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Charming Historic 4-bedroom home with Hot Tub

This iconic 2 story home is located on the bluffs of Dubuque in a historic neighborhood. The beautiful wrap around porch has stunning daytime and evening views that overlook the Mississippi and downtown area. This charming 3400 sq ft. historic home has all the amenities you will need: 4 large spacious bedrooms, dining room, full kitchen, two spacious seating areas, pellet stove, work space with desk, laundry, hot tub, 2 car garage, WiFi, an open air & a screened in porch, outdoor fire pit area

Modern/Historic Mansion

Enjoy the brand new 8 person JACUZZI TUB with red light therapy! Views of the bridge over the Mississippi River from the wraparound deck . Beautiful Fire pit patio area. This Huge 6400 SQ FT home can easily sleep multiple families. Less than a mile from the best restaurants, parks, casinos, & theaters. 15 minute drive to Galena. Visit the art museum, waterpark, go boating on the river, or just relax in the sauna for a stress free weekend. Perfect for family reunions. Unique historic mansion!

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.

Galena home close to Main St with parking and deck

Charming four-bedroom house located 2 blocks from Galena's Main St. Fully-equipped kitchen, dining room, living room, and laundry room. Direct TV and WiFi are also available. One bedroom is on the main floor, 3 are upstairs. The home has a large front porch with a porch swing. There is also a deck with lots of seating built into the back hillside which is shaded in the afternoon. Two concrete off-street parking spots between the house and deck are available for guests. Easy self-check-in.

Secluded Treehouse w/great views from every room!

Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.

The Fenelon Place | 4BR Townhouse w/ River Views

Welcome to The Fenelon Place – your bluff-top getaway in historic downtown Dubuque, Iowa. Located near the iconic Fenelon Street Elevator, this spacious townhome offers views of downtown and the Mississippi River. With 4 bedrooms and 3.5 bathrooms, it’s ideal for families or large groups. Gather in front of the cozy fireplace, cook meals in the modern kitchen, or step out onto the deck to take in views. The Fenelon Place blends comfort, style, and location for an unforgettable stay.

Swiss Valley Getaway - Dubuque / Tri-State Area

Nestled in the hills of Dubuque County and overlooking the Swiss Valley, this 5 bedroom, 2 bath, 2 car garage home is just the place for your quiet get away! Enjoy all of the beauty , peace and quiet of nature. Located directly across from the Swiss Valley Nature Center, streams and trails. Whether you're looking to get out of the city or gather with friends and family, this is your perfect place. Just minutes from Dubuque, Galena, Sundown Ski Resort and so much more!

Galena RowHouse - Downtown with parking included!

Built in 1846, the Galena RowHouse is one of the oldest guest homes in Galena. Although it was built over 175 years ago we have taken time to provide beautiful and modern updates with out destroying the historical integrity. The home is in downtown Galena with a beautiful view of the Fever River and near many walking paths, including Grant’s Home. Live like a local during a stay at the family-friendly Galena RowHouse. Free parking provided for your entire stay.

Summer in Galena | Hot Tub, Fire Pit & Views

Welcome to Shenandoah Ridge—our thoughtfully designed 4-bedroom, 4.5-bath vacation rental tucked into the woods of The Galena Territory. Spacious, peaceful, and full of cozy touches to help you unwind. Whether you’re here for a family getaway, group trip, remote work retreat, or just time in nature, you’ll find everything you need to feel at home. Just 7 minutes to the Owners Club and 15 minutes to downtown Galena—close to the action, but still calm and quiet.

Pet Friendly Home by UD & Finley

Centrally located & steps from University of Dubuque and Finley Hospital. In-between downtown and central city. 4 bedroom home with a formal dining room, full kitchen, bathroom with a tub/shower and plenty of space to relax. Start your morning with Bob& Lou's or Charlotte's (Hartigs) across the street. Well behaved pets welcome with a fully fenced in backyard. Galena is a short 20 minute drive *Please book with total guest count including pets if applicable

Key City Row | Downtown Dubuque

⭐ 4 bedroom/2.5 bathroom (three queen/ one king). ⭐Large basement family room with pull-out sofa. ⭐ Located in the heart of Downtown Dubuque. Walking distance to all of downtown's amenities! ⭐ Well equipped kitchen! ⭐Wifi, smart TVs, host provided coffee and travel toiletries. ⭐Parking spaces to accommodate two vehicles. Additional parking passes available for street parking. ⭐Need additional space? 164 Bluff St. is located next door (3 bed/2 bath)

Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl

Escape to your own spacious mountain retreat just 8 miles from historic downtown Galena! 2 min to Chestnut Mountain. Enjoy a brand-new hot tub, fire pit with free wood, gas BBQ, and patio—perfect for summer nights or crisp fall days. Spend your days hiking, golfing, shopping, or taking scenic wine tours. In fall, explore vibrant foliage, festivals, and local charm. After your adventures, relax in comfort and style with plenty of space for the whole family.