Galena holiday rentals

We found 630 holiday rentals — enter your dates for availability
Select from 321 houses, 57 apartments and other holiday rentals to find the perfect place for your stay in Galena. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, including Wi-Fi and parking. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Galena

Showing deals for:29 Jan - 5 Feb

Image gallery for Stay in the villa where the story's etched in stone

Interior
9.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Stay in the villa where the story's etched in stone

Benton

12% off
Price is AU$10,070
for 7 nights, 1 villa
AU$1,439 per night
includes taxes & fees
Stay in the villa where the story's etched in stone

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Historical Galena will entice you

Enjoy the area's museums, history and wineries with a rental holiday home in Galena. Travellers to this welcoming city praise the riverfront, casino gaming and shopping. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Galena

Do you want to discover attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Galena a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Eagle Ridge Resort Golf (5.9 mi / 9.6 km)
  • Chestnut Mountain Resort (7 mi / 11.3 km)
  • Grand Harbor Resort and Waterpark (12.8 mi / 20.7 km)
  • National Mississippi River Museum and Aquarium (13.1 mi / 21 km)
  • Galena Golf Club (2.4 mi / 3.9 km)
  • Bellevue Golf Club (7 mi / 11.3 km)

Exploring the natural landscape of Galena

Whether you're looking for fun outdoor activities or just want to take in the scenery, Galena is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Grant Park (0.2 mi / 0.4 km)
  • Casper Bluff Land and Water Reserve (3.9 mi / 6.3 km)
  • Upper Mississippi River Wild Life and Fish Refuge (5.3 mi / 8.6 km)
  • Crystal Lake Cave (9.9 mi / 15.9 km)
  • Apple Canyon Lake (13.6 mi / 21.9 km)
  • Apple River Canyon State Park (19.2 mi / 30.9 km)

How to get to and around Galena

The nearest airport is in Dubuque, IA (DBQ-Dubuque Regional), located 14 mi (22.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Galena when booking a holiday rental?
When considering a holiday rental in Galena, Illinois, a popular area to stay is the historic downtown district. This charming area is characterised by its well-preserved 19th-century architecture and offers a vibrant setting filled with boutique shops, art galleries, and delightful restaurants. Visitors can easily explore attractions such as the Galena History Museum, which provides insights into the town's rich heritage, and the picturesque Grant Park, great for leisurely strolls.

Another excellent option is the nearby Galena Territory, a scenic area that boasts a range of properties, including luxurious lodges and cosy cabins. This neighbourhood is known for its beautiful landscapes and outdoor activities, making it ideal for those who enjoy hiking, golfing, or simply relaxing amidst nature. The Eagle Ridge Resort & Spa is a great attraction in this area, offering a range of amenities and activities for guests.

With a variety of properties available in both the downtown area and Galena Territory, visitors are sure to find accommodations that suit their preferences while being close to the area's top attractions.
Where are the best areas for renting a beach house in Galena?
For renting a beach house in Galena, Illinois, travellers should focus on the scenic areas surrounding the Galena River, particularly near the Galena Territory. Here, you'll find properties that offer a tranquil retreat with easy access to water activities. Many of these rentals come with amenities such as spacious decks, outdoor grills, and private docks for boating and fishing, making them ideal for families or groups seeking a relaxing getaway.

Additionally, the nearby Lake Galena area provides further options for beach house rentals, where visitors can enjoy beautiful views and engage in water sports. Properties in this vicinity often feature modern conveniences like fully equipped kitchens, laundry facilities, and community access to swimming areas. The surroundings also include walking trails and picnic spots, enhancing the outdoor experience.

For those looking to explore beyond the immediate area, the historic downtown Galena is a short drive away, offering charming shops, restaurants, and cultural attractions.
Where are the best Galena ski resort rentals?
For renting near Galena's ski areas, the best options are located in the vicinity of Chestnut Mountain Resort, which is just a short drive from the town. Visitors will find a variety of accommodation types, including lodges and condominiums that cater to both couples and families. Many of these properties offer amenities such as ski-in/ski-out access, hot tubs, and communal fire pits, superb for relaxing after a day on the slopes.

In downtown Galena, charming historic homes and modern holiday rentals are available, often featuring cosy interiors, fully equipped kitchens, and outdoor spaces. These accommodations provide easy access to local attractions, including boutique shops, art galleries, and restaurants that showcase the area's rich history and culinary delights.

For those looking to combine skiing with other activities, the surrounding area offers opportunities for snowshoeing and cross-country skiing, with rentals often situated near trails that provide scenic views of the rolling hills and the Mississippi River.
Are there any houseboat rentals in Galena?
In Galena, there are several houseboat rentals available, providing a unique way to enjoy the area's scenic waterways. These houseboats typically come equipped with amenities such as comfortable sleeping arrangements, fully equipped kitchens, and spacious decks for relaxation and taking in the views of the surrounding nature. Many of these rentals are located near popular attractions like the historic downtown area and the beautiful Galena River, making it easy for guests to explore local shops, restaurants, and outdoor activities.
What is the most popular type of holiday rental accomodation in Galena?
In Galena, holiday houses are the most popular type of holiday rental, with approximately 1,196 available throughout the area. These properties are often situated in scenic locations, providing easy access to local attractions such as the historic downtown, the Galena River, and the beautiful rolling hills of Jo Daviess County. Most holiday houses come equipped with multiple bedrooms, spacious living areas, fully stocked kitchens, and outdoor spaces like decks or patios, making them ideal for families or groups looking for a home-away-from-home experience. Additionally, there are around 176 apartments, which offer a more compact and convenient option, featuring essential amenities like kitchen facilities and comfortable living spaces. For those seeking a slightly different atmosphere, about 80 condos and 72 villas are also available, providing various amenities and access to communal facilities.
Are there any family house rentals in Galena?
In Galena, Illinois, families will find a wealth of holiday rentals—around 318 options available throughout the area. The town is known for its charming historic district, where visitors can explore beautifully preserved buildings and enjoy local shops and restaurants. Many of the family-friendly homes in Galena come equipped with spacious living areas, full kitchens ideal for preparing meals, and outdoor spaces great for kids to play.

Properties often feature amenities like Wi-Fi, air conditioning, and sometimes even private patios or decks for relaxation after a day of exploring. Nearby attractions include the scenic Galena River and the picturesque Grant Park, which offers lovely walking paths and picnic spots. Additionally, families can venture to the surrounding countryside for hiking, biking, and enjoying the beautiful landscapes.
Can I rent a holiday home with a pool or hot tub in Galena?
In Galena, there are plenty of holiday homes available for rent that offer pools and hot tubs, with around 308 options to choose from. This charming town, known for its historic architecture and scenic views, features various neighbourhoods where these properties can be found, such as the Galena Territory, which is particularly popular among visitors for its peaceful surroundings and recreational opportunities.

Travellers can expect a range of amenities in these rentals, including private outdoor pools, hot tubs, and spacious patios that are ideal for relaxing after a day of exploring. Many properties also come with fully equipped kitchens, allowing for convenient meal preparation, as well as comfortable living areas for family gatherings.
Are there pet-friendly house rentals in Galena?
In Galena, there are numerous pet-friendly house rentals available, making it a great destination for travellers who wish to bring their furry companions along. You can find a variety of holiday homes throughout the area, each typically offering amenities such as fully equipped kitchens, spacious living areas, and often outdoor spaces where pets can roam.

Popular neighbourhoods to consider include the historic downtown area, where charming homes provide easy access to local shops and restaurants, and the surrounding countryside, featuring larger properties with ample outdoor space. Many of these rentals are designed with families in mind, often equipped with games rooms or patios for relaxation after a day of exploring.

Galena is also known for its beautiful landscapes and outdoor activities, such as hiking and biking trails, which are great for pet owners looking to enjoy the natural surroundings with their pets.
Are there any remote work holiday rentals in Galena?
In Galena, Illinois, there are numerous remote work holiday rentals available, with around 1,532 options to choose from. This charming town, known for its historic architecture and scenic landscapes, offers a variety of properties suitable for those looking to blend work and leisure. Many rentals feature amenities such as complimentary Wi-Fi, dedicated workspaces, and comfortable living areas, ensuring a productive environment for remote workers.

Travellers can enjoy the beautiful surroundings, with opportunities for outdoor activities like hiking and exploring the Galena River, while also taking advantage of local cafes and restaurants that provide additional working spaces. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Galena?
In Galena, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals with ease. Many properties feature cosy fireplaces, great for creating a warm and inviting atmosphere during colder months. Additionally, outdoor spaces such as decks or patios are common, providing a lovely spot to relax and enjoy the surrounding scenery. Onsite parking is typically available, making it convenient for those travelling by car. Many rentals also offer coffee and tea makers, ensuring that guests can enjoy their favourite hot beverages at any time.
When is the best time to visit Galena for a holiday rental?
The best time to visit Galena for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant time of year attracts a mix of families and outdoor enthusiasts, all eager to explore the charming historic streets, enjoy local festivals, and partake in activities such as hiking, golfing, and river cruises.

During these summer months, visitors can expect warm temperatures, typically ranging from 15 to 30 degrees Celsius, making it ideal for both outdoor adventures and leisurely strolls through the picturesque downtown area. The streets come alive with events and entertainment, offering a lively option great for creating lasting memories with friends and family.

For those seeking a more budget-friendly option, consider visiting in November. This month offers a peaceful getaway, allowing you to enjoy the beautiful autumn scenery as the leaves change colour, without the hustle and bustle of the peak summer crowds. You'll have the opportunity to explore Galena's rich history at a more leisurely pace, perhaps visiting the local wineries or indulging in a spa day.

Ultimately, whether you prefer the energetic buzz of summer or the serene beauty of late autumn, Galena has much to offer.
What are the top attractions in Galena?
In Galena, visitors can engage in a rich tapestry of history and natural beauty. The historic downtown area is a significant attraction, featuring well-preserved 19th-century buildings that house a variety of shops, galleries, and restaurants. Here, you can explore the Galena History Museum, which offers insights into the town's past, including its connection to Ulysses S. Grant.

Nearby, the Grant Home, the former residence of the 18th President of the United States, is open for tours and provides a fascinating look into his life and the Victorian era. For those who appreciate the outdoors, the Galena River offers opportunities for kayaking and fishing, while the surrounding bluffs provide excellent hiking trails with stunning views of the landscape.

Another popular destination is the nearby Chestnut Mountain Resort, which, although primarily a winter sports venue, also offers activities like zip-lining and mountain biking during the warmer months.
Are all fees included in the Galena holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Galena holiday homes with parking?
Stayz offers a wide selection of holiday homes in Galena with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Galena holiday homes?
You can find great discounts on holiday homes in Galena on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Galena holiday home booking on Stayz?
To find Galena holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Galena?
A long-stay holiday home in Galena is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Galena holiday home?
Book your Galena holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Galena?
Prices for holiday homes in Galena vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Galena to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.