Wine Country Villas - Vacation Rentals in Jackson County
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- TV
Luxury Places to Stay in Jackson County
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Security/Safety
- Bedding/Linens
Top-Rated Vacation Rentals with a Pool in Jackson County
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- View
Pet-Friendly Vacation Rentals in Jackson County
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in Jackson County
- Parking
- Pet Friendly
- Balcony/Terrace
- Air Conditioner
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Security/Safety
Wheelchair Accessible Vacation Homes in Jackson County
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Jackson County Vacation Rentals and Airbnb Places to Stay Under $200
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Instantly Bookable Vacation Homes in Jackson County
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
About Jackson County Vacation Rentals
With more than 13 Jackson County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Winecountryvillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Jackson County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Winecountryvillas Jackson County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Jackson County. Places to stay near Jackson County are 1708.76 ft² on average, with prices averaging US $421 a night.
Winecountryvillas makes it easy and safe to find and compare vacation rentals in Jackson County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Jackson County
| Type | Count |
|---|---|
| Villas | 13 |
Use these Quick Filters to Find a Vacation Rental in Jackson County
★ Pro Tip: Winecountryvillas makes it easy to compare the best listings on Winecountryvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winecountryvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Jackson County.
Weather in Jackson County
View the weather forecast for Jackson County before booking your Jackson County Vacation Rentals to confirm your best time to go.
Top Attractions Around Jackson County, OR
Winecountryvillas offers a large selection of top attractions around Jackson County. Research things to do on your vacation before you visit Jackson County.
Other Places to Stay Near Jackson County, OR
Complexes around Jackson County, OR
Jackson County Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Jackson County?
There are a lot of options in Jackson County. If you plan on staying in the Jackson 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 Jackson County:
- The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean
- Station House Suite B
- Safari: Downtown Jacksonville
- Luxury Ashland Mountain Escape: Pool, Hot Tub
- The Cottage: One bedroom w/mini fridge & private bath.
- Luxury Villa with King Beds, Game Room, Sleeps 11
- European Style Straw Bale Retreat
- Parkside Suite: Downtown Jacksonville
- Sunny Villa with Hot Tub & Amazing Views of the Rogue Valley
- The Carriage House: One bedroom w/kitchen & full bath.
How many vacation rentals have private pools in Jackson County?
There are 50 vacation rentals with private pools near Jackson County. Top-rated homes that have access to a swimming pool include:
- The Pool House, step into a backyard oasis.
- SpringHill Suites by Marriott Medford Airport
- Best Western Horizon Inn
- Unwind on 5 gated acres in Southern Oregon Wine Country—pool, hot tub, cedar sauna & mountain views. Sleeps 14 with room to spread out. Two miles to historic Jacksonville's tasting rooms, restaurants & Britt Fest.
Which vacation homes in Jackson County are best for families?
If you are looking for a family-friendly vacation home in Jackson 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 Jackson County:
How many vacation rentals are available in Jackson County?
Currently, the total number of properties listed in 2026 is over 13 in the Jackson County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Jackson County.
