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Apartment holiday rentals in Jo Daviess County

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Top-rated apartment rentals in Jo Daviess County

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy living area is highlighted by a sectional sofa adorned with yellow accent pillows. A wall-mounted television is positioned above a dark furniture unit that features decorative items. Soft carpet covers the flooring, contributing to a welcoming atmosphere.
Apartment in Scales Mound

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.

4.95 out of 5 average rating, 66 reviews
Guest favourite
An open living area features a light-colored sectional sofa paired with a rustic coffee table. A dining table with black chairs is visible, along with modern kitchen appliances and cabinetry. Natural light flows through large windows, enhancing the inviting atmosphere of the space.
Apartment in Galena

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.

4.95 out of 5 average rating, 387 reviews
Top Guest favourite
A spacious bedroom is presented with a large, upholstered king size bed layered with a white quilt. A pair of bedside lamps, a decorative bench, and an armchair with floral accents are featured, complemented by soft wall colors and warm natural light from the nearby window.
Apartment in Galena

Suites at 414 - Suite 2

This historic building is nicely located on Main St. in Downtown Galena in area known as the "Gateway to Galena." Grain dealers John Curley and Charles Mahoney built the 3-story building in 1857. Currently a Bakery and Dry Goods store are located on the Main Street level of the building. Two new suites are located on the second level with access from Bench Street. Each suite has modern conveniences and amenities while keeping its original charm. A tree-lined private deck welcomes you.

4.96 out of 5 average rating, 81 reviews
Guest favourite
The exterior of a historic brick building showcases intricate architectural details, including arched windows and decorative elements. Two balconies are visible on the upper floors, enhancing the inviting appearance. The ground level features an entrance with large glass doors, surrounded by retail displays.
Apartment in Galena

Suite 7 Historic Downtown Galena

Please Note: 1 Full/Double size bed, NOT a Queen bed. This cozy studio apartment is located in a 1845 vintage building in Downtown Galena. Wi-Fi Included. The entrance for this apartment is located at 230 S. Bench Street. Maximum of 2 guests allowed in this apartment Per Galena City Code. Children under 16 not allowed. No Pets Allowed. We also have 8 other apartments in the same building to select from. Park anywhere on Bench Street for free. We Do NOT have Designated Parking.

4.93 out of 5 average rating, 100 reviews
Top Guest favourite
The living area features a cozy sofa arranged around a fireplace, complemented by a wooden dining table. A modern kitchen area with green cabinetry is visible, alongside bar stools. Large windows allow natural light to illuminate the space, highlighting the warm wood flooring.
Apartment in Galena

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.

4.99 out of 5 average rating, 164 reviews
Top Guest favourite
Apartment in Galena

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 PETS ALLOWED.

4.97 out of 5 average rating, 120 reviews
Top Guest favourite
A brightly lit sitting area is adorned with large windows dressed in golden curtains. A plush couch is positioned adjacent to a day bed covered with a white blanket. A decorative rug lies beneath, complementing the wooden flooring and surrounding art on the walls.
Apartment in Galena

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!

4.88 out of 5 average rating, 104 reviews
Top Guest favourite
An expansive recreational area features warm wooden flooring and exposed brick walls. Comfortable seating arrangements include a sectional sofa and armchairs. A pool table is positioned center stage, with a wall-mounted television nearby. Large windows allow natural light to fill the space, creating an inviting ambiance.
Apartment 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.

4.95 out of 5 average rating, 467 reviews
Top Guest favourite
A decorative sign reading 'Dawson's Remise' is illuminated in warm tones, framed in black wood. Next to it is a textured pillow featuring a geometric red and black pattern, adding a modern touch to the setting.
Apartment in Galena

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.

4.99 out of 5 average rating, 423 reviews
Guest favourite
A stylish entryway is highlighted by a decorative sign featuring the name 'Miss Kitty's Calhouse Suites.' A cozy ambiance is created with a blend of exposed brick and soft green walls, accompanied by modern cabinetry and tasteful wall art.
Apartment in Galena

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.

4.93 out of 5 average rating, 622 reviews
Top Guest favourite
The living space features exposed brick walls and wood beams, enhancing the rustic charm. A cozy seating arrangement is provided by a light-colored sofa and a dark green couch. Large windows permit natural light, while a TV and entertainment center are visible in the background.
Apartment in Galena

Main Street Apartment - with Parking for 2 Cars!

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 DEDICATED PARKING FOR TWO CARS.

4.95 out of 5 average rating, 134 reviews
Top Guest favourite
An entrance to the property is shown, featuring a wooden door framed by large glass panels. Green bushes and flower pots with blooming plants are situated on either side of the stone path, which leads to the door. A striped awning provides shelter above.
Apartment in Elizabeth

Derinda house B&B private apartment.

Away from the hustle and bustle of life.Country but only 12 miles from historic Galena,Spacious rooms furnished with lovely antique furniture. Full kitchen,cosy wood burning fire place, smart tv with netflix streaming . Large deck overlooking the woods .This is a private apartment , with a seperete entrance . Will acomadate up to 6 guests

4.91 out of 5 average rating, 82 reviews

Popular amenities for Jo Daviess County apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top Guest favourite
A modern living area features a cozy seating arrangement with two armchairs and a plush sofa. A decorative rug lies beneath a coffee table, while a television is mounted above a fireplace. Large windows provide natural light, complemented by artwork on the walls.
Apartment in Galena

Ulysses Suites, Suite 303

5.0 out of 5 average rating, 170 reviews
Top Guest favourite
A spacious sleeping area features a king bed adorned with soft white linens and a navy quilt. Decorative pillows are placed on the bed. A vintage nightstand with a lamp complements the blue floral wallpaper, while natural light filters through a large window.
Apartment in Galena

Ulysses Suites, Suite 204

5.0 out of 5 average rating, 173 reviews
Guest favourite
The interior space is adorned with the Miss Kitty's Calhouse Suites logo, prominently featured at the forefront. A modern kitchenette and cozy living area are visible in the background, showcasing the welcoming design of the newly renovated apartment.
Apartment in Galena

Johnson Apartment at Cathouse Suites, Dogs OK w/$$

4.93 out of 5 average rating, 467 reviews
Guest favourite
The living area features a cozy futon couch and a coffee table set on a patterned rug. A kitchenette with modern appliances is visible in the background, complemented by warm yellow walls. The wall boasts a welcoming sign, enhancing the inviting ambience.
Apartment in Galena

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

4.89 out of 5 average rating, 447 reviews
Top Guest favourite
An open-concept living space features warm wood cabinetry and stainless steel appliances in the kitchen area. A dining table is set for four, with a bowl of apples as a centerpiece. Natural light is welcomed through large windows in the cozy seating area.
Apartment in Galena

Ulysses Suites, Suite 301

4.99 out of 5 average rating, 197 reviews
Guest favourite
The kitchen features custom cabinetry in a rich wood tone, paired with quartz countertops. A patterned backsplash of hexagonal tiles adds visual interest. Stainless steel appliances, including a microwave and stove, are present, and a vibrant area rug lies beneath the kitchen island.
Apartment in Galena

Downtown Galena Luxury Rental Suite 202-Brand New

4.92 out of 5 average rating, 270 reviews
Top Guest favourite
A spacious living area is highlighted by large windows allowing natural light to fill the room. A round dining table with orange chairs complements a cozy seating arrangement near the fireplace, featuring a stylish couch and armchairs. Decorative elements enhance the contemporary aesthetic.
Apartment in Galena

Ulysses Suites, Suite 201

4.99 out of 5 average rating, 154 reviews
Top Guest favourite
Apartment in Galena

Suite Victory #4 On Main St w/Reserved Parking

4.98 out of 5 average rating, 177 reviews

Private apartment rentals

Top Guest favourite
Apartment in Galena

Two Bedroom Overlooking Main St & One Parking Spot

4.94 out of 5 average rating, 82 reviews
Guest favourite
A comfortable seating area features a patterned chair positioned beside a stone fireplace. Warm light flickers from the fire, while a wall-mounted window allows natural light to brighten the space. Decorative items, including a framed floral print, are displayed above the fireplace.
Apartment in Galena

Comfortable and Cozy 2bdrm!

5.0 out of 5 average rating, 34 reviews
Guest favourite
The exterior of a brick building features two entrances, each framed by large windows. A sign indicates the presence of a law office. Neighboring buildings are visible, showcasing a mix of architectural styles typical of downtown. The scene captures a quiet Main Street atmosphere.
Apartment in Stockton

Charming Upstairs 2 Bdrm

4.88 out of 5 average rating, 72 reviews
Guest favourite
A spacious bedroom features a four-poster bed with a light-colored quilt and decorative pillows. Natural light enters through a window adorned with floral curtains. A wooden dresser and mirror complement the elegant decor, enhancing the room's overall comfort.
Apartment in St. Donatus

Gehlen House Apartment - 1 BR

5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Galena

Dedicated Parking Spot! Steps to Dining/Restaurant

5.0 out of 5 average rating, 15 reviews
Superhost
Apartment in Galena

The Hideaway Apartment On Main Street

New place to stay
Superhost
A spacious bedroom features a large bed adorned with a plaid blanket. Two side tables with lamps sit next to the bed. Natural light streams in through two windows, which are framed by yellow and gray curtains, while the wall displays a decorative sign.
Apartment in Apple River

12PM CheckIn | Rise Lodge l Apple Canyon lake

Guest favourite
A comfortable living area is highlighted by a light grey sofa and armchairs, complemented by a wooden coffee table. Natural light enters through large windows, creating a welcoming ambiance. In the backdrop, a separate bedroom is visible through a wide opening, featuring a patterned bedspread.
Apartment in Galena

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

4.89 out of 5 average rating, 200 reviews

Apartment rentals with a hot tub

Superhost
The resort's exterior features a rustic architectural style, with stone and wood elements. A large entrance showcases a triangular gabled roof. Ample greenery surrounds the building, with a spacious lawn and trees providing shade. Balconies are visible on the upper level, enhancing the inviting atmosphere.
Apartment in Galena

Galena - 1BR Condo

4.83 out of 5 average rating, 6 reviews
Superhost
A charming lodge-style building is nestled along a serene, landscaped path. The natural stone and timber construction is complemented by a vibrant sky at dusk, casting warm hues over the structure. Trees frame the lodge, enhancing the peaceful setting.
Apartment in Galena

Studio Suite @ Club Galena Resort

Superhost
A welcoming living area features a striped sofa and a wooden coffee table nestled between two lamps, complemented by a wooden dining table and chairs. Large windows offer a view of the outdoors, allowing natural light to illuminate the space.
Apartment in Galena

Club Galena Resort 1 Bedroom

Apartment in Bellevue

Hot Tub, River View, Sleeps 6 - The Bakery Suite

4.0 out of 5 average rating, 3 reviews
Superhost
A panoramic view of rolling hills is captured, featuring lush greenery and patches of farmland under a bright blue sky. Fluffy white clouds drift above, while a peaceful pond reflects the surrounding landscape, offering a sense of serenity and natural beauty.
Apartment in Galena

Studio Deluxe Suite @ Club Galena Resort

Superhost
A serene golf course is shown, featuring a well-manicured green with a flagpole marking the hole. Lush trees and rolling hills surround the area, under a clear blue sky with soft clouds. A golf cart can be seen in the distance along the path.
Apartment in Galena

2-Bedroom Suite @ Galena Resort

Superhost
A lodge-style building showcases a mix of brick and timber construction, surrounded by lush greenery. The exterior is complemented by large windows and an inviting entrance. The sky is adorned with soft pastel colors at dusk, enhancing the tranquil setting.
Apartment in Galena

Club Galena Resort 1 Bedroom

Superhost
A gently sloping golf course is depicted, featuring well-maintained greens and a sand bunker. The sky is clear with soft clouds, while a flag indicates the location of the hole amidst the lush grass.
Apartment in Galena

1-Bedroom Suite @ Club Galena Resort

Destinations to explore