Galena Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

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, (27)
"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
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.
New build, modern, hot tub, nature & HOA amenities
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
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 ￥17,849
￥46,129 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Private 3BR/2BA Territory Home Nestled in the Trees
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
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
￥36,007 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
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 ￥20,868
￥48,002 total
includes taxes & fees
Jan 21 - Jan 22, 2026
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
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 ￥16,910
￥54,592 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Cozy Retreat at Farmstead
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 ￥25,208
￥60,472 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
Indoor pool, a heated pool
❄️Cozy Winter Vibes | Views | King Beds, Fireplace | Sleeps 8 & Dog Friendly

Vacation Home in The Galena Territory

❄️Cozy Winter Vibes | Views | King Beds, Fireplace | Sleeps 8 & Dog Friendly
10.0 out of 10, Exceptional, (47)
"very clean"
United States
David
❄️Cozy Winter Vibes | Views | King Beds, Fireplace | Sleeps 8 & Dog Friendly
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, (75)
"this vacation house was amazing. It was so comfortable. I love how close it was to everything. My family and I had a great time. Will definitely recommend."
United States
Julio M.
The price is ￥14,937
￥38,438 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Winter Escape in Galena - Wood-Burning Fireplace, Pool Access, 2 King Beds, Ski
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 ￥13,994
￥38,958 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
Dining
Unique octagon house in woods- Hot tub, pool, fireplace, firepit

Cabin in The Galena Territory

Unique octagon house in woods- Hot tub, pool, fireplace, firepit
10.0 out of 10, Exceptional, (7)
"We had a great stay in this secluded property. Private yet 10-15 min from great downtown food and shopping. Property had everything we needed and host had great communication."
United States
Tom G.
The price is ￥27,431
￥82,984 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Unique octagon house in woods- Hot tub, pool, fireplace, firepit
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
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
Smart TV, fireplace, foosball, printers
Idyllic Winter Getaway:3BR All Ensuites: Hot Tub, Fireplace, Firepit | Amenities

Vacation Home in The Galena Territory

Idyllic Winter Getaway:3BR All Ensuites: Hot Tub, Fireplace, Firepit | Amenities
10.0 out of 10, Exceptional, (54)
"Very nice place!"
United States
Mike C.
Idyllic Winter Getaway:3BR All Ensuites: Hot Tub, Fireplace, Firepit | Amenities
Fridge, microwave, oven, stovetop
Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

Apartment in Galena Historic District

Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
9.8 out of 10, Exceptional, (10)
"Great location and Amy was great host. Loved how centrally it was to everything!"
United States
Robert B.
The price is ￥35,087
￥62,075 total
includes taxes & fees
Dec 30 - Dec 31
Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
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 Lodge, 'North Woods' Galena escape w/ hot tub & fire pit!
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

Stoney Creek Inn Galena

Stoney Creek Inn Galena

10/10 Excellent
"Cozy and have a charater"
seon 1-night trip
Posted 2 days ago
Stoney Creek Inn 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.