Top 10 Vacation Rentals In Galena, Illinois, USA - Updated 2024

vacation rentals in galena il
Amber
Amber 
Contributing Writer
Updated
| 5 min read

Galena, Illinois was home to the 18th President of the United States, Ulysses S. Grant, during his rise as a Union General and while he campaigned for the presidency. You can get an up-close look at his life in the city by visiting the Galena and US Grant Museum. Many homes and shops in the area are well preserved and offer visitors a look at their 19th-century roots; in fact, many buildings in the area are listed on the National Register of Historic Places. History buffs aren’t the only people who will enjoy a trip to Galena though. There are plenty of art galleries in town hosted by local sculptors and artists waiting to show you their one-of-a-kind pieces and family-friendly activities including mini-golf and horseback riding. Be sure to check out these top 10 vacation rentals in Galena, Illinois to find the best accommodations for your trip!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 18, 2024.

1. Entire apartment in historic building (from USD 155)

Rent this vacation rental for your stay in Galena, and you’ll be staying in the old digs of a crooked businessman from Chicago. This apartment can accommodate up to four guests at once, with two bedrooms and one bathroom. While the property has been renovated, it still reflects the game room style back from the days, with a pool table and shuffleboard available for guests to enjoy in addition to a spacious living room with a large, flat-screen TV completing the picture.

Stayed at this property?
Galena, Illinois, United States
21.12 km (13.2 mi) from National Mississippi River Museum & Aquarium
380 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
i stayed on the pull out couch and was comfortable
the view of downtown galena from the bay window and cafe table is awesome
the pool table and shuffle board make staying here an extra treat
don's place was amazing we took full advantage of the pool table and shuffle board on our first night
relax playing pool or shuffleboard after a day enjoying galena
Cleanliness:
everything was clean and comfortable
this huge space was comfortable clean and relaxing
don's place was very clean and check-in was a breeze
a beautiful space clean luxurious and that window nook looking over the street was the perfect touch
spacious clean perfect location and fun
Host:
don the host is a great guy
don is a fantastic host
don was a great host and checked in often
don is a great attentive host
thanks for your help and being a great host
Location:
great location in the heart of galena
great location with everything in downtown galena within walking distance
great location right off main street
super good location walk everywhere
overlooking main street the location was perfect walking distance to food drinks and shopping
Read more reviews

2. Historic penthouse in downtown Galena (from USD 175)

If you plan on spending any time in the downtown area of Galena, this apartment is a perfect choice of accommodation for you. The apartment can sleep up for four people at a time and features a cozy open style kitchen, a dining room, and a living room area. You’ll find the kitchen to be well-equipped if you want to cook your own meals, though there are a number of amazing restaurants just beyond your doorstep. While in town, you’ll also want to stop by the art galleries, wineries and antique shops to get the full Galena experience.

Stayed at this property?
Galena, Illinois, United States
21.07 km (13.1 mi) from National Mississippi River Museum & Aquarium
373 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
good wifi and coffee maker appreciated
very cozy and quiet setup with a nice view of main street
bed was very comfortable a/c window unit kept it really cool
great location clean cozy and comfortable accommodations with all the amenities needed for a day or a week
we appreciated the comfortable bed and the cozy living room
Cleanliness:
very clean and well kept
the apartment was delightful very clean and comfortable
it was also very clean and well-maintained
the place was very clean
super clean comfy king-size bed easy check-in
Host:
they were very responsive and accommodating
james a beverly are friendly and helpful in providing a pleasant stay
owners communicated about a month prior easy breezy
great location and very clean james and beverly were great hosts
Location:
having a location downtown was ideal for walking and shopping
great location to walk to everything
cute apartment in a great location
great location to visit galena
great location overlooking main street
Read more reviews

3. Rustic master suite by the river (from USD 89)

With a prime location on the Galena River, this house offers guests a spectacular view of the river, all the while being within walking distance to the many attractions of the town. For anyone looking for a rental for a romantic getaway, this house is perfect, as it sleeps just two people. You’ll find a fully equipped kitchen inside, and space to park your car outside. Enjoy your morning cup of coffee on the front porch, which is a guaranteed way to start your day off right.

Stayed at this property?
Galena, Illinois, United States
21.11 km (13.2 mi) from National Mississippi River Museum & Aquarium
322 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bedding and furniture were very comfortable and the bathroom and kitchen were very clean
the bathroom has heated floors which was perfect for our nye stay with temperatures below zero all weekend
if you need a firm bed for good sleeping though you may need to reconsider
loved the location and the king bed great porch to have morning coffee on
the heated bathroom floor was a pleasant surprise in december
Cleanliness:
very clean wonderfully decorated
super clean and well decorated
clean and beautifully decorated apartment
the house was very clean cozy and comfortable
the space is beautiful clean and comfortable
Host:
host was very responsive to questions
host kind and accommodating
debra was an amazing host
debra was a great host responded quickly to any questions and gave clear instructions on parking etc
very cozy place and debra was a very helpful host
Location:
very cute and quaint and great location walking distance to downtown
perfect walking location to downtown
great location walking distance to everything in downtown galena
great place close to downtown galena
great location and nicely furnished
Read more reviews

4. Historic coach house close to downtown (from USD 215)

Get the best of both worlds with this rental: enjoy staying in an undeniably vintage house that has been updated to include all the desired modern conveniences. The house has three levels, all of which make beautiful use of the existing stone and brick walls, lending a feeling of coziness you and up to five other guests won’t soon forget. There are two bathrooms available as well as a fireplace, perfect for keeping warm on cold winter nights. Downtown is only a short walk away, allowing you to enjoy all that Galena has to offer without worrying about finding parking for your car.

Stayed at this property?

21.05 km (13.1 mi) from National Mississippi River Museum & Aquarium
136 reviews  
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
Parking was easy though in town for shopping and dining
Only concern was third floor could use supplemental air conditioning with the hotter temperatures
The online pictures are accurate
The house is nicely renovated with great use of space
We had 5 people so seating in the kitchen/sitting room on the first level or TV room on the second level
Cleanliness:
The house was very clean and had everything you needed
The coach house was very clean and charming
Great place clean and comfy
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
We hope to return Galena is always fun to visit
I was very happy with the location
I was very happy with the location
I was very happy with the location
I was very happy with the location
Location:
This location was perfect for walking downtown
The Coach House was perfect
The location is very close to the downtown area
We walked to town a couple of times a day
Nice to be able to walk downtown Galena Cute place and well supplied
Read more reviews
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5. Furnished second-floor suite (from USD 378)

This suite overlooks Galena’s Main Street and can accommodate up to six guests at once across three bedrooms featuring king-sized beds. Inside you’ll find two full bathrooms and a fully equipped kitchen in addition to a large, comfortable living room and dining area. Parking is available on the street outside, though you likely won’t need to drive except when arriving and upon departure, as everything you’ll want to visit is within walking distance.

Stayed at this property?
Galena, Illinois, United States
21.14 km (13.2 mi) from National Mississippi River Museum & Aquarium
Apartment 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
The suite looks exactly like the photos
It comfortably housed 6 adults with three large bedrooms
It's rare to find a place with three king beds MAJOR bonus
It is well-appointed with all of the things you need
The pictures do not do this property justice
Cleanliness:
The apartment is beautifully decorated
Host:
We spent the first hour there just walking around and discussing how beautiful this home was
They are centrally located and the management is amazing to work with
From the moment we booked until the moment we left the process and stay was wonderful
And the hosts provide extra goodies that make the stay feel luxurious and make you feel at home
and we love Elle & Becks
Location:
Both Elle and Becks lofts are perfect
We don't ever want to stay anywhere else
we really enjoyed our stay and loved our weekend away in quaint Galena IL
The only aspect we wished had been different
From the moment we walked into this space
Read more reviews
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6. Large historic house near downtown (from USD 288)

Built in 1846, this rental, the Galena Rowhouse, has three floors and is one of the most authentic traditional homes in the area available for rent. You’ll find room to sleep up to ten guests here, with four bedrooms and two full bathrooms. Enjoy time spent on the side porch that overlooks the Fever River or you can take a walk to the downtown area that is only a short distance away.

Stayed at this property?

21.06 km (13.1 mi) from National Mississippi River Museum & Aquarium
110 reviews   Wifi Available
House 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
held shower on 4 th floor Very comfortable in all regards
when running Could use better window shades in the front bedroom facing the street
etcCould use another shower or curtain around tub and hand
There was more then enough room for 8 people
We only wish that there was more then 1 shower
Cleanliness:
wifi ample towels and hot water
Everything was very easy and the location was absolutely perfect
but I'm sure it was common in the 18th century )
Host:
Hosts were wonderful answering our few questions
The host was responsive and friendly
The owner was friendly and helpful
We appreciated the history of the home and what the city had to offer
she made everything very easy
Location:
Property very nice and within walking distance of activities shopping
The location was perfect and close to all shops and restaurants I would definitely recommend this house to anyone wanting to stay in Galena and be close to Main Street
The Galena Row House is the perfect place to stay
We had a great time in Galena and a very comfortable house to stay in
We absolutely loved this house and the location
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

7. Enormous downtown loft (from USD 493)

Perfect for family get-togethers or other party events, this rental has a large living space that is suitable for party hosting. Besides this, there is room for up to ten people to stay at once, with four bedrooms housing a total of five beds and two bathrooms. Each of the bedrooms is exquisitely decorated to make you feel right at home and pampered at the same time. The rental is conveniently located in downtown Galena, keeping you close to all the restaurants, bars and galleries you’ll want to visit during your trip.

Stayed at this property?
Galena, Illinois, United States
21.31 km (13.3 mi) from National Mississippi River Museum & Aquarium
PRIVATE VACATION HOME 10 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
The beds were so comfortable and the decorations pristine
The common area space and bedrooms are all spacious providing plenty of room for our group
The towels were plush and plentiful 8 of us stayed
The owners were wonderful to work with
Such a cute place to stay Plenty of room VERY comfortable beds
Cleanliness:
It was so clean and beautifully decorated
The beds were comfy and everything was very clean
The decor was also stunning and had everyone complementing it
The space was incredibly clean
Host:
beautiful decor responsive of owners all was perfect
The hosts are very accommodating and answered our questions so quickly I would highly recommend this property
The space was absolutely beautiful spotless and very well taken care of
I will say the only downside was there is no stove/oven and the kitchenette area is tiny
Third time staying Love the location and amazing loft
Location:
it's like something out of a magazine
The amenities were perfect and the location had very convenient access to shopping and restaurants
The location was perfect for hitting up the shops breweries and restaurants
Beautiful loft in a great location with amazing hospitality
Wonderful property right downtown Galena
Read more reviews
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8. Spacious house on the golf course (from USD 400)

For the ultimate experience in Galena with your friends and family, this house is an absolute must. It is located on the golf course and has plenty of extra features to keep you happy and entertained. Twelve guests can be accommodated at a time, with five bedrooms and three bathrooms available within the home. A double whirlpool bath can be found in the master bathroom while a ping pong and an air hockey table are ready for evenings spent relaxing inside. Outside, you’ll find a deck and a grill available for your use.

Stayed at this property?

29.94 km (18.6 mi) from National Mississippi River Museum & Aquarium
25 reviews   Wifi Available
House 12 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 12
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
Beds and living space were very comfortable
It had all the necessary amenities and offered a great "home away from home"
Host:
The home was very clean upon arrival
The house served us well for a three family get together
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We also kicked back in the hot tub every evening We would definitely consider visiting again A curvy 15 minute drive from the shopping and crowds of Galena Nice walking paths around the area of ...
We had 9 people and everyone fit comfortably
Location:
It's a 25 minute drive to Chestnut Mountain
great view of golf course large enough to have 12 people Downtown Galena within 15 minutes Nice walking paths
The house was great for families with beautiful views of Eagle Ridge golf course
It was about 25 minutes away from chestnut mountain resort
We were close enough to Galena to go down for dinner Friday and then to hang out on Saturday
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

9. Large downtown home near the river (from USD 550)

If you’re planning on traveling with a larger number of people, this house is perfect for you, as it sleeps up to 10 people. Inside, you’ll find four bedrooms and two bathrooms, as well as a kitchenette and full kitchen. The house is less than a quarter of a mile (402 meters) from the shops and restaurants of downtown Galena, making this an easily accessible home base for your stay. Enjoy relaxing at the end of the day either on the front porch or back deck.

Stayed at this property?
Galena, IL, US
21.11 km (13.2 mi) from National Mississippi River Museum & Aquarium
1 review  
House 10 Guests 4 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
what did we like? the beds were comfortable; ample and comfortable linens etc
Cleanliness:
the place was very clean and appeared very well kept
Host:
also the owner was pretty responsive when we needed questions answered
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

10. Newly renovated brewery apartment

This apartment has recently been given a facelift, and get this - it is actually the Galena Brewing Company Guest Suite that sits above the brewery, which is the only brewery in town! You and one other guest will have plenty of room to stretch your legs in this cozy apartment, which is comfortably appointed and includes a spacious living room and fully equipped kitchen. The downtown location of this apartment puts you within easy walking distance to the local restaurants, bars, and galleries.

Stayed at this property?
Galena, Illinois, United States
21.22 km (13.2 mi) from National Mississippi River Museum & Aquarium
140 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the space is huge and comfortable with great amenities (roku sling tv full kitchen etc
the living space has a comfortable couch and chair with a larger than average flat screen tv
the apartment has the perfect amount of space and is thoughtfully appointed
the bed was comfortable and we appreciated the coffee in the mornings
dining space is great and the kitchen has all the basics amenities to prepare basic meals
Cleanliness:
apartment was clean communication prompt
clean and tastefully decorated
very clean and accommodating
clean and comfortable space and great communication
clean apartment and huge
Host:
kathleen was a fantastic host
she was so quick to respond and very helpful with any questions we had
very fast and helpful when asked any questions
kathleen was a very responsive host and check in and check out were super easy
the hosts were wonderful and the suite was exceptionally clean
Location:
great location - could walk to everything
great location to access shopping & food
fantastic location as it’s situated on the main strip of galena
amazing location right in the heart of downtown galena
great location right on main street
Read more reviews

Relax and get away to Galena

There is hardly a better a place to get away from it all and relax in than Galena, Illinois. You’ll find plenty of history to surround yourself with, as well fun shops and galleries downtown that will keep you occupied for hours at a time. Rent one of the top 10 vacation homes listed above and you’re guaranteed to have a fantastic trip!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Amber has enjoyed being an office manager at a geotechnical engineering firm for seven years and has a Bachelor's degree from Tarleton State University in Marketing. When not working or wrangling...Read more

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