Galena Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Galena vacation rentals

Smart TV, fireplace
Scenic Getaway – Cozy Stay Near Golf & Trails

Vacation Home in The Galena Territory

Scenic Getaway – Cozy Stay Near Golf & Trails
10.0 out of 10, Exceptional, (70)
"We love the Galena Territory. "
United States
Eric T.
The price is ￥14,232
￥38,976 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Scenic Getaway – Cozy Stay Near Golf & Trails
Indoor pool, outdoor pool
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Vacation Home in The Galena Territory

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
10.0 out of 10, Exceptional, (41)
"Everything was great! Beautiful place, close to town and very quiet."
United States
Lori
The price is ￥15,624
￥41,613 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
Smart TV, fireplace, foosball, table tennis
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

Vacation Home in The Galena Territory

Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena
9.8 out of 10, Exceptional, (26)
"Everything was so smooth and so great!!! Loved it and can’t wait to come back!"
United States
Nicholle H.
The price is ￥18,945
￥45,933 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena
Exterior
Private 3BR/2BA Territory Home Nestled in the Trees

Vacation Home in The Galena Territory

Private 3BR/2BA Territory Home Nestled in the Trees
10.0 out of 10, Exceptional, (137)
"The property was beautiful, clean and within a 12 minute ride from Galena."
United States
Ellen S.
The price is ￥16,596
￥44,635 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Private 3BR/2BA Territory Home Nestled in the Trees
Pool
New build, modern, hot tub, nature & HOA amenities

Vacation Home in The Galena Territory

New build, modern, hot tub, nature & HOA amenities
10.0 out of 10, Exceptional, (16)
"Beautiful place. Loved the hot tub.Couldnt ask for a better place. "
United States
Carol V.
The price is ￥25,195
￥75,080 total
includes taxes & fees
Jan 7 - Jan 8, 2026
New build, modern, hot tub, nature & HOA amenities
Fridge, microwave, oven, stovetop
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

Vacation Home in The Galena Territory

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
10.0 out of 10, Exceptional, (53)
"Golf View is a lovely townhouse, bright, very clean, fun/well appointed decor & easy to access. "
United States
Diane
The price is ￥13,653
￥38,911 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
Microwave, stovetop
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC

Apartment in Galena Historic District

Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
9.4 out of 10, Exceptional, (9)
"Great location, good sleeping options "
United States
Dr. Sheila S.
The price is ￥21,920
￥35,841 total
includes taxes & fees
Dec 30 - Dec 31
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
Fridge, microwave, oven, stovetop
Cozy Retreat at Farmstead

Vacation Home in The Galena Territory

Cozy Retreat at Farmstead
9.6 out of 10, Exceptional, (9)
"Very quick and accommodating communication with owner, will definitely return! "
United States
Lynn R.
The price is ￥46,971
￥91,097 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Retreat at Farmstead
Property grounds
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

Vacation Home in The Galena Territory

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
10.0 out of 10, Exceptional, (55)
"Great location, wonderful accomodations in the condo. Would stay again."
United States
Greg B.
The price is ￥20,359
￥47,461 total
includes taxes & fees
Jan 5 - Jan 6, 2026
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
Indoor pool, outdoor pool
Spacious Updated Villa w/2 King Beds, Fireplace, Near Spa, Golf, Ski

Vacation Home in The Galena Territory

Spacious Updated Villa w/2 King Beds, Fireplace, Near Spa, Golf, Ski
10.0 out of 10, Exceptional, (37)
"Nice place."
United States
Bob K.
The price is ￥25,317
￥56,620 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Spacious Updated Villa w/2 King Beds, Fireplace, Near Spa, Golf, Ski
Indoor pool, a heated pool
Winter Escape in Galena - Wood-Burning Fireplace, Pool Access, 2 King Beds, Ski

Condo in The Galena Territory

Winter Escape in Galena - Wood-Burning Fireplace, Pool Access, 2 King Beds, Ski
10.0 out of 10, Exceptional, (74)
"Melissa's place was perfect for our girls' weekend. Super clean, well-stocked kitchen, and even a thoughtful note & snacks upon arrival. It's in a great golf community with wonderful amenities. Would definitely stay here again!"
United States
Kathryn P.
The price is ￥14,514
￥37,639 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Winter Escape in Galena - Wood-Burning Fireplace, Pool Access, 2 King Beds, Ski
Outdoor spa tub
Hot Tub 2-bedroom 2 full bath in lovely Galena countryside

Vacation Home in Galena

Hot Tub 2-bedroom 2 full bath in lovely Galena countryside
10.0 out of 10, Exceptional, (16)
"The house was absolutely adorable! Super clean, well organized, beautifully decorated. We had a wonderful time there."
United States
Denise
The price is ￥34,445
￥67,209 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hot Tub 2-bedroom 2 full bath in lovely Galena countryside
Smart TV, fireplace
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails

Vacation Home in The Galena Territory

Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
10.0 out of 10, Exceptional, (11)
"Great stay - great location!"
United States
Jason B.
The price is ￥21,763
￥52,102 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
Dining
The Lodge, 'North Woods' Galena escape w/ hot tub & fire pit!

Villa in The Galena Territory

The Lodge, 'North Woods' Galena escape w/ hot tub & fire pit!
10.0 out of 10, Exceptional, (256)
"Everything was great at the house. We especially enjoyed the screened in porch. "
United States
Jim E.
The price is ￥37,034
￥91,149 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Lodge, 'North Woods' Galena escape w/ hot tub & fire pit!
Fridge, microwave, oven, stovetop
King Bed : Deck w/Grill : Fireplace : Smart TVs : Pool + Gym Access : EV level 2

Vacation Home in The Galena Territory

King Bed : Deck w/Grill : Fireplace : Smart TVs : Pool + Gym Access : EV level 2
10.0 out of 10, Exceptional, (14)
"Our family enjoyed staying at your house. "
United States
Elaine K.
The price is ￥39,143
￥97,531 total
includes taxes & fees
Jan 11 - Jan 12, 2026
King Bed : Deck w/Grill : Fireplace : Smart TVs : Pool + Gym Access : EV level 2
Property grounds
Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!

Vacation Home in The Galena Territory

Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!
2.0 star property
10.0 out of 10, Exceptional, (11)
"Everything about this house was perfect. Such a beautiful home and neighborhood. Would absolutely stay here again! "
United States
Tiana N.
The price is ￥61,551
￥146,542 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!
Dining
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape

Vacation Home in The Galena Territory

Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
10.0 out of 10, Exceptional, (74)
"A great place to stay with a group or family setting!"
United States
Melanie
The price is ￥23,821
￥58,435 total
includes taxes & fees
Dec 30 - Dec 31
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
Outdoor spa tub
Galena Home with Golf Course View

Vacation Home in The Galena Territory

Galena Home with Golf Course View
9.4 out of 10, Exceptional, (3)
"Nice house! We were only there one night, which is so short, but we loved their amenities and their pet policy! Would love to come back when we can stay longer."
United States
Heather M.
The price is ￥31,314
￥83,034 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Galena Home with Golf Course View
Outdoor dining
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.

Vacation Home in Galena

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
2.0 star property
10.0 out of 10, Exceptional, (73)
"We had a great time! The property was very clean the host was very responsive. It was very peaceful country setting. Would definitely stay here again!!"
United States
Sheila A.
The price is ￥54,800
￥88,813 total
includes taxes & fees
Dec 29 - Dec 30
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
Terrace/patio
Rolling Hills Retreat

Vacation Home in The Galena Territory

Rolling Hills Retreat
10.0 out of 10, Exceptional, (6)
"Cozy home with perfect space for our family of four and small dog. We appreciated the hospitality, easy communication with our hosts, fully equipped kitchen for our Thanksgiving meal, and serene accommodations."
United States
Teresa D.
The price is ￥22,194
￥58,200 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Rolling Hills Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Galena Hotel Reviews

Hotel Galena

Hotel Galena

10/10 Excellent
"Room was clean, staff was friendly and exceptional. Little breakfast room was quaint, offered many options for a quick breakfast. It was nice to talk with the other guests and manager there. Wouldn’t hesitate to stay again plus it’s dog friendly! Thank you for a nice stay."
Carol 1-night trip
Posted 1 day ago
Hotel Galena

Find out more about Galena

Search for holiday rentals in Galena on Expedia! You can easily find your home rentals, villas, holiday apartments in Galena using one of the methods below:

  • View our selection of featured holiday rentals in Galena
  • Use the map to find apartments and other holiday homes in the Galena neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Galena while they last

Look no further and take a look at our great range of rental properties in Galena!

Frequently asked questions

Can I find vacation rentals in Galena?

Yes, there are vacation rentals in Galena close to Linmar Gardens, or you can select a more secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and scenic riverfront in Galena. Make sure you have time to check out the museums and casinos during your trip.

What's the top vacation rental that Galena has to offer?

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.: This Galena vacation home rental is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. Other favorite homes for rent in Galena are On The Golf Course, Outdoor Kitchen, Hot Tub and So Much More! and New Owners- 3 BR 3 BA Getaway - Galena Territory & Owners' Club Privileges.

How many vacation rentals are there in Galena?

Choose from 315 Expedia vacation rentals in Galena for a memorable vacation.

What can I see and do in Galena?

Enjoy the outdoors at Grant Park and Casper Bluff Land and Water Reserve, or simply take in cultural attractions like Old Market House and Galena-Jo Daviess County History Museum. While here, Dowling House and Grant Home are other places worth a visit.

What are vacation rentals like in Galena?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Galena. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for small groups.