Vacation rentals in Galena
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Top-rated vacation rentals in Galena
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The Guest House - Private and All Yours
*Some revenue from your stay will go to SPLC, ACLU, and other progressive causes* Enjoy the cozy comforts of this renovated studio in Galena's historic district. The building is yours for your stay, with driveway parking onsite. We've made this a welcoming space for respectful travelers of all backgrounds, so join us for a comfortable and unforgettable time in our beautiful and historic city. Our space is privately operated by us, not a rental company. We live onsite, and been here for 20 years.
Wooded Villa with Resort Access, Fireplace, K Bed
⭐King bed with plush bedding in a peaceful, private setting ⭐Wood-burning fireplace — perfect for cozy evenings together ⭐2-minute drive to the North Golf Course, driving range, & Stonedrift Spa ⭐Wooded nature views & tranquil surroundings for a relaxing escape ⭐Just 12 minutes to downtown Galena — excellent shopping, dining, & sight-seeing ⭐Access to Owner’s Club amenities including indoor pool & fitness center ⭐15 miles to Chestnut Mountain Skiing ⭐2 Full bathrooms & newer full size sofa bed
Suite Victory #2 On Main St w/Reserved Parking
Suite Victory #2 (facing Main St.) Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Large open floor plan with beautiful views of downtown on the corner of Main Street and the old cobbled Perry Street. King bed. Double sink vanity and large walk-in shower. Kitchen has oversized island, quartz countertops, and new appliances. Full size washer and dryer within unit. MAX 2 PEOPLE. NO DOGS.
Ulysses Suites, Suite 202
Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213-217 S. Main Street. The location is walking distance to all the best restaurants and shops. We have 7 suites and a beautiful lobby that are modern and luxurious, with lots of historical character and texture as a nod to its previous existence as the Grant Hotel from 1895 to 1933. Suite 202 is a gorgeous studio with a huge window seat looking over Main Street.
Downtown Gem for Two
Newly remodeled downtown apartment right in the middle of town. New furnishings, office nook with desk, full size kitchen and appliances, smart tv, free wifi, large open living space with private bedroom and bath. Very clean. Adjacent shared deck with table and chairs is available for use. This is a second floor apartment in the back of Simply Elegant Boutique so there are 17 steps to get to it from the outside. *Rest easy, every surface and door knob is disinfected after each stay.
The Brick Apartment Main Street Galena
Hello! Welcome to our beautifully-renovated apartment, conveniently located on the north end of Galena’s historic Main Street. This unit is above Big Bill’s coffee shop, and boasts exposed original brick from the historic Logan House Hotel, hardwood floors, a kitchen (range, refrigerator, microwave, sink), and beautiful views of our historic town! Only feet from restaurants, shopping, and night life! Check out all our listings at Airbnb.com/p/galenaapartments ( copy & paste into URL)
1842 Bavarian Brew House
Nestled in charming and historic Galena this beautiful home was built in 1842 by brewer Peter Specht from Bavaria. The cellar operated as his brewery and tavern while living in the home above. The house was extensively renovated in 2008. It remains full of character and charm, but now boasts an abundance of modern comforts. A quiet private patio and yard are the perfect spot for a morning coffee or a glass of wine. All within a few walkable blocks to Main Street, the heart of Galena!
Hygge Romantic Getaway-Electric Fireplace-King bed
Enjoy the cozy setting of this romantic nature retreat at The Hygge Haus. Hygge ("hooga") is about taking time away from the daily rush to be together with people you care about - or even yourself - to relax and enjoy life's quieter pleasures. Come hygge in our cozy house meant for two, wrap in a fuzzy blanket by a fire. Feel contentment in sharing a cozy meal at the table, talking on the chaise built for two. Relax, unwind, & explore the Galena Territory and nature. Cozy up!
Beautiful Miner's Cottage in a Garden
This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!
1127 / Downtown Dubuque, first floor, free parking
Enjoy the charm of Dubuque from this clean, comfy 1-bedroom apartment located in the heart of the Millwork District. Perfect for solo travelers or couples, this ground-floor unit puts you just steps from downtown restaurants, shops, and the seasonal farmers market (May–Oct). Guests love the walkability, easy check-in, and peaceful vibe. Includes a full kitchen, smart TV, home office desk, and a private bath with tub/shower. A great value in a historic downtown building!
Hot tub,Fireplace,Pool/Marina Access,Games, Space!
3br/3bth home - hot tub - Relax by indoor fireplace - 2 acres for privacy, especially in the back of the home with woods. - Outdoor firepit with wood provided - Year round community indoor pool and seasonal outdoor pool 🏊♂️🏊♀️👙🤿 - Great for kids or kids at heart- home has popcorn machine 🍿 - Axe throwing game - snow cone maker 🍧 - cotton candy maker - air hockey/ping pong table - hammock - Ms. Pac Man Arcade game - Large Connect 4 game - sleds - gym access
Home by the River
Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!
Popular amenities for Galena vacation rentals
Pet-friendly vacation rentals in Galena
Cozy Retreat | Hot Tub | Firepit | Dog-friendly
Galena Getaway
The Dubuque House - Historic Downtown Location!
Treehouse! Hot Tub • Fire-pit • Spacious
Mississippi River house has everything you need
Covered Hot Tub • 2 Fire Tables • Huge Deck •
Aspen House - A Secluded Getaway In Nature
The Riverbottom (Tiny Home 2)
Galena home rentals
Comfortable 4 Bed 4 Bath in the Galena Territory!
Peaceful, Cozy Home w/ Club Amenities in Galena.
The Car Wash Inn A Unique Stay
Galena home close to Main St with parking and deck
Quiet Yet Close/Steps to Pool/Paths, Pet Free Home
Awesome Lodge in Galena Territory
Farmhouse Retreat
Lake Views | Hot Tub | Nature Retreat | Movie Room
Pet-friendly home rentals Galena
Private 3BR/2BA Home in the Trees | Stonecrest
Hot tub/Game Room/Fire Pit/Across street from Pool
*Screened In Hot Tub*Owners Club*Dog Friendly*
Gypsy Coach Sanctuary
Modern/Historic Mansion
Historic Home with Pool Table and Dart Board
Kick Back and Relax at this River Front Property!
The Tree House
When is the best time to visit Galena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,032 GYD | G$36,614 GYD | G$35,358 GYD | G$34,940 GYD | G$37,241 GYD | G$39,124 GYD | G$39,124 GYD | G$38,288 GYD | G$39,334 GYD | G$40,380 GYD | G$40,798 GYD | G$40,589 GYD |
| Avg. temp | -7°C | -5°C | 2°C | 9°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 2°C | -4°C |
Frequently Asked Questions
What are the best places to stay in Galena?
Galena has unique accommodations in its historic downtown and scenic hilltop neighborhoods, where travelers can immerse themselves in the town's 19th-century character. Many stays are situated near local shops, galleries, and dining.
What are the best things to do in Galena with kids?
Families often explore interactive history sites, hands-on museums, and stroll through Galena's parks. Kids can enjoy outdoor activities such as river walks and gentle nature trails, while seasonal events welcome visitors of all ages.
What are some of the best things to do in Galena?
Explore Galena's Main Street with its locally owned shops and galleries, visit historic homes and museums, and take in views from surrounding parks. Outdoor experiences, local tastings, and river activities are frequently suggested.
How is the weather in Galena?
Galena has cold, snowy winters with average lows near 11°F (-12°C), while summers are warm and humid around 80°F (27°C). Spring and fall bring mild weather with increasing or decreasing rainfall, making layers a comfortable choice year-round.
What are the best places to visit in Galena?
Explore the Ulysses S. Grant Home, Galena History Museum, and stroll along Main Street for architecture, shops, and galleries. Grant Park is frequently suggested for relaxing and taking in views of downtown.
What are some hiking trails in Galena?
Galena has local hiking paths in parks and natural areas around town, including Grant Park and routes near the Galena River. Nearby preserves also provide trails with views of wooded hills and prairies.
What are some family activities we can do in Galena?
Families can join guided tours of historic sites, browse interactive museum exhibits, or relax with picnics in local parks. Seasonal activities, such as carriage rides and riverboat outings, are frequently suggested for all ages.
What are some of the best day trip ideas from Galena?
Explore nearby state parks, scenic byways, and historic small towns with artisan shops and local food. Riverfront recreation areas and vineyards in the region are also popular for a day's adventure.
Are there any pet friendly accommodations available in Galena?
Many hosts in Galena welcome pets, especially in neighborhoods near parks and walking paths. It is a good idea to check each listing for pet amenities and any specific house guidelines.
What are some local tips for visiting Galena?
Wear comfortable shoes to explore Main Street’s historic brick sidewalks and hillside neighborhoods. Sampling local specialties and joining a guided tour can add depth to your visit, especially during special events or markets.
What is Galena known for?
Galena is known for its well-preserved 19th-century downtown, significant Civil War history, and scenic rolling hills. The town is frequently associated with Ulysses S. Grant, who lived here before his presidency.
What are the best hidden gems to explore in Galena?
Artisan studios, quiet side streets with preserved architecture, and small local markets are often described as Galena's hidden gems. Look for tucked-away walking trails and historic sites outside the main business area.
What are the best foods to try in Galena?
Galena has Midwestern classics like hearty breakfasts, local meats, and fresh-baked pies, along with craft chocolates and regional wines. Dishes featuring farm-fresh produce are often available at independently owned restaurants.
What should I bring for a trip to Galena?
Pack comfortable walking shoes and layers, as weather can change quickly, especially in spring and fall. An umbrella and sun protection are helpful, and a camera is useful for capturing historic streets and scenic overlooks.
What is the nightlife in Galena like?
Galena has a relaxed nightlife scene centered on local pubs, wine bars, and occasional live music around Main Street. Evening strolls and outdoor patios are popular ways to enjoy the town after dark.
What are the most popular events or festivals in Galena?
Galena hosts annual events such as a vibrant Halloween parade, holiday festivals, and art fairs throughout the year. Seasonal celebrations in late spring and autumn often feature music, food, and local traditions.
Are there family friendly vacation rentals in Galena?
Travelers will find many family-friendly vacation rentals in Galena, especially near parks or Main Street. Features like multiple bedrooms, full kitchens, and outdoor space are frequently available.
When is the best time to visit Galena?
Late spring through early fall is often recommended for comfortable temperatures and regular local events. Autumn is especially popular due to changing leaf colors and seasonal celebrations.
All about Galena
With a history as rich as the mineral deposits for which it’s named, Galena is a charming small-town getaway in the heart of the Midwest and the county seat of Jo Daviess County. Though it seems unimaginable now, Galena once rivaled Chicago in population. Back in the late 1820s, thousands flocked here to mine its namesake ore, which had long been used by Native Americans for burial rituals and trading. Even an American president has called Galena home: Ulysses S. Grant’s mansion, presented to him by the townspeople in the 1860s, is one of the town’s most popular tourist destinations. Many Chicagoans call Galena their second home. Galena’s main street, sometimes called the Helluva Half Mile (riffing on Chicago’s Magnificent Mile), is lined with Victorian-era storefronts and eateries. The rolling hills along the horizon draw visitors for skiing in the winter and hot-air ballooning during the warmer months.
What are the top things to do in Galena?
Great Galena Balloon Race
One of Galena’s best-known tourist attractions is also one of its most magnificent. Every third full weekend in June, weather pending, thousands come to marvel at a series of colorful balloon races across the prairie. The pros race at dusk on Friday night and at dawn on Saturday and Sunday. Meanwhile, amateurs can enjoy leisurely hot-air balloon rides with on-site rental companies.
Galena Grant Park
Toward the south end of bustling Main Street, a pedestrian bridge stretches across Galena River to this stately Victorian-era park. True to the period design, the park’s paths lead under decorative arbors to the town’s Civil War monument and gazebo, and the formal fountain stands out as a landmark.
West Street Sculpture Park
On the funkier side of Galena’s tourist attractions is this 2-acre park featuring metal sculptures of various scales. Ranging from rusted-out can contraptions to impressive postmodern art statements, the dozens of sculptures here are spread all over the park (including some in its trees), exposed to the elements, and open to visitors year round.
Quick stats about vacation rentals in Galena
Total vacation rentals
Explore 180 vacation rentals in Galena
Nightly prices starting at
Galena vacation rentals start at G$8,369 GYD per night before taxes and fees
Verified guest reviews
Over 18,620 verified reviews to help you choose
Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 40 rentals that welcome pets
Vacation rentals with a pool
20 properties feature pools
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wi-Fi availability
180 of Galena vacation rentals include wi-fi access
Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Galena rentals
4.9 Average rating
Galena stays are highly rated by guests—averaging 4.9 out of 5!
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