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.

Overlooking Historic Downtown Galena Suite #6

Come stay in this beautiful Historic building from 1845 overlooking Downtown Galena. Easy access to all the shops and Cafes. Spacious 2-bedroom apartment with 1 queen bed and 1 double bed, living room, dining room and kitchen. This apartment has 1 flight of stairs. Wi-Fi included. Please note the entrance is located at 232 S. Bench Street. Children under 18 are not allowed. No Pets and No Smoking allowed. We also have 8 other apartments available in the same building to select from.

The Skylight Apartment On Main Street Galena

The Skylight Apartment is conveniently located in downtown Galena at the quiet end of Main Street near restaurants, shops, and historic sites. We offer private on-site parking — safely park your cars worry-free in the parking lot behind the building. You can relax on the private deck, lower level meeting room, or front area after a busy day exploring Galena and enjoy the The 305 North Inn building that was constructed in 1845. for all properties, airbnb.com/p/galenaapartments

Apt. #2, Main Street Suites - Location! Location!

We are an inclusive AirBnB. Our home is open to all! We are right where you want to be! Beautifully renovated and furnished 2 bedroom, 1 bath apartments in one of the oldest buildings in Galena (circa 1840) overlooking Main Street. This apartment is on the second floor above the Galena Cantina (Main & Perry) It is just steps to all the restaurants, shops, and bars of Main Street. Come and enjoy one of the greatest historic towns in the country! Your hosts, Joe & Mark

Ulysses Suites, Suite 201

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 201 is located on the 2nd floor.

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.

The VIP Room at The Cathouse Suites, Dogs OK w/$$

Newly renovated building in historic, Uptown Galena above Miss Kitty's Grape Escape. One studio apartment with kitchenette with microwave and coffee/kcup maker, queen size bed, 4K 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.

Cozy Townhome on Golf Course, Pet friendly

Two bedroom, 2 bath townhome, 2 Queen beds, WIFI, Smart TV, DVD/VCR, Wood Fireplace, located by the South Golf Course, deck and gas grill, only minutes away from the pool, marina, horseback riding, golfing. Walking trails nearby. Downtown Galena is approx 6 miles away for dining, antique shopping, trolley tours, ghost tours, wine tours, and much more! Pet Friendly