Holiday houses in Galena
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Quick stats about holiday rentals in Galena
Total holiday rentals
Explore 160 holiday rentals in Galena
Nightly prices starting at
Galena holiday rentals start at $72 AUD per night before taxes and fees
Verified guest reviews
Over 18,920 verified reviews to help you choose
Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 30 rentals that welcome pets
Holiday rentals with a pool
20 properties feature pools
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wi-Fi availability
160 of Galena holiday 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!
Top-rated holiday rentals in Galena
Guests agree: these stays are highly rated for location, cleanliness and more.
Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena
Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.
Ulysses Suites, Suite 302
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 as a nod to its previous existence as the Grant Hotel from 1895 to 1933. Suite 302 is an ADA accessible unit located on the 3rd floor and can be attached to Suite 301.
Lake Views | Hot Tub | Nature Retreat | Movie Room
Looking for nature? Come immerse yourself in nature at this private oasis. • 3 bed/3.5 bath (7 adults comfortably w/max 8 guests) • 12 mins to downtown Galena • Outdoor hot tub • Grill & dining space on upper deck • Seasonal views of Lake Galena • Lounge/Movie room with pool table, electric fireplace & smart TV • Full Kitchen w/fridge, oven, microwave, dishwasher, keurig coffee machine, air fryer, instant pot, & crockpot • Upstairs family room with smart TV, fireplace, & board games
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
Custom Floating Suite-HOT TUB!
Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.
Johnson Apartment and Cathouse Suites, Dogs OK w/$ $
Newly renovated building in historic, Uptown Galena above Miss Kitty's Grape Escape. Enjoy amazing views of downtown without having to take a single stair. Fully accessible apartment features lowest threshold shower, kitchenette with microwave and coffee/kcup maker, large rooms, 55" smart TV with wifi, bathrobes and lush towels. Living room includes very comfy sofa (but does not pull out). Easy access to premier night life and entertainment just below at Miss Kitty's Grape Escape.
The Beauty on Belden: Owners' Club access & more!
Our 3 bedroom, 3 bathroom retreat located in the Galena Territory is the perfect choice for your getaway with access to the Owners' Club. Each bedroom has its own private bathroom. The four seasons room is perfect for relaxing. The home has a spacious back deck for cookouts and entertaining. The house is a 3 minute drive from the Owners' Club and minutes away from 4 golf courses, Shenandoah Riding Center and Marina. 10 minutes to downtown Galena, 15 min to Chestnut Mountain.
Suite Victory #3 On Main St w/Reserved Parking
Suite Victory #3- Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Open floor plan with beautiful views of downtown Main Street. King bed. Double sink vanity and large walk-in shower. Kitchen has island, quartz countertops, and new appliances. Stackable washer and dryer within the unit. Above Charlie’s Place Eatery on Main Street. MAX 2 PEOPLE. NO DOGS ALLOWED.
Deer Trail Cabin
🌿 Cozy cabin tucked in the quiet Wisconsin woods—your perfect spring retreat. Enjoy fresh air, blooming trees, and peaceful forest trails right outside your door. Relax in the outdoor hot tub under the stars, gather around the fire pit in the evening (bring your own wood or collect from the property), and watch the free-range goats and chickens roaming the property. A peaceful, private getaway for couples, small families, or anyone looking to unwind in nature. 🌿
Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl
Escape to your own spacious mountain retreat just 8 miles from historic downtown Galena! 2 min to Chestnut Mountain. Enjoy a brand-new hot tub, fire pit with free wood, gas BBQ, and patio—perfect for summer nights or crisp fall days. Spend your days hiking, golfing, shopping, or taking scenic wine tours. In fall, explore vibrant foliage, festivals, and local charm. After your adventures, relax in comfort and style with plenty of space for the whole family.
King Loft | Fireplace | Arcade Game | Pool Access
Escape to this cozy 1-bedroom cottage retreat in The Galena Territory—perfect for slowing down, reconnecting, and enjoying everything Galena has to offer. ✨ HIGHLIGHTS • King loft bedroom with skylight ✨ • Wood-burning fireplace 🔥 • Retro arcade game + puzzle collection 🎮 • Access to Owner’s Club (pool, fitness center & more) • Fast WiFi • 12pm check-in & check-out • ~10–15 minutes to downtown Galena • Cozy, romantic cottage feel
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 holiday rentals
Other great holiday rentals in Galena
Cozy house with access to many attractions.
Ulysses Suites, Suite 301
Cozy retreat in Galena Territory
The Tree House
Pecker’s Nest | Cozy Cottage in Galena Territory
Pleasant View School
The Galena Getaway | Townhouse in Galena Territory
Annabel Lee Barn ~ A Getaway of Warmth & Charm!
When is the best time to visit Galena?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 AUD | $267 AUD | $265 AUD | $242 AUD | $258 AUD | $271 AUD | $271 AUD | $265 AUD | $272 AUD | $280 AUD | $283 AUD | $281 AUD |
| 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.
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