Pet-friendly vacation rentals in Crawford County

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Top-rated pet-friendly home rentals in Crawford County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A cozy cabin is nestled among green trees and vibrant wildflowers, showcasing warm wooden siding and a welcoming porch. The surrounding landscape features a mix of lush foliage, adding to the serene, natural setting of the Driftless area.

Cabin in Boscobel

4.95 out of 5 average rating, 110 reviews

Cozy creekside Driftless Log Cabin with EV charger

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling (coining?:) supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. 45 minutes to Taliesin, 10 minutes to the Wisconsin River, epic bike rides out the front door.

Superhost

A cozy bedroom features wooden paneling and a high ceiling. A spacious bed is dressed in neutral tones, while a vintage-style entertainment center is situated beside it. Decorative plants and a framed artwork add a touch of warmth to the space.

Apartment in Soldiers Grove

4.82 out of 5 average rating, 179 reviews

Knotty Pine Rental - Rolling Ground

Knotty Pine Rental is in the heart of all that the Driftless Area has to offer with small town hospitality. Enjoy the days hiking, fishing, visiting local flea/farmers markets, apple orchards, strawberry picking, utv trails, and so much more. We offer free wifi, cable television in the great room, as well as the bed room, small variety of family games, and a deck to enjoy the sunsets. We have a large yard area, lots of parking, and the option to enjoy some taste food at the bar and grill below.

Guest favorite

The Victorian home features a charming architectural design with a turret and expansive wrap-around porch. Large windows are adorned with decorative trim and flower boxes, surrounded by neatly landscaped gardens and lush greenery.

Home in McGregor

4.94 out of 5 average rating, 189 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 include a private bath, providing comfort and privacy for each member of your group. Fully furnished and decorated. See below for more details.

Top guest favorite

A newly constructed loft house is displayed, featuring a welcoming front porch with two red rocking chairs and seasonal decorations. The exterior is clad in gray siding, complemented by white trim around the windows. A well-maintained lawn enhances the peaceful country setting.

Cottage in Eastman

4.98 out of 5 average rating, 144 reviews

Hypoint Loft-Rural SW Wisconsin Mississippi River

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 jacuzzi tub, full kitchen (pots, pans, dishes, toaster, keurig, coffee pot, coffee, waffle iron, etc.)

Superhost

A modern home is situated on stilts with a stone shore, offering expansive views of the river. The covered balcony extends across the front, framed by large windows. Fall foliage adds color to the scene, enhancing the natural beauty surrounding the property.

Cottage in Harpers Ferry

4.9 out of 5 average rating, 173 reviews

Harpers Slough Cottage w/ Hot tub

Stunning inside and out with amazing river views! 80 feet of riverfront with private covered dock. Updated 3 bedroom and 2 bath home with views from balcony or the screened in porch with access from the master bedroom. Covered balcony and concrete beneath the entire property for lounging or activities. 30 mins from Lansing, Prairie Du Chien, Marquette, and Waukon. Also including the parks Pikes Peak, Spook Cave, and Yellow River Forest. Awesome for boating, fishing, and duck/goose hunting.

Guest favorite

The kitchen features a large island with bar seating for four, complemented by modern appliances including a refrigerator and microwave. Natural light enters through sliding glass doors, illuminating the space with a warm ambiance. Rustic sliding door adds charm to the overall design.

Home in Prairie du Chien

4.99 out of 5 average rating, 121 reviews

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 so all you need are your food, drinks and ingredients. Full 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).

Top guest favorite

The farmhouse is surrounded by winter scenery, with a snow-covered yard leading to a welcoming front porch. A small table and chairs are visible on the porch. The landscape features snow-dusted trees and rolling hills in the background, creating a serene atmosphere.

Cabin in Gays Mills

4.98 out of 5 average rating, 321 reviews

Remote Driftless Gem Stream and Sauna near Viroqua

Settle into this pristine farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region, southwest Wisconsin. 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 to our record collection or visit Viroqua (25 minute drive) for a farm-to-table 5-star dinner. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a cold plunge/sauna.

Superhost

The log cabin is set amidst a vibrant landscape of autumn foliage, showcasing a mix of green, orange, and yellow trees. The property is partially surrounded by open grassy areas and stands out against the backdrop of rolling hills under a cloudy sky.

Cabin in De Soto

4.9 out of 5 average rating, 107 reviews

Murph's: Cozy 3BR/2BA cabin w/ hot tub + fireplace

Murph's Hideaway is a log cabin located high on the bluffs overlooking the Mississippi River valley. This three-bedroom/two-bathroom property features a full kitchen and living room, finished basement, a large deck, charcoal grill (you supply the charcoal and lighter fluid) and hot tub! Enjoy the spectacular sunsets, hike the woods and relax by the gas fireplace. - Our hot tubs operate year-round - Pets are allowed, but must be preapproved, and there is a separate, nonrefundable pet fee

Superhost

Farm stay in Wauzeka

4.82 out of 5 average rating, 275 reviews

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 $25 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.

Superhost

The exterior of the house is showcased with a spacious deck featuring wooden railings, surrounded by lush greenery. A flag is positioned prominently, while steps lead up to the entrance. The screened porch below offers additional seating and a connection with nature.

Home in Ferryville

4.89 out of 5 average rating, 18 reviews

BAYVIEW HOUSE - hot tub, GRANDVIEW of Mississippi!

Exciting and vibrant decor throughout this beautiful house. Owners have been in the hospitality business 18+ years and added this vacation rental property in 2016. Families, girls' weekend, guys' weekend, hunting/fishing, motorcyclists -- you'll all enjoy the home and great location. Small village community to get away from the city and relax in style. Hiking, kayaking, shopping and more within a few miles. We are fully licensed and inspected by the State of Wisconsin.

Guest favorite

A serene view of the Mighty Mississippi River is captured during sunset. Soft hues of orange and purple fill the sky, while the landscape is framed by lush green trees and gentle mists rising from the water, creating a tranquil atmosphere.

Home in Lynxville

4.84 out of 5 average rating, 217 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If your looking for peace, quiet, and beautiful sunsets this is your place. Only 20 minutes from Wyalusing state park, The Effigy Mounds (sacred Indian Burial Grounds) Pikes Peak 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.

Superhost

A log cabin features a warm wooden exterior with a pitched roof. Large windows provide light to the interior, framed by natural stone landscaping. The surrounding grassy area is bordered by trees, enhancing the cabin's natural setting.

Cabin in Harpers Ferry

4.83 out of 5 average rating, 232 reviews

Andy Mountain Cabin #2

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.

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What guests are saying

River Trails Cottage

5 out of 5 average rating, 19 reviews1 week ago

Cute cabin and beautiful view, close to hiking! Extra bonus of doggy treats in the freezer. Super quiet and secluded. Wonderful firepit outside with computable chairs. Beds cozy. Kitchen was stocked with what we needed to cook. Bathroom very clean! We shared the kitchen with a lot of lady bugs but it’s that time of year so we understood. Overall we enjoyed our stay!

Cabin in Woodman

What guests are saying

Log Cabin Next to the Mississippi River

4.85 out of 5 average rating, 40 reviews4 months ago

We had a fantastic stay. The instructions for everything were clear and we had no issues. The cabin is cozy and was perfect for our trip. We had kids (4, 6 and 7) who loved the trains going by and would glue themselves to the window each time. We’d absolutely stay again.

Cabin in Harpers Ferry

What guests are saying

The Guest House

4.98 out of 5 average rating, 62 reviews2 weeks ago

I loved my two week stay at the farm! I came looking for a peaceful getaway from the city and to get a taste of life out in the Wisconsin countryside, and was definitely not disappointed. The farm is way up in the hills surrounded by nothing but land, and always an enjoyed the 10-15 minute drive down into town for supplies. I worked remotely while there, my first time using Starlink internet, and was very impressed with the speed. The place is very homey and cozy, with great amenities, comfortable bed, and warm heat. It was fun being able to watch the cows from the window, too :) Kayla had great suggestions for the area which was appreciated. I was wishing I could stay longer, and also wish I had taken the opportunity to purchase and grill the fresh beef options available! I definitely do hope to return one day.

Guesthouse in Boscobel

What guests are saying

Adorable lower level apartment

4.97 out of 5 average rating, 32 reviews6 months ago

Peaceful, clean, well-supplied and as a bonus, the animals on property are the cutest! The donkey was so happy seeing us and our two small dogs that he got the zoomies and showed off for us. You have plenty of places to sit comfortably inside and out. A full bathroom with washer and dryer if needed is nice. Lots of books, dvd’s and games are there in case you’d like to use them. We brought our small motorcycles and drove all over the local paved backroads. This was the perfect location for us, too. It’s only about a five-minute drive to the Mississippi River.

Guest suite in Eastman

What guests are saying

Wood Duck Inn

4.83 out of 5 average rating, 60 reviews1 month ago

Nice quiet place. Beautiful natural surroundings. Decent restaurant choices within 10 miles radius. State parks with walking trails within a 30 mins driving distance. Also enjoyed the board games and Foosball table. Gary was a helpful and responsive host. Highly recommend this place.

Cottage in Prairie du Chien

What guests are saying

Cozy Ridge Retreat

4.75 out of 5 average rating, 28 reviews3 months ago

The location and cabin are both beautiful! We really enjoyed the view and the cabin overall. Mike was very easy to communicate with so that was nice as well. The beds and floors were quite squeaky and there was a very mild, strange smell around the house that we were told might be from the hard rain we had prior to coming and it's affect on the septic. It wasn't terrible but we did notice it. Otherwise it was great!

Cabin in De Soto

What guests are saying

Kickapoo River Farmhouse

4.96 out of 5 average rating, 57 reviews4 months ago

The space was perfect for our annual reading retreat. They had a full kitchen available for our use, which was great for our Christmas cookie baking activities. There was plenty of space and it was so quiet. The beds were comfortable and the bathroom on the main floor had it's own heater, which was much appreciated!

Farm stay in Gays Mills

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