House vacation rentals in Galena

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Popular amenities for Galena house rentals

House rentals with a hot tub

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, 127 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

LindaRating, 5 stars3 weeks ago
Brian and Jonny were very responsive and communicative from beginning to end. It was a last minute trip and we were lucky to find a pet friendly place during the start of the summer season. The house was clean, cozy and close to walking trails. Although we did not take advantage of the outdoor grill or hot tub (they have a wood burning fireplace for the winter), we enjoyed the screened in porch and open concept layout of the house, as pictured in the profile. The house is situated between two other houses blocked somewhat by the trees. I would describe as semi-private where we could see their back patio/hot tub/fire pit and vice versa. But whatever your personal comfort level, you can’t beat the proximity to trails, Owners Club, and easy access to Hwy 20 to Galena! We enjoyed our stay and exploring!
Top guest favorite
The exterior of the home features a mix of stone and siding complemented by multiple large windows. The structure is surrounded by well-maintained green grass and rolling hillside views, with a spacious deck area accessible from the main living spaces.
Home in Galena
5 out of 5 average rating, 22 reviews

Galena Retreat-Cogan View!

GinaRating, 5 stars3 days ago
My girlfriends and I spent a long weekend enjoying this amazing house. It was exactly as shown in the photos and spotless. When we had an issue with the screen door Michelle was extremely responsive and had the handyman there within the hour to help us. The house and property are beautiful including anything and everything you could need. It's super close to the pool (although we did drive because it was exceptionally hot) with only a short drive to town. The hot tub was awesome to enjoy at night while being able to view tons of stars. The property felt secluded despite being so close to pool/town. We are already looking forward to staying again next year!
Top guest favorite
A bright bedroom features a spacious bed with a textured turquoise throw and coordinating pillows. A cozy accent chair sits beside a large window offering views of trees. A colorful area rug adds warmth, and decorative lamps flank the bed, enhancing the inviting decor.
Home in Galena
4.94 out of 5 average rating, 71 reviews

Treehouse Retreat | Hot Tub • Firepit • Games

SydneyRating, 5 stars1 week ago
We had the absolute best time at The Treehouse. It was truly one of the most spectacular places we’ve ever stayed! From the moment we arrived, it felt like the perfect home for a family getaway. The house had everything we could have possibly needed for comfort, fun, and quality time together. It was sparkling clean, beautifully maintained, and the views were just breathtaking. Our hosts were wonderful. They were so kind, responsive, and helpful throughout our stay. We especially loved relaxing by the fire pit, unwinding in the hot tub, and enjoying the peaceful screened-in porch. It was the perfect balance of cozy and fun! Beyond the amazing home itself, Galena had so much to offer. We had a great time exploring the town, dining at local restaurants, shopping, and just soaking in the charm of the area. We’re so grateful for our stay at The Treehouse and can’t recommend it highly enough. We’re already hoping to return for another family gathering next year!
Guest favorite
Home in Galena
5 out of 5 average rating, 70 reviews

Stunning 5 bdm home on The General in Galena Terr!

Kristie MarieRating, 5 stars1 week ago
Such a beautiful property! The house was very clean, lots of space, and a fun game room. Kyle was easy to communicate with and responsive! We plan to book another trip soon!
Superhost
A spacious living area features large windows that provide expansive views of the valley. A comfortable sectional sofa, elegantly arranged, faces a stone fireplace that adds warmth. A cozy armchair and a side table complement the space, which is accented by wooden flooring.
Home in Galena
4.93 out of 5 average rating, 15 reviews

Avail Labor Day! Luxury 6BD,Theater, Pool Access

VanessaRating, 5 stars2 weeks ago
I visited Linda's place with a big group of friends including three kiddos and it was absolutely perfect! Plenty of space for everyone and a ton of things to do on the property. The location was easy to get to and close to the downtown Galena area. The pictures really don't do the house justice. It's beautiful with a lot of space. Leading up the trip and during I had several questions. Responses always came super quickly (usually under 5 minutes). She was a delight to talk to worked to make sure our trip went perfectly. I'd highly recommend this property to anyone looking to visit the Galena area. Everyone in my group would 100% return.
Top guest favorite
An outdoor deck features comfortable seating arrangements, including wicker chairs and a coffee table. Large windows in the background allow natural light to fill the adjacent indoor area while showcasing the surrounding greenery.
Home in Galena
4.97 out of 5 average rating, 147 reviews

Pools, Hot Tub, Fire tables, dog friendly

JenniferRating, 5 stars2 days ago
This home had everything needed to have a relaxing vacation. Its always difficult to find a nice home that allows pets. We enjoyed morning coffee on the back deck which reminded us of being in a treehouse. We walked our dogs around this peaceful neighborhood while enjoying all the wild flowers. We came home rested and relaxed!
Top guest favorite
An outdoor seating area is arranged around a central fire pit on a spacious deck. Comfortable chairs with decorative pillows face the fire, surrounded by a plaid rug. Lush green hills are visible in the background, enhancing the tranquil outdoor setting.
Home in Galena
5 out of 5 average rating, 40 reviews

Golden Meadows Escape: A Luxurious Country Retreat

AdamRating, 5 stars2 weeks ago
This place was exactly what we were looking for. We had a group of 9 coming from different cities, all meet at this beautiful location. Check-in was flawless and the entire house was spotless when we arrived. There was plenty of space to accommodate our entire group and we immediately felt right at home. The scenery was absolutely gorgeous. We enjoyed time on the deck in front of the gas fire as well as the spacious fire pit just off the house. The yard was plenty big for games and although we had beautiful weather during our trip, we had a big theatre room to ourselves when we wanted some inside time. Our host was very helpful from start to finish. We always got a quick response and he worked with us to make sure our trip was special. We highly recommend this spot and would love to come back someday.
Top guest favorite
An outdoor fire pit area features several chairs arranged around a stone fire pit, set against a backdrop of grassy fields. The interior living space showcases high ceilings, a stone fireplace, and a cozy seating area with a sectional couch. An outdoor hot tub is surrounded by greenery, while an indoor game area features a pool table next to arcade games.
Home in Galena
5 out of 5 average rating, 25 reviews

Galena Getaway Sauna, Hot Tub, Fire Pit, Arcade!

SharleneRating, 5 stars2 days ago
I stayed here over a long weekend with friends (3 families together). The place was super clean, very comfortable and adequately stocked for the number of people we had. The host was very thoughtful about making sure we had everything we needed for our time there. The kids also enjoyed all the entertainment The property is also in a beautiful location

Family-friendly house rentals

Top guest favorite
A charming gray house is set against a backdrop of colorful autumn foliage. The front porch features a red door, framed by shrubs and well-maintained landscaping. A clear blue sky provides a bright contrast to the warm tones of the trees.
Home in Galena
4.96 out of 5 average rating, 283 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

AnitaRating, 5 stars3 days ago
This is our 2nd time staying at James's beautiful Galena home. James thought of everything. All the kitchen appliances that you need to make your meals. Plenty of room for everyone. James was quick to respond and very helpful. We plan to stay here again.
Guest favorite
The lake house is situated on a sloping hillside, surrounded by trees. A stone pathway leads down to the water's edge, where a private dock can be seen. The calm lake reflects the blue sky and scattered clouds, creating a serene setting.
Home in Apple River
4.93 out of 5 average rating, 81 reviews

The Ho Hum East on Apple Canyon Lake

KathyRating, 5 stars1 week ago
This was our second time at Ho Hum East and we had a great time! The new deck updates were super nice adding outdoor space to layout food and enjoy most meals on the deck. The outdoor kitchen wasn't completed yet but, will be a great addition to the new deck when it's done. The main bath was newly remodeled and was very nice and spacious. The lake front was well maintained and a great space for us to spend most of our time enjoying the water, sun, fishing, boating, nature and wildlife. The dock was a little wobbly although, we were told that was being replaced at some point but it worked for us. The airbnb owner provided a paddleboard, rubber raft, corn hole boards and other outdoor items to use. The proximity of the home was only a few minutes from amenities i.e. pool, golf course, beach and The Cove (restaurant). The only drawback is all the steps - it would be great if there was a pulley system or other system to take items up and down the steps from the house to the lake front.
Superhost
A charming two-story building features a covered porch with decorative railings. The exterior is painted in a soft hue, complemented by large windows. Bunting in patriotic colors adorns the balconies, while trees provide shade around the entrance, enhancing the inviting facade.
Home in Galena

Greenbriar Country Suites

RobetteRating, 5 stars84 months ago
Greenbriar is lovely and comfortable, the staff are terrific. Bill is very accommodating and helpful. We went as a group and rented every room for three days, it was wonderful!
Superhost
The living area features a comfortable sofa, accented with pillows, and a pair of ottomans. Two windows allow natural light to fill the space, adorned with sheer red curtains. A television is positioned on a wooden stand, accompanied by decorative plants and framed artwork.
Home in Bellevue
4.78 out of 5 average rating, 101 reviews

Mississippi River house has everything you need

Jane Kline-Rating, 5 stars1 month ago
Your place was so Retro!! We loved it !! Needs a fire pit and more outside backyard chairs. We really enjoyed the town and loved the view of the Mississippi River. The park across the street was amazing!!! We had the other guests from the other unit walk into our unit 2 times while we were there.
Guest favorite
The farmhouse features a charming exterior with a covered porch set against a grassy expanse. Lush shrubs frame the front, and a brick chimney is visible, adding character. The evening sky casts a soft light, hinting at a peaceful sunset.
Home in Galena
4.89 out of 5 average rating, 128 reviews

Farmhouse Retreat

KishaRating, 5 stars1 month ago
I must say that this place was great! Much larger in person than the photos made it seem! This Air BnB MADE our trip! Spacious with gorgeous views! We loved all the porches to hang out on. The kiddos loved the concrete pad outside to ride their scooters on. When we went out and about the kiddos begged to come back lol. Super clean and cozy inside. We LOVED it.
Superhost
The exterior of the Gehlen House Inn is presented, showcasing a two-story building constructed from beige limestone. Colorful flower boxes adorn the windows, enhancing the inviting appearance. A set of stairs leads to the entrance, with trees lining the property, contributing to the quaint atmosphere.
Home in Saint Donatus
5 out of 5 average rating, 9 reviews

Luxemburg Beauty- The Gehlen House Inn

JillRating, 5 stars5 months ago
What a great place and great hosts! Nice of Don to share history of the place. One of the best stocked places we've stayed. Also very clean with plenty of bedding and towels! The barn located behind is wonderful--great pizza, great beers and plenty of room. Truly one of the best places we've stayed.
Top guest favorite
A charming two-story home is set among lush greenery, featuring a welcoming porch and a winding pathway leading to the entrance. Surrounding trees offer a sense of seclusion, enhancing the natural environment of the location.
Home in Galena
4.92 out of 5 average rating, 160 reviews

DunPuttin Place

EmilyRating, 5 stars2 weeks ago
Stayed here for a girl’s trip! The home is lovely. The game room downstairs was a blast. The deck in back was perfect for drinks and conversation at night and calm morning coffee in the morning! Todd is quick to respond if anything is needed. Would definitely go back
Guest favorite
A spacious living area features a leather couch adorned with an orange throw blanket, positioned in front of a stone fireplace with a roaring fire. Large windows fill the room with natural light, offering views of the outdoor deck area.
Home in Galena
4.72 out of 5 average rating, 29 reviews

Amazing 6BR! Whiskey Room, pool table & hot tub-su

ThomasRating, 5 stars1 month ago
This was a great spot. The surrounding area is really beautiful, especially when I visited (in the late spring), and lots of the house layout helps you appreciate this, whether it’s inside or out. The home is spacious, the fire pit was lovely at night (and well stocked), and the host was plenty responsive. Would stay again.

House rentals with a pool

Guest favorite
A bright and inviting living area features large windows that provide ample natural light and views of the surrounding trees. A stone fireplace serves as a focal point, while comfortable seating and accent cushions add to the space's warmth.
Home in Galena
4.9 out of 5 average rating, 82 reviews

Quiet & Peaceful

Danielle & DavidRating, 5 stars1 month ago
This was a great place to stay for a girls weekend getaway! It’s only a short drive to downtown Galena and the area is pretty and peaceful. The host was responsive, pictures were accurate and there were plenty of linens and space for everyone. We loved the screened in porch! Each person had their own level as there is one bedroom on each. Would recommend this to others!
Guest favorite
The exterior of a charming blue vacation rental showcases a welcoming front porch with seating. A stone pathway leads through landscaped areas with plants, approached by a warm sunset sky. The structure features multiple windows, allowing natural light to illuminate the inviting entryway.
Home in Galena
4.97 out of 5 average rating, 86 reviews

Hot tub | 3BD|3BA en-suites | Resort Amenities

Mads YdeRating, 5 stars1 week ago
Great base to explore Galena and the surroundings. We enjoyed the amenities in the owners club house, lots to do up there.
Superhost
A spacious living area features a dark couch adorned with yellow pillows. A wooden coffee table sits in front, showcasing vases with dried flowers. A textured rug covers the floor, while large windows invite natural light, illuminating the handmade wall art above the couch.
Home in Galena
4.83 out of 5 average rating, 42 reviews

Bluffwood Bungalow - Secluded, Forested Getaway!

MadalynRating, 5 stars3 weeks ago
We ended up having the perfect family reunion here! There was more space than expected for us - we loved the open floor plan around the kitchen which looked out into the forest. We even saw some wildlife pass through down there while drinking our coffee in the morning. There was lots to do - the adults enjoyed playing pool at the house and the kids had fun using the pool at the owners club. We all loved being out in nature and hiking the local trails! The host had good recommendations and was responsive and accommodating. Would recommend for a getaway!
Guest favorite
A comfortable living area is furnished with a beige couch and matching armchairs, arranged around a wooden coffee table. A wall-mounted television is positioned above a wood-burning fireplace. Large windows offer views of the surrounding greenery, allowing natural light to brighten the space.
Home in Galena
4.83 out of 5 average rating, 41 reviews

Lakeview, End Unit Condo!

ChrisRating, 5 stars1 month ago
Cozy yet spacious retreat! We loved backing up to the trees with a view of the lake. We enjoyed coffee on the screened in porch while wrens warbled right outside. Perfect distance from Galena to feel like a getaway but still close to get there pretty quickly with a scenic drive.
Superhost
An outdoor patio area is showcased, featuring a potted plant with pink flowers and modern seating arrangements. Sunlight filters through trees, casting dappled shadows on the concrete floor. A covered section is noted, providing shaded seating options for relaxation.
Home in Galena
4.86 out of 5 average rating, 7 reviews

Chic 3BR w/ Pond, Hot Tub & Nature Views

OliviaRating, 5 stars2 months ago
Beautiful and peaceful home surrounded by nature. We were looking to “unplug” and spend quality time together. We loved the pond, birdwatching and the hot tub on cold nights. The house is perfect and has everything you need. Downtown Galena is only a short ride away and we enjoyed learning about its rich history. Thank you for letting us into your cozy home.
Top guest favorite
An outdoor deck features a spacious hot tub surrounded by a wooden railing. Nearby, two wooden benches and a table provide additional seating. Sunlight filters through the surrounding greenery, casting a natural warmth on the deck.
Home in Galena
4.97 out of 5 average rating, 86 reviews

Hot Tub, Movie Lounge, Deck w/Forest Vibe

AndrewRating, 5 stars3 days ago
You must stay here when visiting Galena and The Territories. Such great hosts. Very quick to respond and the property was both peaceful and fun at the same time. Highly recommend!
Top guest favorite
The spacious living area features high vaulted ceilings and large windows that provide views of the surrounding wooded landscape. A stylish seating arrangement with a sectional sofa is positioned near a sleek fireplace, complemented by light wood flooring and modern lighting fixtures.
Home in Galena
5 out of 5 average rating, 16 reviews

Oasis in the Galena Territories

JeffRating, 5 stars1 month ago
My family of 6 was very delighted to travel to Galena for our first visit. What a beautiful area and historical town. Although this unit is remote and private it's still within an under 10 min drive from the amazing town and excellent amenities. The club house was a treat. The unit is perfect and I wouldn't change thing. Amazing weekend get away from Chicago.
Top guest favorite
The exterior of the home features a combination of natural stone and wood accents under a pitched roof. Lush greenery surrounds the entrance, where a welcoming front door is framed by large windows, allowing natural light to fill the space.
Home in Galena
4.97 out of 5 average rating, 32 reviews

*Golf*Hot Tub* Firepit*Owners Club*Dogs OK

TamaraRating, 5 stars2 days ago
We choice this place for our family of nine, to celebrate our 40 anniversary. It was a great place with plenty of room for a group. The house is set in a relaxing, quiet location and short driving distance to the pool and golf courses. The host offered a well supplied house. It was nice to have plenty of personal care items, extra towels, and linens. They gave great instructions from check- in to check out. Thank you for the use of your beautiful home.

Quick stats about house rentals in Galena

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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  2. United States
  3. Illinois
  4. Jo Daviess County
  5. Galena
  6. House rentals