
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
Driftless Region Cabin/ Stream and Sauna
Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.
4.98 out of 5 average rating, 393 reviews
McGregor Manor Victorian Getaway
Welcome to our beautiful Victorian home located in the quaint town of McGregor, Iowa. Our 2,800 sq. ft. home was built during McGregor's early years as a Mississippi River boom town. Attractions include antiquing, biking, fishing, hunting, hiking and boating! We're a short drive from Pike's Peak, Effigy Mounds and Prairie du Chien. All four bedrooms on the 2nd floor of the home include a private bath, providing comfort and privacy for each member of your group. Fully furnished and decorated.
4.94 out of 5 average rating, 245 reviews
Hypoint Air
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
Highland Hideaway
A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.
4.86 out of 5 average rating, 288 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
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
River Valley Cabin
Very private on-the-grid cabin overlooking the Kickapoo River. Kitchen & bath, dining room, one bedroom and futon in the large living room. TV and internet, laundry and cooking. Bring your own phone. Two additional cots provided. Stunning views for every season, a unique and colorful experience in nature any day of the year. The best hunting and fishing, canoeing and horse riding, nature trails, morels and foraging.
4.99 out of 5 average rating, 175 reviewsPopular amenities for Prairie du Chien pet-friendly home rentals
Pet-friendly house rentals

Amazing Views at this Cozy Retreat
4.98 out of 5 average rating, 188 reviews
The EJ House 4 Bedroom 1 1/2 Bath
4.95 out of 5 average rating, 120 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
4.98 out of 5 average rating, 320 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
Timber Ridge Cabin getaway - HOT TUB-
4.85 out of 5 average rating, 117 reviews
Edgewood Lodge - hot tub & pool!
4.81 out of 5 average rating, 164 reviews
Scenic Valley Lodge- HOT TUB & Pool!
4.83 out of 5 average rating, 104 reviewsPrivate, pet-friendly home rentals

Peaceful, rustic 2-bedroom cottage in the country
4.85 out of 5 average rating, 122 reviews
Cozy creekside Driftless Log Cabin
4.95 out of 5 average rating, 147 reviews
stylish guesthouse minutes from viroqua
4.98 out of 5 average rating, 223 reviews
3BR 2B Cabin Retreat in Beautiful Crawford County
4.97 out of 5 average rating, 130 reviews
Little Red School House
4.83 out of 5 average rating, 140 reviews
Valley Mills Miller's Cottage
4.7 out of 5 average rating, 158 reviews
River Trails Cottage
5.0 out of 5 average rating, 66 reviews
Wood Duck Inn
4.83 out of 5 average rating, 88 reviewsDestinations to explore
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