Discover Your Perfect Jo Daviess County Vacation Homes

Best Vacation Homes in Jo Daviess County

House
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like-icon10.0
Exceptional
(326 Reviews)
2 Bedrooms 2 Baths 5 Guests 1066 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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US $197/Night 7 Nights - US $1,381
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Bed & Breakfast
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Exceptional
(24 Reviews)
4 Bedrooms 4 Baths 8 Guests 255.64 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $247/Night 7 Nights - US $1,729
Condo
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2 Bedrooms 1 Bath 6 Guests
  • Security/Safety
    Security/Safety
US $1,089/Night 7 Nights - US $7,626
House
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Exceptional
(278 Reviews)
2 Bedrooms 2 Baths 4 Guests 1200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $393/Night 7 Nights - US $2,751
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House
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Exceptional
(12 Reviews)
3 Bedrooms 1 Bath 6 Guests 1399.31 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $159/Night 7 Nights - US $1,113
House
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Exceptional
(215 Reviews)
1 Bedroom 1 Bath 2 Guests 800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $154/Night 7 Nights - US $1,079
House
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Exceptional
(180 Reviews)
2 Bedrooms 2 Baths 8 Guests 1900 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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US $274/Night 7 Nights - US $1,915
House
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Exceptional
(128 Reviews)
2 Bedrooms 1 Bath 6 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $280/Night 7 Nights - US $1,961

Jo Daviess County Luxury Rentals

House
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Exceptional
(4 Reviews)
24 Bedrooms 17 Baths 60 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
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US $4,384/Night 7 Nights - US $30,686
Cabin
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like-icon9.6
Exceptional
(12 Reviews)
8 Bedrooms 9 Baths 20 Guests 7600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $2,408/Night 7 Nights - US $16,853
House
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like-icon9.8
Exceptional
(73 Reviews)
12 Bedrooms 11 Baths 28 Guests 12500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $2,366/Night 7 Nights - US $16,563
Cabin
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like-icon9.8
Exceptional
(42 Reviews)
8 Bedrooms 8 Baths 20 Guests 10800 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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US $1,935/Night 7 Nights - US $13,548
House
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Exceptional
(26 Reviews)
4 Bedrooms 4 Baths 10 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $1,755/Night 7 Nights - US $12,282
Cabin
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like-icon9.8
Exceptional
(50 Reviews)
12 Bedrooms 7 Baths 26 Guests 6200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $1,722/Night 7 Nights - US $12,057
House
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Exceptional
(196 Reviews)
8 Bedrooms 9 Baths 16 Guests 12000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $1,673/Night 7 Nights - US $11,712
House
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like-icon9.8
Exceptional
(13 Reviews)
6 Bedrooms 7 Baths 14 Guests 5800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $1,611/Night 7 Nights - US $11,277

Jo Daviess County Pet Friendly Vacation Rentals

House
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Exceptional
(118 Reviews)
2 Bedrooms 2 Baths 6 Guests 900 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
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US $228/Night 7 Nights - US $1,593
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Villa
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Exceptional
(4 Reviews)
6 Bedrooms 6 Baths 14 Guests 3003.13 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $717/Night 7 Nights - US $5,017
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Cottage
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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US $381/Night 7 Nights - US $2,667
House
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Exceptional
(79 Reviews)
2 Bedrooms 2 Baths 6 Guests 1500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $277/Night 7 Nights - US $1,940
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House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 8 Guests 2400.35 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
US $494/Night 7 Nights - US $3,456
House
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like-icon10.0
Exceptional
(77 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $227/Night 7 Nights - US $1,588
House
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like-icon10.0
Exceptional
(70 Reviews)
1 Bedroom 2 Baths 4 Guests 875 ft²
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    Fireplace/Heating
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    Pool
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US $252/Night 7 Nights - US $1,765
House
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like-icon10.0
Exceptional
(68 Reviews)
2 Bedrooms 2 Baths 6 Guests 1080 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
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US $227/Night 7 Nights - US $1,588

Jo Daviess County Large Vacation Homes

Villa
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Exceptional
(35 Reviews)
2 Bedrooms 2 Baths 6 Guests 1030 ft²
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    Fireplace/Heating
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    Pool
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US $202/Night 7 Nights - US $1,411
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Bed & Breakfast
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Exceptional
(2 Reviews)
9 Bedrooms 10 Baths 19 Guests 349.23 ft²
  • Spa
    Spa
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    Fireplace/Heating
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US $238/Night 7 Nights - US $1,666
Cabin
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5 Bedrooms 5 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
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US $4,448/Night 7 Nights - US $31,139
Villa
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like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 2 Baths 4 Guests 1722 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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US $218/Night 7 Nights - US $1,529
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House
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like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 7 Baths 14 Guests 3164.59 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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US $1,101/Night 7 Nights - US $7,707
Villa
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like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 6 Guests 990 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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US $205/Night 7 Nights - US $1,433
Villa
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 6 Guests 990 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $218/Night 7 Nights - US $1,529
Villa
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like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 4 Guests 1722 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $196/Night 7 Nights - US $1,372

Why Choose Rent By Owner for your Jo Daviess County Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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

summer
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
autumn
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

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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
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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

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.

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.
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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.
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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.

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.

Frequently Asked Questions About Jo Daviess County?

2. How many vacation rentals have private pools in Jo Daviess County?

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 884 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
Map-icon
like-icon10.0
Exceptional
(373 Reviews)
6 Bedrooms 5 Baths 14 Guests 3850 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $957/Night 7 Nights - US $6,697
House
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like-icon10.0
Exceptional
(373 Reviews)
4 Bedrooms 4 Baths 10 Guests 2800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $484/Night 7 Nights - US $3,390
House
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like-icon10.0
Exceptional
(340 Reviews)
3 Bedrooms 3 Baths 8 Guests 1800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $387/Night 7 Nights - US $2,711
House
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like-icon10.0
Exceptional
(311 Reviews)
4 Bedrooms 4 Baths 10 Guests 2272 ft²
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    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $574/Night 7 Nights - US $4,021
House
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like-icon10.0
Exceptional
(287 Reviews)
3 Bedrooms 3 Baths 6 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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US $247/Night 7 Nights - US $1,730
House
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like-icon10.0
Exceptional
(263 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $675/Night 7 Nights - US $4,727
House
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like-icon10.0
Exceptional
(192 Reviews)
4 Bedrooms 4 Baths 10 Guests 3945 ft²
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    Fireplace/Heating
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    Pool
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US $562/Night 7 Nights - US $3,935
New
House
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like-icon10.0
Exceptional
(188 Reviews)
3 Bedrooms 3 Baths 8 Guests 1745 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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US $263/Night 7 Nights - US $1,844