Best Vacation Homes in Jackson County
Cottage
10.0(226 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $256/Night
7 Nights - US $1,795
House
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1496.18 ft²
- Fireplace/Heating
- Parking
Air Conditioner
Internet
US $527/Night
7 Nights - US $3,689
Hotel
9.6(1010 Reviews)
1 Bath
- Fireplace/Heating
Pool- Balcony/Terrace
Breakfast
US $213/Night
7 Nights - US $1,494
House
10.0(212 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $122/Night
7 Nights - US $851
House
10.0(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
16145.86 ft²
Pet Friendly- Parking
- Air Conditioner
- Internet
US $149/Night
7 Nights - US $1,040
House
10.0(170 Reviews)
1 Bedroom
1 Bath
4 Guests
495 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $300/Night
7 Nights - US $2,097
House
10.0(128 Reviews)
2 Bedrooms
1 Bath
6 Guests
972 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $247/Night
7 Nights - US $1,732
Cottage
10.0(121 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $150/Night
7 Nights - US $1,048
Jackson County Luxury Rentals
House
7 Bedrooms
3 Baths
18 Guests
3250.7 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
US $1,924/Night
7 Nights - US $13,467
Villa
9.6(4 Reviews)
4 Bedrooms
4 Baths
12 Guests
3800 ft²
Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $1,057/Night
7 Nights - US $7,401
House
9.8(15 Reviews)
8 Bedrooms
6 Baths
24 Guests
1200.17 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,017/Night
7 Nights - US $7,117
New
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $1,004/Night
7 Nights - US $7,025
US $1,004/Night
7 Nights - US $7,025
House
10.0(4 Reviews)
1 Bedroom
3 Baths
6 Guests
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $961/Night
7 Nights - US $6,728
House
3 Bedrooms
3 Baths
8 Guests
2389.59 ft²
- Hot Tub
- Fireplace/Heating
- View
- Pet Friendly
US $943/Night
7 Nights - US $6,601
House
9.8(16 Reviews)
5 Bedrooms
3 Baths
14 Guests
4500 ft²
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
US $934/Night
7 Nights - US $6,537
Jackson County Pet Friendly Vacation Rentals
House
10.0(110 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $182/Night
7 Nights - US $1,272
House
10.0(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2281.95 ft²
Spa- Balcony/Terrace
- Pet Friendly
- Parking
US $488/Night
7 Nights - US $3,416
House
9.8(65 Reviews)
1 Bedroom
2 Baths
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $251/Night
7 Nights - US $1,756
Cottage
10.0(64 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $296/Night
7 Nights - US $2,072
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1905.21 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $240/Night
7 Nights - US $1,678
House
10.0(61 Reviews)
1 Bedroom
1 Bath
5 Guests
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $211/Night
7 Nights - US $1,480
Apartment
10.0(47 Reviews)
1 Bedroom
1 Bath
2 Guests
440 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $231/Night
7 Nights - US $1,614
Apartment
10.0(29 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $193/Night
7 Nights - US $1,350
Jackson County Large Vacation Homes
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $279/Night
7 Nights - US $1,954
House
10.0(1 Review)
5 Bedrooms
5 Baths
11 Guests
2400.35 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $505/Night
7 Nights - US $3,533
Apartment
4 units includes two cottages and two trailers with king and queen beds, kitchens, and dining areas.
5 Bedrooms
4 Baths
16 Guests
1883 ft²
- Kitchen
- Air Conditioner
Child Friendly
Security/Safety
US $1,170/Night
7 Nights - US $8,192
Villa
9.8(6 Reviews)
1 Bedroom
1 Bath
2 Guests
495 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $235/Night
7 Nights - US $1,645
Bed & Breakfast
9.9(29 Reviews)
7 Bedrooms
7 Baths
14 Guests
258.33 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- View
US $235/Night
7 Nights - US $1,645
Villa
9.6(15 Reviews)
1 Bedroom
1 Bath
2 Guests
409 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $234/Night
7 Nights - US $1,640
House
9.4(8 Reviews)
2 Bedrooms
2 Baths
12 Guests
2700 ft²
- Spa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $325/Night
7 Nights - US $2,274
Villa
1 Bedroom
1 Bath
2 Guests
797 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $209/Night
7 Nights - US $1,461
Why Choose Rent By Owner for your Jackson 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 Jackson County
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as seasonal weather and local events in Jackson County influence the best periods for enjoying the region’s natural beauty and outdoor activities.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather, making it ideal for outdoor activities and exploring the natural beauty of the area.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
Fall (September to November)
Autumn brings vibrant foliage and crisp air, attracting visitors seeking scenic views and outdoor adventures in the region.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
This quieter season offers a peaceful retreat with cooler temperatures, perfect for indoor relaxation or winter sports nearby.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
Spring (March to May)
In early spring, the area begins to bloom, providing fewer crowds and a serene environment for those seeking tranquility.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F
Weekly Weather Forecast for Jackson County
How to Book Your Jackson 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 Jackson 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 outdoor dining on a private patio or deck with scenic views of the surrounding landscape.
- Take advantage of a spacious backyard perfect for family games and relaxing afternoons.
- Relax in a hot tub or spa area to unwind after exploring the region’s natural beauty.
- Benefit from access to hiking trails, allowing you to immerse yourself in the area's lush forests and mountain scenery.
- Make the most of a fire pit for cozy evenings under the stars with friends or loved ones.
- Utilize outdoor grills to prepare memorable barbecues amidst the region’s picturesque setting.
- Spot local wildlife from outdoor viewing areas or decks, offering a closer connection to nature here in the region.
Top Attractions Around Jackson County
What attractions are nearby?
In this region, you can enjoy a variety of outdoor activities such as hiking, fishing, and exploring scenic parks just moments from your vacation rental in Jackson County, Oregon.
Family Activities
- Crater Lake National Park: Experience the breathtaking beauty of one of the clearest lakes in the world, perfect for family hikes and scenic boat tours within this iconic natural wonder.
- The Rogue River: Enjoy a family-friendly whitewater rafting trip or relaxing float along the river, offering fun-filled outdoor adventures suitable for all ages.
- Minnesota Falls Park: Explore waterfalls and lush picnic areas in a scenic setting, ideal for family outings and nature walks in this picturesque locale.
- Ashland's Oregon Shakespeare Festival: Introduce your family to engaging theatrical performances in a charming town known for its vibrant arts scene and cultural events.
Adult Activities
- Exploring Crater Lake National Park: You can experience breathtaking views and unique geological formations by visiting the nearby Crater Lake, a must-see natural wonder in this region.
- Hiking and Outdoor Adventures: The area offers numerous trails and outdoor activities that allow you to immerse yourself in the scenic beauty of the landscape around Jackson County.
- Wine Tasting Tours: Indulge in local flavor by taking wine tasting tours at the region's renowned wineries, offering a relaxing way to enjoy the area's agricultural heritage.
- Fishing and Water Sports: Spend your days fishing or engaging in water sports on the area's lakes and rivers, perfect for unwinding amidst nature’s tranquility.
Other Places to Stay in Jackson County, OR
Medford
Talent
Ashland
City Center Medford
Historic Downtown District
Jacksonville
Historic Jacksonville
Historic Railroad District
Gold Hill
Central Point
Shady Cove
Siskiyou-Hargadine Historic District
Jackson County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Outdoor Adventures: Take advantage of the region’s scenic parks and trails to explore nature and enjoy the stunning landscapes surrounding your vacation rental.
- Experience Local Culture: Immerse yourself in the area's unique heritage by visiting local events or dining at regional eateries near your accommodation.
- Choose the Right Location: Select a vacation rental in a convenient area to easily access popular attractions and outdoor activities here, maximizing your time during your stay.
- Book Early for Popular Seasons: Secure your preferred property well in advance during peak travel times to ensure availability and the best rates here in this destination.
Transportation Options
- Jackson County Transit: Offers reliable bus services that connect key parts of the region, making it easy for you to explore local attractions without a car.
- Rental Car Services: Numerous rental agencies operate here, providing convenient options for those who prefer the flexibility of driving during their stay.
- Taxi and Ride-Sharing: Taxis and ride-sharing platforms like Uber and Lyft are readily available, offering straightforward transportation solutions within the area.
- Biking and Pedestrian Paths: The region boasts well-maintained biking trails and pedestrian-friendly streets, perfect for exploring scenic spots at your own pace.
Local Customs Options
- Native American Heritage: Respect for the area's indigenous traditions is evident in local ceremonies and cultural events you might encounter here.
- Coffeehouse Culture: The region boasts a vibrant coffee scene, where gathering over locally brewed coffee is a cherished social custom.
- Farm-to-Table Dining: Embracing sustainable practices, many eateries focus on serving fresh, locally sourced ingredients as part of their dining customs.
- Outdoor Hospitality Etiquette: Visitors are encouraged to be environmentally conscious and respectful of nature when exploring the scenic landscapes that define this destination.
Jackson County Vacation Rental Frequently Asked Questions
1. 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 Ashland Cottage, walk to town
- Charleen's Cottage~Couple Perfect!Great Location! A Gem!
- Hanna`s House | Downtown Retreat, Steps to OSF
- Beautiful Luxury Cottage. Walk To It All!
- Tranquil setting surrounded by panoramic mountain views, grazing horses
- The Perfect Vacation Cottage
- The Red Dragon House
- Stacy's 2nd St Cottage. Steps to downtown.
- Sunshine Studio - Private apt and yard (eco, solar)
- Beautiful little place. Walk to town and theaters!
2. How many vacation rentals have private pools in Jackson County?
There are 49 vacation rentals with private pools near Jackson County. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Jackson County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1376 in the Jackson 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 Jackson County.
5. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary by property, so it's important to review the specific listing details and contact the owner directly to understand the terms and any applicable fees.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning, service charges, or security deposits are often specified in the listing. Be sure to read the property's description carefully or reach out to the host for clarification.
7. How do I confirm the availability of a vacation rental in this destination?
Availability is managed through the listing platform, so you can check real-time availability on the property page and contact the owner if needed to confirm your reservation.
8. What amenities are typically included with vacation rentals in this area?
Most properties offer amenities like Wi-Fi, parking, linens, and kitchen essentials. For specific amenities, review the details listed for each property or contact the host directly.
9. Is there a minimum stay requirement for booking here?
Minimum stay requirements differ among listings, so it’s best to verify this information on the property page or discuss it directly with the owner before booking.
Jackson County Top Rated Vacation Rentals
House
10.0(37 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $338/Night
7 Nights - US $2,363
House
10.0(34 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $422/Night
7 Nights - US $2,953
House
10.0(31 Reviews)
3 Bedrooms
4 Baths
10 Guests
3036 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $773/Night
7 Nights - US $5,414
Apartment
10.0(26 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
US $200/Night
7 Nights - US $1,403
House
10.0(17 Reviews)
4 Bedrooms
3 Baths
8 Guests
3003 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $545/Night
7 Nights - US $3,817
House
10.0(16 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $753/Night
7 Nights - US $5,272
House
10.0(12 Reviews)
4 Bedrooms
4 Baths
12 Guests
3036 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $801/Night
7 Nights - US $5,605
House
10.0(9 Reviews)
2 Bedrooms
2 Baths
7 Guests
1500 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $223/Night
7 Nights - US $1,563
