Vacation rentals in Galena

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Top-rated vacation rentals in Galena

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
Home in The Galena Territory
4.86 out of 5 average rating, 111 reviews

Cute Galena Townhouse - Close to Resort and Spa

Location, location, location!! Forget about your worries in this nicely updated townhome. Close to everything Galena has to offer! ~0.5 mile away: -Eagle Ridge Resort -Stonedrift Spa -North Golf Course -East Golf Course -tennis courts ~1.5 miles away: -South Golf Course -Owners Club with indoor/outdoor pools, basketball court, gaming lounge ~2.0 miles away: -Thunder Bay Falls ~3.5 miles away: -The General Golf Course ~7 miles away: -Downtown Galena ~13 miles away: -Chestnut Mountain

Top guest favourite
The spacious bedroom features a king bed with grey bedding, complemented by a rustic accent wall and a ceiling fan. A window provides a view of downtown Main Street. The living area showcases a comfortable seating arrangement with a patterned rug and brick accents.
Apartment in Galena
4.98 out of 5 average rating, 397 reviews

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.

Top guest favourite
The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.
Treehouse in The Galena Territory
4.98 out of 5 average rating, 192 reviews

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Top guest favourite
This historic brick home features multiple windows reflecting a classic architectural style. A stone garage, designed with modern doors, complements the house. Lush greenery surrounds the property, enhancing its natural appeal. A paved driveway leads to the garage, showcasing an inviting approach to the entrance.
Home in Galena
4.96 out of 5 average rating, 227 reviews

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!

Top guest favourite
The living area features a cozy sofa arranged around a fireplace, complemented by a wooden dining table. A modern kitchen area with green cabinetry is visible, alongside bar stools. Large windows allow natural light to illuminate the space, highlighting the warm wood flooring.
Apartment in Galena
5 out of 5 average rating, 136 reviews

Ulysses Suites, Suite 203

Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213 to 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 203 is almost 1400 square feet and is located on the 2nd floor.

Top guest favourite
A blue A-frame house is showcased, surrounded by greenery. The brick walkway leads to a cedar deck, framed by landscaping. Windows are visible on the sides, allowing natural light to fill the interior.
Chalet in Elizabeth
4.92 out of 5 average rating, 366 reviews

Galena Country Getaway

Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

Guest favourite
Tiny homes in The Galena Territory
4.95 out of 5 average rating, 167 reviews

Cozy Romantic Getaway*Fireplace on deck*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!

Top guest favourite
The charming two-story miner's cottage features a welcoming front porch adorned with historic American flags. Lush greenery surrounds colorful flower beds, enhancing the outdoor space. The stone and white clapboard exterior reflects classic architectural elements within the Galena National Historic District.
Home in Galena
4.96 out of 5 average rating, 573 reviews

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!

Guest favourite
An inviting living space features an exposed brick wall and hardwood flooring. A spacious bed with a colorful quilt is positioned next to a flat-screen TV. A comfy couch and a unique wooden coffee table complete the area, with soft lighting provided by two floor lamps.
Loft in Galena
4.82 out of 5 average rating, 852 reviews

Rustic Apartment Main Street Galena

Welcome to our cozy apartment located inside Galena’s historic Logan House Hotel building. Conveniently located on the north end of Main St(above Big Bill’s coffee shop), this fully-renovated unit features exposed original brick, and hardwood floors. Equipped with a cozy electric fireplace, mounted Roku TV, comfortable couch, and kitchen, this apartment is warm and inviting! Check out all our listings at Airbnb.com/p/galenaapartments ( copy & paste into URL)

Top guest favourite
A welcoming living area features a comfortable sofa and a wooden coffee table. Large windows provide a scenic view of the landscape and river, allowing natural light to fill the space. A TV is mounted above a stone fireplace, creating a cozy atmosphere.
Home in Dubuque
5 out of 5 average rating, 191 reviews

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!

Guest favourite
A modern soaking tub is centered against a natural wood accent wall. A wooden bath tray rests across the tub, holding a glass of red wine and a book. Soft blue water adds a serene touch to the inviting space.
Townhouse in The Galena Territory
4.92 out of 5 average rating, 127 reviews

2 Bedroom Townhouse w/Soaking Tub + Rain Shower

Welcome to Dear Galena, a modern Zen retreat on a corner-unit townhouse golf villa with a wooded view. It's the perfect getaway for couples, friends, family or just you! Situated within The Galena Territory and near Eagle Ridge South Golf Course, this townhouse has two bedrooms - each with a king size bed and two bathroom. A pull out sofa bed for additional guest and high-speed Wi-Fi for streaming and all of your work from home needs.

Top guest favourite
A decorative sign reading 'Dawson's Remise' is illuminated in warm tones, framed in black wood. Next to it is a textured pillow featuring a geometric red and black pattern, adding a modern touch to the setting.
Apartment in Galena
4.99 out of 5 average rating, 384 reviews

Dawson's Remise Luxury Accommodation

Enjoy a luxurious stay in our remise ("carriage house"), complete with authentic Art Deco and Industrial furniture and design. We took great care in ensuring top notch craftsmanship and amenities, so as to create an inviting environment that you won't want to leave! Hidden away off the quaint and historic Park Avenue, you'll enjoy a quiet and restful stay whilst within walking distance to Main Street Galena and all it has to offer.

Popular amenities for Galena vacation rentals

When is the best time to visit Galena?

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Avg. price$244 CAD$241 CAD$233 CAD$230 CAD$245 CAD$258 CAD$258 CAD$252 CAD$259 CAD$267 CAD$252 CAD$252 CAD
Avg. temp-7 °C-5 °C2 °C9 °C15 °C20 °C22 °C21 °C17 °C10 °C2 °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.

Quick stats about vacation rentals in Galena

  • Total vacation rentals

    Explore 170 vacation rentals in Galena

  • Nightly prices starting at

    Galena vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 17,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and 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

  • Wifi availability

    170 of Galena vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Galena rentals

  • 4.9 Average rating

    Galena stays are highly rated by guests—averaging 4.9 out of 5!

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