Holiday rentals in Strawberry Point

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Top-rated holiday rentals in Strawberry Point

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cabin in Durango

4.99 out of 5 average rating, 283 reviews

Cozy Cabin by the Pond

Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with the essentials such as coffee, tea, spices and condiments.

Guest favourite

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.)

Guest favourite

Guest suite in Dyersville

4.97 out of 5 average rating, 228 reviews

Vintage View Suite

NEW UPDATES DONE, TAKE A LOOK! Vintage View Suite is a small Airbnb located in the upper level of this Victorian Home close to downtown Dyersville, IA. Home of the Field of Dreams! Please take a close look, it has been redecorated recently! Great for 2 Guests and a wonderful stay! Thank you for taking a look! Queen bed, kitchenette, fireplace, private bathroom, upper deck patio in the summer months, close to downtown restaurants, shopping, park, walking trails and beautiful Basilica!

Superhost

Cottage in Harpers Ferry

4.89 out of 5 average rating, 166 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 favourite

Cottage in Prairie du Chien

4.96 out of 5 average rating, 220 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.

Superhost

Home in Peosta

4.82 out of 5 average rating, 105 reviews

Swiss Valley Getaway - Dubuque / Tri-State Area

Nestled in the hills of Dubuque County and overlooking the Swiss Valley, this 5 bedroom, 2 bath, 2 car garage home is just the place for your quiet get away! Enjoy all of the beauty , peace and quiet of nature. Located directly across from the Swiss Valley Nature Center, streams and trails. Whether you're looking to get out of the city or gather with friends and family, this is your perfect place. Just minutes from Dubuque, Galena, Sundown Ski Resort and so much more!

Guest favourite

Home in McGregor

4.93 out of 5 average rating, 183 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, WI. Entire access of the home, each bedroom consists of en suite or attached bath. Fully furnished and decorated. See below for more details.

Guest favourite

Cabin in Bagley

4.91 out of 5 average rating, 179 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

Guest favourite

Home in Waterville

4.99 out of 5 average rating, 140 reviews

Chimney Rock Retreat

Beautiful, Peaceful Setting to get away and unwind. Quiet and Private for a Couples Retreat, Weekend Getaway, or Family Gathering. The House is nestled among the trees, up on a lovely hill. Scenic views and walking trails through the woods. Relaxing and Private. Campfire Pit for fun outdoors on chilly evenings. Nightly Price Listed for 1-6 Guests; Groups of 7-10 will have additional fees. Only Registered Guests are allowed on the Property during your stay

Superhost

Tiny home in McGregor

4.79 out of 5 average rating, 116 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.

Superhost

Home in Delhi

5 out of 5 average rating, 4 reviews

Lakeview Living-LOWER Living Plus-Vacation Rental

Private entry Full kitchen Island seats 6 Patio with deck overhang Living room with 2 queen sofa sleepers One primary bedroom with 2 queen beds, which can be separated as the 2 queen beds separated by an end table (this is our default), or joined together as a "grand queen", this room also has a sofa sleeper. Full bathroom with tub/shower combo Private bedroom with King bed Full 2nd bathroom with large shower Washroom (laundry and a large vanity)

Guest favourite

Cottage in Lancaster

4.93 out of 5 average rating, 202 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.