Galena holiday lettings

We found 579 holiday rentals — enter your dates for availability

Select from 314 houses, 49 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:26 Dec - 2 Jan
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Find out more about Galena

Find out more about Galena

Why visit Galena

  • Historic charm: Discover Galena's well-preserved 19th-century architecture in its historic district.
  • Outdoor activities: Engage in skiing, golfing, and exploring beautiful parks and nature reserves.
  • Lake Galena: Enjoy the serene beauty and recreational opportunities at the picturesque Lake Galena.
  • Family-friendly attractions: Experience various activities suitable for families and romantic getaways alike.
  • Comfortable accommodation: Choose from charming cabins, private holiday homes, and convenient apartments.

Popular types of accommodation in Galena

If you're contemplating a getaway to Galena, you're in for a treat. Our most sought-after types of accommodation include Houses, charming Cabins, and convenient Apartments. Whether you're searching for Galena vacation rentals or Galena holiday rentals, you'll find options that offer comfort and style. Explore the delights of Galena Territory holiday rentals and enjoy a memorable stay in this picturesque destination.

  • Houses: The top choice for visitors to Galena, these homes provide a spacious and comfortable setting for families and groups.
  • Cabins: A close second, cabins offer a rustic escape amidst nature, ideal for those seeking tranquility.
  • Apartments: The third most favoured option, apartments provide a convenient base with all the necessary amenities.
  • Villas: These luxurious accommodations rank fourth, perfect for those desiring an upscale experience.
  • Cottages: Our fifth popular choice, cottages deliver a charming and cosy atmosphere for a delightful stay.**

Top attractions in Galena

Galena offers a delightful mix of outdoor adventures and family-friendly attractions, making it an ideal destination for tourists seeking both excitement and relaxation. Visitors can explore urban parks, historic houses, and nature reserves while enjoying activities like skiing and golf at the Galena Golf Club. Whether you fancy a picturesque city experience or thrilling sports, Galena has something to suit every traveller's taste.

  • Belvedere Mansion: A stunning example of Victorian architecture, Belvedere Mansion offers a glimpse into the opulent lifestyle of the 19th century. With its beautifully preserved interiors and lush gardens, visitors can immerse themselves in the culture and history of Galena.
  • Grant Park: This vibrant urban park is perfect for families, featuring playgrounds, picnic areas, and walking paths. Enjoy outdoor activities amidst lush greenery, making it an ideal spot for relaxation and recreation in the heart of the city.
  • Dowling House: As Galena's oldest house, Dowling House serves as a captivating history museum. Visitors can explore the rich cultural heritage through exhibits and guided tours, highlighting the town's fascinating past.

Things to do recommended for couples

For a romantic getaway in Galena, indulge in wine tasting at Fergedaboudit Vineyard & Winery, only 7.5km away, or explore Rocky Waters Vineyard and Winery, 8.7km distant. Don't miss the charm of Massbach Ridge Winery, located 12.4km from Galena, perfect for couples seeking a delightful experience.

Things to do recommended for families

Families visiting Galena can explore the serene Mines of Spain State Recreation Area, glide across the ice at the Mystique Community Ice Center for a thrilling adventure, or unwind at Swiss Valley Park, all offering delightful experiences for children and adults alike.

Things to do recommended for groups

Enjoy a round at the Galena Golf Club, where you can relish the outdoor sports atmosphere. Visit the Old Blacksmith Shop for a unique shopping experience, and embark on an adventure at the Horseshoe Bluff Nature Trailhead, located 6.8km from Galena, perfect for stunning scenery and hiking.

What do I need to keep in mind when booking a vacation in 'Galena

If you're travelling with a group, as a family, bringing your pets along, or seeking extended stays, it's important to apply the appropriate filters to meet your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Galena with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Galena with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Galena: For many families, a holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Galena: If you’re in search of holiday rentals with special offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Galena

Galena, Illinois, offers a delightful blend of historical charm and outdoor adventure. From exploring the historic district with its well-preserved 19th-century architecture to enjoying the serene beauty of Lake Galena, there's something for everyone. The surrounding areas are perfect for family-friendly outings and romantic getaways alike, ensuring a memorable experience steeped in friendly atmosphere. Whether you're keen on sports or simply wish to soak in the local culture, Galena is the ideal destination for your holiday.

  • Dubuque: Located approximately 8.1km from Galena, Dubuque is a vibrant city offering a plethora of outdoor adventures and family-friendly experiences. Known for its stunning natural beauty, visitors can explore various recreational areas and resorts that cater to both relaxation and adventure. Key attractions include fascinating museums, a sports museum, and even a film studio, making it an ideal destination for those keen on culture and entertainment. Whether you're hiking along the river or enjoying a scenic riverboat cruise, Dubuque promises an engaging travel experience.
  • The Galena Territory: Nestled around Galena, The Galena Territory is a picturesque neighbourhood perfect for outdoor enthusiasts and sports lovers. This scenic area is renowned for its golf courses and breathtaking landscapes, which make it a sought-after retreat. Visitors can indulge in various outdoor activities, including hiking and water sports at nearby lakes. With its charming resorts and the stunning backdrop of a national state park, The Galena Territory offers a tranquil escape for those looking to immerse themselves in nature.
  • Galena Historic District: The Galena Historic District, located around Galena, is a treasure trove for those interested in history and adventure. This neighbourhood is steeped in rich heritage, with numerous historic sites to explore. It provides ample opportunities for outdoor activities, including access to recreational areas and golf courses. Visitors can enjoy the serene beauty of nearby lakes and the natural splendour of the national state park, making it a delightful destination for both history buffs and nature lovers alike.

Best time to go to Galena

If you're planning a trip to Galena, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to February and April tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.6°F (-6.9°C)No Rain (Dry)Mostly CloudyModerately LowAverage
February22.1°F (-5.5°C)No Rain (Dry)Mostly CloudyModerately LowAverage
March36.3°F (2.4°C)Light RainMostly CloudyAverageSlightly Low
April46.9°F (8.3°C)Light RainMostly CloudyModerately LowSlightly Low
May59.2°F (15.1°C)Light RainMostly SunnyAverageSlightly Low
June68.9°F (20.5°C)Light RainMostly SunnyModerately HighAverage
July72.5°F (22.5°C)Light RainMostly SunnyModerately HighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyModerately HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October50.9°F (10.5°C)Light RainMostly SunnyAverageAverage
November37.9°F (3.3°C)Light RainMostly SunnyAverageAverage
December27.7°F (-2.4°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you keen to save on your upcoming journey? Being flexible with your travel dates can lead to considerable savings, as prices often fluctuate. Additionally, booking a longer stay may unlock even greater discounts. To discover a Vrbo property that suits your budget, simply use our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's unique Trip Board offers you a dedicated space to plan new adventures, pick up from where you last paused, or easily view and organise your travel arrangements. The properties you've saved or booked in the past can now be accessed under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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:

  • Galena Golf Club (2.4 mi / 3.9 km)
  • 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)
  • 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)
  • Eagle Point Park (14 mi / 22.5 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 District. This charming neighbourhood is renowned for its well-preserved 19th-century architecture and cobblestone streets, providing a delightful backdrop for your stay. The Historic District is home to several top attractions, including the Galena History Museum, which offers fascinating insights into the town's rich past, and the picturesque Grant Park, great for leisurely strolls and picnics.

Another excellent option is the Eagle Ridge Resort area, which boasts a more tranquil setting surrounded by nature. This area is ideal for those who enjoy outdoor activities, with opportunities for hiking, golfing, and exploring the stunning landscapes of the Galena Territory. Additionally, it is close to the famous Galena Cellars Vineyard & Winery, a fantastic spot for wine enthusiasts.
How much does it cost to rent a holiday home in Galena?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Galena to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Galena holiday house rentals?
You can find great discounts on house rentals in Galena on Vrbo, 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.
Where are the best areas for renting a beach house in Galena?
For renting a beach house in Galena, Illinois, travellers should consider the scenic areas around the Galena Territory, particularly near Lake Galena. This region offers a variety of waterfront properties that allow guests to enjoy the beauty of the lake. Many of the beach houses in this area come with amenities such as private docks, outdoor grilling areas, and spacious decks for enjoying the picturesque views over the water.

The nearby Eagle Ridge Resort is also a popular spot, where visitors can find holiday homes and villas that are well-equipped with modern kitchens, comfortable living spaces, and, in some cases, access to resort facilities such as pools and golf courses. The resort's proximity to recreational activities like boating, fishing, and hiking trails adds to the appeal for families and groups looking for both relaxation and adventure.
Where are the best Galena ski resort rentals?
For those seeking ski resort rentals near Galena, Illinois, the nearby Chestnut Mountain Resort is the primary destination for winter sports enthusiasts. Located just a short drive from Galena, the resort offers a variety of lodging options, including ski-in/ski-out condos and spacious chalets great for families or groups. Many of these properties come equipped with modern amenities, such as full kitchens, fireplaces, and hot tubs, allowing guests to unwind comfortably after a day on the slopes.

In Galena itself, visitors can find charming historic homes and rental properties that reflect the area's rich heritage. These accommodations often offer unique character, with features like exposed brick walls and antique furnishings. Many properties also include outdoor spaces where guests can enjoy the picturesque views of the surrounding hills and valleys.
Are there any houseboat rentals in Galena?
In Galena, houseboat rentals are indeed available, offering a unique way to experience the scenic beauty of the area. These houseboats can typically be found along the Galena River, providing stunning views and a tranquil setting. Amenities often include comfortable sleeping quarters, a fully equipped kitchen, and outdoor decks for enjoying the serene surroundings. Travellers can expect a cosy and inclusive setting, great for relaxing after exploring nearby attractions such as the historic downtown area, the Galena and U of I Railway, and the picturesque vineyards.
What is the most popular type of holiday rental accomodation in Galena?
In Galena, holiday houses are the most popular type of rental, with approximately 313 available throughout the area. These houses often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them superb for families or groups looking to enjoy the scenic beauty of the region. Many are situated near attractions such as the historic downtown, where visitors can explore charming shops and restaurants, or the Galena Cellars Vineyard & Winery for wine tasting experiences.
Are there any family house rentals in Galena?
In Galena, Illinois, there are numerous family-friendly house rentals available, with around 325 options to choose from. The town is renowned for its charming historic district, where visitors can explore boutique shops, art galleries, and delightful eateries. Many of these homes offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces great for children to play.

Additionally, properties often feature amenities such as game rooms, private patios, and sometimes even hot tubs, enhancing the overall comfort of your stay. Families can also take advantage of the nearby attractions, including the scenic Galena River and the picturesque Grant Park, which is ideal for picnics and outdoor activities.
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 feature pools or hot tubs, with around 313 options to choose from. This charming town, known for its historic architecture and scenic landscapes, offers various neighbourhoods where these properties can be found, including the serene areas around the Galena Territory and the picturesque downtown.
Can I find long-stay holiday rentals in Galena?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Galena?
In Galena, there are numerous pet-friendly house rentals available, with around 148 options to consider. Many of these properties are situated near the picturesque downtown area, offering a blend of historic charm and modern amenities. Travellers can expect spacious rooms with features such as fully equipped kitchens, outdoor patios, and cosy living rooms, making them ideal for families or groups travelling with pets.
Are there any remote work holiday rentals in Galena?
In Galena, Illinois, there are a substantial number of remote work holiday rentals available, with around 395 options to choose from. This charming town, known for its historic architecture and picturesque landscapes, offers various properties that cater to the needs of remote workers. Many rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and ergonomic chairs, ensuring a comfortable and productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Galena holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Galena?
In Galena, travellers can expect a variety of popular rental amenities that enhance their stay. Most holiday rentals feature well-equipped kitchens, allowing guests to prepare their own meals at their convenience. Additionally, amenities such as microwaves and refrigerators are commonly included, making it easy to store and heat up leftovers or snacks. Many properties also provide complimentary Wi-Fi, ensuring that guests stay connected throughout their visit.
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 summer months, particularly in July, when the town is bustling with visitors eager to enjoy its historic charm and outdoor activities. This peak season, which spans from June to August, features warm temperatures, typically reaching the mid-20s Celsius, creating ideal conditions for exploring the picturesque streets lined with beautifully preserved 19th-century buildings.

During this vibrant period, travellers can delight in a variety of events, including festivals and outdoor concerts, all set against the stunning backdrop of the Galena River. With numerous walking trails, wine tours, and local attractions like the Ulysses S. Grant Home, there's an abundance of activities to keep every adventurer entertained.

If you're looking for a more budget-friendly option, consider visiting in November. While fewer tourists flock to the area during this time, you can still enjoy Galena's tranquil beauty as the autumn leaves create a lovely tapestry of colours. This is a wonderful time for cosy exploration, allowing you to appreciate the town's charm at a leisurely pace without the crowds.
How early should I book a Galena holiday rental?
Book your Galena holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Galena?
In Galena, visitors can engage in a rich historical experience. The downtown area is lined with beautifully preserved 19th-century buildings, featuring charming shops, galleries, and restaurants. A must-visit is the Ulysses S. Grant Home, where the former president lived, offering guided tours that delve into his life and legacy.

For outdoor enthusiasts, the Galena River is superb for kayaking and canoeing, and the surrounding hills provide excellent hiking trails. The nearby Chestnut Mountain Resort offers opportunities for zip-lining and scenic chairlift rides in the warmer months, making it a great spot for those seeking adventure.
Can I change or cancel my Galena home rental booking on Vrbo?
To find Galena holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Galena holiday rental prices shown on Vrbo?
Vrbo 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.

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