Family-friendly vacation rentals in Jo Daviess County

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Top-rated family-friendly rentals in Jo Daviess County

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Superhost

Rental unit in Galena

4.77 out of 5 average rating, 388 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

Guest favorite

Home in Galena

4.99 out of 5 average rating, 189 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, toaster, standard coffee maker (coffee/cream provided) and more! There is a washer/dryer with detergent for own your personal use. Don't worry about washing the sheets and towels. That's my job :) Enjoy high speed WiFi, board games, stereo system and streaming-ready/smart TV. My home has 1 reserved parking spot.

Guest favorite

Home in Galena

4.82 out of 5 average rating, 292 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.

Superhost

Cabin in Galena

4.88 out of 5 average rating, 126 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.

Guest favorite

Home in Galena

5 out of 5 average rating, 30 reviews

3 Greenwood Trail The Galena Territory

"Adorable" cabin in the woods! This cabin has 2 bedrooms (both Queen) and 2 full baths. There are twin beds in the loft, so it is perfect getaway for 2 couples with children or a small family. It also has internet with a smart tv, a fireplace and a deck with a gas grill. This unit is a short 1.8 miles to the Owners' Club where you will have access to the Indoor, Outdoor, and Kiddie Pools, Game Room, Fitness Center, Indoor/ Outdoor Basketball Courts, etc. Sleeps 6. Max. Occupancy 6.

Guest favorite

Home in Galena

4.91 out of 5 average rating, 151 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.

Guest favorite

Home in Galena

4.92 out of 5 average rating, 114 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.

Guest favorite

Cabin in Elizabeth

4.89 out of 5 average rating, 55 reviews

Homestead Hideaway Brimeyer Cabin

Set on a beautiful seven acres of wooded hillside, Homestead Hideaway offers you a unique opportunity to rest & relax within a peaceful setting. Located just 15 Miles from Galena,Illinois, our cabins in the woods can be your home away from home while you enjoy Galena, Chestnut Mountain, hiking, wineries, and Jo Daviess County When you stay at Homestead Hideaway, you can simply relax in our cozy rustic cabins, or get out and enjoy everything the area has to offer.

Guest favorite

Loft in Galena

4.87 out of 5 average rating, 718 reviews

The Brick Apartment 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!

Guest favorite

Rental unit in Galena

4.94 out of 5 average rating, 112 reviews

Main Street Apartment - Free Parking!

This spacious open floor plan apartment on the quiet south end of Main Street has all the comforts of home. Enjoy a large selection of dining options just outside your door! The entire 1200 sq. ft. 2nd floor apartment is yours alone with separate entrances on both Main Street and at the back of the building with FREE DEDICATED PARKING area.

Superhost

Loft in Bellevue

4.76 out of 5 average rating, 214 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.

Guest favorite

Guesthouse in Stockton

4.99 out of 5 average rating, 344 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