
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
Recommended place to stay with families

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.

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!

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.

Galena, IL, 2 Bedroom Q #2
Very nice place. I would definitely stay there again!

Spring has Sprung @ Fore Augusta ~ Huge Fire Pit,
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!

Amazing 6 BR Home! Whiskey Room! Pool Table! Karao
Perfect house for two families of 4. Everything was clean and exactly how it was described. Kids loved the pool table, hot tub, karaoke machine, and upstairs lounge area. The kitchen was well equipped, and the coffee bar was so nice in the mornings. Comfiest beds ever. I loved spending time in the 'whiskey room'. So cozy! All weekend we kept saying how wonderful the house was for our group. Definitely would stay there again!

Sweeping Views from Galena Hilltop Retreat w/Hot T
Beautiful house in a beautiful area.
Family- and pet-friendly home rentals

True Log Cabin (8ppl) - Jacuzzi, Nature, Lake
This cabin was fully stocked with amenities, linens, soap, washing detergent, kitchen equipment and was super clean. The area around the cabin peaceful and relaxing, perfect for a cabin getaway. Definitely worth the price.

Merry Mansion
The Merry Mansion was perfect for our family; we had several people staying, but were able to host some additional local family members for meals - a huge kitchen provided plenty of space for meal preparation and the two dining rooms provided more than ample space for enjoying our home-cooked meals together. The decor is lovely and there was plenty of space for privacy in bedrooms or socializing in the two living rooms. It is conveniently located to both Dubuque and Galena and walkable to establishments in East Dubuque. Corey was wonderful, a proactive communicator and very responsive to questions; he was available at check-in to provide a very helpful tour of the mansion, as well. We will be back again for another Christmas celebration!

Mississippi River house has everything you need
Peggy was an amazing host. We stayed in the lower level of her guest house which provided great privacy and short walks to a few restaurants and bars. Very nice view of the river just outside the front door!

Homestead Hideaway Seven Sisters Suite
Enjoyed our trip to Galena and our stay in Elizabeth at the bnb. Only wish the temperature was warmer the weekend we was there but still had a good time

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.

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!

#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

Minutes to Galena. Bird Cottage @ Sorriso Vineyard
This is our second time at The Bird Cottage- even in the dead of winter it was such a warm, beautiful and peaceful place . Sunrise over snow covered rolling hills was an amazing sight. We hope to be back in warmer months.
Family-friendly home rentals with a pool

Cozy home nestled into the trees
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!

Galena Territory overlooking sublime valley
Loved our stay here! Such a lovely weekend home away from home with breathtaking views!

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.

3bd/3.5ba, Bright & Spacious, Fab Screened Porch, Fireplace
Gingers place was absolutely gorgeous! Had everything we needed and more. I would highly recommend to anyone. I cant wait to go 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.

HELLO Spring! 2 BR Golf Villa w/access to pools, f
Great place, very beutiful area, peaceful and quiet, short drive to Galena, and the Iowa state line

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.
Destinations to explore
- Rentals with a kayak Jo Daviess County
- Kid-friendly rentals Jo Daviess County
- Rentals with a patio Jo Daviess County
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- Condo rentals Jo Daviess County
- Rentals with a fire pit Jo Daviess County
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- Rentals with pools Jo Daviess County
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- Rentals with a hot tub Jo Daviess County
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