Holiday Rentals in Galena, IL

This Galena apartment is located in the Historic District, within walking distance of the Dowling House and Old Market House.
The one-bedroom, one-bathroom flat sleeps four guests and includes a microwave, cooktop, washer, dryer, and essential bathroom amenities; nearby attractions include the Old Blacksmith Shop Museum, Galena Golf Club, and Eagle Ridge Resort Golf.

This holiday home is located in The Galena Territory, within a 15-kilometre radius of Eagle Ridge Resort, Grant Home, Grant Park, Washburne House Historic Site, and Belvedere Mansion. It has consistently received excellent user ratings for its location, cleanliness, and overall experience.
The property spans 105 square metres and comfortably accommodates up to six guests in its two bedrooms. Enjoy a range of amenities including a fully equipped kitchen, a fireplace, two pools, a fitness centre, a garden, a terrace, a spa, and parking.

This Galena apartment, situated in the historic district overlooking the downtown area, offers easy walking access to Galena's shops and restaurants.
The two-bedroom flat, sleeping up to three adults, features a fully equipped kitchen with fridge and microwave, complimentary Wi-Fi, and air conditioning; no children under 14 or pets are permitted.

This charming house is located in Galena, just a short distance from historical landmarks like the Old Blacksmith Shop and Dowling House, making it ideal for exploring the town's rich history. The property has received excellent guest reviews and offers a comfortable and convenient stay.
This spacious home, spanning 232 square metres, comfortably accommodates up to 6 guests with 3 bedrooms and 4 bathrooms. Enjoy a range of amenities, including a swimming pool, spa, garden, and barbecue grills, perfect for relaxing and entertaining during your stay.

This charming cabin is located in The Galena Territory, just 4.5 kilometres from Eagle Ridge Resort and within 19 kilometres of several attractions including Apple Canyon Lake, Grant Home, Grant Park, and Washburne House Historic Site. The cabin enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The cabin has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities such as a fully equipped kitchen, a swimming pool, a spa, a fitness centre, and a garden, providing everything you need for a relaxing and enjoyable stay.

This Galena apartment is centrally located, within a 1.6km walk of West Street Sculpture Park, the Galena-Jo Daviess County History Museum, and Belvedere Mansion, with Washburne House Historic Site and Grant Park a 2.4km walk away.
The 51-square-metre self-catering flat offers one bedroom, one bathroom, sleeps two, and includes a private patio, sauna, and garden access.

This townhouse is situated in the Galena Territory/Eagle Ridge Resort, just a short drive from the Owners' Club and a pleasant stroll from the Resort Inn, spa, and restaurant. It has received excellent ratings for user experience, location, and cleanliness.
The house has two bedrooms, a private sleeping loft, and two family room areas, comfortably accommodating up to six guests. It offers a range of amenities including a swimming pool, a garden, a kids' bunk room with a TV and games, and six amenity passes granting access to the Owners' Club's facilities.

Casa de Galena, a spacious six-bedroom house, enjoys unparalleled privacy on a 4.4-acre plot within the Galena Territory, offering easy access to the area's amenities.
This luxury property sleeps fourteen guests, boasting six bathrooms, a gourmet kitchen with modern appliances, a private cinema, golf simulator, and hot tub, plus access to the Galena Territory's pools, fitness centre, and tennis courts.

Suite Victory #3, situated on Galena's Main Street above Charlie's Place Eatery, offers unparalleled access to the town's shops, restaurants, and parades.
This one-bedroom apartment boasts a modern kitchen with quartz countertops and new appliances, a king-sized bed, and a private washer/dryer, comfortably accommodating two guests and providing stunning Main Street views.

This charming Galena apartment is situated just off Main Street, placing you within easy walking distance of the town's shops, restaurants, and attractions. It consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 121 square metres and comfortably accommodates up to 7 guests in its three bedrooms and two bathrooms. Enjoy a fully equipped kitchen, a private terrace, and modern amenities like high-speed internet, a washer and dryer, and a smart TV for entertainment.

This charming house is located in the heart of Galena, within easy walking distance of the Galena-Jo Daviess County History Museum, Old Market House, and Dowling House, making it a perfect base for exploring the town's rich history. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It comes equipped with a fully equipped kitchen, a patio, a barbecue grill, and free Wi-Fi, ensuring a relaxing and enjoyable stay for families and groups.

This two-bedroom, two-bathroom house in the Galena Territory is situated approximately 12 minutes’ drive (19km) from Galena's town centre and 20 minutes’ drive (32km) from Chestnut Mountain Ski Resort, offering convenient access to both.
The property, sleeping up to six guests, boasts a fully equipped kitchen, private garden, swimming pool, jacuzzi, fitness centre, and two parking spaces; resort amenities including indoor/outdoor pools and tennis courts are also available nearby.

This four-bedroom townhome is situated in a private corner lot within The Galena Territory, just a short distance from the centre of Galena. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The property offers a spacious and comfortable layout, accommodating up to eight guests. It boasts a well-equipped kitchen, a game room with a ping pong table and pool table, and access to a range of amenities including an indoor pool, tennis and pickleball courts, a fitness centre, and a game room.

This holiday home is located in The Galena Territory, just a short drive from Eagle Ridge Resort and other historical attractions. It has received excellent ratings for its cleanliness, location and overall experience, making it a great choice for travellers seeking a comfortable and convenient stay.
This spacious property offers 3 bedrooms, comfortably accommodating up to 6 guests. Enjoy a range of amenities including two pools, a fitness centre, a games room, a terrace, a garden, a spa, a tennis court, and a fully equipped kitchen.

This Galena Territory holiday home, a spacious three-bedroom apartment, is situated on a two-acre wooded plot, a 19km drive from Galena's town centre and minutes from the Galena Territory's amenities including indoor/outdoor pools, a fitness centre, and hiking trails.
The 167-square-metre property boasts three bathrooms, accommodates eight guests, and features a main-level great room with open-plan living and kitchen, a lower-level game room, a hot tub (installed by April 2025), and access to a screened porch and deck.

This apartment offers a prime location in The Galena Territory, directly opposite Eagle Ridge Resort & Spa, 7.2 kilometres from Downtown Galena's shops and restaurants, and 17.7 kilometres from Chestnut Mountain Resort.
This modern 3-bedroom, 3-bathroom property accommodates up to 8 guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, access to indoor and outdoor swimming pools, a fitness centre, and private decks with wooded views.

This Galena Territory holiday home, ‘The Glen, Perfect! Resort Core, Steps To Golf, Dog Friendly!’, is situated near Eagle Ridge Resort Golf (13km) and Grant Home (24km), offering easy access to local attractions and historical sites such as the Washburne House and Horseshoe Mound.
The 96-square-metre property boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, laundry facilities, Wi-Fi, and a fireplace, alongside on-site parking.

Briarstone Inn Unit 7, a self-catering apartment in Galena, Illinois, is conveniently located less than 1km from the Galena Historic District and Belvedere Mansion.
This one-bedroom apartment, sleeping up to three guests, boasts a fully equipped kitchen, complimentary Wi-Fi, private parking, and an on-site electric vehicle charging station.

Chestnut Mountain Resort is located just 8 miles from the historic town of Galena, offering stunning views of the Mississippi River. The resort is highly rated for its location, cleanliness and overall experience, making it a popular choice for travellers.
The resort offers a range of accommodation options including comfortable rooms and suites. Guests can enjoy a variety of amenities such as an indoor pool, hot tub, mini-golf course, children's playground, a gift shop, restaurant and bar.

This family-friendly holiday home in Galena, Illinois is situated 2.6km from Eagle Ridge Resort Golf and within 9.7km of Grant Home, Washburne House, Belvedere Mansion, and Grant Park.
The 102 square metre property boasts four bedrooms, two bathrooms, sleeps six, and includes a private pool, spa, tennis court, and a fully equipped kitchen; nearby activities include exploring historical sites and golfing.

The FiveTen Federal - Downtown Galena Gem! is situated in the heart of downtown Galena, just a 10-minute walk from the Galena Historic District and 1 kilometre from the Galena-Jo Daviess County History Museum. This property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This 3-bedroom house, spanning 139 square metres, comfortably accommodates up to 6 guests. Amenities include a fully equipped kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, a patio, and parking. The property is conveniently located near hiking and biking trails, making it ideal for exploring the scenic Galena countryside.

The Galena Chalet is situated in The Galena Territory, a picturesque neighbourhood in Galena, just a short drive from the town centre and its charming shops and restaurants. This highly-rated property offers a tranquil setting with stunning lake views.
This spacious 372 square metre chalet comfortably sleeps up to 10 guests and features a well-equipped kitchen, a games room, and a work loft. Enjoy a range of amenities, including a private swimming pool, a sauna, a spa, and a large garden with a terrace, perfect for relaxing and enjoying the beautiful surroundings.

This luxurious six-bedroom residence in The Galena Territory, a 19-kilometre drive from Galena's town centre, offers unparalleled access to the Galena Territory Owners' Club and its amenities.
The 320-square-metre property boasts seven bathrooms, sleeps fourteen guests, includes a private cinema and golf simulator, and features a 1.8-hectare plot with a hot tub and fire pit.

This Galena apartment rental is ideally situated in the Historic District, a five-minute walk from the Galena-Jo Daviess County History Museum and Old Market House, with the Dowling House and Old Blacksmith Shop within a 1.6km radius.
The 89 square metre self-catering property boasts two bedrooms, two bathrooms, sleeps four, and includes a private balcony, fireplace, free WiFi, on-site parking, and access to a spa.

This charming house is ideally situated in the heart of Galena, just a short walk from Dowling House, Old Blacksmith Shop, Old Market House, and the Galena-Jo Daviess County History Museum. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property spans 177 square metres and comfortably accommodates up to eight guests in its two bedrooms. Enjoy a range of amenities including a fully-equipped kitchen, a cosy fireplace, a terrace, a garden, and parking.

This three-bedroom townhouse in the Galena Territory, near Galena, Illinois, offers seasonal lake views and is conveniently located close to Lake Galena, the Shenandoah Riding Centre, and hiking trails within the 6,800-acre estate, with Grant Home and West Street Sculpture Park a short drive away.
The 139 square metre (1,496 square feet) property boasts three bathrooms, sleeps eight guests, includes a fully equipped kitchen with dishwasher, a private deck with gas grill, access to the GTA Owners Club amenities (fees may apply), and a dedicated TV/games room.

The Bogey at Oak Glen townhouse, situated on the South Course's first hole in The Galena Territory, is 4.8km from the Owners Club and 11.3km from Galena's town centre.
This 100 square metre, split-level property sleeps six, boasting two king-sized bedrooms with en-suite bathrooms, a sofa bed, a fully equipped kitchen, and access to a swimming pool, spa, and fitness centre; plus, enjoy direct golf course views and proximity to wedding venues like Ashton Hill and Oak Hill Farm.

This botanical-themed townhouse is located in The Galena Territory, just a short walk from Stony Point Lookout, offering stunning views of the surrounding area. The property has received excellent reviews from previous guests.
The two-bedroom townhouse can comfortably accommodate up to six guests and features a spacious living area with a vaulted ceiling and skylights, a fully equipped kitchen with stainless steel appliances, and a private terrace. Guests can enjoy access to the Territory Owners' Club, which includes a swimming pool, fitness facilities, and a games room.