Kid-friendly vacation rentals in Jo Daviess County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Jo Daviess County

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

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Guest favorite

Home in Galena

4.97 out of 5 average rating, 125 reviews

Newly Remodeled! Hot tub, views, 6BR/6BA

Welcome to The Double Eagle! Experience Galena and the Territory while you relax in this 6 bedroom/6 bath home overlooking the fairway. This well-stocked and spacious three story home easily accommodates multiple families or large groups and has many outdoor spaces to enjoy! Sip your morning coffee in the 3-season room with cozy sectional, make the most of your afternoon playing pool or foosball in the game room, and finish the day by grilling out on the back deck and relaxing in the hot tub.

Guest favorite

Home in Galena

4.96 out of 5 average rating, 113 reviews

Holiday Hot Tub Escape-Open for December!

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

Guest favorite

Townhouse in Galena

4.97 out of 5 average rating, 116 reviews

Pickleball & Game Room! Close to all amenities

Many amenities just steps from our home! Including pickleball, a spa and golf. Escape to our bright modern townhome in Galena. Enjoy 3 levels of space for the whole family. Experience outdoor fun at local attractions, enjoy the pools at The Owners Club. Unwind with movies in the game room or relax to records in the living room. This retreat offers the perfect blend of comfort and convenience. Book your stay and create cherished memories. Pet friendly if you would like to bring your fur baby.

Guest favorite

Villa in Galena

4.98 out of 5 average rating, 108 reviews

King Bed, Woodburning Fireplace, Indoor Pool

◆ Quiet wooded retreat w/nature views ◆ King bed loved by guests ◆ 2 Full bathrooms ◆ Indoor pool, year round access ◆ Well equipped kitchen ◆ Smart TV on each level w/Roku & YouTube TV ◆ Woodburning fireplace w/supply of firewood ◆ Computer desk ◆ Queen sofa bed ◆ Gas grill ◆ Fitness center ◆ Paved walking trails nearby ◆ North Course & driving range conveniently up the road ◆ Stonedrift Spa, 3 min. drive ◆ Downtown Galena, approx. 15 min drive ◆ Chestnut Mountain Ski , approx. 25 min drive

Guest favorite

Home in Galena

4.93 out of 5 average rating, 163 reviews

Beautiful Private Wooded Lot, Fireplace, Whirlpool

Beautiful, extremely private 3 bedroom, 4.5 bath home on a 1.5 acre wooded lot in the Galena Territory. Great room concept living room with wood-burning fireplace, kitchen and dining area, screened-in three season room, and large deck. Main floor master has whirlpool bath and separate shower. Walkout level has additional 2 bedrooms with ensuite baths and a private home office. Whether you're looking for a weekend getaway or a month-long staycation, let Haven House be your home away from home!

Guest favorite

Townhouse in Bellevue

4.93 out of 5 average rating, 186 reviews

Pet friendly, 2 BR close to Mississippi River

This comfortable home is a 2 BR 1 BA with a full kitchen, and off street parking. It is 1 block away from the Mississippi River and within walking distance to local shops, restaurants bars, parks, and walking trails. The local grocery store is located directly across the street. Well behaved pets are welcome. The backyard is completely fenced in. NO SMOKING INSIDE. As stated in the other notes section, we are located along the Canadian Pacific Railroad and there will be trains going by.

Guest favorite

Treehouse in Galena

4.98 out of 5 average rating, 109 reviews

Retro octagon house in woods- Hot tub, fireplace,

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Guest favorite

Loft in Galena

4.81 out of 5 average rating, 626 reviews

The Loft Apartment Main Street Galena

Hey there! This apartment was completely renovated and we exposed the old original brick and hard wood floors inside. There is comfy couch right waiting for you! We do have cable TV with a variety of channels for you. There is a kitchen complete with an oven, stove, microwave, fridge & dishwasher. If you are going to try out your chef skills, the kitchen is big enough for two! The bathroom has a shower and tub, and a double vanity for the both of you! This apt is above a coffee shop!

Guest favorite

Home in Galena

4.95 out of 5 average rating, 229 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

Guest favorite

Chalet in Elizabeth

4.92 out of 5 average rating, 322 reviews

Galena Country Getaway

Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

Guest favorite

Home in Galena

4.94 out of 5 average rating, 140 reviews

The Beauty on Belden: minutes from amenities!

Our 3 bedroom, 3 bathroom retreat located in the Galena Territory is the perfect choice for your getaway with access to the Owners' Club. Each bedroom has its own private bathroom. The four seasons room is perfect for relaxing. The home has a spacious back deck for cookouts and entertaining. The house is a 3 minute drive from the Owners' Club and minutes away from 4 golf courses, Shenandoah Riding Center and Marina. 10 minutes to downtown Galena, 15 min to Chestnut Mountain.

Guest favorite

Townhouse in Galena

4.96 out of 5 average rating, 134 reviews

Vista View Golf Villa in lovely Galena

Relax and enjoy the countryside of the galena territory in this cozy golf view townhouse with all the comforts of home. Located within a resort community with 4 highly rated golf courses , a beautiful lake, indoor/ outdoor pool, horseback riding , and a short 15 minute drive to the quaint historic town of Galena for strolling along Main St. for unique shopping , delicious dining choices and spirits , art, kayaking along the river , and beautiful architecture .