Delightful Downtown 2 Bed 2 Bath Main St Apartment
1 2
apartment , Galena
This newly renovated flat is situated centrally on Main Street in historic downtown Galena, offering immediate access to the town's attractions, including shops, restaurants, and historic sites like the Dreamland Theater, built in 1855. This family-friendly accommodation provides two bedrooms and two bathrooms, accommodating up to seven guests with a king-size pullout sofa, and features essential amenities such as internet, a kitchen, air conditioning, and a dedicated parking space, with the Galena River only 500 meters away.
9.4 17 reviews
Galena, IL
15/07 – 19/07
259 €/nighttotal: 1036 € (4 )
Walking Trails & Water Views, Coffee Bar, Fireplace & Pools
2 5
apartment , The Galena Territory
This three-bedroom Galena Territory apartment, situated in Valleywood near the North Golf Course and 21km from Galena's town centre, offers breathtaking views of the water feature and the golf course. The 105-square-metre property boasts a spacious layout including two king bedrooms, a loft with a sofa bed, two bathrooms, a full kitchen, and access to the GTA Owners Club with indoor/outdoor pools and a fitness centre, accommodating up to six guests.
9.8 191 reviews
Galena, IL
27/06 – 04/07
187 €/nighttotal: 1309 € (7 )
Apt. #1a, Main Street Suites - Location! View!
2 2
apartment , Galena
This Galena apartment, situated above the Galena Cantina on Main Street, offers a prime location in the heart of the town, within easy walking distance of all attractions. The two-bedroom, one-bathroom flat sleeps four guests and boasts keyless entry, a fridge, microwave, and air conditioning; its historic building (circa 1840) overlooks Main Street.
9.5 37 reviews
Galena, IL
15/07 – 19/07
227 €/nighttotal: 908 € (4 )
Spacious/great View/pet Friendly
1 5
house , The Galena Territory
This three-level townhome in Galena Territory is centrally located, a short distance from Galena's town centre and close to numerous walking trails. The 2-bedroom, 2-bathroom property sleeps up to 6 guests, offering a spacious layout with a fully equipped kitchen, private deck, fireplace, Wi-Fi, and convenient access to resort amenities including pools, a fitness centre, and various outdoor activities.
10 14 reviews
Galena, IL
28/08 – 30/08
438 €/nighttotal: 876 € (2 )
Pet Friendly Galena Th W/ Indoor Pool & Views!
3 7
house , The Galena Territory
This Galena Territory townhouse is situated near Lake Galena and the historic Galena downtown, within easy reach of Chestnut Mountain Resort and walking trails. The three-bedroom property, sleeping eight guests in king-sized beds and a sofa bed, boasts a fully equipped kitchen, indoor and outdoor pools, a fitness centre, and a furnished deck overlooking the golf course, plus access to community tennis and basketball courts.
9.9 130 reviews
Galena, IL
02/07 – 05/07
227 €/nighttotal: 681 € (3 )
Main Street Apartment - Free Parking!
1 2
apartment , Galena
This apartment is situated on the quieter south end of Main Street in Galena, within a short walk of a variety of restaurants and attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience. This spacious property offers a comfortable open plan layout, with a king-size bed and a pull-out sofa, accommodating up to four guests. It is fully equipped with amenities like a large eat-in kitchen, a dedicated work space, and family-friendly extras, including a "Pack 'n Play" and a kids' booster seat.
10 36 reviews
Galena, IL
05/10 – 08/10
172 €/nighttotal: 516 € (3 )
Scenic South Course Villa, Fireplace & Loaded W/style And Owner's Club Access
2 6
house , The Galena Territory
This three-bedroom villa in the Galena Territory is situated 4km from Eagle Ridge Resort Golf and within 14.5km of historical sites including Grant Home, Grant Park, Washburne House, and Belvedere Mansion. The 96 square metre property offers two bathrooms, a fully equipped kitchen, a private patio, a swimming pool, fitness centre, and tennis court, accommodating up to six guests.
10 50 reviews
Galena, IL
21/08 – 23/08
249 €/nighttotal: 498 € (2 )
Galena Luxury Rental Suite Escape New Downtown
1 2
apartment , Galena
This Galena apartment is situated directly opposite the historic Market House in the Galena Historic District, offering easy walking access to numerous attractions such as the Dowling House. The self-catering property sleeps two guests and features a king-size bed, fully equipped kitchen with dishwasher, and modern amenities including complimentary toiletries; nearby outdoor spaces include Horseshoe Mound and Casper Bluff Land and Water Reserve.
9.7 514 reviews
Galena, IL
02/07 – 05/07
158 €/nighttotal: 474 € (3 )
Shiplap Apartment Main Street Galena
1 2
apartment , Galena
This Galena apartment, situated on North Main Street in the town's restaurant district, offers easy walking access to numerous dining options and attractions within 0.4 kilometres. The newly renovated flat, sleeping two guests, features a kitchen with a fridge and microwave, air conditioning, parking, and a shared laundry; its exposed brick and original wood floors, plus proximity to a coffee shop, add to its appeal.
9.7 96 reviews
Galena, IL
26/06 – 28/06
164 €/nighttotal: 328 € (2 )
The Mansion On Park Avenue - 11 Rooms Of Elegance
1 2
apartment , Galena
This stunning Greek Revival/Federal-style mansion, situated in Galena, Illinois, is a short 8km drive from The General and a 24km drive from Galena's town centre. This recently renovated 1846 property boasts 14 rooms, including six bedrooms with king-size beds and adjustable bases, six and a half bathrooms, two fully equipped kitchens, a media room with a 75-inch Smart TV, and access to the Galena Territory Association Owners' Club facilities; sleeping up to 12 guests (with options for more).
10 401 reviews
Galena, IL
21/08 – 23/08
160 €/nighttotal: 320 € (2 )
Dawson's Remise Luxury Accommodation
1 2
apartment , Galena
This Galena apartment, situated off Park Avenue, offers a quiet yet convenient location within walking distance of Main Street and its shops and restaurants. The one-bedroom, one-bathroom flat sleeps two guests and boasts luxurious Art Deco and Industrial-style furnishings, air conditioning, parking, and excellent guest reviews; an optional purchase of a signed Alfonso Ribeiro photograph is available.
9.8 13 reviews
Galena, IL
25/07 – 27/07
323 €/nighttotal: 646 € (2 )
Suite 3 Overlooking Historic Downtown Galena
1 4
apartment , Galena
This Galena apartment, situated between Main and Bench Streets, offers stunning views of the downtown area and is within easy walking distance of Galena's shops, restaurants, and historical sites. The two-bedroom, one-bathroom flat sleeps three guests, features a spacious living/dining area, a fully equipped kitchen (fridge, freezer, microwave), free Wi-Fi, and parking, all within a historic 1845 building.
Best family friendly Galena, IL holiday rentals
Among the 127 accommodations in Galena, IL, here are the 4 best family friendly rentals
9.6 49 reviews
Galena, IL
13/07 – 16/07
205 €/nighttotal: 615 € (3 )
Getaway Galena Home Walking Distance To Downtown
2 2
apartment , Galena
This Galena holiday home is conveniently located within a 1.6km walk of the Old Market House, Galena-Jo Daviess County History Museum, and Dowling House, with other attractions such as the Old Blacksmith Shop and West Street Sculpture Park within a 2.4km walk. The two-bedroom, two-bathroom property sleeps four guests and boasts a sauna, spa, private garden with barbecue, free Wi-Fi, and a fully equipped kitchen including a fridge and microwave oven.
10 1 review
Galena, IL
10/07 – 11/07
853 €/nightfor 1 night
*The Lodge • Hot Tub + Fire Pit • Galena Retreat*
1 2
apartment , The Galena Territory
This North Woods-inspired lodging is situated in The Galena Territory, offering easy access to downtown Galena (a 5-minute drive), Chestnut Mountain (3 kilometres away), and Lake Galena for boating and fishing. This pet-friendly apartment accommodates up to 10 guests across three levels with four bedrooms and 3.5 bathrooms, featuring a fully equipped kitchen, private hot tub, fire pit, screened-in porch, and access to Galena Territory Owners Club amenities including indoor/outdoor pools and a fitness centre.
9.3 10 reviews
Galena, IL
13/07 – 16/07
376 €/nighttotal: 1128 € (3 )
The Nook, Boutique Galena Cottage
3 2
house , Galena
The Nook is situated in Galena, a short walk from Belvedere Mansion and within a 15-minute drive (24km) of Diamond Jo Casino. The property has received very good user ratings and excellent ratings for location and cleanliness. This 3-bedroom house offers 111 square metres of space and comfortably accommodates up to 6 guests. Enjoy modern amenities including a fully equipped kitchen, a private hot tub, a garden, free WiFi, and free private parking.
Galena, IL
21/08 – 23/08
553 €/nighttotal: 1106 € (2 )
Us Grant Guest House
3 2
house , Galena
This detached house is located in a quiet part of Galena, a short drive from the historic Main Street and its shops and restaurants. This family-friendly property offers 195 square meters of living space for up to 15 guests, featuring air conditioning, Wi-Fi, a fully equipped kitchen, a garden, and private parking.
Best Galena, IL holiday rentals with parking
Galena, IL
15/07 – 19/07
337 €/nighttotal: 1348 € (4 )
Cozy 2 Br With Fireplace | Sleeps 5 |
2 5
house , The Galena Territory
This detached house is located within The Galena Territory, a neighbourhood of Galena, offering proximity to historic sites such as Grant Home and Washburne House Historic Site, and is less than 24 kilometres from downtown Galena's attractions. This property accommodates up to six guests across two bedrooms, featuring a fully equipped kitchen with a coffee bar, air conditioning, a swimming pool, a garden, parking, and access to The Galena Territory Owner’s Club amenities including indoor/outdoor pools, a fitness centre, and hiking trails.
10 6 reviews
Galena, IL
15/07 – 19/07
274 €/nighttotal: 1096 € (4 )
Escape To Galena! Serenity Woods Is Your Premier, Relaxing Getaway!
2 5
apartment , The Galena Territory
This family-friendly holiday home in Galena, Illinois, is conveniently located 5km from Eagle Ridge Resort Golf and within 10km of several attractions including the Ulysses S. Grant Home and West Street Sculpture Park. This 93 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and offers amenities including two private pools (indoor and outdoor), a fitness centre, and free Wi-Fi; nearby activities include an arcade/game room and barbecue grills.
10 370 reviews
Galena, IL
13/07 – 16/07
142 €/nighttotal: 426 € (3 )
The Guest House - Private And All Yours
1 2
house , Galena
This renovated studio apartment is situated in Galena's historic district, approximately 0.64 kilometres from the town centre, offering easy access to shops and restaurants. The self-catering unit sleeps two guests, features a kitchenette with fridge and microwave, and includes complimentary locally roasted coffee, tea, and other breakfast items; a Blu-Ray/DVD player and Chromecast are also provided.
9.6 14 reviews
Galena, IL
28/06 – 09/07
541 €/nighttotal: 5951 € (11 )
4 Br. Hot Tub. Pet Friendly. May Discounts!
4 2
apartment , The Galena Territory
This four-bedroom, four-bathroom house in Galena, Illinois is ideally located within 9.6km of Eagle Ridge Resort Golf and other attractions, and within 14.5km of Horseshoe Mound and Galena Golf Club. Sleeping up to ten guests, this family-friendly property boasts two swimming pools (indoor and outdoor), a fitness centre, hot tub, barbecue grills, and a well-equipped kitchen; nearby activities include exploring the Old Blacksmith Shop and Old Market House, both within 9.6km.
Frequently asked questions about holiday rentals in Galena, IL
What are some interesting places to visit in or near Galena, IL?
Galena is brimming with historic charm! You can't miss the Galena Historic District with its beautiful Victorian architecture and the Grant's Home State Historic Site, the former home of Ulysses S. Grant. If you're looking for something a bit different, head to the Galena Wine Trail for a taste of local wines and scenic views.
What are the best Airbnb and holiday rentals in Galena, IL?
Which walking or cycling routes are the best in Galena, IL?
The Galena River Trail is a great option for a leisurely stroll or bike ride. It follows the Galena River for 8km and offers stunning views of the surrounding countryside. For a more challenging ride, try the Apple River Trail which stretches for 24km and takes you through rolling hills and past charming villages.
What sports or outdoor activites can visitors enjoy in and around Galena, IL?
Galena is an outdoor enthusiast's paradise! You can go hiking or biking on the many trails, try your hand at fishing on the Galena River, or play a round of golf at one of the local courses. In the winter, there's cross-country skiing and snowshoeing on the hills around town.
What are the best holiday rentals with a pool in Galena, IL?
What other towns or cities can be easily accessed from Galena, IL?
You can easily reach Dubuque, Iowa, which is just across the Mississippi River from Galena. It's a charming city with a rich history and a vibrant arts scene. Elizabeth, a small village, is a short drive away, known for its scenic beauty and historical significance. Rockford, Illinois, a larger city, is about an hour's drive away and offers a wider range of attractions and amenities.
What are the best rentals for families and kids in Galena, IL?
What amenities are commonly available in vacation rentals in Galena, IL?
Vacation rentals in Galena typically come equipped with all the essentials like a kitchen, bathroom, and comfortable sleeping arrangements. Many also have amenities like a fireplace, hot tub, or private patio. Some even offer breathtaking views of the Galena River or the surrounding hills.
What are the best rentals or Airbnbs with a jacuzzi in Galena, IL?
What time of year is best to rent a vacation rental Galena, IL?
The best time to visit Galena really depends on what you're looking for. Spring and autumn are lovely for mild weather and vibrant foliage. Summer is great for outdoor activities, while winter brings a magical snowy atmosphere. If you're looking for a truly unique experience, try visiting during the fall for the Galena Wine & Harvest Festival.
Destinations nearby
Best Galena, IL holiday rentals with a balcony
10 373 reviews
Galena, IL
28/08 – 30/08
649 €/nighttotal: 1298 € (2 )
Westaway-spacious Home W/private Hot Tub, Fireplace, Amazing 1st Floor Layout
4 7
apartment , The Galena Territory
This luxurious four-bedroom house in The Galena Territory is situated 4.8km from Eagle Ridge Resort Golf and within 9.6km of Grant Home, Grant Park, Washburne House Historic Site, and Belvedere Mansion. The 260 square metre property boasts a spacious layout sleeping up to ten guests, complete with a private pool, jacuzzi, fitness centre, tennis court, and all modern amenities including free Wi-Fi.
8.4 1194 reviews
Galena, IL
03/07 – 05/07
1099 €/nighttotal: 2198 € (2 )
Chestnut Mountain Resort
5 19
resort , The Galena Territory
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.
9.7 231 reviews
Galena, IL
05/10 – 08/10
310 €/nighttotal: 930 € (3 )
Galena Retreat | Hot Tub, Firepit, 3br/3ba, Dog-friendly, & Shuffleboard
3 6
apartment , The Galena Territory
The Nest is located in The Galena Territory, just a short drive from the charming town of Galena and its historic downtown area. The property has received excellent ratings for its location, cleanliness, and overall user experience. This spacious three-bedroom, three-bathroom apartment spans 195 square metres and comfortably accommodates up to eight guests. The property offers a range of amenities, including a private hot tub, a ping pong table, a foosball table, a fire pit, multiple patios, and access to the Owner’s Club facilities, which include swimming pools, basketball and tennis courts.
9.4 15 reviews
Galena, IL
05/10 – 08/10
235 €/nighttotal: 705 € (3 )
Relaxing 2bedroom Townhome W/playroom & Great View
2 6
house , The Galena Territory
This Galena Territory townhouse, a six-minute walk from The General at Eagle Ridge and 2.3km from Eagle Ridge Resort, offers convenient access to local amenities and attractions, including the Diamond Jo Casino 35km away. The 139-square-metre property features two bedrooms, two bathrooms, a playroom, and sleeps up to eleven guests, boasting a fully equipped kitchen, private balcony, access to a seasonal outdoor pool, free Wi-Fi, and on-site parking.
Best pet friendly Galena, IL holiday rentals
Among the 127 accommodations in Galena, IL, here are the 4 best pet friendly rentals
10 31 reviews
Galena, IL
06/09 – 13/09
283 €/nighttotal: 1981 € (7 )
Pet-friendly Wooded Villa W/ Fireplace, Pool & Club Access Oak Haven Galena
2 6
apartment , The Galena Territory
This family-friendly holiday home in Galena, Illinois is situated 3.9km from Eagle Ridge Resort Golf and within 14.5km of Grant Park and West Street Sculpture Park. The 95 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a full kitchen, swimming pool, spa, fitness centre, and tennis court; outdoor barbecues and a fireplace are also available.
Galena, IL
28/08 – 30/08
423 €/nighttotal: 846 € (2 )
3br, 3ba Townhome W/ Sunporch + Fireplace
3 7
house , The Galena Territory
This detached house is located in The Galena Territory, offering lake views and direct access to the Owner's Club, just a short drive from Grant Home and Horseshoe Mound. This property accommodates up to eight guests with three bedrooms and three bathrooms, featuring a fully equipped kitchen, a wood-burning fireplace, a screened-in sun porch, and access to indoor and outdoor pools, a fitness centre, and Lake Galena for fishing and boating.
10 1 review
Galena, IL
28/06 – 09/07
491 €/nighttotal: 5401 € (11 )
4 Br Oasis With Hot Tube
1 2
house , The Galena Territory
This four-bedroom dwelling in The Galena Territory is located 7 kilometres from Eagle Ridge Resort and 33.8 kilometres from Diamond Jo Casino, offering convenient access to the Galena-Jo Daviess County History Museum and the Galena Historic District. This spacious accommodation, covering 279 square metres, can host up to 19 guests and features a fully equipped kitchen, complimentary Wi-Fi, a hot tub, and a private balcony, with parking also provided.
9.6 708 reviews
Galena, IL
26/06 – 29/06
225 €/nighttotal: 675 € (3 )
Lefevre Inn And Resort
1 2
resort , Galena
The Lefevre Inn And Resort is located in Galena, just a mile from Horseshoe Mound and within three miles of several historic sites, offering easy access to the town's rich history and attractions. It has received excellent user ratings, making it a popular choice for travellers. The hotel has three bedrooms and features a swimming pool, jacuzzi, terrace, garden, and spa. Guests can also enjoy free continental breakfast, Wi-Fi, and parking, as well as room service and a concierge.