
Family-friendly holiday rentals in Jo Daviess County
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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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Popular amenities for Jo Daviess County family-friendly rentals
Family-friendly home rentals with a hot tub

HUGE 6 BR Near Shenandoah Riding Ctr - Private Hot
It was a great house for my bachelorette trip! Lots of space and bathrooms, plus a huge dining area for everyone to fit at!

Fire Pit - Hot Tub - Pool Table - OH MY! Great 4 G
A perfect place for a multi family vacation. Each family had a private spot and we had room to gather together to play games and cook. the hot tub and pool table made it extra fun.

Galena, IL, Studio 2
Great place to stay very close to downtown Galena.

Fabulous Home Away From Home
My family of 5 traveled to Galena over Thanksgiving and stayed in this home. It was very comfortable and clean, and my family had a wonderful visit. Everything in the home was as described, and Stephen was quick to respond to any questions that I had. The town is charming, and quaint. We went on a ghost tour, shopped downtown and went to Grant’s home. We would 100% stay at Stephen’s place again if we ever go back to Galena!

Galena 1 Bdrm Condo Resort
This place was amazing! Fireplace. Bigger than expected. Very clean. The hospitality was dope! Great view of the "mountains" . Pretty cool experience. The extra pull out bed is such a nice touch!

Enjoy Spring at Private Hideaway on Basswood - Fir
Exceeded our expectations. Having 2 toddlers with our group, the kids' playroom along with the nursery was a blessing. We also took advantage of our access to the Owners Club and swam in the pools, played ping pong, etc. We cooked most of our meals, and the kitchen was very well stocked with what we needed. We used the grill, the hot tub, the firepit, the gameroom, and the movie room. Everything worked well and was clean. Many of our group mentioned how comfortable the beds were. A very enjoyable time and we hope to return.

Luxemburg Beauty- The Gehlen House Inn
What a great place and great hosts! Nice of Don to share history of the place. One of the best stocked places we've stayed. Also very clean with plenty of bedding and towels! The barn located behind is wonderful--great pizza, great beers and plenty of room. Truly one of the best places we've stayed.

Amazing 6 BR Home! Whiskey Room! Pool Table! Karao
This was a great spot. The surrounding area is really beautiful, especially when I visited (in the late spring), and lots of the house layout helps you appreciate this, whether it’s inside or out. The home is spacious, the fire pit was lovely at night (and well stocked), and the host was plenty responsive. Would stay again.
Family- and pet-friendly home rentals

Summer is on at Haven! Dog Friendly, Outdoor Hot T
My husband and I with our 4 kids and 2 inlaws had plenty of space to move around and still have private sleeping quarters. we would recommend this home to anyone wanting to visit this area. Also had easy and great communication with host. wendi

True Log Cabin (8ppl) - Jacuzzi, Nature, Lake
This cabin was the perfect retreat from our busy lives. It was in a peaceful, quiet area with deer and wild turkeys walking through the backyard. The cabin was very clean, inside and outside. The landscape was beautiful and everything is within a short drive from the lake to the local winery to the restaurants on Main Street. We had such a wonderful stay and hope to visit again soon!

Walk 2 Town ~ Dog Friendly ~ Private ~ Wildlife Al
We loved our stay!! The house was so cute and looked just as pictured and described. We loved how private it felt while still close to everything in Galena. Huge bonus was the walking trail to downtown! Hosts were responsive and friendly.

3 Greenwood Trail The Galena Territory
Proposed to my girlfriend out there and it was so beautiful and peaceful thank you!

25 Oak Glen Drive The Galena Territory
Great stay overall! Condo matched description, had space as described, and was perfect for our stay. The local area was beautiful and we enjoyed the territory amenities during our visit.

#Fido Friendly! Resort Core Location! Private Out
Me and my boys really enjoyed they love the hot tub and it was so wonderful to be able to take our puppy with us. Well I shouldn’t say a puppy. He’s six years old, but it was so stress-free. We had such a great time. You have a beautiful home

111 W. Glen Hollow Rd Galena Territory
We had such a wonderful stay for our girls weekend! The house is beautiful and spacious. The area is so peaceful and beautiful! It is a great place to stay!

Spend Spring w/us on Talisman! Hot tub, Pet Friend
This house was amazing. It had everything you could need. Four bathrooms was a plus. Hot tub, pool table, fireplace and pit. it was rural but not far fromots of things to do. We had 4 turkeys in our backyard, someone horseback riding next to our house (right on a trail) and the last day, 2 deer walked across the front yard.
Family-friendly home rentals with a pool

The Galena Log Home
Great house to spend with the family. There were 5 bedrooms, and plenty of space for us. The family had a lot of fun.

Redtail Retreat, Galena Territory
Had a lovey stay. Beautiful clean home. Was nice to come back to after snowboarding at Chestnut. We will visit again.

Tantalizing Game Room/Fab Screened Porch/Fireplace
Ginger’s place by far is our favorite and nicest Airbnb location that we have ever stayed. The communication before our stay was top notch. We knew if we had any questions they would be quick to respond. Beautiful home we can’t wait to come back!

Galena Territory Home with full resort amenities**
This is the 2nd time I booked Laurie's place, so you know we were pleased the first time. It didn't disappoint. Last time was for our son's wedding, this time was for our future daughter-in-law's girls' weekend. House was perfect for hanging out, close to downtown for shopping and a night out.

57 Oak Glen The Galena Territory
This was a great location. Very cute home. Its is probably one of the most well equipped and furnished homes I have stayed in. Lots of kitchen utensils. The basement bed was super comfortable. Will definitely try to stay here again.

14 Southridge Drive The Galena Territory
excellent location, fast and easy to downtown shops, or to explore the amenities. amazing restaurants, felt safe. will stay again.

Summer Break @ Poplar Ridge! Amazing Golf Course V
The place was amazing in almost every way. The only one thing that was odd as it said it sleeps 4, but there was only one bed with sheets and blankets. On the couch bed, we had to contact housekeeping to get sheets and there were not any blankets for it. We did find extra pillows in the apartment though. Otherwise the place was wonderful, very cozy, clean, and comfortable. We loved it. It was a nice and quiet place to stay. The club amenities were awesome to have too.

1 Valleywood Ln. The Galena Territory
We had stayed in the Galena Preserve a year ago to attend a wedding nearby. Loved the area, loved the townhouse! Fell in love with Trolley Coffee ( now Wired Rabbit) & Otto's Place in Galena & wanted another opportunity to enjoy their hospitality! So comfortable to have a 2 bedroom unit with kitchen & living space, a great place to stretch out & relax in the evening! Beautiful trees & green grass...home away from home!
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