Vacation rentals in Jo Daviess County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Jo Daviess County

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A serene night scene captures the home illuminated under a starry sky. The structure's large windows reflect soft light, while surrounding trees create a natural frame. The night sky showcases a scattering of stars amidst wispy clouds, adding to the peaceful atmosphere.

Home in Galena

4.96 out of 5 average rating, 45 reviews

4bd/4ba Hot Tub/Fab Game Room/Wow Sunsets/Fire Pit!

North Star, Galena IL Entire Home Vacation Rental, 4 Bed, 4 Bath, 10 Person Occupancy This rare find offers so much space you will forget you are not the only one in the house! The main floor of the home has a large gathering area, dining room, kitchen and all season room. Access the upper deck from the dining or all season room and find a dining table and fire table to enjoy the views by day and by night. Exit the opposite door and you will find a quaint garden and grill for preparing those 'stay at home' meals. The gathering area has a wood burning fireplace and the all season room enjoys a wood stove for additional warmth on those crisp winter days. Also on the main floor you will find a full bath plus two bedrooms, one with a queen bed and a set of full size bunk beds, and the second with a queen and a twin bed. The upper level occupies a master suite with a king bed, grand bathroom with jetted tub, and a large loft outfitted with toys and play furniture. You will also find a computer for your use while you are our guests. The lower level will amaze you! Here you will find the fourth bedroom with a queen bed, two full bath, and a fantastic game/family room with air hockey, slot machines, bar, jukebox, large screen TV, second fireplace, and wait..., a second full kitchen! The sliding door will lead you straight to the covered hot tub, available year round. The fire pit is a perfect spot to end the evening with stories of the days adventures. Guest Access You will have access to the Galena Territory Owners' Club and all it's amenities such as indoor and outdoor pools, game room, fitness center, gym, tennis and basketball courts, and more. The Area Galena IL has hundreds of unique gift and clothing shops, antique stores, art galleries and artist studios. It boasts a rich performing arts community, live music, gourmet delights, as well as a multitude of museums, wineries, historical sites and tours. There are opportunities to enjoy the outdoors golfing, skiing, playing tennis, boating, fishing, zip-lining, hiking, horseback riding, hot-air ballooning and much more. Getting Around A car is necessary to see all that Galena and the surrounding area has to offer! Taxi, Uber and Lyft services are available.

Guest favorite

A cozy living area showcasing a rustic wood-burning fireplace against a wood-paneled wall. Comfortable seating is provided by a sectional sofa adorned with patterned cushions. A wooden dining table accommodates several chairs, with natural light streaming through window blinds.

Townhouse in Galena

4.87 out of 5 average rating, 170 reviews

Galena Territories 3 level Townhome Sleeps nine

Beautiful vacation home in Galena Territories. Located in central resort core, close to all 4 golf courses, owners club, hiking trails and main lodge. Only 15 minutes drive from historic Galena IL. Three level townhome, large screen TV in living room and family room all bedrooms have HDTV. Upper level BR w/en-suite bathroom. Two BR’s are full sized showers/tubs. All linens/toiletries/coffee/condiments provided. Wood burning fireplace with wood provided. Free access to all owners club facilities.

Guest favorite

A spacious living area features a large sectional sofa and an armchair, arranged around a sleek electric fireplace. A flat-screen TV is mounted on the wall above a decorative clock. Natural light filters in through large windows, complementing the modern decor.

Townhouse in Galena

5 out of 5 average rating, 16 reviews

Perfect Getaway: Newly Renovated

Take it easy at this unique and tranquil getaway. Relax with a few friends at this peaceful place to stay. Located in the Galena Territories, this rental provides something for everyone. During the summer months you can access trails, golfing, an indoor and outdoor pool and so much more. During the winter months you are close to one of the finest ski resorts around. In Fall, access breath-taking views of trees as they change color. All year round there is something to look forward to!

Guest favorite

A spacious living area features a warm wood ceiling and a stone fireplace, creating a cozy focal point. Comfortable seating is arranged around a coffee table, and natural light fills the space through large windows, enhancing the inviting ambiance.

Home in Galena

4.91 out of 5 average rating, 11 reviews

New listing for Fall - 4BR FP/Deck/Games/EV

This charming retreat offers a perfect blend of rustic charm and modern comfort. Enjoy stunning forest views, stargazing nights, and the soothing sounds of nature. * 4 bedrooms - up to 10 guests * Newly furnished * Fully equipped kitchen * Wood burning fireplace and stove * Porch swing * Deck w/grill & dining Access to the owner's club featuring swimming, fitness center, tennis and more. Nearby to horseback riding, boat rental, nature trails for hiking, four renowned golf courses.

Superhost

The exterior of the cabin features a welcoming wooden facade complemented by a front porch with a railing. A well-kept garden with various flowers rests by stone steps leading up to the entrance, surrounded by lush greenery and natural elements.

Cabin in Galena

4.88 out of 5 average rating, 126 reviews

Serenity Cabins - A rustic, yet upscale cabin!

Welcome to Serenity Cabins. Whether your stay here is for a vacation, anniversary, family get together, romantic get away, or spiritual retreat, you'll find your stay to be welcoming, relaxing, memorable, full of charm and you'll love the luxurious modern amenities while feeling the rustic atmosphere. You can fall asleep with the sounds of nature and the whispers of the winds. Go for quiet walks as you surround yourself by nature's natural beauty or unwind in front of the fireplace.

Guest favorite

A spacious outdoor area showcases a well-maintained patio with stone pathways and seating arrangements. The property features a modern two-story structure with a welcoming entrance, surrounded by greenery and decorative landscaping. A grill is positioned nearby for outdoor cooking.

Home in Galena

4.98 out of 5 average rating, 57 reviews

Jackson Ready Properties

Bring the whole family to this great place with lots of room for fun. Enjoy the patio or deck and cozy up to the outdoor firepit. Socialize with family and friends inside with two large living areas featuring plenty of seating and pool, foosball or wet bar to keep guests entertained. Three large bedrooms that sleep 6 comfortably as well as a sofa sleeper for kids or tag-along adults! Located within walking distance to the Owner's Club or a short cruise down the hill to the Marina.

Guest favorite

The lodge is showcased from outside, highlighting a cozy fire pit surrounded by large stones. Soft light emanates from the windows, with trees framing the picturesque exterior. A paved driveway leads to the entrance, inviting guests to explore the warm ambiance within.

Home in Galena

5 out of 5 average rating, 19 reviews

The Lodge: Spring Escape w/ HotTub & FirePit

Step into The Lodge, a whimsical wonderland tucked away in The Galena Territory! With four delightful bedrooms and three-and-a-half bathrooms, this cozy retreat is the ultimate escape. Let the enchanting North Woods vibes whisk you away as you sink into the plush furnishings and rustic decor. Take a dip in the bubbling hot tub or gather 'round the stone-seated fire pit for a night of s'mores and stories under the stars. Embrace the tranquility of the great outdoors at The Lodge!

Guest favorite

The modern home is set against a backdrop of trees, with a flat grassy area in the foreground. The structure features large windows and a prominent stone chimney, offering ample outdoor seating on the deck. The natural surroundings create a peaceful atmosphere.

Home in Galena

4.91 out of 5 average rating, 114 reviews

Modern Home w/Amazing Views, Hot Tub, Game Room

Modern home on the hill with great views overlooking the valley. Main level features a dining room, living room w/fireplace & sitting area for reading time. Nice size deck off the main w/gas grill & seating. Good size kitchen! ML also has King bedroom/full bath. Upper Level has 2 bdrms/full bath. Lower level has bar area, foosball, air hockey, bdrm/bath, walkout to deck & HOT TUB! Outside features a firepit and play area for the kids. Great place for families to enjoy!!

Guest favorite

A charming two-story home is set among lush greenery, featuring a welcoming porch and a winding pathway leading to the entrance. Surrounding trees offer a sense of seclusion, enhancing the natural environment of the location.

Home in Galena

4.92 out of 5 average rating, 154 reviews

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

Guest favorite

Home in Jo Daviess County

5 out of 5 average rating, 33 reviews

Long Bay Point Getaway

This one bedroom condo is perfect for a relaxing getaway. It is centrally located to the spa, golfing, and the marina. It is in a quiet location that backs up to a wooded area. There are a number of surrounding trails with beautiful views of the lake. At the end of a day soak in the jetted tub or relax in a rocking chair on the back porch. The condo has everything you would need to feel right at home.

Superhost

A spacious outdoor porch features log pillars and stone accents, offering seating with a wooden rocking chair and a small table. The view showcases the tranquil lake, surrounded by lush greenery and distant hills under a clear blue sky.

Cottage in Galena

4.81 out of 5 average rating, 16 reviews

The Cottage on Lake Galena

Cozy, romantic lakeside cottage with unmatched, pristine lake view and privacy in the heart of the resort. Fireplace in each bedroom and in living room, hot tub in very private setting on lake, stereo throughout, TV/internet, fully equipped kitchen, authentic handcrafted log /stone construction.