Vacation rentals in Sherrill

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Top-rated vacation rentals in Sherrill

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

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Top guest favorite
Cabin in Durango
4.99 out of 5 average rating, 343 reviews

Cozy Cabin by the Pond

Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Guest favorite
A cozy living room features exposed brick walls, a comfortable sectional sofa, and a round coffee table. A flat-screen TV is mounted above a wooden console, while natural light enters through the window with wooden blinds. Decorative wall art enhances the space.
Apartment in Downtown Dubuque
4.91 out of 5 average rating, 413 reviews

Drake House: Fleur de Lis with Private Hot Tub

No expenses were spared on this beautifully decorated suite! The Fleur de Lis is located in the downtown Millwork District on the second floor. It is ideal for one couple but can sleep up to 4. Perfect for a romantic get-away or business. The unit has 1 bedroom, 2 full baths, a ready to cook-in kitchen, a fireplace, a spacious living room and a private hot tub on the deck. The unit is within walking distance of downtown Dubuque. We hope you enjoy, relax and rejuvenate during your stay!.

Top guest favorite
A cozy studio space features a full-size mattress with a light-colored coverlet. A wall-mounted smart TV is positioned above a small storage unit. A door with glass panels allows natural light, and teal accents complement the neutral walls.
Apartment in Dubuque
4.91 out of 5 average rating, 220 reviews

1157#3 / Tiny studio, Great Location, Dubuque

This is one of the best locations to be in downtown Dubuque. Few blocks access to Highway 61, Highway151 and Highway 20. Right on the farmers market (May through October). Five Flag Center, Art museum, Millwork district, Restaurants, Breweries and Coffee house all with in walking distance. You’ll have: - premium pillows - Full size mattress. - Smart TV. High speed Internet - Keurig Coffee maker - Regular & decaf coffee and tea - One off street parking You’ll absolutely love it here.

Top guest favorite
A clear drink adorned with lemon slices and colorful ice cubes rests on a wooden deck railing. In the background, the tranquil waters of the Mississippi River reflect the sky, framed by lush trees and a peaceful shoreline.
Home in Cassville
4.84 out of 5 average rating, 120 reviews

Right on the Mississippi...relax and enjoy!

Our little spot is right on the mighty Mississippi river, a beautiful spot to relax, fish, bird watch including eagles! We feature a large deck facing the water to enjoy morning coffee or an evening cocktail to watch sunsets. When you’re ready to settle in for the evening, we have ready-to-cook kitchen, grill, WiFi, Amazon Prime and Netflix, fireplace and comfy seating. So just relax! Small Wisconsin town with BIG relaxation. See more in this video! https://youtu.be/rM2HnmNMu4U

Top guest favorite
The exterior of the cedar cabin is visible, showcasing a natural wood finish beneath a sloping roof. A screened porch allows for views of the surrounding greenery. A potted plant adds a pop of color along the porch, with fallen leaves on the ground and dappled sunlight filtering through the trees.
Tiny home in Dubuque
4.94 out of 5 average rating, 192 reviews

Off-grid Tiny House farm stay

The perfect place for 1-2 guests to unplug and relax in this beautiful, natural setting. It's a short distance (less than 2 min. walk) from the parking area to this quiet, private, 12'x14' one-room cedar cabin set on a pasture with picture-window view of wooded bluffs and stream, birds and other wildlife. Writing table and chair, glider rocker, woodstove, and gas cookstove. Solar-powered desk lamp. Port-a-potty and solar shower outside (summer only). Fire pit and outdoor seating.

Top guest favorite
An open interior space features a spacious bed with neutral bedding and a cozy throw. A modern kitchenette, equipped with essential appliances, is visible. A jetted tub sits beside a decorative wall, while large windows offer views of the water and bring in natural light.
Place to stay in East Dubuque
4.96 out of 5 average rating, 312 reviews

Custom Floating Suite-HOT TUB!

Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Top guest favorite
The log cabin exterior is surrounded by lush greenery and tall grasses. A welcoming porch is highlighted by a wooden rocking chair. Natural light accentuates the cabin's rustic wooden finish, and a roof overhang provides shade to the entryway.
Cabin in Potosi
4.98 out of 5 average rating, 230 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.

Guest favorite
The exterior of the home is shown, featuring a wooden deck leading to the entrance. An American flag is displayed at the front, with trees surrounding the property and views of Lake Lacoma visible in the background. A gravel area provides parking space.
Home in East Dubuque
4.86 out of 5 average rating, 221 reviews

2 Bedroom Lakefront Cabin W/ Deck, Boats & Dock

Welcome to our charming home on the lake. Here you will find 2 bedrooms and 1 bath. It sits directly in front of Lake Lacoma in East Dubuque, Il and is a short drive to Galena, IL and Dubuque, IA. The 2 private bedrooms along with the 2 couches sleeps up to six. On site we have canoes and lifejackets for you to enjoy. There is a large deck overlooking the lake and lots of parking. Washer & Dryer. Recently Built Dock perfect for fishing. In the winter Ice Fishing is a must.

Top guest favorite
The living area features a high wooden ceiling with a unique chandelier. Comfortable seating is arranged around a coffee table, accompanied by a rustic design. A kitchenette is visible in the background, along with large windows allowing natural light to enhance the open space.
Cabin in Hazel Green
4.98 out of 5 average rating, 125 reviews

Deer Trail Cabin

🌿 Cozy cabin tucked in the quiet Wisconsin woods—your perfect spring retreat. Enjoy fresh air, blooming trees, and peaceful forest trails right outside your door. Relax in the outdoor hot tub under the stars, gather around the fire pit in the evening (bring your own wood or collect from the property), and watch the free-range goats and chickens roaming the property. A peaceful, private getaway for couples, small families, or anyone looking to unwind in nature. 🌿

Guest favorite
Cabin in Galena
4.9 out of 5 average rating, 110 reviews

Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl

Escape to your own spacious mountain retreat just 8 miles from historic downtown Galena! 2 min to Chestnut Mountain. Enjoy a brand-new hot tub, fire pit with free wood, gas BBQ, and patio—perfect for summer nights or crisp fall days. Spend your days hiking, golfing, shopping, or taking scenic wine tours. In fall, explore vibrant foliage, festivals, and local charm. After your adventures, relax in comfort and style with plenty of space for the whole family.

Top guest favorite
A welcoming living area features a comfortable sofa and a wooden coffee table. Large windows provide a scenic view of the landscape and river, allowing natural light to fill the space. A TV is mounted above a stone fireplace, creating a cozy atmosphere.
Home in Dubuque
4.99 out of 5 average rating, 215 reviews

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Guest favorite
A sleeping area features a spacious bed made with a white blanket and dark gray accents. Two windows are flanked by dark curtains, while a ceiling fan provides ventilation. A nightstand with a digital clock is situated beside the bed, and a dresser is visible in the corner.
Apartment in Dubuque
4.95 out of 5 average rating, 141 reviews

Eagle Point, River Area Getaway 2BR 1BA

This private apartment has easy access to travel to the main attractions of the city & surrounding area. Located in the historic Mathias Ham & Eagle Point district, enjoy easy access to boat landings on the Mississippi, river walk, Q Casino, ImOn hockey ice arena, the city pool & Eagle Point Park. Easy access to Hwys 151, 20, & 61 for adventures outside the city. On-street parking is always available for easy parking for truck & trailers.

Popular amenities for Sherrill vacation rentals

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