Private vacation rentals in Crawford County

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Top-rated vacation rentals in Crawford County

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Superhost

A modern bathroom area is depicted, featuring a walk-in shower enclosed by clear glass. Neutral-toned tiles cover the walls and floor, while a light fixture hangs above. Beside the shower, a wooden vanity with dark cabinetry is visible, complementing the overall design.

Apartment in Soldiers Grove

4.82 out of 5 average rating, 180 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 spacious wooden deck is seen in front of the house, furnished with several chairs arranged for relaxation. Large glass doors provide access to the interior, while the gray exterior of the house complements the natural surroundings.

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 hot tub is positioned next to a window, steam rising gently from the surface. The tranquil river views are framed by the sunset's warm hues, alongside a small seating area with red chairs and a table. The serene landscape invites relaxation.

Cottage in Harpers Ferry

4.9 out of 5 average rating, 174 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

Cabin in Ferryville

4.98 out of 5 average rating, 54 reviews

EAGLEVIEW NEST - hot tub, GRANDVIEW of Mississippi

THE VIEW of the Mighty Mississippi River from this cabin is absolutely amazing! We're so excited to offer our sixth vacation rental property for our guests to choose from. We know what you're looking for -- hot tub, fire pit, king bed -- and so much more. We're proud of our places and invest a lot into exceeding all expectations. It's a great place use as your home base for exploring our gorgeous Driftless Region. Don't wait, get your reservation in before it's booked up for 2021.

Top guest favorite

An outdoor seating area is presented with a round table surrounded by six chairs, set on a stone patio. Lush greenery and large trees provide shade, while the calm Mississippi River can be seen in the background, enhancing the peaceful atmosphere.

Cottage in Prairie du Chien

4.97 out of 5 average rating, 229 reviews

Modern Cottage on the Mississippi River

Modern, private cottage with hardwood floors, new furniture and an opportunity to disconnect from everyday life. A quiet oasis located on the Mississippi River with direct access to the river for boating, swimming, fishing, bird watching and leaf looking. Open concept kitchen with new appliances and a 3-season porch perfect for watching the sunrise/sunset. The property has a private beach, boat dock, kayaks and a canoe for your use. There is a fire pit, fireplace and air conditioning.

Guest favorite

A bathroom space is depicted, featuring a white toilet and a decorative light fixture above a mirror. The floor is adorned with black and white patterned tiles, complemented by green walls and a framed quote. A cabinet holds toiletries and additional features enhance functionality.

Home in Prairie du Chien

4.91 out of 5 average rating, 44 reviews

Cozy cottage 1 block to downtown

Cozy 4 bedroom home comfortably sleeps 8 guests & sits just one block from downtown and 2 blocks from the Mississippi river backwaters. This carefully styled home is packed with mid-century charm, personality & amenities, and features ample off-street parking for multiple cars and your boat. Let kids play in the fenced back yard while you enjoy drinks on the private patio - or take a 1 minute walk to the many restaurants, food, shopping & live music options throughout downtown!

Guest favorite

A serene view of the Mighty Mississippi River at sunset is framed by lush greenery. The calm waters reflect the colorful sky, with hints of orange and purple, while small islands and tree-covered banks create a tranquil landscape.

Home in Lynxville

4.84 out of 5 average rating, 218 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.

Guest favorite

The cabin entrance is highlighted by warm string lights, creating a welcoming ambiance. Sturdy wooden steps lead to a screened porch with dining space and a visible hot tub, blending rustic charm with modern comfort in the serene landscape.

Cabin in Ferryville

4.97 out of 5 average rating, 192 reviews

Walnut Creek Cabin: Modern + rustic luxury getaway

Experience nature and simple living without forgoing modern amenities at this secluded cabin tucked in the heart of the Wisconsin Driftless area. The details of the original log cabin have been preserved and reimagined to create an attractive modern + rustic design. The 10-acre property features a private stream, rolling hills and wildlife viewing opportunities. Explore the serene landscape with nature walks, or enjoy the view from the comfort of the hot tub.

Superhost

A fire pit surrounded by green adirondack chairs is positioned on a gravel area, with a view of the Mississippi River in the background. Large trees provide shaded spots, and additional seating is visible near the water.

Tiny home in McGregor

4.79 out of 5 average rating, 117 reviews

The Cottage

A Quaint Cottage on the Mississippi River one mile north of Marquette, IA. One bedroom with additional sofa sleeper in the common area. Public boat landing, Casino and Winery all within one mile. Gas grill and fire pit on site. Effigy Mounds and Pikes Peak within 3 miles. Prairie du Chien just across the bridge. Great eating and shopping in nearby McGregor! Fun family getaway or great area for fishermen! Seasonal cottage books May thru Mid October.

Top guest favorite

The exterior of a stone cottage is presented, featuring a front porch with a wooden overhang supported by triangular beams. Lush greenery surrounds the entrance, complemented by colorful flower boxes and well-maintained landscaping. The warm tones of the stone create a rustic and inviting appearance.

Cottage in Woodman

5 out of 5 average rating, 66 reviews

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.

Top guest favorite

The kitchen features modern stainless-steel appliances, including a refrigerator and oven, alongside ample wooden cabinetry. A spacious countertop offers workspace, while a window provides natural light. Colorful area rugs add a touch of warmth to the polished wooden flooring.

Home in Prairie du Chien

5 out of 5 average rating, 84 reviews

Rivertown Getaway

The Rivertown Getaway is a perfect location for you and your friends or family to stay! The Mississippi Valley area has many attractions such as antiquing, biking, boating, fishing, gambling, hiking, hunting, shopping, and winery/brewery hopping! Come explore the area to see what adventures you can find while staying in a roomy, relaxing space!