Apartment holiday rentals in Jo Daviess County

Updated Unit w/Panoramic Views

Escape to this fully updated 2-bedroom, 1-bath garden level apartment with private entrance. Embrace breathtaking panoramic countryside views just 15-20 minutes from downtown Galena, just 15 minutes from wedding venue Oak Hill Farm, and 35 minutes to downtown Dubuque, IA! The galley kitchen is stocked with all you need. Step outside to a stamped concrete patio, hammock, patio furniture, and fire pit, creating an idyllic outdoor space. Book now and experience the serenity of Galena's countryside.

Apt. #1A, Main Street Suites - Location! View!

We are an inclusive AirBnB. Our home is open to all. We are right where you want to be! Beautifully renovated and furnished large 2 bedroom, 1 bath apartment in one of the oldest buildings in Galena (circa 1840) overlooking Main Street. This apartment is on the second floor above the restaurant, Cucina Bella (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

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.

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 bed, living/dining room, and kitchen. WiFi Included. Please note, the entrance for this apartment is located at 229 S. Main Street. No Children under 16, No Pets or Smoking allowed. Street parking only, “NOT”designated. We also have 8 other apartments available in the same building to select from. The rate is based on double occupancy.

Ulysses Suites, Suite 303

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. The Presidential Suite 303 is located on the 3rd floor.

Suite Victory #3 On Main St w/Reserved Parking

Suite Victory #3- 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. NO DOGS ALLOWED.

Quiet 2 Bedroom Main Street Apt.

Location! This historic two bedroom apartment is located right in the middle of Downtown Galena. Overlooking Main Street, this quiet space features 2 plush queen beds, a full tea and coffee bar, private outdoor patio with separate living and dining, hotel amenities, Wifi and a smart TV. The space is perfect for couples, families or a girls getaway. I invite you to relax and enjoy Galena :) Undercover parking is also included, a huge bonus in Galena!

Gameroom in Galena

In the center of downtown Galena, we offer over 1500 sq ft. in a 1852 building. A bay window offers 180° view of Main St. A pool table, shuffleboard, pinball machine and bar are at your disposal. You'll have access to either Main Street from the front or Bench Street from the back. There is free parking on South Main Street and out the back on South Bench Street. There is no dedicated parking spot but parking opens up quit a bit in the evenings.

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.

Oreo's Hide-A-way · Lovely Studio Apartment Near

Welcome to Abe's Spring Street Guest house individual suites, in downtown Galena. Named after the owners’ beloved canine Oreo, this private suite resides on the second floor of the Artist Annex that was built on the grounds of the old City Brewery. This completely private studio suite features a large open floorplan with kitchen, bath, loft and a gas log stove. Enjoy the sauna in our spa room as well.

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 (not a futon), 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.

Main Street Apartment - Free Parking!

This spacious open floor plan apartment on the quiet south end of Main Street has all the comforts of home. Enjoy a large selection of dining options just outside your door! The entire 1200 sq. ft. 2nd floor apartment is yours alone with separate entrances on both Main Street and at the back of the building with FREE DEDICATED PARKING area.