
Family-friendly vacation rentals in Galena
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Galena
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Our cabin's a win-win
In 1834, it was a chicken coop nestled between the house and barn. Today, it's a cozy cabin just a stone's throw away from the villa and venue. From the private, rural setting to the rustic decor, you'll feel as though you've traveled back to simpler times. It's unique, refreshing and oh-so tranquil. If you're looking for a little hush and a lot less rush, you're going to fall in love with this little home away from home. While you're visiting, get the scoop on how we transformed this coop.

Historic+private brick loft by colleges & downtown
Great location-upper floor of a historic home near Five Flags Center Galena (30 min) Art museum restaurants events & downtown (0.5 mile) Comfortable and private entire 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. Features: -gas grill -fire pit -kitchenette: regular/decaf Keurig coffee kettle microwave

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.

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

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)

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

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!

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.

Aspen House - A Secluded Getaway In Nature
Relax with your loved ones at the peaceful Aspen House. A Miner's Cottage nestled in a beautiful stand of aspen trees = a quiet retreat just for you! The property is surrounded by protected wooded green space with the Taylor Run trail adjacent on the northwest side. The Owners Club, pools & lake are accessible by hiking/ 5 minute drive. Enjoy bird watching, fishing, hiking and picnicking without driving anywhere!

The Car Wash Inn A Unique Stay
Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

Hot Tub + Fall Views | Peaceful Escape
Welcome to Pine Ridge—a peaceful, modern 2-bedroom, 2.5-bath vacation rental in The Galena Territory. With two king suites, a cozy living area, forest views, and a private hot tub, it’s perfect for couples, friends, or a remote work getaway. Relax on the porch, unwind by the fireplace, or explore nearby trails, shops, and GTA amenities. Just 5 minutes to the Owners Club and 10 minutes to downtown Galena.
Popular amenities for Galena family-friendly rentals
Family-friendly home rentals with a pool

Comfortable 4 Bed 4 Bath in the Galena Territory!

Peaceful, Cozy Home w/ Club Amenities in Galena.

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

2 Bedroom Townhouse w/Soaking Tub + Rain Shower

Awesome Lodge in Galena Territory

Hook Wine And Sinker - Golf, Shop, Pools, & Relax

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms

Charming golf villa perfect for long or short term
Family-friendly home rentals with a hot tub

Amazing stationary house boat! Hot tub on roof!

The Gathering Place- Modern, Spacious, 6 bedrooms

Modern Home w/Amazing Views, Hot Tub, Game Room

Downtown Galena Luxury Penthouse W/ Parking

Serene Treehouse Retreat! Hot Tub & Scenic Views

Drake House: The Loft with Private Hot Tub

Golden Meadows Escape: A Luxurious Country Retreat

DunPuttin Place
Family-friendly home rentals with Wifi

Galena RowHouse - Downtown with parking included!

The Tree House

House 3bd/3bth- indoor pool -close to chestnut mnt

Apt. #1A, Main Street Suites - Location! View!

Hot Tub+ Firepit+ "Tiny"house+ Views+ Galena Area

Crooked Creek Cabin

Aiken 1083 in Galena

Downtown Galena with private parking
Quick stats about vacation rentals that are family-friendly in Galena
Total rentals
60 properties
Nightly prices starting at
€ 86 before taxes and fees
Total number of reviews
5.7K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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