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Family-friendly holiday rentals in Jo Daviess County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Jo Daviess County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Galena
4.79 out of 5 average rating, 19 reviews

HUGE 6 BR Near Shenandoah Riding Ctr - Private Hot

CierraRating, 5 stars3 weeks ago
It was a great house for my bachelorette trip! Lots of space and bathrooms, plus a huge dining area for everyone to fit at!
Guest favourite
Home in Galena
4.82 out of 5 average rating, 79 reviews

Fire Pit - Hot Tub - Pool Table - OH MY! Great 4 G

LilyRating, 5 stars2 months ago
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.
Superhost
Apartment in Galena
4.75 out of 5 average rating, 32 reviews

Galena, IL, Studio 2

MariaRating, 5 stars23 months ago
Great place to stay very close to downtown Galena.
Guest favourite
Home in Galena
4.72 out of 5 average rating, 57 reviews

Fabulous Home Away From Home

GinaRating, 5 stars6 months ago
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!
Superhost
Flat in Galena
4.88 out of 5 average rating, 8 reviews

Galena 1 Bdrm Condo Resort

NnekaRating, 5 stars65 months ago
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!
Guest favourite
Home in Galena
4.94 out of 5 average rating, 51 reviews

Enjoy Spring at Private Hideaway on Basswood - Fir

MarkRating, 5 stars2 weeks ago
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.
Superhost
Home in Saint Donatus
5 out of 5 average rating, 9 reviews

Luxemburg Beauty- The Gehlen House Inn

JillRating, 5 stars5 months ago
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.
Superhost
Home in Galena
4.74 out of 5 average rating, 27 reviews

Amazing 6 BR Home! Whiskey Room! Pool Table! Karao

ThomasRating, 5 stars2 weeks ago
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

Superhost
Home in Galena
4.67 out of 5 average rating, 15 reviews

Summer is on at Haven! Dog Friendly, Outdoor Hot T

WendiRating, 5 stars11 months ago
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
Cabin in Galena
4.65 out of 5 average rating, 122 reviews

True Log Cabin (8ppl) - Jacuzzi, Nature, Lake

JoeRating, 5 stars2 weeks ago
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!
Superhost
Home in Galena
4.91 out of 5 average rating, 35 reviews

Walk 2 Town ~ Dog Friendly ~ Private ~ Wildlife Al

QuinnRating, 5 stars9 months ago
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.
Guest favourite
Home in Galena
4.98 out of 5 average rating, 43 reviews

3 Greenwood Trail The Galena Territory

BraydanRating, 5 stars1 month ago
Proposed to my girlfriend out there and it was so beautiful and peaceful thank you!
Superhost
Townhouse in Galena
4.69 out of 5 average rating, 26 reviews

25 Oak Glen Drive The Galena Territory

AnnaRating, 5 stars7 months ago
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.
Superhost
Home in Galena
4.79 out of 5 average rating, 24 reviews

#Fido Friendly! Resort Core Location! Private Out

TinaRating, 5 stars2 months ago
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
Superhost
Home in Galena
5 out of 5 average rating, 3 reviews

111 W. Glen Hollow Rd Galena Territory

MeganRating, 5 stars9 months ago
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!
Superhost
Home in Galena
4.96 out of 5 average rating, 24 reviews

Spend Spring w/us on Talisman! Hot tub, Pet Friend

DianeRating, 5 stars2 months ago
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

Superhost
Home in Galena
4.91 out of 5 average rating, 65 reviews

The Galena Log Home

ChristyRating, 5 stars5 months ago
Great house to spend with the family. There were 5 bedrooms, and plenty of space for us. The family had a lot of fun.
Superhost
Home in Galena
5 out of 5 average rating, 3 reviews

Redtail Retreat, Galena Territory

MattRating, 5 stars52 months ago
Had a lovey stay. Beautiful clean home. Was nice to come back to after snowboarding at Chestnut. We will visit again.
Superhost
Home in Galena
4.95 out of 5 average rating, 39 reviews

Tantalizing Game Room/Fab Screened Porch/Fireplace

AnnemarieRating, 5 stars1 month ago
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!
Top guest favourite
Home in Galena
4.96 out of 5 average rating, 108 reviews

Galena Territory Home with full resort amenities**

MarianneRating, 5 stars9 months ago
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.
Superhost
Home in Galena
4.6 out of 5 average rating, 10 reviews

57 Oak Glen The Galena Territory

JimRating, 5 stars3 months ago
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.
Superhost
Home in Galena
4.9 out of 5 average rating, 10 reviews

14 Southridge Drive The Galena Territory

HeatherRating, 5 stars8 months ago
excellent location, fast and easy to downtown shops, or to explore the amenities. amazing restaurants, felt safe. will stay again.
Guest favourite
Villa in Galena
4.96 out of 5 average rating, 28 reviews

Summer Break @ Poplar Ridge! Amazing Golf Course V

LizRating, 5 stars2 months ago
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.
Superhost
Townhouse in Galena
5 out of 5 average rating, 4 reviews

1 Valleywood Ln. The Galena Territory

KathyRating, 5 stars3 weeks ago
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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