Holiday rentals in Galena
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Quick stats about holiday rentals in Galena
Total holiday rentals
Explore 180 holiday rentals in Galena
Nightly prices starting at
Galena holiday rentals start at $63 SGD per night before taxes and fees
Verified guest reviews
Over 19,970 verified reviews to help you choose
Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 30 rentals that welcome pets
Holiday rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
180 of Galena holiday rentals include wifi 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.
Treehouse! 3BR Ensuites• Spacious•Hot Tub•Fire Pit
🌲7 minutes to Owner's Club 🌲10% Weekly Discount 🌲3 BRDM+3.5 BTH (all ensuite) 🌲Secluded + Spacious on 2-acre lot 🌲Hot tub! 🌲Smokeless firepit (wood provided)🪵 🌲Year-round community indoor pool & seasonal outdoor pool 🏊♂️ + zero entry kiddie pool 🌞 🌲Open concept main level 🌲Games & puzzles for all ages 🧩 🌲Axe throwing game 🎯 🌲Large connect 4 game & jenga 🌲New & fully equipped kitchen 🍽️ 🌲Kid & Dog friendly 👧🏼🐶 🌲Seasonal valley views 🌲Gym access 🌲High-speed internet
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.
Cozy Wooded Tri-Level In Galena Territory
Relax with friends or the whole family at this wooded and peaceful place to stay in the Galena Territory.Cozy Tri-Level with 3 comfortable bedrooms and 3 baths. Tvs in 2 bedrooms as well as large tvs in the living room and downstairs rec room.Fireplace in living room area.Sit outside and enjoy the scenery on the front porch or back screened patio.Only 6 miles to Downtown Galena .Guests are welcome at Lake Galena,the Owners Club,Restaurants,Pools and Trails.Six Free passes are included.
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.
Secluded Treehouse w/great views from every room!
Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.
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.
Family Fall! Hot Tub•Fire In/Out•Game Room•3 Kings
Ultimate Family Escape in Galena Territory! Unwind, explore, and make memories at this chic, spacious cabin! Sip coffee on the deck as deer wander by, soak in the hot tub, and gather around the fire pit for s’mores. Relax on the screen porch or challenge the family with arcade games, air hockey, pinball, and darts! Enjoy Owner’s Club access with a pool, fitness center & pickleball. Adventure awaits—book your perfect getaway today! Family fun!-Hot tub-Fire pit-3 king beds-Game room
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!
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 PETS ALLOWED.
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.
Hot Tub | Fireplace | Screened Porch | Pool Access
Escape to this cozy 2-bedroom + loft retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer. ✨ HIGHLIGHTS • Private hot tub + outdoor fire tables • Screened-in porch surrounded by nature • Wood-burning fireplace • Access to Owner’s Club (pool, fitness center & more) • Smart TVs + fast WiFi • 12pm check-in & check-out • 11 minutes to downtown Galena
Popular amenities for Galena holiday rentals
Other great holiday rentals in Galena
King Suite • Jetted Tub • Fire pit • Golf Views
Dawson's Remise Luxury Accommodation
Golf Sim~Hot Tub~Arcade~4 Kings |The Augusta House
The Owl House
Pleasant View School
The Cottage on Lake Galena
Cozy retreat in Galena Territory
The Drey: A Private Retreat in the Treetop Canopy
When is the best time to visit Galena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $234 SGD | $234 SGD | $232 SGD | $235 SGD | $250 SGD | $248 SGD | $237 SGD | $232 SGD | $239 SGD | $245 SGD | $248 SGD | $246 SGD |
| 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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