Townhome holiday rentals in Jo Daviess County

Resort Townhome: Close to Lodge, Pool & Gameroom

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!

Cozy and Relaxing! Pet Friendly

Kick back & relax in this calm & stylish space. 2bdrm(K,Q), 2 bath townhome located on the South Golf Course. Close to amenities. Beautifully done! Located in the Galena Territory with access to resort amenities which include golfing, horseback riding, indoor/outdoor pool, fitness room, game room, tennis courts and more! Approx 6 miles from downtown Galena for antique shopping, wine tours, ghost tours, fine dining, trolley tours, and lots of shopping. Pet friendly, dogs only and under 25lbs.

Galena Retreat | Scenic Views + Private Deck

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-February 28), 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.

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.

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.

Cozy Fall / Winter Retreat in Amenity Rich Galena

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.

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!

Creekwood Pines | 2 King Suites Near Eagle Ridge

Creekwood Pines is a 2BR/2BA townhouse near Eagle Ridge’s South Golf Course in Galena—ideal for golf trips and couples. Each bedroom features a king bed and private ensuite. Perfect for 2–4 guests, with space for up to 6 using an air mattress. Located in a quiet townhouse community, just a short drive to downtown. Dog-friendly (fee applies). Access to Galena Territory Amenities • Indoor/Outdoor pool • Fitness Center • Pickleball • Lake Galena & Marina • Shenandoah Riding Center

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

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.

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.

Outdoor Pool Now Open! 2 Kings - Scenic Golf View

Unwind in the Galena Territories! - Just 10 min to downtown - 2 king beds w/ ensuite bathrooms, pullout couch, washer/dryer - Deck backs to S. Course, outdoor furniture propane grill, grass space - Fully stocked kitchen w/ coffee - Galena Roaster drip & Kurig, welcome snacks - Woodburning fireplace with wood provided, 3 Roku TVs - 6 guest passes for owner amenities - Indoor & outdoor pools, gyms, game room, marina & more