Kid-friendly holiday rentals in Jo Daviess County

Hot Tub-Dog friendly-fire tables-pools

Step into Rolling Hills Retreat, a sanctuary from the everyday bustle! Our dog-friendly rental offers breathtaking views and numerous amenities for your pleasure and relaxation. Enjoy a swim in the indoor or outdoor pool, and discover a variety of amenities that promise an unforgettable stay. *Pickle Ball *Basketball *Pool Tables *Hiking Trails *Workout Room *Tennis Courts *Brand new (June 2024) Marina with boat rental (additional charge) *Ping Pong tables *Arcade *Scenic Waterfall *Kayaking

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.

Awesome Lodge in Galena Territory

Bring the whole family to our Galena home for fun, games, and making memories! Located 1.3 miles from the Owner's Club in The Galena Territory, enjoy many amenities and everything Galena has to offer! 15 mins to downtown! 3 bedrooms and 3 full bathrooms, the house is equipped with great Wi-Fi and 8 key cards to access Territory amenities! There is tons of space to spread out across 3 floors . Enjoy the game room, hot tub, three seasons room, deck, and outdoor space in this awesome home!

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.

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.

Retro themed floating river cabin with a HOT TUB!

Our unique floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and has amazing views of the Mississippi backwaters. Enjoy the nature around you while sitting on your private floating deck, or snuggle up inside in front of the electric fireplace and Smart TV. This cabin features 2 bedrooms with queen beds, and a trundle bed in the living room with 2 twin beds. Our rental is located at Millennium Marina.

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.

Hot tub,Fireplace,Firepit,Pool/Marina Access,Games

3br/3bth home - hot tub - Relax by indoor fireplace - 2 acres for privacy, especially in the back of the home with woods. - Outdoor firepit with wood provided - Year round community indoor pool and seasonal outdoor pool 🏊‍♂️🏊‍♀️👙🤿 - Great for kids or kids at heart- home has popcorn machine 🍿 - Axe throwing game - snow cone maker 🍧 - cotton candy maker - air hockey/ping pong table - hammock - Ms. Pac Man Arcade game - Large Connect 4 game - sleds - gym access

Family Time! Hot Tub•Fire Pit•Game Room•3 Kings!

🏡 Ultimate Family Escape in Galena Territory! Unwind, explore, and make memories at this chic, spacious cabin! Sip coffee on the deck as deer wander by, soak in the hot tub, and gather around the fire pit for s’mores. Stay cozy by the wood fireplace or challenge the family with arcade games, air hockey, pinball, and darts! Enjoy Owner’s Club access with a pool, fitness center & pickleball. Adventure awaits—book your perfect getaway today!