Two hot air balloons on a snowy field with a forest in the background.

Jo Daviess County Holiday Rentals

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Our top choices for Jo Daviess County holiday rentals

A modern kitchen with wooden cabinets, a microwave, and a sink. There is a dining area with a table and chairs, a sofa, and a TV. The room has a large window and a ceiling with a textured pattern.

1. Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
Galena Historic District
9.8 out of 10, Exceptional, (15 reviews)
"Parking was great"
United States
Jennifer
The price is AU$547
includes taxes & fees
13 Sept - 14 Sept
Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
A two-story stone building with a green porch and a staircase leading to the entrance.

2. An Artistic retreat in the heart of downtown Galena

An Artistic retreat in the heart of downtown Galena
Galena
9.8 out of 10, Exceptional, (31 reviews)
"Very nice space conveniently located to enjoy downtown Galena. Host was helpful and available for our stay."
United States
Rob W.
The price is AU$323
includes taxes & fees
22 Sept - 23 Sept
An Artistic retreat in the heart of downtown Galena
A living room with a brown leather armchair, a patterned sofa, a coffee table, and a bookshelf.

3. Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC

Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
Galena Historic District
9.4 out of 10, Exceptional, (22 reviews)
"Great location for a down town galena stay. "
United States
Christian R.
The price is AU$321
includes taxes & fees
23 Sept - 24 Sept
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
A two-story house with a stone facade, a front porch, and a fire pit in the yard.

4. North Woods Lodge Vibes•Hot Tub+Fire Pit•3 Seasons Room•Galena Territory Retreat

North Woods Lodge Vibes•Hot Tub+Fire Pit•3 Seasons Room•Galena Territory Retreat
The Galena Territory
10.0 out of 10, Exceptional, (271 reviews)
"We had a wonderful stay, enjoyed the location being close to Galena but still remote. "
United States
Megan C.
The price is AU$1,017
includes taxes & fees
13 Sept - 14 Sept
North Woods Lodge Vibes•Hot Tub+Fire Pit•3 Seasons Room•Galena Territory Retreat
A spacious living area with a brick wall, a ceiling fan, and a wooden floor.

5. Elle & Becks loft Suite

Elle & Becks loft Suite
Galena Historic District
10.0 out of 10, Exceptional, (102 reviews)
"Cleanest I have ever stayed in. Perfect location for shopping and eating. Beds were super comfortable."
United States
April V.
The price is AU$1,068
includes taxes & fees
13 Sept - 14 Sept
Elle & Becks loft Suite
An outdoor seating area with Adirondack chairs and a fire pit, overlooking a field and a distant building.

6. Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside

Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
Galena
10.0 out of 10, Exceptional, (46 reviews)
"We all fell in love with this place! It was super clean, comfortable, had everything we needed! The sunset from the patio was spectacular! We highly recommend to anyone staying in the area and hope to be back!"
United States
Amy R.
The price is AU$686
includes taxes & fees
27 Sept - 28 Sept
Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
A patio with wicker chairs and a table, a decorative rug, and a wood-burning stove.

7. One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
Galena Historic District
10.0 out of 10, Exceptional, (33 reviews)
"We loved our weekend stay, great vintage apartment with ideal location."
United States
Robert S.
The price is AU$378
includes taxes & fees
14 Sept - 15 Sept
One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
A modern two-story house with large windows, a hot tub, and outdoor seating.

8. Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
Galena
10.0 out of 10, Exceptional, (105 reviews)
"Cleanliness and loved the hot tub!"
United States
Adanary
The price is AU$783
includes taxes & fees
6 Oct - 7 Oct
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
A hot tub with a duck float, surrounded by a deck with string lights.

9. The Nook: Downtown Galena Cottage, BRAND NEW LUX HOT TUB & fire pit!

The Nook: Downtown Galena Cottage, BRAND NEW LUX HOT TUB & fire pit!
Galena
10.0 out of 10, Exceptional, (152 reviews)
"We really enjoyed our stay here! The place was clean, comfortable, and felt very safe. It was the perfect home base for our weekend trip to Galena, and the location made it easy to explore the area. We’d definitely stay here again."
United States
Kulsoom A.
The price is AU$788
includes taxes & fees
28 Sept - 29 Sept
The Nook: Downtown Galena Cottage, BRAND NEW LUX HOT TUB & fire pit!
A modern kitchen with white cabinetry, a marble countertop, a gas stove, and pendant lighting.

10. Elle & Becks Second Floor Suite

Elle & Becks Second Floor Suite
Galena Historic District
10.0 out of 10, Exceptional, (79 reviews)
"This was the second time I have stayed here and it is the perfect place to comfortably bag out and connect with loved ones. "
United States
mary r.
The price is AU$1,051
includes taxes & fees
14 Sept - 15 Sept
Elle & Becks Second Floor Suite
A kitchen with green cabinets, a microwave, a stove, and a fruit bowl with apples.

11. Cozy well-appointed Guest Suite on a grass airstrip

Cozy well-appointed Guest Suite on a grass airstrip
Hanover
10.0 out of 10, Exceptional, (19 reviews)
"Both myself and Winston really enjoyed our recent stay. I got to experience "fancy toilet" :) and Winston could roam around the property. Condo was super clean and very nicely decorated. I wish we stayed 2 nights as originally planned..."
United States
Don
The price is AU$378
includes taxes & fees
16 Sept - 17 Sept
Cozy well-appointed Guest Suite on a grass airstrip
A two-story house with a covered porch and a large lawn.

12. 3 Bed, 2 Bath Spacious Galena Home

3 Bed, 2 Bath Spacious Galena Home
The Galena Territory
10.0 out of 10, Exceptional, (2 reviews)
"Very clean!"
United States
Leah D.
The price is AU$1,198
includes taxes & fees
18 Sept - 19 Sept
3 Bed, 2 Bath Spacious Galena Home
An indoor swimming pool with a hexagonal tiled floor, wooden beams on the ceiling, and a view of the outdoors through large windows.

13. Fall in Galena - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown

Fall in Galena - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown
The Galena Territory
10.0 out of 10, Exceptional, (98 reviews)
"Place was amazing we loved it!!"
United States
Amanda S.
The price is AU$375
includes taxes & fees
15 Sept - 16 Sept
Fall in Galena - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown
An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and a large decorative ball.

14. Golf Villa - Pool Access + Private Deck

Golf Villa - Pool Access + Private Deck
The Galena Territory
9.8 out of 10, Exceptional, (88 reviews)
"Awesome place, close to everything that’s near and nice amen"
United States
Genaro
The price is AU$419
includes taxes & fees
14 Sept - 15 Sept
Golf Villa - Pool Access + Private Deck
An indoor swimming pool with clear views of the outside, wooden beams on the ceiling, and lounge chairs along the poolside.

15. Picture Perfect Galena Getaway on Golf Course | 4 Bed 4 Bath | Hot Tub & FirePit

Picture Perfect Galena Getaway on Golf Course | 4 Bed 4 Bath | Hot Tub & FirePit
The Galena Territory
10.0 out of 10, Exceptional, (319 reviews)
"Love this property!Celebrated my Mom's bday with the family and we were so comfortable in this house.Modern finishes and appliances, very clean, alongside a golf course and easy access to everything. Plus spacious and great amenities!"
United States
Caroline F.
The price is AU$970
includes taxes & fees
14 Sept - 15 Sept
Picture Perfect Galena Getaway on Golf Course | 4 Bed 4 Bath | Hot Tub & FirePit
A two-story house with a balcony, a chimney, and a garden with various plants and a small tree.

16. Spacious 3BR*Ensuites | Hot Tub*Fire Pit*Game Room*Coffee Bar*Stunning Sunsets!

Spacious 3BR*Ensuites | Hot Tub*Fire Pit*Game Room*Coffee Bar*Stunning Sunsets!
The Galena Territory
10.0 out of 10, Exceptional, (68 reviews)
"Great home with beautiful scenic, country views. It was very quiet and relaxing - perfect for three adult couples. It had everything we needed for a long weekend stay."
United States
Tracy B.
The price is AU$743
includes taxes & fees
13 Sept - 14 Sept
Spacious 3BR*Ensuites | Hot Tub*Fire Pit*Game Room*Coffee Bar*Stunning Sunsets!
An outdoor seating area with stone walls, a patterned rug, and leather chairs.

17. 1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers

1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers
East Dubuque
9.6 out of 10, Exceptional, (44 reviews)
"Great property, plenty of room for everyone in our group to stay. A well equipped kitchen and the yard space (weather permitting) were highlights. Good location minutes away from activities across the river as well."
United States
Cody H.
The price is AU$460
includes taxes & fees
14 Sept - 15 Sept
1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers
A long dining table set for a meal in a stone-walled room with a chandelier and wall-mounted candles.

18. Lovely King Studio walking distance to downtown

Lovely King Studio walking distance to downtown
Galena
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and the hosts had excellent communication with us."
United States
Shawn M.
The price is AU$346
includes taxes & fees
13 Oct - 14 Oct
Lovely King Studio walking distance to downtown
An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

19. The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace

The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace
The Galena Territory
10.0 out of 10, Exceptional, (61 reviews)
"It was a nice location and a nice property. The owner was informative and readily available. It was a great stay!"
United States
Faith N.
The price is AU$665
includes taxes & fees
24 Sept - 25 Sept
The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace
A pool area with blue umbrellas, lounge chairs, and a water slide.

20. Galena Retreat: Shopping, Owners Club & Skiing!

Galena Retreat: Shopping, Owners Club & Skiing!
3.5 star property
The Galena Territory
10.0 out of 10, Exceptional, (2 reviews)
"Love the place ！highly recommended ! Will be back ……"
United States
Sing
The price is AU$476
includes taxes & fees
6 Oct - 7 Oct
Galena Retreat: Shopping, Owners Club & Skiing!
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 Jo Daviess County Hotel Reviews

Chestnut Mountain Resort

Chestnut Mountain Resort

10/10 Excellent
"Great location gggggggggggg"
Zachary 2-night trip
Posted 5 hours ago
Chestnut Mountain Resort

Find out more about Jo Daviess County

Everything you need to know about Jo Daviess County 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 Jo Daviess County 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 Jo Daviess County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jo Daviess County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jo Daviess County. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jo Daviess County 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 Jo Daviess County holiday rentals we have chosen for you start as low as AU$216 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Jo Daviess County rentals

At Expedia, we put the best Jo Daviess County 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 Jo Daviess County 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 Jo Daviess County 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 Jo Daviess County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.