Family-friendly holiday rentals in Jackson County

Mississippi River house has everything you need

Your family will be close to everything when you stay at this centrally-located place. The river is right across the street and so is the walkway the walkway will take you all the way to the other end of town beautiful walk along the river. Richmond‘s café Great place for breakfast. The brewery has igloos to sit in outside just two blocks from the guest house. The river park will be lighted for Christmas right across the street all the way through the end of town Great place to be this holiday

Indoor spaces · Kitchen · Parking

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Indoor spaces · Kitchen · Accuracy

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.

Kitchen · Family · Getting around

Serene Escape in The Galena Territory

Wonderful 4-bedroom, 3-bath newly renovated modern home, perfect for families and friends looking to enjoy everything Galena has to offer. Featuring a new kitchen, updated bathrooms, stylish furniture and décor, and thoughtful modern touches throughout, this spacious home provides the perfect setting to relax, unwind, and make lasting vacation memories. Whether you're exploring Galena or enjoying time together at home, you'll have everything you need for a comfortable and memorable getaway.

Family · Indoor spaces · Getting around

Secluded Treehouse w/great views from every room!

Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.

Kitchen · Indoor spaces · Accuracy

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

Indoor spaces · Family · Backyard

Stunning 5 bdm home on The General in Galena Terr!

No MGMT Fees! Enjoy all that Galena Territory and Jo Daviess County has to offer! Nearly 5k sq ft with 5 bdrm/5.5 baths and located on the number one handicap hole on The General golf course with views of holes 12, 13, 14, 15 and 16! A one-of-a-kind location on over 2 acres of land. About 20 min from Downtown and Chestnut Mtn! Minutes from golf, hiking, horseback riding, boat rentals, fishing, indoor/outdoor pool, fitness center and game room at the Owner's Club!

Kitchen · Family · Accuracy

Summer in Galena | Hot Tub, Fire Pit & Views

Welcome to Shenandoah Ridge—our thoughtfully designed 4-bedroom, 4.5-bath vacation rental tucked into the woods of The Galena Territory. Spacious, peaceful, and full of cozy touches to help you unwind. Whether you’re here for a family getaway, group trip, remote work retreat, or just time in nature, you’ll find everything you need to feel at home. Just 7 minutes to the Owners Club and 15 minutes to downtown Galena—close to the action, but still calm and quiet.

Kitchen · Family · Hiking

Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl

Escape to your own spacious mountain retreat just 8 miles from historic downtown Galena! 2 min to Chestnut Mountain. Enjoy a brand-new hot tub, fire pit with free wood, gas BBQ, and patio—perfect for summer nights or crisp fall days. Spend your days hiking, golfing, shopping, or taking scenic wine tours. In fall, explore vibrant foliage, festivals, and local charm. After your adventures, relax in comfort and style with plenty of space for the whole family.

Family · Indoor spaces · Cleanliness

The Riverbottom- Private Hot-Tub (Tiny Home 2)

Have you ever wanted to stay in a Tiny Home but haven't had the opportunity? Now you can stay in a custom built Tiny Home right along the mighty Mississippi River in Bellevue Iowa! These Tiny Log Cabin Homes feature all the comforts of a standard home including Heat/AC, Kitchen, Bathroom, living room and sleeping loft. Each Tiny Home sleeps 4 adults with a queen bed in the loft and a pull out sofa in the living room. Outside is a private picnic area.

Family · Kitchen · Bathroom

Savanna Vista - Entire Home

Enjoy beautiful views of Savanna, the Mississippi River, and sunsets all from the front room. Savanna Vista is situated overlooking Savanna; restaurants, grocery stores, and entertainment are all a short stroll away. The Palisades State Park is only a short 5 minute drive further north . The trailhead of the 62 mile Great River bike trail begins 7 blocks away. Or stay at home and enjoy the green space in the back of the house.

Indoor spaces · Kitchen · Barbecue

Charming Spruce Cottage with endless activities!

Relax and enjoy your stay at charming Spruce Cottage. Recently remodeled three-bedroom, two full bath home. With a full furnished kitchen and spacious deck. Relax and enjoy a nice fire at home around the fire pit or enjoy yard games . Our quaint home which is just steps from the river offers endless activities in a quiet rural neighborhood.

Family · Indoor spaces · Decor