Townhouse 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!

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.

Charming 3B3B|Walk to Lake|Fireplace|Arcade|Games

Discover comfort and charm in our inviting 3-bedroom, 3-bathroom home nestled in the heart of the Galena Territory. Immerse yourself in the tranquility of nature while enjoying modern amenities. This spacious retreat features a fully-equipped kitchen and cozy living areas with a fireplace and arcade. Explore nearby hiking trails, golf courses, and historic downtown Galena. Whether you're seeking relaxation or adventure, our Galena getaway is the perfect home base for an unforgettable escape.

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.

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.

Golf View Townhome | 2 Kings | Pools & Trails

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

2 King Beds | Games | Patio | Pool Access

Escape to this modern 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer. ✨ HIGHLIGHTS • Two king bedrooms 👑 • Various board games 🧩 • Access to Owner’s Club (pool, fitness center & more) • Private patio with grill • ~10–15 minutes to downtown Galena • End-unit for added privacy • Smart TVs + fast WiFi • 12pm check-in & check-out

Beautiful Condo with lake view! Pet Friendly

2 bdrm, 2 bath PET FRIENDLY condo overlooking Lake Galena,WIFI, 2 King Beds, 2 family rooms, 2 screened porches, kitchen, walk in shower, spacious, main core of resort, walking trails, outdoor and indoor pool, also outdoor pool for Long Bay guests only. Use of game room, fitness center at Owner's Club. Boat rentals, horseback riding, golfing, antiquing, wine tours, and much more!