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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.

Drifter Cabin|Riverview+ Sauna+ HotTub+ Pickleball

Riverside Retreat | Retro Cabin with Hot Tub & Outdoor TV Escape to Moon River Cabins – The Drifter, 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 with outdoor TV • Private & communal fire pits • Pickleball Court

Modern Home - 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

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 10 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.

P.J.'s Roost · P.J.'s Roost near Downtown Galena,

Named after the owners' beloved rabbit, P.J., this private suite is a blend of history and art. It resides on the second floor of the Artists' Annex that was built on the grounds of the old City Brewery. The suite has recently been renovated and features artwork by the artist/owner Charles as well as a handcrafted four poster queen size bed. Enriched with regional antiques. This suite is perfect for a couple's getaway to scenic, historic Galena. A lovely and romantic choice.

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.

Luxury Stay- Sauna, Hot Tub, Fire Pit, Arcade!

Centrally located in Galena, this newly renovated home is a one of a kind experience. This family friendly 5 bed/ 5 bath home is equipped with everything you need to enjoy all that Galena has to offer. -Sauna -Hot Tub -Fire Pit🔥 -Pool Table🎱 -Arcade Games🕹️ -3-Season Room -Popcorn Machine🍿 -Grill🌭 -TV in every room -Pool and marina access🏊‍♂️