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Vacation rentals in Galena

Book unique homes, vacation rentals, and more on Airbnb

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Popular amenities for Galena vacation rentals

Stay near Galena's top sights

Fried Green Tomatoes49 locals recommend
Otto's Place37 locals recommend
Log Cabin34 locals recommend
Blaum Bros. Distilling Co.28 locals recommend
Galena River Wine & Cheese23 locals recommend
Fritz & Frites Bistro21 locals recommend

House rentals in Galena

Top guest favorite
A spacious dining area showcases a large wooden table surrounded by eight chairs, with decorative placemats neatly arranged. Natural light enters through multiple windows, accented by burgundy drapes. A cozy living room is visible through the adjoining doorway, featuring comfortable seating and ceiling fan.
Home in Galena
4.94 out of 5 average rating, 170 reviews

Galena home close to Main St with parking and deck

ChristaRating, 5 stars1 week ago
Super cute place! Having the 4 bedrooms was great for our small group of girls. The dining and living room had the right amount of seating. We didn’t have to hop in the car to explore town. All the restaurants and shops were within walking distance but the location was on a side street so it felt private. I definitely recommend Deb’s place!
Superhost
A spacious brick home is surrounded by lush green landscaping and tall trees. The structure features multiple gabled roofs and a combination of large windows, providing natural light to the interior. A well-maintained lawn stretches across the front, inviting outdoor activities.
Home in Dubuque
4.89 out of 5 average rating, 177 reviews

Modern/Historic Mansion

JessRating, 5 stars3 months ago
Everything was great!
Guest favorite
The entrance features a spacious covered porch with four black wicker chairs arranged around a small table. Decorative planters with flowers are positioned at the edges, while a pathway leads to the main door, framed by the building's classic brick facade.
Home in Galena
4.97 out of 5 average rating, 134 reviews

Galena RowHouse - Downtown with parking included!

DavidRating, 5 stars3 months ago
We enjoyed our stay at this historic Galena home. Mary made the whole process seamless and the home was very well kept. The location of the home was fantastic.
Top guest favorite
A living area is showcased with hardwood flooring, featuring a spacious sofa and two patterned armchairs. A coffee table is positioned centrally, surrounded by two end tables. Natural light is welcomed through large windows, complemented by decorative wall art.
Home in Galena
4.99 out of 5 average rating, 191 reviews

The Downtown House - 1820s home steps from Main St

RobertRating, 5 stars3 months ago
Awesome find a block from Main Street in downtown Galena, we’ve stayed here several times and are constantly impressed. Lauren has done a great job taking an older place and making it modern without removing the charm. Everything from Bluetooth speakers to a modern kitchen and large TV with online services and WiFi, this is a great place to stay w family. They even have a parking spot a block away now. Lauren is an amazing host and responded immediately to any request as she’s right down the street. The only downside is on a weekend night it can get a bit loud being one block from several bars, but that’s the nature of being downtown . Highly recommended!
Guest favorite
A spacious living area features a sectional sofa facing an entertainment center with a flat-screen television. A ceiling fan hangs above, while light-toned wood flooring is complemented by a patterned area rug. An adjacent kitchen is partially visible, showcasing white cabinetry and modern appliances.
Home in Dubuque
4.9 out of 5 average rating, 126 reviews

Adorable 3-bedroom Modern Home

ReishaRating, 5 stars1 week ago
My third time staying here, really enjoy this house.
Guest favorite
The exterior of a two-story house features gray siding and a welcoming red front door. A covered front porch with a small table and chairs offers outdoor seating. A stone accent wall complements the structure, while a balcony is visible on the upper level.
Home in Dubuque
4.87 out of 5 average rating, 119 reviews

3bed 2bath nestled in cozy Grandview neighborhood

BernaRating, 5 stars2 months ago
Thank you for your hospitality, great place at a good price. not to far from other good establishments.
Guest favorite
The entrance features a solid wooden door framed by a black metal railing. A lantern light illuminates the doorway, and a welcome mat lies in front. The brick façade showcases the home's historic character, complemented by a window with sheer curtains.
Home in Dubuque
4.9 out of 5 average rating, 180 reviews

Renovated historic home near Millwork District.

JimRating, 5 stars4 months ago
Beautiful place, loved the decor and beds were so comfy. Loved how spacious and unique the place is. Will for sure be back.
Superhost
A wooden side table is adorned with a decorative tray holding candles and pebbles. Above, a framed artwork showcases a cityscape, while a wall clock displays the time. A framed certificate and a ceramic figure add character to the space.
Home in East Dubuque
4.87 out of 5 average rating, 322 reviews

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

HeidiRating, 5 stars3 days ago
Such a great place! Super clean and cute!!! Host answered immediately when we had a question. Kitchen has everything you need. Beds were very comfortable. Yard was nice and comfortable. The area was very quiet. Getting to a store took only minutes. Perfect little spot.

Dog friendly vacation rentals in Galena

Guest favorite
A wooden bed with a tall headboard and elegant posts is positioned in a well-lit room. Fluffy pillows rest atop a neatly arranged white comforter. A matching wooden dresser with multiple drawers sits nearby, featuring a mirror that reflects the room's warm hues.
Home in Dubuque
4.89 out of 5 average rating, 179 reviews

Cozy private brick loft by downtown-free parking

KrystynRating, 5 stars3 days ago
Our second stay at Nathan’s was fantastic as expected! Took advantage of his local cafe recommendation, which was fantastic. Love stopping here as it’s beautiful and cozy. Plus Nathan is an outstanding host! Highly recommend this stay for any trip to Dubuque!
Guest favorite
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
4.93 out of 5 average rating, 402 reviews

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

NicoleRating, 5 stars2 weeks ago
We had a wonderful stay at the Johnson! We were able to hear the band playing downstairs at the Grape Escape, but it didn't bother us one bit. There were earplugs provided, but we didn't need them. The apartment was cozy and perfect for our weekend getaway. Highly recommend staying here!
Top guest favorite
Cabin in Galena
5 out of 5 average rating, 151 reviews

Hot tub,Fireplace,Firepit,Pool/Marina Access,Games

DavidRating, 5 stars1 week ago
Had a relaxing stay. The house was clean and cozy, matched the description and more. Beth was a great host, responsive and helpful.
Top guest favorite
An outdoor seating area is presented with a round table surrounded by six wrought iron chairs. A potted plant adds a touch of color to the table, while flowers are visible in the flower beds nearby. Large windows on the house allow natural light to enter.
Townhouse in Bellevue
4.94 out of 5 average rating, 203 reviews

Pet friendly, 2 BR close to Mississippi River

MatthewRating, 5 stars2 weeks ago
We came into town for a project and stayed here. 3 separate sleeping areas was nice.
Guest favorite
An upper-level porch features a mix of seating options, including two rocking chairs and a glider, alongside a small coffee table. A telescope rests nearby, and the space offers views of the surrounding landscape, complemented by a wooden railing and overhead ceiling fan.
Home in Galena
4.93 out of 5 average rating, 196 reviews

Galena Getaway

RebeccaRating, 5 stars3 months ago
Stayed here with family. Easy to find. Quiet. Layout worked out well. 3 bathrooms! Able to block off stairs. traveled with a senior dog with a bad knee. Kitchen had anything we needed. Relaxing after a day at Chesnut Mountain. Beds comfortable, bathrooms spotless. husband enjoyed the puzzle ball game. Nicely decorated to reflect the holiday season!
Superhost
The living room features two comfortable seating options, including a brown recliner and a dark sofa with decorative cushions. A wooden coffee table is situated on an intricate area rug, while natural light filters through sheer curtains along the large windows. A clock is mounted on the wall.
Home in Dubuque
4.91 out of 5 average rating, 100 reviews

Historic Home with Pool Table and Dart Board

KristineRating, 5 stars1 month ago
The house, host and information provided on the fridge was great. Enjoyed our stay.
Guest favorite
A spacious living area is highlighted by a large sectional sofa in warm tones. Natural light pours in through skylights, illuminating wooden floors. A dining table with multiple chairs is visible, alongside a well-equipped kitchen in the background, creating an inviting and open atmosphere.
Home in Galena
4.89 out of 5 average rating, 124 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

StephennieRating, 5 stars2 months ago
We had a great stay at The Nest on a snowy, winter weekend. House was as described in the listing. Comfortable beds/pillows and living area. We loved having the hot tub and shuffle board table. The driveway is pretty steep and our car had trouble getting up while actively snowing, but luckily there is space for parking at the top of the drive. Overall, wonderful weekend and host.
Superhost
A tranquil riverfront scene is presented, featuring a lush green lawn that meets the water's edge. A large tree offers shade, while a picnic area with seating is visible in the distance, inviting relaxation in nature.
Tiny home in Bellevue
4.95 out of 5 average rating, 100 reviews

The Shady Haven (Tiny Home 1)

RhiRating, 5 stars5 months ago
We had a great time! Not far from the ATV parks, beautiful set up right on the water. The hot tub was amazing on a chilly night!

Condo rentals in Galena

An aerial view captures the expansive resort area featuring a large pool surrounded by lounge chairs and umbrellas. The facility is set against a backdrop of green hills, with additional amenities visible, including a winding road leading to the complex.
Condo in Jo Daviess County
4.83 out of 5 average rating, 6 reviews

Lake Links Loft in Galena, Illinois

DavidRating, 5 stars3 months ago
Our family had a fantastic job at Dan's place. The location is great - close enough to the Eagle Ridge Inn and Owners Club, but very private location with a beautiful view of the lake. The unit had everything we need and was much larger than the pictures made it seem. Galena had great shopping and restaurants. Galena Territory Owners Club indoor pool was perfect for the kids. I'd recommend staying here anytime we make it back to Galena Territory!
Superhost
An indoor pool area features large windows allowing natural light to fill the space. The pool is surrounded by safety rails, with several swimmers enjoying the water. The ceiling is supported by wooden beams, adding to the open feel of the facility.
Condo in Jo Daviess County
4.8 out of 5 average rating, 5 reviews

Long Bay Point Unit C5

AlyxRating, 5 stars5 months ago
My husband and I stayed here for 4 nights. It's a 10 min drive from downtown Galena in a quiet wooded area with paved trails that you can take to the nearby amenities. The place was clean, quiet, and the bathtub was amazing! The gym and indoor/outdoor pool are very nice but about 1.5 miles from the condo which wasn't stated anywhere (or at least not anywhere we saw) and was a little disappointing but overall wasn't a huge deal. The restaurant is a short walk through the trails or you can drive to it. It's right next door. Also, the initial message you get after booking with the rules and asking to email them out of the app was a little daunting and not normal for Airbnb bookings. It just had a less "homey" experience that you expect from Airbnb. It made me slightly nervous but after everything I would certainly stay here again.
Guest favorite
A welcoming porch features two rocking chairs, one with a red cushion, positioned beside a small table. Panoramic windows showcase views of the interior living space, allowing natural light to brighten the area.
Condo in Jo Daviess County
5 out of 5 average rating, 14 reviews

Woodland Retreat-Condo Cabin

KristinRating, 5 stars1 month ago
Very pleased with our first airbnb experience! Comfortable. Spacious. Fully-equipped kitchen. Especially enjoyed the view of the lake, wildlife, and the sunsets. A perfect place to relax and unplug for a few days. Debbie was extremely responsive throughout our stay and made sure we had everything we needed.
An indoor pool area features a spacious swimming pool beneath a high, wooden-beamed ceiling. Natural light streams through large windows, and lounge chairs line the poolside, accompanied by towels and decorative beach balls.
Condo in Galena
4.86 out of 5 average rating, 44 reviews

The Getaway - Chic 2bd Condo, Golf, Pool & More

LukeRating, 5 stars2 months ago
Great place to stay and for a great price!
Guest favorite
An aerial view showcases a welcoming living room with a sectional sofa positioned near a stone fireplace. A patterned area rug contrasts with the wood flooring. Large windows allow natural light to fill the space, complemented by decorative elements like throw pillows and a coffee table.
Condo in Galena
5 out of 5 average rating, 16 reviews

Access to Pools and Lake Galena Marina #Dog Friend

JanelRating, 5 stars1 month ago
Absolutely amazing stay in Galena! We felt right at home. It was a perfect distance away from downtown, which was easily driveable, and absolutely quiet surroundings. We had everything we needed and was a great set up! Great communication with host and detailed responses about restaurant recommendations, directions to the home and check out instructions. Absolutely a must stay when traveling to Galena!
Guest favorite
The exterior of the historic building features a classic red brick façade, highlighted by large windows with prominent archways. A wide entrance is framed by dark-colored doors, leading to the vibrant business interiors. Overhead, architectural details showcase the building's rich history.
Condo in Dubuque
4.93 out of 5 average rating, 174 reviews

Montana House #302 - The Luxurious Downtown Stay

LeeRating, 5 stars2 months ago
Amazing location and incredible amount of work went into restoration. Clean and easily accessible
Superhost
An indoor pool area is featured, complemented by tall windows allowing natural light to brighten the space. Surrounding the pool are multiple lounge chairs, and a stone wall provides a natural texture, enhancing the serene atmosphere.
Condo in Galena
4.67 out of 5 average rating, 3 reviews

Galena, IL, 2 Bedroom Q #2

KevinRating, 5 stars32 months ago
Very nice place. I would definitely stay there again!
Guest favorite
The historic building features a charming red brick exterior, flanked by mature greenery. A small patio with white metal chairs is visible, along with a decorative stone border. Large windows allow natural light to enter, contributing to a welcoming facade.
Condo in Galena
4.9 out of 5 average rating, 78 reviews

Driftless Get Away

PamelaRating, 5 stars3 weeks ago
i liked that it was accessible to main street. walking distance. it was however very noisy. Semis running by all Friday night. I loved the decor of the rooms. it had that old feel to it. reminded me of Grandma's place with the creeky floors. very roomy.

Quick stats about vacation rentals in Galena

  • Total rentals

    180 properties

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    170 properties include access to wifi

Your guide to Galena

Welcome to Galena

With a history as rich as the mineral deposits for which it’s named, Galena is a charming small-town getaway in the heart of the Midwest and the county seat of Jo Daviess County. Though it seems unimaginable now, Galena once rivaled Chicago in population. Back in the late 1820s, thousands flocked here to mine its namesake ore, which had long been used by Native Americans for burial rituals and trading. Even an American president has called Galena home: Ulysses S. Grant’s mansion, presented to him by the townspeople in the 1860s, is one of the town’s most popular tourist destinations. Many Chicagoans call Galena their second home. Galena’s main street, sometimes called the Helluva Half Mile (riffing on Chicago’s Magnificent Mile), is lined with Victorian-era storefronts and eateries. The rolling hills along the horizon draw visitors for skiing in the winter and hot-air ballooning during the warmer months.


The best time to stay in a vacation rental in Galena

Galena rolls with the Midwestern weather patterns, which is good news for visitors. Perhaps the most beautiful times of year to visit are late spring, when the surrounding hills are in bloom, or autumn, during leaf-peeping season. Summertime in Galena is marked with outdoor bistro seating on Main Street, live music and festivals on the weekends, and strolling families wielding ice cream cones. Though winter is a little quieter (and can be quite cold), it has its own draws. Area resorts tucked into the hills host downhill skiers and snowboarders, and cross-country ski trails criss-cross through nearby nature preserves and Apple River Canyon State Park.


Top things to do in Galena

Great Galena Balloon Race

One of Galena’s best-known tourist attractions is also one of its most magnificent. Every third full weekend in June, weather pending, thousands come to marvel at a series of colorful balloon races across the prairie. The pros race at dusk on Friday night and at dawn on Saturday and Sunday. Meanwhile, amateurs can enjoy leisurely hot-air balloon rides with on-site rental companies.

Galena Grant Park

Toward the south end of bustling Main Street, a pedestrian bridge stretches across Galena River to this stately Victorian-era park. True to the period design, the park’s paths lead under decorative arbors to the town’s Civil War monument and gazebo, and the formal fountain stands out as a landmark.

West Street Sculpture Park

On the funkier side of Galena’s tourist attractions is this 2-acre park featuring metal sculptures of various scales. Ranging from rusted-out can contraptions to impressive postmodern art statements, the dozens of sculptures here are spread all over the park (including some in its trees), exposed to the elements, and open to visitors year round.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Galena?

    Yes! Work meets play with ease at over 70 vacation rentals in Galena featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Galena?

    Four-legged friends are welcome in Galena. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Galena?

    Experience the best of Galena with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Galena have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Galena. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Galena have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Galena. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Galena?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Jo Daviess County
  5. Galena