Apartment holiday rentals in Jo Daviess County

One Bedroom Overlooking Main St & One Parking Spot

8+ year, 5-star rated listing under new mgmt. Enjoy this centrally-located, beautifully furnished one-bedroom apartment in historic downtown Galena. ONE COMPLIMENTARY DESIGNATED OFF STREET PARKING SPACE INCLUDED! Overlooking Main Street and just steps away from all the action. Galena offers a rich history including unique boutiques, antique shops, wineries, incredible restaurants and bars. Come relax after a fun-filled day in this cute apartment offering everything you need just like home.

Downtown Gem for Two

Newly remodeled downtown apartment right in the middle of town. New furnishings, office nook with desk, full size kitchen and appliances, smart tv, free wifi, large open living space with private bedroom and bath. Very clean. Adjacent shared deck with table and chairs is available for use. This is a second floor apartment in the back of Simply Elegant Boutique so there are 17 steps to get to it from the outside. *Rest easy, every surface and door knob is disinfected after each stay.

Ulysses Suites, Suite 203

Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213 to 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 203 is almost 1400 square feet and is located on the 2nd floor.

Comfortable and Cozy 2bdrm!

2b, 2ba golf villa located in the Galena Territory resort core. Features include Owner’s Club fitness & business center + indoor/outdoor pools. Rear deck and gas grill, split level floor plan for privacy - upper floor suite w/2 twin beds and full bath, loft area with trundle bed, main level w/king bed and full bath, TV in main living room, electric fireplace, dining area and open kitchen, WIFI. General Store, Lake access, horseback riding and more!

Suite Victory #4 On Main St w/Reserved Parking

Suite Victory #4- Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Open floor plan with beautiful views of downtown Main Street. King bed. Double sink vanity and large walk-in shower. Kitchen has island, quartz countertops, and new appliances. Stackable washer and dryer within the unit. Above Charlie’s Place Eatery on Main Street. MAX 2 PEOPLE

Suite 1 Overlooking Historic Downtown Galena

Come stay in this beautiful Historic Building from 1845 overlooking Downtown Galena. Spacious 2 bedroom apartment with 1 queen bed, 1 single/twin daybed, living/dining room, and kitchen. WiFi Included. Please note, the entrance for this apartment is located at 229 S. Main Street. Children under 16 are not allowed. No Pets allowed. We also have 8 other apartments available in the same building to select from. The rate is based on double occupancy.

The #2 at Cathouse Suites, Dogs OK w/$$

Newly renovated building in historic, Uptown Galena above Miss Kitty's Grape Escape. One bedroom apartment with kitchenette with microwave and coffee/kcup maker, queen size bed, living room with queen size futon couch, and 55" smart TV. Wheelchair accessible patio. Extra mirrors in the bathroom with a full size shower, bathrobes and lush towels. Easy access to premier night life and entertainment just below at Miss Kitty's Grape Escape.

Dawson's Remise Luxury Accommodation

Enjoy a luxurious stay in our remise ("carriage house"), complete with authentic Art Deco and Industrial furniture and design. We took great care in ensuring top notch craftsmanship and amenities, so as to create an inviting environment that you won't want to leave! Hidden away off the quaint and historic Park Avenue, you'll enjoy a quiet and restful stay whilst within walking distance to Main Street Galena and all it has to offer.

Albert's Glen Stonehouse suite Downtown Galena

Welcome to Abe's Spring Street Guest suites in downtown Galena. This completely private suite has many artistic touches created by artist owner, Charlie. Affordably priced at under 225 per night (weekend rate, not including booking service fees) includes a free omelet breakfast for our guests who stay a minimum of two weekend nights. Breakfast is served in the historic ice house, on sundays only. Ask us more.