Townhouse holiday rentals in Jo Daviess County

A welcoming living area features a vaulted ceiling and large windows that provide views of the outdoors. A brick fireplace adds warmth, while comfortable seating is arranged around a coffee table. Soft lighting enhances the cozy atmosphere, complemented by decorative plants and artwork.

4.9 out of 5 average rating, 184 reviews

The Airy Aerie: Owners' Club access, golf nearby!

Welcome to the Airy Aerie: an avian themed townhome in the heart of the Galena Territory. Our space has been carefully curated to reflect the diversity of birds you will find in the natural surroundings of the area. There are two ensuite bedrooms and a full kitchen featuring granite countertops and stainless steel appliances. There is a loft space upstairs where a rollout twin bed can be set up. Our home can accommodate a maximum of 6 overnight guests (assuming 1 person on the twin rollout bed).

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, 179 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 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, 11 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)

Superhost

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.

4.81 out of 5 average rating, 27 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.

A foosball table is placed in the foreground, featuring players in red and white uniforms. A cozy plaid armchair sits nearby, with a large television mounted on the wall displaying a nature scene. Natural light filters through the sliding glass doors, enhancing the space.

4.97 out of 5 average rating, 158 reviews

Fall Colors! Game Room! Close to all amenities!

Many amenities just steps from our home! Including pickleball, a spa and golf. Escape to our bright modern townhome in Galena. Enjoy 3 levels of space for the whole family. Experience outdoor fun at local attractions, enjoy the pools at The Owners Club. 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 if you would like to bring your fur baby.

4.92 out of 5 average rating, 224 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, 125 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.

4.94 out of 5 average rating, 127 reviews

Home Away from Home – Cozy Stay Near Golf & Trails

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.

A bright, inviting living area features a large window offering views of the outdoors. A gray sofa and a brown armchair are arranged around a coffee table. A wood-burning fireplace and a smart TV are present, creating a cozy atmosphere.

4.89 out of 5 average rating, 55 reviews

Golf Villa w/ King Beds, Fireplace, Hiking Trails

Golf Packages New for 2025 - inquire for more details! Discover The Bogey at Oak Glen, a modern split-level townhouse located on the 1st hole of the South Course, perfect for a golf getaway. This townhouse has everything you need for a comfortable stay. Only 3 miles away from The Galena Territory Owners Club and 7 miles from Downtown Galena, it's also conveniently located near many wedding and event venues like Ashton Hill and Oak Hill Farm. Book now and enjoy a fantastic stay!

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.

4.96 out of 5 average rating, 112 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

Superhost

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, 125 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.