Family-friendly vacation rentals in Jo Daviess County

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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

4.76 out of 5 average rating, 17 reviews

HUGE ALL En Suite 6 BR home~Outdoor Hot Tub, Pool

JingwenRating, 5 stars4 months ago
Recommended place to stay with families
Guest favorite

Home in Galena

4.82 out of 5 average rating, 76 reviews

Fire Pit - Hot Tub - Pool Table - OH MY! Best 5 BR

DonnaRating, 5 stars2 months ago
Had a great time for my mother’s 75th birthday day. All family greatly enjoyed ourselves.

Cabin in Galena

4.65 out of 5 average rating, 117 reviews

Private 4BR Log Cabin - Jacuzzi, Nature, Lake

LiliiaRating, 5 stars1 month ago
a good house for rest, homely atmosphere and beautiful nature for autumn rest
Guest favorite

Home in Galena

4.71 out of 5 average rating, 56 reviews

Fabulous Home Away From Home

GinaRating, 5 stars2 weeks 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

Home in Saint Donatus

5 out of 5 average rating, 8 reviews

Luxemburg Beauty- The Gehlen House Inn

JanetRating, 5 stars13 months ago
We planned a ThanksMas here with my family. We could not have had a better place to celebrate. I love everything vintage/old - this was perfect. We did not have a lot of time to do more than just our together time, but the area offers a lot to do. Don and Kari were the perfect host/hostess. I would stay at their home again any time. Thank you Don and Kari for a perfect holiday!
Superhost

Condo in Galena

4.81 out of 5 average rating, 16 reviews

Galena, IL, 1 Bedroom #1

KeithRating, 5 stars16 months ago
Jan was great!! The place messed up our room but she did her best to make it right. We appreciate her attention and her desire to fix the situation.
Superhost

Home in Galena

4.89 out of 5 average rating, 9 reviews

~Make Memories @ Fore Augusta+ New Fire Pit, Outdo

TiffanyRating, 5 stars6 months ago
Great price for a lovely weekend. Group of ten were comfortable and had plenty of privacy. We went for the balloon festival which we could see from the yard. Plenty of towels for hot tub. Thank you!
Superhost

Home in Galena

4.84 out of 5 average rating, 49 reviews

~We love Fall Most of All @Eagle! Outdoor Hot Tub,

DeniseRating, 5 stars3 months ago
The house was beautiful! Hot tub was great! Had a bonfire and it was very relaxing!!! Has 2 little girls who wanted to buy the house. Enjoyed the stay!

Family- and pet-friendly home rentals

Villa in East Dubuque

4.74 out of 5 average rating, 82 reviews

Merry Mansion

QiongRating, 5 stars6 months ago
We enjoy this mansion a lot! We have 4 families celebrating boys high school graduation. The boys love the large meeting rooms, and there is plenty of space for them to explore and play. The kitchen is well equipped with everything we need. The rooms are well decorated. We'd like to stay here again when we are back. Thanks, Robert!
Superhost

Home in Bellevue

4.78 out of 5 average rating, 95 reviews

Mississippi River house has everything you need

AllysonRating, 5 stars1 month ago
Overall we were very pleased. The home was very clean, there were instructions posted throughout and the location was great. We did have a few issues connecting to the WiFi but my husband was able to figure it out with Peggy’s husband. We would stay here again.

Townhouse in Galena

4.87 out of 5 average rating, 167 reviews

Galena Territories 3 level Townhome Sleeps nine

JamesRating, 5 stars6 days ago
Ryan's place was really quite lovely. It was nicely located and easy to get to. We slept 7 people from 3 different families, and it was easy. The townhouse is really quite efficient. Also, it was very well supplied. Usually when we travel, we go to restaurants, but this time we cooked a lot, and we never wanted for anything. The townhome had all the plates, frying pans, saucepans, etc. that we needed.
Superhost

Cabin in Elizabeth

4.85 out of 5 average rating, 74 reviews

Homestead Hideaway Seven Sisters Suite

DerekRating, 5 stars10 months ago
Great Weekend. Really enjoyed the peaceful surroundings. Went on a few nice walks in the countryside. Cozy evenings watching movies by the fire, visiting Galena and Apple Canyon was fun. The place is really nice for 2. The upstairs bedroom was quiet at night and the sun beaming in in the morning was a nice way to start the day. Downstairs, the living space is cozy and warm. In the front bedroom we could hear the people in the unit downstairs, and I'm sure they could probably hear us, so we kept that door closed which seemed to help.
Superhost

Townhouse in Galena

4.69 out of 5 average rating, 26 reviews

25 Oak Glen Drive The Galena Territory

AnnaRating, 5 stars1 month 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

5 out of 5 average rating, 3 reviews

111 W. Glen Hollow Rd Galena Territory

MeganRating, 5 stars4 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

4.78 out of 5 average rating, 23 reviews

~Snug Wooded Spot w/Outdoor Hot Tub, Game Room, Fi

CourtneyRating, 5 stars4 months ago
My family and I had a wonderful weekend staying here. We all had our own space and the house was beautifully built. Very secluded and private. About 10 minute drive to downtown where it’s great for shopping and eating! Highly recommend!
Superhost

Home in Galena

4.95 out of 5 average rating, 20 reviews

*4BR Talisman Lodge* w/Outdoor Hot Tub* Pool Table

BarrieRating, 5 stars12 months ago
We had an absolute blast! The hot tub was perfect in the cold weather.

Family-friendly home rentals with a pool

Superhost

Home in Galena

4.71 out of 5 average rating, 31 reviews

Cozy home nestled into the trees

PattyRating, 5 stars2 months ago
The place was perfect. Everything was as described. Very clean and comfortable. Lovely settling and very relaxing, plus anything you could need was provided. The guest book was very informative. Quick ride to downtown. I will definitely check in to renting this spot again on my next visit in the near future. I’d love to stay again, it was so cozy I hated to leave! Thank you for your hospitality!

Home in Galena

4.55 out of 5 average rating, 38 reviews

Galena Territory overlooking sublime valley

YeseniaRating, 5 stars4 months ago
Loved our stay here! Such a lovely weekend home away from home with breathtaking views!
Superhost

Home in Galena

5 out of 5 average rating, 3 reviews

Redtail Retreat, Galena Territory

MattRating, 5 stars46 months ago
Had a lovey stay. Beautiful clean home. Was nice to come back to after snowboarding at Chestnut. We will visit again.
Guest favorite

Home in Galena

4.95 out of 5 average rating, 38 reviews

3bd/3.5ba, Bright & Spacious, Fab Screened Porch, Fireplace

DonnaRating, 5 stars2 months ago
Gingers place was absolutely gorgeous! Had everything we needed and more. I would highly recommend to anyone. I cant wait to go back.
Guest favorite

Home in Galena

4.96 out of 5 average rating, 108 reviews

Galena Territory Home with full resort amenities**

MarianneRating, 5 stars4 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

4.56 out of 5 average rating, 9 reviews

57 Oak Glen The Galena Territory

LarryRating, 5 stars4 months ago
The unit was very nice and matches everything said about it. Although we didn’t spend a lot of time in the unit we definitely could have. The town of Galena is very historical and beautiful. We loved our visit.
Superhost

Villa in Galena

4.64 out of 5 average rating, 14 reviews

Cozy spot on Creekwood! Fireplace, Outdoor Gas Fir

Jim And TheresaRating, 5 stars13 months ago
Always fun to stay at the Eagle Ridge Resort and golf course. We had a fabulous meal Saturday evening in the lodge - beautifully decorated for Christmas! Easy to get around on the roads and surroundings.
Superhost

Home in Galena

4.9 out of 5 average rating, 10 reviews

14 Southridge Drive The Galena Territory

HeatherRating, 5 stars2 months ago
excellent location, fast and easy to downtown shops, or to explore the amenities. amazing restaurants, felt safe. will stay again.

Destinations to explore