Sherrill, IA Winter Home Rentals

Sherrill Winter Rental

Drake House- Fleur De Lis (Private hot tub)

Highly Rated

Apartment

Drake House- Fleur De Lis (Private hot tub)

10.0

Exceptional

(174 Reviews)

1 Bedroom 2 Baths 4 Guests 1500 ft²

US $204/Night 7 Nights - US $1,427

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House

Relaxing Townhouse Downtown Dubuque

10.0

Exceptional

(5 Reviews)

3 Bedrooms 2 Baths 8 Guests 1700.7 ft²

US $279/Night 7 Nights - US $1,953

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Highly Rated

Bed & Breakfast

The Hancock House

9.0

Exceptional

(93 Reviews)

1 Bedroom 1 Bath

US $127/Night 7 Nights - US $888

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Drake House: City View (Private Hot Tub)

Price Dropped

Apartment

Drake House: City View (Private Hot Tub)

10.0

Exceptional

(160 Reviews)

2 Bedrooms 2 Baths 4 Guests 1500 ft²

US $236/Night 7 Nights - US $1,654

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Apartment

The Stable

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 3 Guests 602.78 ft²

US $176/Night 7 Nights - US $1,229

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Highly Rated

Apartment

Drake House: The Loft (Private Hot Tub)

10.0

Exceptional

(152 Reviews)

1 Bedroom 2 Baths 4 Guests 1500 ft²

US $220/Night 7 Nights - US $1,541

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House

Whole Home by Heritage Trail

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 10 Guests 1151.74 ft²

US $169/Night 7 Nights - US $1,181

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Apartment

1157#5-Urban Oasis: Steps from Millwork district

10.0

Exceptional

(32 Reviews)

1 Bedroom 1 Bath 2 Guests 500 ft²

US $132/Night 7 Nights - US $926

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House

The Dubuque House - Historic Downtown Location!

9.4

Exceptional

(19 Reviews)

3 Bedrooms 1 Bath 8 Guests 1700.7 ft²

US $153/Night 7 Nights - US $1,071

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Apartment

Downtown Dubuque Retreat, Spa Access, Private Deck, One block to Farmers Market,

10.0

Exceptional

(19 Reviews)

2 Bedrooms 1 Bath 4 Guests

US $137/Night 7 Nights - US $959

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Bed & Breakfast

The Redstone Inn and Suites

8.7

Fabulous

(257 Reviews)

15 Bedrooms 4 Baths 8 Guests 228.74 ft²

US $145/Night 7 Nights - US $1,015

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Barn-dominium living experience w/park view, adjustable bed, 4-seasons room

Price Dropped

House

Barn-dominium living experience w/park view, adjustable bed, 4-seasons room

10.0

Exceptional

(7 Reviews)

1 Bedroom 1 Bath 2 Guests 600 ft²

US $227/Night 7 Nights - US $1,592

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More Top-Rated Winter Rental in Sherrill Area

Why Choose Rent By Owner for your Sherrill Winter Rental?

What makes our Winter Rental special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sherrill

When should you plan your Winter Rental stay?

Determining the ideal time to visit this destination ensures you enjoy its seasonal charm and make the most of your winter getaway, especially if you're planning to book winter rentals here during the colder months.

Peak Season Highlights

Summer (June to August)

During the warmest months, you can enjoy longer days and pleasant weather perfect for outdoor activities.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: about 65°F (18°C)

Fall (September to November)

Experience the vibrant foliage and cooler temperatures, ideal for exploring the region's scenic landscapes.

Average Temperature Daytime: roughly 70°F (21°C) - Nighttime: approximately 50°F (10°C)

Off-Season Highlights

Winter (December to February)

The colder months bring a peaceful atmosphere, making it an excellent time to enjoy cozy winter rentals in this area.

Average Temperature Daytime: about 30°F (-1°C) - Nighttime: around 15°F (-9°C)

Spring (March to May)

As nature reawakens, the region transitions into milder weather, offering a refreshing setting for your stay.

Average Temperature Daytime: roughly 60°F (16°C) - Nighttime: about 40°F (4°C)

Weekly Weather Forecast for Sherrill

How to Book Your Sherrill Winter Rental

What's our booking process?

Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Sherrill

More Top-Rated Winter Rental in Sherrill Area

Common Winter Rental Amenities

What amenities can you expect?

Our Winter Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy private outdoor spaces such as patios or decks for relaxing and entertaining during your stay.
Take advantage of well-maintained outdoor grilling areas to prepare delicious meals in the fresh air.
Stay active with access to walking trails or scenic pathways nearby, perfect for exploring the area’s natural beauty.
Benefit from spacious yards or gardens ideal for outdoor activities or simply unwinding in the open air.
If available, utilize outdoor fire pits for cozy evenings and stargazing under the region’s clear skies.
Make use of shaded areas or pergolas that provide comfort during sunny winter days.
Experience the serenity of outdoor seating arrangements that create inviting spots to enjoy the peaceful surroundings.

Top Attractions Around Sherrill

What attractions are nearby?

Nearby, you can explore scenic outdoor activities such as hiking and winter sports, or visit local parks that offer relaxing spots to enjoy the peaceful surroundings during your stay in this destination.

Family Activities

Sherrill Family Park: Enjoy a day outdoors with your loved ones at this spacious park, perfect for picnics, playground fun, and relaxing walks in the fresh winter air.
The Nature Center at Eagle Point Park: Explore scenic trails and wildlife viewing opportunities that offer an immersive experience in the natural beauty of the area.
Local Ice Skating Rinks: Embrace the winter spirit by visiting nearby ice skating rinks, ideal for family-friendly fun and making lasting memories together.
Miniature Golf Courses: Engage in friendly competition at nearby miniature golf courses, which provide entertainment suitable for all ages during your stay in this region.

Adult Activities

Golfing at the local courses: Enjoy a leisurely day on the course during your winter stay, taking in the scenic views of the surrounding area while practicing your swing.
Exploring parks and outdoor trails: Take advantage of the region’s well-maintained parks and trails for activities such as snowshoeing or winter hiking, perfect for embracing the season's beauty.
Visiting local wineries and breweries: Experience the area's growing reputation for craft beverages by touring nearby wineries and breweries that offer cozy tasting rooms during colder months.
Enjoying local dining experiences: Savor hearty regional cuisine at the restaurants here, providing a warm retreat after a day of exploring this destination during winter.

Other Places to Stay in Sherrill, IA

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Sherrill Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Arrival Timing: Schedule your trip to take advantage of the region's quieter winter months and ensure your winter rentals are available during the peak season.
Explore Local Winter Activities: Take time to discover the area's seasonal events and outdoor pursuits, making your stay in this destination more memorable.
Pack Appropriately: Bring layered clothing and essentials suitable for cold weather to stay comfortable while enjoying your time here.
Utilize Trusted Accommodation Platforms: Book your winter rentals through reliable services that offer verified listings and seamless booking experiences in this region.

Transportation Options

Personal Vehicles: Renting or driving your own car offers the most convenience and flexibility for exploring the area during your stay.
Local Bus Services: The regional bus system provides an economical way to navigate here, connecting key points within the city and nearby towns.
Taxis and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available for quick and direct transportation around this destination.
Rental Car Agencies: Several rental agencies operate nearby, giving you the freedom to choose your preferred vehicle for getting around the region comfortably.

Local Customs Options

Religious Traditions: Many locals observe traditional Christian practices, especially during holiday seasons, reflecting the area's longstanding religious heritage.
Cultural Festivals: The region hosts annual festivals celebrating local history and community spirit, offering a unique glimpse into its cultural identity.
Community Gatherings: Frequent neighborhood events and potlucks foster close-knit relationships among residents, making it a welcoming destination for visitors seeking authentic experiences.
Local Craftsmanship: Handcrafted goods and artisanal products are valued here, providing an opportunity to appreciate regional craftsmanship during your stay.

Sherrill Winter Rental Frequently Asked Questions

1. What are the top Winter Rentals in Sherrill?

There are a lot of options in Sherrill. If you plan on staying in the Sherrill area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Sherrill:

2. How many Winter Rentals are available in Sherrill?

Currently, the total number of properties listed by RBO in 2026 is over 115 in the Sherrill area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Sherrill. 

3. What is the cancellation policy for winter rentals in this area?

The cancellation policies vary depending on the specific property you choose. To ensure clarity, please review the cancellation terms listed on the property page or contact the owner directly for detailed information.

4. Are there any minimum stay requirements during the winter season?

Minimum stay requirements can differ by property; some might require a longer booking period for winter stays. Check the listing details or reach out to the host to confirm the stay duration before booking.

5. Is there parking available at the winter rentals in this region?

Many properties offer parking options suitable for winter conditions. For precise details including availability and any restrictions, consult the property's description or contact the owner directly.

6. What amenities are typically included in winter rentals near here?

Winter rentals in this destination often come equipped with essential amenities such as heating, Wi-Fi, and kitchen facilities. However, for a comprehensive list of what’s provided, it’s best to review the listing details or inquire with the property owner.

7. How do I handle check-in and check-out procedures during winter stays?

Check-in and check-out procedures are specified in each property’s listing. Some may offer self-check-in options, while others require coordination with the host. Confirm these details prior to arrival to ensure a smooth experience.