Holiday rentals with outdoor seating in Galena

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.

Modern Loft Overlooking Downtown

Experience history and modernity in this 3-story apartment in Dubuque's vibrant scene. Enjoy local eateries, bars, and cafes nearby, and the Field of Dreams just 30 min away! This 2-bed apartment has high-speed internet, a 60in smart TV, a balcony, and stunning views. Plus, it's located within 30mins of 2 local ski resorts. Relax after a fun-filled day in this cozy space with all the amenities you need. Book your stay now and discover comfort, style, and convenience in the heart of Dubuque!

Historic Langworthy loft near colleges & downtown

Great location-private & cozy upper floor of a historic home near: Five Flags Center, events & downtown (0.5 mile) Galena (30 min) Relax in the comfortable and spacious upstairs of a renovated 1906 brick home w/ modern amenities, restored woodwork, and modern appliances/HVAC/plumbing. Centrally-located in historic Langworthy district, close to colleges: -Loras=0.5 mi. -UD=1 mi. -Clarke=1 mi. -Emmaus=1.5 mi. Kitchenette: -small refrigerator -regular/decaf Keurig coffee -kettle -microwave

1st St Jewelry Box Suite.

This unique place has a style all its own. This downsized efficiency suite is a comfortable living space. Within 3 blocks; historic cable car + shopping, restaurants, casino, Cathedral, Julien Hotel, Five Flags, River Museum, spas/yoga, Mississippi Riverwalk, winery, breweries, graffiti murals. Coffee included. Awesome for 1-2 people. Sundown mountain short 20-minute drive.Traveling with buddies? Just ask! We have 3 more units next to this one. We have short-term furnished places as well.

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

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!

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!

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!

The #2 at Cathouse Suites, Dogs OK w/$$

Newly renovated building in historic, Uptown Galena above Miss Kitty's Grape Escape. One bedroom apartment with kitchenette with microwave and coffee/kcup maker, queen size bed, living room with twin size daybed couch, and 55" smart TV. Wheelchair accessible patio. Extra mirrors in the bathroom with a full size shower, bathrobes and lush towels. Easy access to premier night life and entertainment just below at Miss Kitty's Grape Escape.