Holiday Rentals in Sherrill

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Our top choices for Sherrill holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (72)
"The location is perfect just about a mile outside of town! The house was very clean and spacious. Beds were super comfortable. We had a great stay!"
United States
Kara D.
The price is €496
includes taxes & fees
17 Dec - 18 Dec
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
10.0 out of 10, Exceptional, (171)
"Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Thoroughly enjoyed our stay. Property felt private and secluded but close to everything. Would book again."
United States
Kathryn H.
Cozy Holiday Vibes on Harrison ~ Farmhouse Feel, Pet Friendly, Wildlife!
10.0 out of 10, Exceptional, (30)
"Beautiful views and house is comfortable. The grandkids loved the pool area and pickle ball court."
United States
Lori A.
Secluded Retreat ~ Indoor Pool ~ Hot Tub ~Close To Sundown Mountain

Holiday Home in Galena Historic District

Convenient & Spacious Downtown - Private Parking Included
10.0 out of 10, Exceptional, (202)
"The property was perfect for 8 women to celebrate a bachelorette retreat. We were pleasantly surprised by the additional sleeping area. The house has so much charm and the owners are wonderful. The perfect location to explore Galena. "
United States
Natalie S.
Convenient & Spacious Downtown - Private Parking Included
10.0 out of 10, Exceptional, (130)
"Amazing yard, nice location, great communication from property manager."
United States
Brian C.
The price is €302
includes taxes & fees
16 Dec - 17 Dec
The Nook: Downtown Galena Cottage w/ hot tub & fire pit!
9.8 out of 10, Exceptional, (167)
"Great location very clean and definitely a unique place. I would stay there again. Galena should be on my annual trip list its really gets better every time I visit."
United States
Barry L.
View from Quality Hill overlooking historic district, quick walk to downtown
10.0 out of 10, Exceptional, (38)
"Great property. Close to what we needed to do!!"
United States
Jennifer
The price is €174
includes taxes & fees
3 Jan - 4 Jan 2026
Amazing! 2 Bed Townhouse in the HEART of Dbq!
9.6 out of 10, Exceptional, (31)
"Great place, great host!"
United States
Brian S.
The price is €271
includes taxes & fees
26 Dec - 27 Dec
1850 Cabin Home, Waterfall, Family Getaway, Corporate Party, Weddings
10.0 out of 10, Exceptional, (60)
"The property was great and location was good. "
United States
brenda b.
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
9.8 out of 10, Exceptional, (54)
"The location was awesome and so was the hot tub. We will definitely look to stay again."
United States
Diane I.
Dubuque Luxury “Hot Tub” Farmers Market
2.0 star property
9.0 out of 10, Wonderful, (12)
"Very nice property and very affordable. "
United States
Jennifer C.
The price is €96
includes taxes & fees
21 Dec - 22 Dec
1157#3 / Tiny studio, Great Location, Dubuque
10.0 out of 10, Exceptional, (92)
"Everything was fabulous! There were 6 women staying there for the weekend celebrating birthdays. Everything is in walking distance. Wish the kitchen was a little bigger but had all that we needed! Truly Beautiful and clean place! Definitely would go back! Thank you! "
United States
Donna J.
The Loft Suite Sleeps 10! Located overlooking Main Street in downtown Galena, IL
9.4 out of 10, Exceptional, (9)
"Great location, good sleeping options "
United States
Dr. Sheila S.
The price is €201
includes taxes & fees
18 Dec - 19 Dec
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
10.0 out of 10, Exceptional, (3)
"Everything was amazing but cleanliness was great for both cabins. Can’t say enough great things about this place"
United States
Carol L.
Wisconsin Property | 2 Luxury Lodges | Sleeps 31
9.8 out of 10, Exceptional, (18)
"Wonderful. The whole stay was great."
United States
Thomas
The price is €249
includes taxes & fees
22 Dec - 23 Dec
One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at this cute and cozy remodeled schoolhouse just minutes outside of Galena. The charm of its history combined with modern updates made it such a unique and comfortable place to stay. The home was spotless, thoughtfully decorated, and had everything we needed for a relaxing getaway. It felt peaceful and private while still being a short drive to all the shops, restaurants, and attractions Galena has to offer. You can truly feel the care that went into preserving the...
United States
Becky
The price is €346
includes taxes & fees
16 Dec - 17 Dec
Hot Tub 2-bedroom 2 full bath in lovely Galena countryside

Apartment in Galena Historic District

Downtown Galena Luxury Penthouse w/ Parking
9.8 out of 10, Exceptional, (25)
"Prefect location to be able to adventure out in downtown area"
United States
Cole D.
Downtown Galena Luxury Penthouse w/ Parking
10.0 out of 10, Exceptional, (38)
"Fantastic location. Clean space. Would absolutely stay here again."
United States
Cara W.
The price is €155
includes taxes & fees
21 Dec - 22 Dec
115#202 / Charming Downtown Dubuque Apartment

Apartment in Historic Millwork District

Drake House- Fleur De Lis (Private hot tub)
10.0 out of 10, Exceptional, (170)
"Beautiful/fun little place to stay and located in a great area"
United States
Ashley S.
The price is €199
includes taxes & fees
22 Dec - 23 Dec
Drake House- Fleur De Lis (Private hot tub)

Holiday Home in Galena

Driftless Get Away
9.8 out of 10, Exceptional, (90)
"Enjoyed our stay. Convenient location and comfy beds!"
United States
dennis r.
Driftless Get Away
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sherrill Hotel Reviews

Find out more about Sherrill

Everything you need to know about Sherrill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sherrill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sherrill holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sherrill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sherrill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sherrill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sherrill holiday rentals we have selected for you start as low as €96 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sherrill rentals

At Expedia, we put the best Sherrill holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sherrill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sherrill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sherrill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Sherrill?

Yes, there are holiday rentals close to the most popular sights in Sherrill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Sherrill has to offer?

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.: This holiday home rental outside of Sherrill is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

What can I see and do in Sherrill?

Mississippi River and Grant River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Sweezy Island and Whispering Bluffs Winery.

What are holiday rentals like in Sherrill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sherrill. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.