Holiday rentals in Lake Galena

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).

Pet Friendly/Beautiful Bluebirds/Star Studded Sky!

This darling, dog friendly, 3 bedroom, 3 bath home is located in an exclusive corner of The Galena Territory with beautiful landscaping and open space all around for yard games galore! The large welcoming front porch will soon become a common space to relax and have coffee while taking in the fresh Galena morning air. Our Bluebird House is close to downtown Galena and has access to all the Galena Territory Owners' Club amenities as well as the Marina and Shenandoah Riding Center. Come Join Us!

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub

Unwind in our comfortable Galena Territory cabin with 3 bedrooms, 3 full baths and sofa sleeper. EV Charging outlet in garage. Strong Eero boosted Wi-Fi; Roku streaming on every floor. Stone wood burning fireplace. Three-season room with scenic sunrise and wooded views. Lower-level walkout to patio with hot tub, fire pit and beautiful stargazing. Minutes away from the Lake Galena Marina, golf, tennis, pool, and fitness center. 15 mins from Chestnut Mountain and historic downtown Galena.

Private, Galena Log Cabin

This custom log cabin is the perfect getaway for friends & family seeking the solitude of the Galena Territory and fine dining and shops just 10 minutes away on Galena's Main Street. Each of the 3-levels offers an owner's suite with bath. Cozy up to 2 fireplaces, grill on the deck, or make 'smores at the firepit. The cabin has high speed, fiber internet and the lower-level walkout features a 55” flat screen TV. Guests can access swimming pools & pool tables at the Owner's Club 7 minutes away.

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Ulysses Suites, Suite 203

Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213 to 217 S. Main Street. The location is walking distance to all the best restaurants and shops. We have 7 suites and a beautiful lobby that are modern and luxurious, with lots of historical character and texture as a nod to its previous existence as the Grant Hotel from 1895 to 1933. Suite 203 is almost 1400 square feet and is located on the 2nd floor.

Lake Views | Fireplace | Pet Friendly

Escape to this stunning 3-bedroom lakeview retreat in The Galena Territory—perfect for slowing down, reconnecting, and soaking in everything Galena has to offer. ✨ HIGHLIGHTS • Incredible lake views 🌊 • Screened-in porch overlooking the water • Hear the waves from the home • Wood-burning fireplace 🔥 • Pet-friendly 🐾 • Board games + multiple gathering spaces • King bedroom 👑 • Access to Owner’s Club (pool, fitness center & more) • Fast WiFi • 12pm check-in & check-out

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

Cozy Galena Retreat | Trails, Pool & Eagle Ridge

This one bedroom condo is perfect for a relaxing getaway. It is centrally located to the spa, golfing, and the marina. It is in a quiet location that backs up to a wooded area. There are a number of surrounding trails with beautiful views of the lake. At the end of a day soak in the jetted tub or relax in a rocking chair on the back porch. The condo has everything you would need to feel right at home.

King Suite | FirePit | Pool & 70 inch Smart TV

⛳ Walk to Golf Driving Range ⛳ Semi-private pool steps away 🏊 ⛳ Extra-large double chaise couch ⛳ Private deck with fire-pit table ⛳ King suite with tub 🛁 ⛳ Fast WiFi & 70 inch Smart TV ⛳ Outdoor grill ⛳ Perfect for couples & golf getaways ⛳ Wood-burning fireplace 🔥 ⛳ Marshall bluetooth speaker 🎵 ⛳ 2 Guest Passes to Territory amenities ⛳ Minutes to Lake Galena, trails & golf 🐾 Pet friendly

Cozy Galena Townhome

This renovated 2-story, 2-bedroom townhome plus loft is located in the Galena Territory, a 6800-acre resort area with beautiful rolling hills, 24 miles of walking trails, golf courses, and amenities. Located in the Creekwood townhomes, it's less than a 4-minute drive to the Country Store, Highlands Restaurant, and Thunder Bay Falls. Kick back and relax in this calm, modern space.