Townhome holiday rentals in Jo Daviess County

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.

4.87 out of 5 average rating, 181 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.

A bright living area features a comfortable seating arrangement in light tones, with a wooden coffee table at the center. Windows with natural light provide views of the surroundings. A dining space is seen in the background, complemented by a ceiling fan and wooden beams.

4.97 out of 5 average rating, 163 reviews

Resort Townhome: Close to Skiing, Pool & Game Room

Many amenities walkable from our townhome! Including pickleball, a spa and golf and the resort. Access to exclusive resort-style community amenities, guests enjoy indoor and outdoor pools, a full fitness center, sports courts, and a game room, providing a wealth of on-site entertainment options. Unwind with movies in the game room or relax to records in the living room. This retreat offers the perfect blend of comfort and convenience. Book your stay and create cherished memories. Pet Friendly!

A spacious living room features large windows framed by decorative shutters, allowing natural light to fill the area. A modern sectional couch is arranged around a central coffee table. A stone fireplace provides warmth and ambiance, while a cozy rug adds texture to the floor.

5 out of 5 average rating, 15 reviews

Are you seeking a stylish and tranquil escape in the countryside? Our fully renovated and modernized townhome is the epitome of luxury and comfort, ensuring a memorable stay. Situated in the picturesque, resort-like Galena Territory, surrounded by lush hills and with access to a plethora of amenities(e.g., pools, tennis/pickleball courts,gym,game room), our home offers a peaceful retreat while being conveniently close to downtown, golfing, wineries, breweries, dining, shopping and ski (Chestnut)

A charming brown exterior of the home features a manicured lawn and landscaped shrubs. A winding pathway leads to the entrance, framed by greenery, enhancing the inviting feel of the property. Two skylights are visible on the roof, contributing to natural light inside.

4.82 out of 5 average rating, 33 reviews

111 Walnut Hill The Galena Territory

Beautifully decorated 1 bedroom 2 bath comes with access to the Walnut Hill outdoor pool & The Owners' Club where you can enjoy indoor, outdoor, and pools, a fitness center, indoor/outdoor basketball courts, tennis courts, Game Room, free WIFI, etc. There is a King bed and full bath on the upper level and a full bath on the main level as well. The unit has 2 skylights to provide plenty of natural light and also features a fireplace you can cozy up to on a cold fall or winter night. Sleeps 2.

4.92 out of 5 average rating, 227 reviews

An outdoor seating area is presented with a round table surrounded by six wrought iron chairs. A potted plant adds a touch of color to the table, while flowers are visible in the flower beds nearby. Large windows on the house allow natural light to enter.

Townhouse in Bellevue

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.

The living area features a comfortable sofa and a rustic coffee table atop a circular rug. A stone fireplace serves as a focal point, complemented by a vibrant artwork of a rooster above it. Natural light floods in through large windows, providing views of the outdoor patio.

4.98 out of 5 average rating, 131 reviews

Farmhouse Chic|Fireplace|View|Peloton|Near Town

Are you searching for a serene and idyllic countryside escape in a winter wonderland? Look no further. Our elegantly appointed farmhouse-inspired townhome is located in the picturesque Galena Territory, boasting an array of amenities such as indoor/outdoor swimming pools, a fitness center, game room, tennis courts, 20+ miles of hiking trails, a private lake and more. Surrounded by verdant hills, the home offers a peaceful retreat while being only 20 min from Chestnut Mountain Ski Resort.

A well-furnished living space features a cozy sofa and an armchair positioned near windows with views of the surrounding woods. A round dining table with wooden chairs is present, and nature-inspired wall art adds to the serene ambiance.

4.95 out of 5 average rating, 131 reviews

Cozy 2BR Retreat - Quiet Area - 15 Min to Downtown

Welcome to Scenic Serenity, a charming golf villa in The Galena Territory, surrounded by peaceful wooded views. ✔ Main Level (Lower Level): Features vaulted ceilings, a cozy seasonal fireplace (Oct-Apr), two skylights, and an open-concept layout. Enjoy a roomy eat-at bar, a bedroom with full bath access, and a sleeper sofa in the living area. ✔ Upper Level: Overlooks the living and dining rooms, offering a spacious bedroom with a private bath and a utility closet with a washer/dryer.

The open-concept living area showcases a cozy couch accented by a decorative rug. A mounted television is positioned on a wooden feature wall. A dining table is visible in the background, accompanied by modern kitchen amenities and large windows that allow natural light to illuminate the space.

4.95 out of 5 average rating, 120 reviews

Hook Wine And Sinker - Golf, Shop, Pools, & Relax

Relax with the whole family at this peaceful getaway. A beautifully renovated, 3 bedroom / 3 bathroom townhome located within The Galena Territory in Galena, Illinois. This home is a perfect, peaceful getaway that sleeps up to eight (8) people comfortably. Whole home Golf Lake Self Check in WiFi Coffee Oven Dishwasher Grill BBQ accessories Washer/Dryer Free parking Board games Exercise equipment Pool table Deck Outdoor dining Child friendly Pack 'n play Pickleball set

The villa is a three-level structure, featuring a wood siding exterior and multiple windows allowing natural light. A spacious deck extends from the upper level, surrounded by green grass and mature trees, contributing to a peaceful outdoor setting.

4.91 out of 5 average rating, 113 reviews

Sunny Farmstead: Owners' Club access, golf nearby!

Welcome to Farmstead: a quiet and comfortable villa nestled within the heart of the Galena Territory. This home features 3 KING beds, a wood burning fireplace, bumper pool table, child bunk beds, dart board, and a closet full of games. Property is 10min from downtown Galena. Booking Sunny Farmstead also gives you access to the Owners' Club (4 minute drive) which features indoor and outdoor heated pools, basketball courts, game room, tennis courts and more.

A modern soaking tub is centered against a natural wood accent wall. A wooden bath tray rests across the tub, holding a glass of red wine and a book. Soft blue water adds a serene touch to the inviting space.

4.92 out of 5 average rating, 132 reviews

2 Bedroom Townhouse w/Soaking Tub + Rain Shower

Welcome to Dear Galena, a modern Zen retreat on a corner-unit townhouse golf villa with a wooded view. It's the perfect getaway for couples, friends, family or just you! Situated within The Galena Territory and near Eagle Ridge South Golf Course, this townhouse has two bedrooms - each with a king size bed and two bathroom. A pull out sofa bed for additional guest and high-speed Wi-Fi for streaming and all of your work from home needs.

A welcoming living area features a leather sofa with green accent pillows, complemented by two armchairs. A wood-burning fireplace is positioned next to a large TV, and sunlight enters through expansive windows offering views of outdoor greenery. A decorative shelf displays plants and personal touches.

5 out of 5 average rating, 25 reviews

Creekwood Pines: 2BR w/ King Beds, Fireplace, Golf

New for 2025: Ask about our discounted golf passes! Creekwood Pines is a thoughtfully appointed 2BR/2BA townhome overlooking the 12th fairway of the South Course at Eagle Ridge—perfect for golfers, outdoor enthusiasts, and cozy weekenders alike. Whether you're planning a warm-weather golf trip, a hiking and biking escape, or a winter getaway by the fire, this villa has you covered in every season.

The cozy living room features two brown leather sofas facing a stone fireplace. A wooden coffee table with rustic decor sits in the center, complemented by a large television mounted on the wall. Inviting natural light streams in through the windows, enhancing the warm atmosphere.