Townhome holiday rentals in Jo Daviess County

4.9 out of 5 average rating, 177 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).

4.97 out of 5 average rating, 150 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, 221 reviews

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.

4.98 out of 5 average rating, 120 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.

4.97 out of 5 average rating, 89 reviews

Perfect Fall Retreat near Lake Galena and Downtown

Escape the hustle of everyday life by treating yourself to a world of relaxation. Wake up with a nice cup of coffee on the back porch as you take in the fresh air and prepare for your day. The toughest decision you'll have to make is what activity to partake in (hiking, swimming, boating, skiing/snowboarding, golfing, horseback riding, exploring downtown Galena). End the day by watching a movie using the TVs equipped with Roku or browsing the internet using the free high speed internet.

5 out of 5 average rating, 21 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!

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.

4.87 out of 5 average rating, 89 reviews

Gorgeous 3 Bed 3 Bath Getaway on Lake Galena

This beautiful townhouse is nestled next to gorgeous Lake Galena in the heart of the Galena/Eagle Ridge Territory. The main level includes the primary bedroom and connected bathroom, the kitchen, dining area, deck, and main living space with lofted ceilings that offer a bright and inviting atmosphere. There is a lofted bedroom with a private bathroom and sitting area. Downstairs, you will find a bedroom, porch, and an extra full sitting area with a TV, futon, and pull out couch.

4.93 out of 5 average rating, 45 reviews

Autumn Vibes | Golf Views, Fireplace, Dog-Friendly

New for 2025: Ask about our discounted golf packages! Whether you're planning a golf trip, a family getaway, or a cozy retreat with friends, the Villa at Northridge offers the perfect blend of comfort, convenience, and scenic beauty in the heart of the Galena Territory. This beautifully renovated 3-bedroom, 2-bath townhome sits directly overlooking the 17th fairway of Eagle Ridge’s North Course, with easy access to the South, East, and General courses—making it a golfer’s dream.

4.95 out of 5 average rating, 101 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

4.93 out of 5 average rating, 120 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.