base for intimate or large groups. Andy Mountain Cabins, LLC is the prime log cabin choice for lodging or motels in Northeast Iowa, Allamakee County, Harpers Ferry Ia, Prairie du Chien WI or McGregor Iowa.
4.82 out of 5 average rating, 187 reviewsPopular amenities for Prairie du Chien pet-friendly home rentals
Pet-friendly house rentals

Highland Hideaway
4.86 out of 5 average rating, 288 reviews
Driftless Century Farm
4.91 out of 5 average rating, 173 reviews
Paint Creek Place
4.86 out of 5 average rating, 138 reviews
Tin Terra Cabin in Amish Paradise with Steam Sauna
4.92 out of 5 average rating, 131 reviews
TerraVista House in Driftless Wisconsin
4.99 out of 5 average rating, 163 reviews
The River Shack
4.91 out of 5 average rating, 164 reviews
Cozy, private home located in small town
4.97 out of 5 average rating, 319 reviews
Bar W Bunkhouse
4.86 out of 5 average rating, 111 reviewsPet-friendly home rentals with a pool

Sandy Point @UpperIowaResort
5.0 out of 5 average rating, 5 reviews
Turkey Ridge Cabin w/ Hot Tub and Pool
4.9 out of 5 average rating, 125 reviews
Dam River Penthouse
4.78 out of 5 average rating, 200 reviews
Private Mississippi River Escape in the Driftless
New place to stay
White Pine Cabin w Swimming Pond & Hot Tub
New place to stay
Edgewood Lodge - hot tub & pool!
4.81 out of 5 average rating, 164 reviews
Timber Ridge Cabin getaway - HOT TUB-
4.85 out of 5 average rating, 117 reviews
Scenic Valley Lodge- HOT TUB & Pool!
4.83 out of 5 average rating, 104 reviewsPrivate, pet-friendly home rentals

Valley Mills Miller's Cottage
4.7 out of 5 average rating, 158 reviews
3BR 2B Cabin Retreat in Beautiful Crawford County
4.97 out of 5 average rating, 129 reviews
River Valley Cabin
4.99 out of 5 average rating, 175 reviews
Driftless Region Cabin/ Stream and Sauna
4.98 out of 5 average rating, 392 reviews
Little Red School House
4.83 out of 5 average rating, 140 reviews
River Trails Cottage
5.0 out of 5 average rating, 66 reviews
Wood Duck Inn
4.83 out of 5 average rating, 88 reviews
Firefly Cottage @ River of Lakes
4.71 out of 5 average rating, 14 reviewsDestinations to explore
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