Family-friendly vacation rentals in Jo Daviess County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Jo Daviess County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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

Nov 25 – Dec 2

G$34,678 GYD per night

Superhost

Townhouse in Galena

4.88 out of 5 average rating, 154 reviews

Galena Territories 3 level Townhome Sleeps nine

Beautiful vacation home in Galena Territories. Located in central resort core, close to all 4 golf courses, owners club, hiking trails and main lodge. Only 15 minutes drive from historic Galena IL. Three level townhome, large screen TV in living room and family room all bedrooms have HDTV. Upper level BR w/en-suite bathroom. Two BR’s are full sized showers/tubs. All linens/toiletries/coffee/condiments provided. Wood burning fireplace with wood provided. Free access to all owners club facilities.

Dec 18 – 25

G$58,208 GYD per night

Superhost

Apartment in Galena

4.75 out of 5 average rating, 470 reviews

Walk to Main St, Historic Apt with Free Parking

Experience living in vibrant, historic downtown Galena! Our exceptionally clean, private apartment suite offers a serene and charming escape. Enjoy complimentary tea and coffee from our bar while you relax in the comfy confines of our sanctuary. Take a stroll down Main Street from your doorstep and indulge in the city's finest shopping, dining, and entertainment. Rest easy with the included designated parking space, knowing that your stay is worry-free. Book now for a memorable getaway!

Jun 11 – 18

G$22,272 GYD 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.

Apr 10 – 17

G$36,774 GYD per night

Superhost

Cabin in Galena

4.89 out of 5 average rating, 121 reviews

Serenity Cabins - A rustic, yet upscale cabin!

Welcome to Serenity Cabins. Whether your stay here is for a vacation, anniversary, family get together, romantic get away, or spiritual retreat, you'll find your stay to be welcoming, relaxing, memorable, full of charm and you'll love the luxurious modern amenities while feeling the rustic atmosphere. You can fall asleep with the sounds of nature and the whispers of the winds. Go for quiet walks as you surround yourself by nature's natural beauty or unwind in front of the fireplace.

Apr 29 – May 6

G$55,249 GYD per night

Guest favorite

Home in Galena

4.91 out of 5 average rating, 143 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.

Feb 25 – Mar 4

G$67,404 GYD per night

Guest favorite

Home in Galena

4.92 out of 5 average rating, 108 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.

Mar 31 – Apr 7

G$94,299 GYD 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 23 – 30

G$76,877 GYD per night

Guest favorite

Loft in Galena

4.86 out of 5 average rating, 652 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!

Aug 30 – Sep 6

G$24,542 GYD per night

Superhost

Loft in Bellevue

4.75 out of 5 average rating, 199 reviews

Riverview Loft Guesthouse

Quaint and cozy little haven located in a small community with panoramic view of the Mississippi River from your balcony. This small but charming property has a private entrance and everything you need to be comfortable including kitchen essentials. Close to shopping, parks, public pool, scenic hiking trails and fishing.

Jul 26 – Aug 2

G$25,957 GYD 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

Sep 10 – 17

G$44,140 GYD 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.

Mar 13 – 20

G$36,578 GYD per night