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Luxury Galena Retreat | Hot Tub & Game Room

Designed for connection, comfort, and memorable weekends together. Escape to this spacious and cozy retreat in beautiful Galena Territory. Perfect for families, golf weekends, and group getaways. 4 bedrooms, 4 bathrooms, multiple gathering spaces, private hot tub, game room with pool table, fireplace, grill, and relaxing wooded views. 6 miles to downtown Galena and minutes from golf, hiking, skiing, and wedding venues. Enjoy access to the Galena Owner’s Club pools, fitness center, and more.

Inviting & Bright | Firepit Sauna Hot Tub & Games!

Golfer? Inquire for(e) for details on our Golf Packages. Welcome to The Overlook, your perfect home away from home during the upcoming summer season in the Galena Territory. This contemporary three-bedroom, two-and-a-half-bathroom home is the ideal retreat for a relaxing and fun-filled vacation. Enjoy the firepit under starry skies, sweat it out in the sauna, soak in the hot tub, or challenge your friends to Pac-Man or foosball. Perfect for families and couples alike. Dog-friendly with a fee.

Hot Tub, Sauna, Steam Shower & Chef's Kitchen

Escape to this 4,000 sqft retreat, perfect for family gatherings or groups. Unwind with a private hot tub, sauna, steam shower, and two fireplaces. Indulge Your Inner Chef: Prepare culinary delights in the gourmet chef's kitchen, then challenge your friends to a foosball or poker game. The GTA Awaits: Enjoy full access to all GTA amenities, a pool & recreation complex, lake & marina, and over 25 miles of scenic trails. Downtown Galena & Chestnut Mountain Ski Resort are both 10 minutes away.

Dream Maker Log Cabin|Sauna + Hot Tub + Pickleball

Riverside Cabin Retreat | Hot Tub w/ TV Escape to Moon River Cabins – The Dream Maker, where vintage charm meets modern comfort with Mississippi River views. Sip morning coffee on the patio as barges drift by, or unwind in the private hot tub with an outdoor TV. Inside, enjoy mid-century style with modern amenities, including a cozy gas fireplace & fully stocked kitchen with dishwasher. Highlights: • Hot tub w/ TV • Cozy gas fireplace • Pickleball Court • Private & communal fire pits

Tower House | Heated Pool, Sauna, Hot Tub + Views

Tower House sits on its own hilltop in The Galena Territory, home to the area's only heated private saltwater pool, plus a cedar sauna, hot tub, fire pit, and a glass observatory tower in a certified Dark Sky community. Sunset views from every window. Four bedrooms and multiple living areas, generously equipped and spacious enough that groups stay together without feeling crowded. Minutes to downtown Galena and Chestnut Mountain. Guests say it feels like a five star boutique hotel.

The Tree House

Escape to The Tree House, a cozy & secluded 1-bedroom retreat nestled at eye level with the trees. Perfect for couples, this peaceful hideaway offers a king bed in the master and panoramic forest views from every room. Relax in nature with your own private sauna and fire pit, both overlooking wooded surroundings. We are in the middle of the woods - please note to expect hiking paths, animals, bugs, & weeds. City expectations vs. the woods are different. Please inbox with questions!

Longwood Hideaway - A Warm, Elegant Retreat

Inside this luxury home you'll find beautifully appointed, 4 bedrooms, and 4 baths. Two bedrooms have attached baths, and two bedrooms have baths that are adjacent. You'll find three comfortable gathering spaces and thoughtful touches that make your stay feel cared for. From the well-equipped kitchen to the cozy bedrooms and spa-inspired baths, everything is designed to feel calm, clean, and gracious. Longwood Hideaway is a place to breathe, unwind, and feel beautifully at home.

Spacious Galena Retreat | Hot Tub + Resort Access

Gather your crew for an unforgettable Galena escape! This spacious home sleeps 14 across 6 bedrooms. Unwind in your screened hot tub, challenge friends to pool table games, and gather around the fire pit. Your stay includes 6 passes to Galena Territory's resort—indoor/outdoor pools, tennis, fitness center, fishing, boating, and 24+ miles of trails. Just 11 miles from downtown Galena's charm and 13 miles from Chestnut Mountain. • Pets are welcomed, max 2, with additional fees.

5000 sq. ft. Estate w/ Hot Tub · Theater · Valley

Start your day with a hot coffee and stunning valley views at Hurry Knot Hideaway. The Chef’s Kitchen, featuring a trash compactor, a new 6-burner stove, and ample fridge/freezer space, makes cooking a joy. Each of the 6 bedrooms has its own ensuite bathroom, ensuring easy mornings for all. On rainy days, unwind in the theater room, play pool or ping pong, or enjoy the arcade room. Perfect for relaxation and entertainment, this retreat is your home away from home.

Heartbreaker Log Cabin|Sauna+ Hot Tub+ Pickleball

Riverside Retreat | Retro Cabin Escape to Moon River Cabins – The Heartbreaker, where vintage charm meets modern comfort with Mississippi River views. Sip morning coffee on the patio as barges drift by. Inside, enjoy mid-century style with modern amenities, including a cozy gas fireplace & fully stocked kitchen with dishwasher. Highlights: • Patio with river view • Private & communal fire pits • Cozy gas fireplace

Oreo's Hide-A-way · Lovely Studio Apartment Near

Welcome to Abe's Spring Street Guest house individual suites, in downtown Galena. Named after the owners’ beloved canine Oreo, this private suite resides on the second floor of the Artist Annex that was built on the grounds of the old City Brewery. This completely private studio suite features a large open floorplan with kitchen, bath, loft and a gas log stove. Enjoy the sauna in our spa room as well.

Rudolph's Retreat · Studio Apartment near downtown

Welcome to Abe's Guest House private suites. Formerly this location was known as the City Brewery, which operated from 1850 to 1880. Experience the rich history and artistry of this unique B&B. Many artistic touches by artist, owner. Rudolph's Retreat is named after the last brewmaster for the adjacent brewery.