Best Vacation Homes in Jo Daviess County
House
10.0(223 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
Hot Tub
Parking
Pool
Balcony/Terrace
US $187/Night
7 Nights - US $1,310
Bed & Breakfast
10.0(24 Reviews)
4 Bedrooms
4 Baths
8 Guests
255.64 ft²
- Hot Tub
Breakfast- Parking
- Balcony/Terrace
US $247/Night
7 Nights - US $1,729
Bed & Breakfast
10.0(100 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
Air Conditioner
US $153/Night
7 Nights - US $1,072
House
10.0(187 Reviews)
2 Bedrooms
2 Baths
8 Guests
1900 ft²
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $269/Night
7 Nights - US $1,880
House
10.0(12 Reviews)
3 Bedrooms
1 Bath
6 Guests
1399.31 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
US $159/Night
7 Nights - US $1,113
House
10.0(129 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $320/Night
7 Nights - US $2,243
House
10.0(124 Reviews)
1 Bedroom
2 Baths
4 Guests
875 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $265/Night
7 Nights - US $1,855
House
10.0(121 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Parking
- Pool
Skiing- Balcony/Terrace
US $261/Night
7 Nights - US $1,825
Jo Daviess County Luxury Rentals
House
10.0(4 Reviews)
24 Bedrooms
17 Baths
60 Guests
- Hot Tub
- Pool
- Air Conditioner
Internet
US $6,640/Night
7 Nights - US $46,478
House
9.8(75 Reviews)
12 Bedrooms
11 Baths
28 Guests
12500 ft²
- Hot Tub
- Parking
- Pool
Ocean View
US $2,971/Night
7 Nights - US $20,796
New
House
10.0(178 Reviews)
5 Bedrooms
4 Baths
12 Guests
4500 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $2,567/Night
7 Nights - US $17,968
Cabin
9.6(12 Reviews)
8 Bedrooms
9 Baths
20 Guests
7600 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $2,418/Night
7 Nights - US $16,926
Cabin
9.8(42 Reviews)
8 Bedrooms
8 Baths
20 Guests
10800 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $2,048/Night
7 Nights - US $14,338
House
9.0(12 Reviews)
6 Bedrooms
6 Baths
14 Guests
5500 ft²
- Hot Tub
- Parking
- Pool
Spa
US $1,707/Night
7 Nights - US $11,950
New
Apartment
10.0(31 Reviews)
7 Bedrooms
4 Baths
16 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,684/Night
7 Nights - US $11,787
Cabin
9.8(62 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,551/Night
7 Nights - US $10,859
Jo Daviess County Pet Friendly Vacation Rentals
House
10.0(83 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $236/Night
7 Nights - US $1,651
Villa
10.0(4 Reviews)
6 Bedrooms
6 Baths
14 Guests
3003.13 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $717/Night
7 Nights - US $5,017
Cottage
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $381/Night
7 Nights - US $2,667
House
10.0(78 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Skiing
- Balcony/Terrace
US $258/Night
7 Nights - US $1,803
House
10.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
2400.35 ft²
- Private Pool
- Parking
- Pool
- Spa
US $494/Night
7 Nights - US $3,456
House
10.0(70 Reviews)
1 Bedroom
2 Baths
4 Guests
875 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $425/Night
7 Nights - US $2,973
New
House
10.0(70 Reviews)
2 Bedrooms
2 Baths
6 Guests
1030 ft²
- Parking
- Pool
- Skiing
- Ocean View
US $380/Night
7 Nights - US $2,661
House
10.0(70 Reviews)
2 Bedrooms
2 Baths
6 Guests
1080 ft²
- Parking
- Pool
- Skiing
- Balcony/Terrace
US $260/Night
7 Nights - US $1,821
Jo Daviess County Large Vacation Homes
Villa
10.0(42 Reviews)
2 Bedrooms
2 Baths
6 Guests
1030 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $190/Night
7 Nights - US $1,332
Bed & Breakfast
10.0(2 Reviews)
9 Bedrooms
10 Baths
19 Guests
349.23 ft²
- Parking
- Spa
- Balcony/Terrace
- View
US $238/Night
7 Nights - US $1,666
Cabin
5 Bedrooms
5 Baths
12 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $4,448/Night
7 Nights - US $31,139
Villa
10.0(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
1722 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $254/Night
7 Nights - US $1,776
House
10.0(1 Review)
7 Bedrooms
7 Baths
14 Guests
3164.59 ft²
EV Charge Station- Parking
- Balcony/Terrace
- View
US $1,101/Night
7 Nights - US $7,707
Villa
10.0(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
990 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $369/Night
7 Nights - US $2,581
Villa
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1722 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $255/Night
7 Nights - US $1,783
Villa
10.0(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
990 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,141
Why Choose Rent By Owner for your Jo Daviess County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Jo Daviess County
When should you plan your Vacation Rentals stay?
Choosing the right time to visit can enhance your experience in this charming destination, so consider planning your stay during the seasons when weather and local events align to create the perfect backdrop for your getaway here.
Peak Season Highlights
Late Spring to Early Summer (May - June)
This is the most popular time to visit for enjoying warm weather and outdoor activities. The region's scenery comes alive, making it ideal for exploring nature or relaxing outdoors.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September - October)
The area offers stunning fall foliage during this period, attracting visitors seeking picturesque landscapes and comfortable temperatures. This season is perfect for scenic drives and outdoor adventures.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December - February)
During winter, fewer visitors come here, providing a peaceful escape with opportunities for cozy stays and scenic winter views. It’s an ideal time to enjoy quiet vacation rentals without crowds.
Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
Late Fall (November)
As temperatures cool, the region sees fewer tourists, making it a good time for those seeking solitude and affordable rates. The landscape displays early hints of seasonal change, creating a tranquil atmosphere.
Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F
Weekly Weather Forecast for Jo Daviess County
How to Book Your Jo Daviess County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Jo Daviess County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or deck for relaxing and dining amidst scenic views.
- Take advantage of a spacious backyard ideal for outdoor activities or gatherings.
- Make the most of a fully-equipped grilling area to host barbecues during your stay.
- Benefit from access to walking trails or nature paths that showcase the area's natural beauty.
- Relax in a hot tub or outdoor spa, perfect for unwinding after a day of exploring.
- Utilize outdoor fire pits for cozy evenings under the stars in this charming destination.
- Use outdoor sports facilities like volleyball courts or horseshoe pits to add fun to your visit.
Top Attractions Around Jo Daviess County
What attractions are nearby?
In this charming area, you can explore scenic outdoor activities, visit local historical sites, and enjoy the natural beauty that makes Jo Daviess County a perfect destination for an unforgettable stay.
Family Activities
- Apple River Canyon State Park: Discover scenic hiking trails and outdoor adventures in this natural area that offers a fun-filled day for the entire family.
- Galena Historic District: Experience the charm of this historic district with its well-preserved architecture, quaint shops, and family-friendly museums.
- Crane Hollow Conservation Area: Enjoy wildlife watching and peaceful nature walks in this conservation area nestled within the region’s picturesque landscape.
- Mississippi River Access Points: Spend quality time along the river with activities such as fishing, boating, or simply relaxing by the water in this area’s accessible riverfront locations.
Adult Activities
- Galena Historic District: Explore the charming streets filled with well-preserved 19th-century architecture, perfect for a leisurely stroll and discovering local history.
- Mississippi River Cruises: Experience scenic river cruises that showcase the natural beauty of the area while offering a relaxing way to learn about the region's maritime heritage.
- Downtown Galena Shopping: Browse unique boutiques and antique shops in the historic downtown, ideal for finding memorable souvenirs and local crafts.
- Outdoor Wine Tasting Tours: Visit nearby wineries for guided tastings amidst picturesque vineyard scenery, an excellent activity for wine enthusiasts visiting this destination.
Other Places to Stay in Jo Daviess County, IL
Elizabeth
Galena
Guilford
The Galena Territory
Council Hill
Scales Mound
East Dubuque
West Galena
Hanover
Apple River
Thompson
Apple Canyon Lake
Jo Daviess County Travel Tips
How Can You Make the Most of Your Stay?
- Explore local attractions: Take advantage of the area's natural beauty and cultural sites to enrich your stay in this scenic region.
- Plan outdoor activities: Make the most of this destination's parks and trails for memorable hiking, biking, or sightseeing adventures.
- Discover regional cuisine: Indulge in authentic flavors by visiting nearby eateries and farmers' markets that showcase local produce and specialties.
- Book strategically: Secure your preferred vacation rentals early to enjoy the best locations and amenities here, ensuring a comfortable and convenient visit.
Transportation Options
- Car Rentals: Renting a car in this region offers you the flexibility to explore charming towns and scenic countryside at your own pace.
- Public Transit: Local bus services connect key destinations within this area, providing an economical option for getting around without a vehicle.
- Taxi Services: Taxis and ride-sharing apps are readily available here, offering convenient transportation for short trips or last-minute plans.
- Airport Shuttles: Shuttle services operate from nearby airports, making it easier to reach your vacation rental upon arrival in this part of Illinois.
Local Customs Options
- German Heritage Celebrations: You can experience the region’s rich German roots through local festivals and traditional events rooted in historic customs.
- Farmers’ Markets: Engaging with fresh, locally sourced produce at farmers’ markets offers a glimpse into the area's agricultural traditions.
- Historical Preservation Practices: Respect for historic buildings and sites reflects the community’s commitment to maintaining its unique architectural heritage.
- Community Folk Events: Participating in seasonal folk events allows you to immerse yourself in longstanding regional traditions and community spirit.
Jo Daviess County Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Jo Daviess County?
There are a lot of options in Jo Daviess County. If you plan on staying in the Jo Daviess County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jo Daviess County:
- Westaway-Spacious Home w/Private Hot Tub, Fireplace, Amazing 1st Floor Layout
- Picture Perfect Galena Getaway on Golf Course | 4 Bed 4 Bath | Hot Tub & FirePit
- North Woods Lodge Vibes Hot Tub+Fire Pit 3 Seasons Room Galena Territory Retreat
- Sensational golf views from the patio!
- Premier 8 BR Home-The Eagle's Nest! Hot Tub, Game Room, Fire Pit!
- Huge Luxury 4-Bedroom Home! Stunning views! Walk-in Shower, Hot Tub, Fire Pit.
- 1842 Bavarian Brew House
- Farmstead Tee & Ski - Resort Core location, Fireplaces, Dog Friendly
- Dog Friendly, Fire Pit, Game Room - Daily Deer Sightings!
- Perfect Getaway - Cozy Cottage in The Galena Territory
2. How many vacation rentals have private pools in Jo Daviess County?
There are 51 vacation rentals with private pools near Jo Daviess County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Jo Daviess County are best for families?
If you are looking for a family-friendly vacation home in Jo Daviess County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jo Daviess County:
4. How many Rentbyowner vacation rentals are available in Jo Daviess County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 880 in the Jo Daviess County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Jo Daviess County.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it’s important to review the specific listing details or contact the owner directly to understand the terms and any applicable fees.
6. Are the amenities listed on the property details available during my stay?
Amenities are specified in each listing, but availability can depend on the property. It’s best to confirm with the property owner before booking to ensure all your desired features are included.
7. How do I know if the vacation rental is suitable for my needs?
You can review the property descriptions, photos, and guest reviews to assess suitability. If you have specific requirements, reaching out to the owner can provide additional assurance.
8. What is the check-in and check-out process for these stays?
Check-in and check-out procedures are detailed in each listing. Contact the property owner for any special instructions or to coordinate your arrival and departure times.
9. Are there any restrictions or house rules I should be aware of?
House rules and restrictions are outlined in the listing. To ensure a smooth stay, review these details carefully and reach out to the owner if you have any questions.
Jo Daviess County Top Rated Vacation Rentals
House
10.0(375 Reviews)
4 Bedrooms
4 Baths
10 Guests
2800 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $406/Night
7 Nights - US $2,843
House
10.0(316 Reviews)
4 Bedrooms
4 Baths
10 Guests
2272 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $665/Night
7 Nights - US $4,658
House
10.0(270 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $710/Night
7 Nights - US $4,971
House
10.0(198 Reviews)
8 Bedrooms
9 Baths
16 Guests
12000 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,454/Night
7 Nights - US $10,179
House
10.0(193 Reviews)
4 Bedrooms
4 Baths
10 Guests
3945 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $623/Night
7 Nights - US $4,363
House
10.0(191 Reviews)
3 Bedrooms
3 Baths
8 Guests
1745 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $337/Night
7 Nights - US $2,361
House
10.0(183 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $379/Night
7 Nights - US $2,650
House
10.0(179 Reviews)
6 Bedrooms
4 Baths
14 Guests
5000 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,053/Night
7 Nights - US $7,371
