Jo Daviess County holiday rentals

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October 2025

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Select from 344 houses, 60 apartments and other holiday rentals to find the perfect place for your stay in Jo Daviess County. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, such as Wi-Fi and cable TV. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Popular Jo Daviess County destinations on Stayz

Holiday rentals with weekly discounts - Jo Daviess County

Showing deals for:23 Jan - 30 Jan

Exceptional

(72 reviews)

Elle & Beck's Second Floor Suite Overlooking Historic Main Street In Galena, IL

Galena, IL

17% off

for 7 nights, 1 apartment

AU$686 per night

includes taxes & fees

Exceptional

(67 reviews)

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

Galena, IL

8% off

for 7 nights, 1 home

AU$693 per night

includes taxes & fees

Exceptional

(24 reviews)

Secluded Spacious Cabin | Private Hot Tub | Large Bedrms | Huge Deck & Screen Rm

Galena, IL

12% off

for 7 nights, 1 room

AU$663 per night

includes taxes & fees

Exceptional

(8 reviews)

CELEBRATE YOUR HOLIDAYS at Timber Ranch in Galena 4BR/6BA/HOTTUB/EV/SKI/ENJOY

Galena, IL

8% off

for 7 nights, 1 home

AU$1,346 per night

includes taxes & fees

Exceptional

(35 reviews)

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Galena, IL

6% off

for 7 nights, 1 home

AU$372 per night

includes taxes & fees

Casa de Galena ��— 6 ensuite bedrooms, curated design, and endless amenities.

Exceptional

(8 reviews)

Brand New/Secluded/Fully-loaded/Golf sim/Theater/Game room/Firepit/Hot tub

Galena, IL

12% off

for 7 nights, 1 home

AU$1,430 per night

includes taxes & fees

Pool table, arcade games, yard games and more!

Exceptional

(73 reviews)

The Gathering Place- Modern, Spacious, 6 Bedrooms

Galena, IL

8% off

for 7 nights, 1 home

AU$868 per night

includes taxes & fees

Exceptional

(44 reviews)

Stay at The Ace! A great weekend place that's somewhere between home and hotel.

Galena, IL

8% off

for 7 nights, 1 home

AU$320 per night

includes taxes & fees

Exceptional

(105 reviews)

Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

Apple River, IL

8% off

for 7 nights, 1 cabin

AU$393 per night

includes taxes & fees

The Quiet Rock Lodge on the Brixen Ivy Ranch

Exceptional

(6 reviews)

New luxury lodge, 10mile views, on ranch next to Galena Territory, pool, animals

Elizabeth, IL

13% off

for 7 nights, 1 room

AU$2,772 per night

includes taxes & fees

Exceptional

(5 reviews)

Prime Location! 2BR-2 Acre Retreat Minutes from Downtown Galena & Attractions

Galena, IL

8% off

for 7 nights, 1 home

AU$406 per night

includes taxes & fees

Exceptional

(171 reviews)

Beautiful Upscale 6Br/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre

Galena, IL

8% off

for 7 nights, 1 home

AU$1,422 per night

includes taxes & fees

Only thing between you and the lake is the trail, access to public dock as well

Exceptional

(88 reviews)

Apple Canyon Lake Home, Life At The Lake

Apple River, IL

8% off

for 7 nights, 1 home

AU$371 per night

includes taxes & fees

You will have a private home all to yourself!

Exceptional

(83 reviews)

At the Edge of the Woods ~ Dog Friendly & Family Friendly

Galena, IL

9% off

for 7 nights, 1 home

AU$453 per night

includes taxes & fees

Exceptional

(79 reviews)

Cozy and welcoming 3 Bed and 3 Bath with a hot tub and a game room is ready4u

Galena, IL

7% off

for 7 nights, 1 home

AU$498 per night

includes taxes & fees

Exceptional

(53 reviews)

New on the market. Updated 5 bedroom modern home new on the market.

Galena, IL

13% off

for 7 nights, 1 home

AU$807 per night

includes taxes & fees

Exceptional

(33 reviews)

Spacious Updated Villa w/2 King Beds, Fireplace, Near Spa, Golf, Trails

Galena, IL

11% off

for 7 nights, 1 villa

AU$253 per night

includes taxes & fees

Exceptional

(49 reviews)

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

Galena, IL

6% off

for 7 nights, 1 home

AU$352 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Jo Daviess County

The Gleneagle Suite (bottom) and our Seven Sisters Suite (Top two levels)

Premier Host

Romantic, Rustic, Secluded, Private

Sleeps 4 · 1 bedroom · 1 bathroom

Premier Host

Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory

Sleeps 24 · 11 bedrooms · 6 bathrooms

Choose a holiday rental for your Jo Daviess County getaway

Learn about the unique charm of Jo Daviess County with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Jo Daviess County

Are you looking for attractions to see while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Jo Daviess County a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

Galena Golf Club (2.4 mi / 3.9 km)
Eagle Ridge Resort Golf (5.9 mi / 9.5 km)
Chestnut Mountain Resort (7 mi / 11.2 km)
Fergedaboudit Vineyard & Winery (12.2 mi / 19.7 km)
Grand Harbor Resort and Waterpark (12.9 mi / 20.7 km)
National Mississippi River Museum and Aquarium (13.1 mi / 21.1 km)

Exploring the natural landscape of Jo Daviess County

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Jo Daviess County is a great place to get out in nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

Grant Park (0.2 mi / 0.3 km)
Casper Bluff Land and Water Reserve (3.8 mi / 6.2 km)
Upper Mississippi River Wild Life and Fish Refuge (5.3 mi / 8.5 km)
Crystal Lake Cave (9.9 mi / 15.9 km)
Apple Canyon Lake (13.6 mi / 21.9 km)
Eagle Point Park (14 mi / 22.5 km)

Frequently asked questions

What is the best area to stay in Jo Daviess County when booking a holiday home?

Among the more in-demand areas to choose your Stayz holiday home in Jo Daviess County is Elizabeth. Base yourself here and explore its leading attractions, like Apple River Fort and Massbach Ridge Winery.

What is the most popular type of holiday home accommodation in Jo Daviess County?

The most in-demand types of holiday homes in Jo Daviess County are houses. Ready for more choices? Stayz has many options to match our guests' needs, so you'll see properties in lots of shapes and sizes. The perfect fit is ready and waiting for you — snap up yours today.

How much does it cost to rent a holiday home in Jo Daviess County?

The average price for a holiday home in Jo Daviess County depends on a number of factors, including property type, length of stay and time of year. Whether you're thinking about a sprawling villa with room to move around or a cosy cottage that's perfect for two, just enter your travel dates to view stays with amazing value.

How much does it cost to rent a beach house in Jo Daviess County?

When you travel and the style and size of the property will influence the cost of your beachside escape. Click on your Jo Daviess County travel dates to see your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want in your home.

What are popular home amenities in Jo Daviess County?

The most popular home amenities guests are looking for in Jo Daviess County are a microwave oven, a washing machine and a fridge. Whether you're on the road with family, friends or even pets, Stayz holiday homes come with the best amenities for hanging out with your loved ones.

Are there large group holiday homes in Jo Daviess County?

With 101 properties that can host 10 guests or more in Jo Daviess County, you don't have to cross anyone off the invite list. From extended family holidays to events like Christmas and birthday parties, Stayz can help you find a large group home to suit the occasion.

Can I find two-bedroom holiday homes in Jo Daviess County?

Jo Daviess County has 85 two-bedroom holiday properties for you to pick from. Book a holiday home with all the privacy and comfort you're looking for at a price that won't break the bank on Stayz.

Are there holiday homes with WiFi in Jo Daviess County?

You can choose from 117 holiday homes with WiFi in Jo Daviess County. If you'd like to disconnect from daily life during your trip, but still need to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Jo Daviess County?

The minimum age is typically 16, 18 or 21. It can vary between properties on Stayz, so check the rules of your chosen Jo Daviess County stay before booking your escape.

How long can I rent a holiday home in Jo Daviess County for?

It's up to the Jo Daviess County property. To look at a list of options offering extended stays, simply type your travel dates and number of people into Stayz's search page. Look forward to having the whole property to yourself, along with amenities such as a fully-equipped kitchen and a yard where the little ones can play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.