Holiday rentals with a sauna in Jo Daviess County

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.

Spacious Four Bedroom with a Hot Tub and game room

Forget your worries in this spacious and serene space. Southridge Retreat is in a prime resort location - 3 miles to the Owners Club and 6 miles to Downtown Galena, and near many wedding & event venues such as Ashton Hill, Eagle Ridge, and more. This expansive home is great for families or small groups of 4-10 people with plenty of space for everyone. Four bedrooms, four bathrooms, two large living spaces, a three seasons room, pool table, outdoor grill and seating area, and much much more.

Riverview Cabin + Hot Tub w/ TV+ Pickleball Court

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!

Avail Valentines 2026 • Stunning Valley View • 6BD

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.

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.

The Zen Sanctuary near historic Galena.

Are you looking to escape from the hustle and bustle of life? Unplug and unwind for a while, and take the much needed break you deserve in our cozy & very spacious home in the heart of the Midwest! The Apple River, Historical Galena & Elizabeth, local breweries & wineries, shopping, dining, and The Chestnut Mountain are all within 10 - 20 mins drive from us. There's never a lack of activities to do in the area, no matter the weather!

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

Tower House Galena • Heated Pool, Hot Tub, Sauna

Hilltop luxury retreat with The Territory’s only private heated saltwater pool, hot tub, cedar sauna, and observatory tower in a Dark Sky community. Enjoy lake access with boat slips, EV charger, fire pit sunsets, and free Owners Club resort amenities—plus 4BR/3.5BA just minutes to Chestnut Mountain skiing and downtown Galena.

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.