Galena Holiday Rentals

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Our top choices for Galena holiday rentals

Holiday 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 NZ$428
includes taxes & fees
6 Jan - 7 Jan 2026
Scenic Getaway – Cozy Stay Near Golf & Trails
10.0 out of 10, Exceptional, (41)
"Everything was great! Beautiful place, close to town and very quiet."
United States
Lori
The price is NZ$452
includes taxes & fees
12 Jan - 13 Jan 2026
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
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 NZ$514
includes taxes & fees
11 Jan - 12 Jan 2026
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

Holiday 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 NZ$828
includes taxes & fees
5 Jan - 6 Jan 2026
New build, modern, hot tub, nature & HOA amenities
10.0 out of 10, Exceptional, (37)
"Nice place."
United States
Bob K.
Spacious Updated Villa w/2 King Beds, Fireplace, Near Spa, Golf, Ski

Holiday 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 NZ$469
includes taxes & fees
7 Jan - 8 Jan 2026
Private 3BR/2BA Territory Home Nestled in the Trees
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 NZ$739
includes taxes & fees
5 Jan - 6 Jan 2026
Hot Tub 2-bedroom 2 full bath in lovely Galena countryside
9.4 out of 10, Exceptional, (9)
"Great location, good sleeping options "
United States
Dr. Sheila S.
The price is NZ$396
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
10.0 out of 10, Exceptional, (55)
"Great location, wonderful accomodations in the condo. Would stay again."
United States
Greg B.
The price is NZ$516
includes taxes & fees
11 Jan - 12 Jan 2026
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

Holiday 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 NZ$602
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy Retreat at Farmstead
10.0 out of 10, Exceptional, (74)
"A great place to stay with a group or family setting!"
United States
Melanie
The price is NZ$667
includes taxes & fees
12 Jan - 13 Jan 2026
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
10.0 out of 10, Exceptional, (47)
"very clean"
United States
David
❄️Cozy Winter Vibes | Views | King Beds, Fireplace | Sleeps 8 & Dog Friendly
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 NZ$414
includes taxes & fees
15 Jan - 16 Jan 2026
Winter Escape in Galena - Wood-Burning Fireplace, Pool Access, 2 King Beds, Ski
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 NZ$437
includes taxes & fees
21 Jan - 22 Jan 2026
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
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.
Unique octagon house in woods- Hot tub, pool, fireplace, firepit
10.0 out of 10, Exceptional, (11)
"Great stay - great location!"
United States
Jason B.
The price is NZ$573
includes taxes & fees
12 Jan - 13 Jan 2026
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails

Holiday 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.
Rolling Hills Retreat
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
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 NZ$688
includes taxes & fees
5 Jan - 6 Jan 2026
Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
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 NZ$955
includes taxes & fees
12 Jan - 13 Jan 2026
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

Find out more about Galena

Everything you need to know about Galena holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Galena holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Galena holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Galena holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Galena. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Galena holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Galena holiday rentals we have selected for you start as low as NZ$469 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Galena rentals

At Expedia, we put the best Galena holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Galena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Galena holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Galena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Galena?

Yes, there are holiday rentals in Galena close to Linmar Gardens, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Galena has to offer?

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.: This highly rated holiday home rental in Galena is located in a rural location, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. Other favourite 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 holiday rentals are there in Galena?

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

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 holiday rentals like in Galena?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Galena. Holiday rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.