Holiday houses in East Dubuque

Cozy Oasis/DBQ/FieldDreams/Galena-Fenced for Pets

As natives to Dubuque and Galena , we wanted a place we could come home to when visiting that is also PET friendly!! Plenty of indoor/outdoor space. Make this your FIELD of DREAMS home base - just 20 minute drive to field and then you are 2 miles from Dubuque Casino and 14 mile scenic drive to Galena Main Street.Outdoor patio with plenty of seating , fire pit for late night snacks w camping chairs, Grill for your outdoor cooking. We have it all and if we don’t we will find it!! Fenced backyard!

The Conamore Number 3

Conveniently located in downtown Dubuque, near the nightlife of Main Street, the tourism of the Port of Dubuque and shops of Bluff street, while also near all major highways to Dubuque, this cozy second floor apartment is the perfect way for a quick getaway or for a longer term stay. Features a massage chair in the units and an off-street parking space. Stream your favorites on the Roku TV when you're not exploring the city. On a longer trip? You can take advantage of the onsite coin-op laundry.

Cozy Victorian home by colleges w/ full kitchen

Comfortable & private 1st floor of a renovated 1906 brick home w/ full modern kitchen, off-street parking, en-suite bathroom & ample space. Great location: -by Five Flags Center, restaurants, events & downtown (0.5 mi) -30 min from Galena/sundown -In historic Langworthy district, by colleges: -Loras=0.5 mi -UD=1 mi -Clarke=1 mi -Emmaus=1.5 mi Full kitchen: -Refrigerator/Freezer -Stove/Oven/Microwave -Dishwasher -Henckels knives -Grill -fire pit -regular+decaf coffee/tea -off-street parking spot

Cozy Cabin by the Pond

Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

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.

1st St Jewelry Box Suite.

This unique place has a style all its own. This downsized efficiency suite is a comfortable living space. Within 3 blocks; historic cable car + shopping, restaurants, casino, Cathedral, Julien Hotel, Five Flags, River Museum, spas/yoga, Mississippi Riverwalk, winery, breweries, graffiti murals. Coffee included. Awesome for 1-2 people. Sundown mountain short 20-minute drive. Traveling with buddies? Just ask! We have 3 more units next to this one. We have short-term furnished places as well.

Ulysses Suites, Suite 202

Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213-217 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 202 is a gorgeous studio with a huge window seat looking over Main Street.

Retro themed floating river cabin with a HOT TUB!

Our unique floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and has amazing views of the water You can even fish right off your deck! Enjoy the nature around you while sitting on your private floating deck, or snuggle up inside in front of the electric fireplace and Smart TV. This cabin features 2 bedrooms with queen beds, and a pull out couch in the living room. Our rental is located at Millennium Marina.

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

Spacious + modern loft with 3 bedrooms & game room

This 2,300 square foot loft has tons of room, in a safe neighborhood, with easy access to everything. You'll love the full kitchen, 12-seat dining table, & room to lounge. Features a jacuzzi tub, rain shower, 2 electric fireplaces, shuffleboard table, 75" big screen tv & super-fast internet! Free on-street parking. Enjoy restaurants, a brewery, ice-cream shop, retail shops, a cute park, and family activities like Creative Adventure Lab and the River Museum, all within a short walk.

Deer Trail Cabin

🍂 Cozy up at Deer Trail Cabin, nestled in the peaceful Wisconsin woods. Enjoy the crisp autumn air from the outdoor hot tub, explore the private forest trails, and gather around the fire pit under the stars. 🍁 Our home is across the driveway, so you may occasionally see us around the property, but your cabin and outdoor space are all your own. We respect the privacy of all our guests and hope to provide a peaceful, comfortable fall getaway. 🧡🌲

Drake House: City View with Private Hot Tub

Welcome to City View, a contemporary 2-bedroom, 2-bath retreat overlooking downtown Dubuque and the Millwork District. Comfortably sleeping up to 4 guests, this third-floor unit features a fully equipped kitchen, dining area, TVs in each bedroom, and a cozy living room with a gas fireplace. Unwind on the private balcony and soak in the hot tub after a day of exploring. Designed for comfort, relaxation, and city views—we hope you enjoy your stay!