Family-friendly vacation rentals in Galena

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Top-rated family-friendly rentals in Galena

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Superhost

Apartment in Galena

4.77 out of 5 average rating, 373 reviews

GALENA PENTHOUSE OVERLOOKING HISTORICAL MAIN ST.

This beautifully furnished one bedroom is located in the heart of historical downtown Galena overlooking Main Street. You will be just steps from some of the best shopping in Illinois. FREE DESIGNATED OFF STREET PARKING SPACE. And the history of this city is amazing. Downtown Galena consists of unique boutiques, antique shops, wineries, incredible restaurants, bars and exciting night life. Fully furnished with ALL utilities set up including cable and wi fi. We provide plenty of towels / linens

Oct 28 – Nov 4

ﺩ.ﺇ609 per night

Guest favorite

Apartment in Dubuque

4.91 out of 5 average rating, 293 reviews

Drake House: Fleur de Lis with Private Hot Tub

No expenses were spared on this beautifully decorated suite! The Fleur de Lis is located in the downtown Millwork District on the second floor. It is ideal for one couple but can sleep up to 4. Perfect for a romantic get-away or business. The unit has 1 bedroom, 2 full baths, a ready to cook-in kitchen, a fireplace, a spacious living room and a private hot tub on the deck. The unit is within walking distance of downtown Dubuque. We hope you enjoy, relax and rejuvenate during your stay!

Jan 20 – 27

ﺩ.ﺇ757 per night

Guest favorite

Apartment in Galena

4.84 out of 5 average rating, 460 reviews

Farmhouse Style Apt, Steps from Main St, Parking!

Nestled in the heart of historical downtown Galena, our quiet and private apartment suite is only steps away from shopping, dining, entertainment and everything Galena has to offer. Wake up to a full tea and coffee bar and make yourself at home as you wind down at the end of the day. As you walk out and down the stone stairway, you will find yourself in the middle of Main Street! A reserved, off street, parking space is included with your stay! We fully clean and disinfect between stays.

May 28 – Jun 4

ﺩ.ﺇ409 per night

Guest favorite

Home in Galena

4.82 out of 5 average rating, 277 reviews

Galena Retreat - Eagle Ridge Territories

The perfect place to relax and unwind in a wooded setting far away from the hustle of daily life. Short drive to downtown Galena for shopping and dining. Short drive to skiing and you can walk to the resort for dining and adult beverages. Indoor and outdoor swimming pool at the owners club along with other activities. 1 bedroom w/one queen, 1 bedroom w/two single beds, 2 full bathrooms, Kitchen, Living Room Dinning area, Screened Summer room, Fully equipped Kitchen, Cable TV and wifi.

Mar 12 – 19

ﺩ.ﺇ646 per night

Guest favorite

Home in Galena

4.91 out of 5 average rating, 142 reviews

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

Mar 6 – 13

ﺩ.ﺇ1,188 per night

Guest favorite

Home in Galena

4.92 out of 5 average rating, 107 reviews

Boulder Creek

Strategically placed on the edge of tall woods this home takes advantage of it's beautiful surroundings by featuring floor to ceiling windows so our guests can enjoy nature from both the outside and the inside. Often you will see deer, wild turkey, fox, and birds of all colors! The home features 4 bedrooms and 3.5 baths, bright great room, full length deck with grill, large family room, pool table, games for the little ones and access to the Owners' Club amenities.

Nov 4 – 11

ﺩ.ﺇ1,656 per night

Guest favorite

Home in Gratiot

4.99 out of 5 average rating, 203 reviews

The Old Farmhouse

The old farmhouse is located on a quiet, dead-end road. It sits on top of a picturesque hill surrounded by rolling farmland. The Pecatonica river surrounds the farm on three sides. The farmhouse is the perfect place for quiet time and relaxation. The Farmhouse was built in 1914. It still has the original woodwork, and beautiful hardwood floors. Sit on the porch or sit around the fire pit and enjoy the beautiful fall foliage.

Aug 29 – Sep 5

ﺩ.ﺇ420 per night

Guest favorite

Home in Galena

4.99 out of 5 average rating, 177 reviews

The Downtown House - 1820s home steps from Main St

Just steps from Main Street in downtown Galena, this beautifully rehabbed 1820s vacation rental home sleeps up to 7 people. The kitchen is fully stocked with pots & pans, dishes, etc. There is also a washer and dryer with detergent for your personal use. Don't worry about washing the sheets and towels. That's my job :) Enjoy high speed wireless internet, board games, stereo system as well as cable and streaming-ready/smart TV.

Aug 18 – 25

ﺩ.ﺇ1,350 per night

Guest favorite

Loft in Galena

4.86 out of 5 average rating, 651 reviews

The Brick Apartment above Main Street Galena

My apartment is located right on Galena's historic main street also known as the Helluvahalfmile. There are great views, restaurants and dining, family-friendly activities, and nightlife. You’ll love my place because of it's location, the ambiance, people and the Galena main street life. You are right above my restaurant, which serves coffee, breakfast and lunch!

Jul 28 – Aug 4

ﺩ.ﺇ431 per night

Guest favorite

Townhouse in Dubuque

4.94 out of 5 average rating, 150 reviews

2 Bedroom-Open-layout Townhouse

My home is nested in the Washington Neighborhood, blocks from coffee shops, a grocery store, micro breweries, restaurants, and walking and biking paths. Right across the street from a park where kids can play and community garden! Enjoy the kitchen, living space, yoga/meditation room, and outdoor patio along with access to Wifi and netflix!

Feb 16 – 23

ﺩ.ﺇ410 per night

Guest favorite

Guesthouse in Stockton

4.99 out of 5 average rating, 319 reviews

Highview Country Escape - Cozy Cabin with a view

Quiet secluded setting, with spectacular view, on one of the highest hilltops in Illinois! Morning sunrises are exceptional. Evening sunsets are breathtaking. Starry nights are amazing. Our rental is fully independent and has everything that you need for your getaway. Please see all photos

Jul 24 – 31

ﺩ.ﺇ775 per night

Guest favorite

Home in Galena

4.87 out of 5 average rating, 111 reviews

Farmhouse Retreat

Unplug from everyday life in this remodeled farmhouse. It is located in the center of a working farm near Galena, IL and will sleep 6 adults. Bring your friends! 3 bedrooms, 2 bathrooms with a full kitchen. Book a weekend and take it easy in a picturesque slice of midwestern hills.

Sep 3 – 10

ﺩ.ﺇ642 per night