Family-friendly holiday rentals in Jo Daviess County

The Ho Hum East on Apple Canyon Lake

The Ho Hum East is a beautiful lake house with private dock on pristine Apple Canyon Lake! The house is named in honor of my grandparents who ran the Ho Hum Motel in Denison, Iowa :) A place to unwind, de-stress, and have some family fun! The house features all brand new mattresses in 3 bedrooms plus flex space; master bedroom with queen bed, guest bedroom with 1 queen and 1 twin, loft bedroom with 2 queens, pull out couch in living room, and 2 couches in the loft that pull out into twin beds.

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.

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.

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.

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.

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!

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.

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.

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