Compare Vacation Rentals & Airbnb in Jacksonville, OR

34 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Jacksonville, OR vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

34 Rentals and Airbnb in Jacksonville, OR

Best family friendly Jacksonville, OR vacation rentals

Among the 34 accommodations in Jacksonville, OR, here are the 4 best family friendly rentals

Wine Country Guesthouse  Hot Tub  Near Jacksonville - Jacksonville, OR
10 11 reviews
Jacksonville, OR
11/08 – 23/08
$300/nighttotal: $3600 (12 )

Wine Country Guesthouse Hot Tub Near Jacksonville

2 3
apartment , Central Point
This Central Point apartment, a two-bedroom property sleeping five, is situated 3.1km from Caprice Vineyards and within 9.7km of other attractions including Kharmic Creations and Lillie Belle Farms.
The self-catering flat offers a fully equipped kitchen, private patio, free Wi-Fi, on-site fitness centre, jacuzzi, and parking, perfect for exploring the local vineyards and other nearby attractions.
Spacious Custom Retreat With A Pool! - Jacksonville, OR
9.0 33 reviews
Jacksonville, OR
24/07 – 27/07
$837/nighttotal: $2511 (3 )

Spacious Custom Retreat With A Pool!

5 8
apartment , Central Point
This holiday home is situated on a river in Central Point, just 3 kilometres from Crater Rock Museum, The Expo, and Bi-Mart Amphitheater, offering a peaceful retreat close to attractions. The property has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 4-bedroom property comfortably accommodates up to 10 guests, providing ample space for families or groups. Guests can enjoy a private pool and spa, a fenced yard, a barbecue area, and a fully equipped kitchen with modern appliances, ensuring a relaxing and enjoyable stay.
1930s Queen Anne Historic Downtown Retreat - Jacksonville, OR
9.9 197 reviews
Jacksonville, OR
24/07 – 27/07
$714/nighttotal: $2142 (3 )

1930s Queen Anne Historic Downtown Retreat

4 8
house , Medford
This four-bedroom house is situated in the heart of Medford, just 19 kilometres from the Oregon Shakespeare Festival and 21 kilometres from the Oregon Cabaret Theatre.
The property offers a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking, as well as a patio and a spa, making it an ideal base for exploring Medford and its surrounding areas.
Luxurious Station House Suite B - Jacksonville, OR
10 2 reviews
Jacksonville, OR
11/08 – 23/08
$855/nighttotal: $10260 (12 )

Luxurious Station House Suite B

2 3
house , Jacksonville
Station House Suite B, a Jacksonville, Oregon property, is situated 12 kilometres from Rogue Valley International-Medford Airport and 29 kilometres from Ashland, offering easy access to the Oregon Shakespeare Festival and Lithia Park.
This two-bedroom, two-bathroom apartment boasts 116 square metres of space, accommodating up to seven guests and including amenities such as Wi-Fi, parking, a terrace, and in-unit laundry facilities.

Best pet friendly Jacksonville, OR vacation rentals

Among the 34 accommodations in Jacksonville, OR, here are the 4 best pet friendly rentals

Cottage 9  Downtown Jacksonville Retreat Steps From Shops & Britt Gardens - Jacksonville, OR
Jacksonville, OR
11/08 – 23/08
$364/nighttotal: $4368 (12 )

Cottage 9 Downtown Jacksonville Retreat Steps From Shops & Britt Gardens

1 3
apartment , Jacksonville
This one-bedroom flat is located in the Jacksonville Historic District, one block from the town centre, offering convenient walking access to GoodBean Coffee, Britt Gardens, shops, and restaurants, as well as cultural sites like Britt Pavilion and Art Presence Art Center.
This 46 square metre apartment accommodates two guests and features a gas fireplace, flat-screen TV, refrigerator, and microwave, with nearby access to cycling and hiking trails, Quady North, Caprice Vineyards, The RRRink, and Lithia & Driveway Fields.
Walk To Rogue X: Medford Family Home W/ Large Yard - Jacksonville, OR
Jacksonville, OR
11/08 – 23/08
$264/nighttotal: $3168 (12 )

Walk To Rogue X: Medford Family Home W/ Large Yard

1 3
cottage , Medford
This cottage in Medford is conveniently situated within 5 kilometres of Rogue Karting, the Blackbird Statue, Medford Railroad Park, Rogue Valley Mall, and Alba Park.
This pet-friendly and family-friendly accommodation offers a full kitchen with a microwave and dishwasher, air conditioning, free WiFi in public areas, free parking, and barbecue grills, with a cosy fireplace for your comfort.
Adorable Home Prime Location! - Jacksonville, OR
9.8 18 reviews
Jacksonville, OR
11/08 – 23/08
$240/nighttotal: $2880 (12 )

Adorable Home Prime Location!

2 3
apartment , Medford
This centrally located flat in Medford offers easy access to local attractions, with significant landmarks and public transport within 500 meters.
This 2-bedroom, 1-bathroom dwelling comfortably accommodates up to 4 guests, featuring air conditioning, internet, and parking, making it an ideal base for exploring Medford.
Cute 3 King With 85" 4k Tv, Near Huge Park Pool - Jacksonville, OR
9.5 202 reviews
Jacksonville, OR
24/07 – 27/07
$626/nighttotal: $1878 (3 )

Cute 3 King With 85" 4k Tv, Near Huge Park Pool

3 8
apartment , Medford
This three-bedroom apartment is located in a peaceful, older neighbourhood in Medford, just two kilometres from Fichner-Mainwaring Park and eight kilometres from US Cellular Field. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
The property comfortably accommodates eight guests in its three bedrooms, each featuring a king-size bed with memory foam mattresses. Guests can enjoy a refreshing dip in the large above-ground pool, relax in the spacious living room with its 85-inch TV, and benefit from the fully equipped kitchen, washer and dryer, and stocked pantry.

Frequently Asked Questions about vacation rentals in Jacksonville, OR

  • What essentials should you bring along for a trip to Jacksonville, Oregon?

    Pack comfortable walking shoes, as much of Jacksonville is best explored on foot. Layers are essential, as the weather can change quickly, especially in the mountains. Sunscreen, a hat, and sunglasses are vital, even on cloudy days. Don't forget a reusable water bottle, as staying hydrated is important, especially during outdoor activities.
  • What are the best Airbnb and vacation rentals in Jacksonville, OR?

    Beautiful Luxury Cottage - Walk To It All, Historic Bf Dowell House and Historical Reames Carriage House are the most popular Airbnb and vacation rentals in Jacksonville, OR among travelers.

  • What famous events or festivals are happening in Jacksonville, Oregon?

    The Britt Music & Arts Festival is Jacksonville's most famous event, attracting renowned musicians and artists. It's a significant summer attraction. Other smaller local events and festivals may occur throughout the year; checking local event listings closer to your travel dates is recommended.
  • What are the most popular Airbnbs in Jacksonville, OR?

    Among the Airbnbs in Jacksonville, OR, Historic Bf Dowell House, Historical Reames Carriage House and Jacksonville Creekside Inn are the most popular ones.

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Jacksonville, Oregon?

    A daily budget of approximately $150-$300 per person should cover accommodation (ranging from budget-friendly motels to upscale hotels), meals at local restaurants, transportation (rental car or ride-sharing), and entry fees for attractions. This is just an estimate, and actual costs will vary depending on your choices.
  • What are the best vacation rentals with a pool in Jacksonville, OR?

    The best vacation rental with a pool in Jacksonville, OR is The Melissa C - Taylor Cottage.

  • Where can you find the best restaurants serving local dishes in Jacksonville, Oregon, and what are the must-try specialties?

    Jacksonville has a number of excellent restaurants. The Roxy Ann Winery offers Oregon wines paired with delicious food. For more casual dining, try the local cafes and pubs around the town square. Oregon's diverse agricultural landscape means you'll find fresh, seasonal ingredients incorporated into many dishes. Look for local specialties featuring Oregon Pinot Noir or Rogue River seafood.
  • What are the best rentals for families and kids in Jacksonville, OR?

    The best rentals for families and kids in Jacksonville, OR are Beautiful Luxury Cottage - Walk To It All, Jacksonville Creekside Inn and Chamomile Cottage.

  • What are some less-famous attractions in Jacksonville, Oregon that are worth the visit?

    Explore the Jacksonville Cemetery; its Victorian-era headstones offer a glimpse into the town's history. Take a hike or bike ride on the trails surrounding Jacksonville. Visit the smaller art galleries and antique shops tucked away on side streets. These hidden gems offer a more intimate experience of Jacksonville's character.
  • What are the best rentals or Airbnbs with a jacuzzi in Jacksonville, OR?

    The best vacation rentals or Airbnb with a jacuzzi in Jacksonville, OR are Jacksonville Creekside Inn, The Melissa C - Taylor Cottage and Peaceful Studio 1 Mile Outside Jacksonville.

  • What are the best activities for engaging with locals and understanding their culture in Jacksonville, Oregon?

    Strolling through downtown Jacksonville and chatting with shopkeepers or baristas is a great way to interact with locals. Attending local events or festivals provides opportunities to meet people and experience the community spirit. Visiting the Jacksonville Museum can offer insights into the town's history and culture.
  • What unique natural landscapes and terrain features can travelers explore in and around Jacksonville, Oregon?

    The proximity to the Rogue River offers opportunities for water activities like kayaking and rafting. The Siskiyou Mountains provide diverse hiking trails with varying difficulty levels, showcasing the region's unique flora and fauna. The landscape is characterized by rolling hills, forested areas, and stunning mountain views.
  • How many days are ideal for visiting Jacksonville, Oregon, and what are some itinerary suggestions?

    Two to three days allow for a relaxed exploration of Jacksonville and its surroundings. Day one could focus on exploring downtown, visiting the museum, and enjoying a meal. Day two could involve outdoor activities like hiking or a river trip. A third day could be spent exploring nearby towns or revisiting favorite spots.
  • How is the weather in Jacksonville, Oregon in high season?

    Jacksonville's high season is summer (June-August), with warm, sunny days and pleasant evenings. However, be prepared for occasional afternoon thunderstorms, especially in the mountains. Temperatures typically range from 20°C to 30°C (68°F to 86°F).

Nearby regions

Best Jacksonville, OR vacation rentals with a pool

Among the 34 accommodations in Jacksonville, OR, here are the 1 best rentals with a pool

Medford Home And 2 Condos With Pool - Jacksonville, OR
Jacksonville, OR
24/07 – 27/07
$1588/nighttotal: $4764 (3 )

Medford Home And 2 Condos With Pool

6 8
house , Medford
This house is located in Medford, 20km from downtown attractions like the Oregon Shakespeare Festival and Lithia Park. It is a great base for exploring the region, with easy access to the airport and local amenities.
This spacious property offers 6 bedrooms and 4 bathrooms, accommodating up to 24 guests. Enjoy a private pool, air conditioning, a fully equipped kitchen, and a choice of living areas to relax and entertain.

Best Jacksonville, OR vacation rentals with parking

Lovely Central Point Home W/ev Charger - Jacksonville, OR
9.9 190 reviews
Jacksonville, OR
11/08 – 23/08
$292/nighttotal: $3504 (12 )

Lovely Central Point Home W/ev Charger

1 3
apartment , Central Point
This self-contained apartment is located in a peaceful neighbourhood in Central Point, just a short distance from Interstate 5 and the Rogue Valley Airport, making it convenient for exploring the area. It has received excellent reviews for its cleanliness, location and overall experience.
The apartment is laid out over one floor and can accommodate up to six guests. It has a fully equipped kitchen, comfortable bedrooms with charging stations and a private outdoor space with a covered patio and gas grill, perfect for relaxing after a day of exploring the local attractions.
Beautiful & Comfortable Home In Central Point - Jacksonville, OR
9.4 3 reviews
Jacksonville, OR
11/08 – 23/08
$369/nighttotal: $4428 (12 )

Beautiful & Comfortable Home In Central Point

3 3
apartment , Central Point
This Central Point holiday home is situated within 2 kilometres of the Crater Rock Museum, Rogue Creamery, and Lillie Belle Farms, with the Central Point Library and The Expo also nearby.
The three-bedroom, two-bathroom property sleeps six guests and features a fully equipped kitchen, fireplace, free Wi-Fi, and a Smart TV, offering convenient access to local attractions.
Southern Comfort - Hot Tub - Modern - Relaxing - Jacksonville, OR
10 2 reviews
Jacksonville, OR
11/08 – 23/08
$514/nighttotal: $6168 (12 )

Southern Comfort - Hot Tub - Modern - Relaxing

2 3
apartment , Central Point
This apartment in Central Point is situated 29 kilometres from the Oregon Shakespeare Festival, Lithia Park, and Oregon Cabaret Theatre, and is 9.9 kilometres from Rogue Valley International-Medford Airport.
This family-friendly dwelling offers 60 square metres of space with two bedrooms, one bathroom, and capacity for nine guests, featuring air conditioning, a kitchen with a fridge and microwave, a Jacuzzi, garden, spa, and free private parking.
Stay In The Heart Of Historic Jacksonville At Selah House. Walk To Britt Festival, Restaurants, Wine Tasting, Shops, And Downtown In Minutes. Features Luxury Saatva Mattresses, A Spa-like Primary Suite, Garage Parking, And A Covered Balcony. - Jacksonville, OR
9.8 8 reviews
Jacksonville, OR
11/08 – 23/08
$574/nighttotal: $6888 (12 )

Stay In The Heart Of Historic Jacksonville At Selah House. Walk To Britt Festival, Restaurants, Wine Tasting, Shops, And Downtown In Minutes. Features Luxury Saatva Mattresses, A Spa-like Primary Suite, Garage Parking, And A Covered Balcony.

3 3
apartment , Jacksonville
This Jacksonville condo is conveniently located near the Art Presence Art Centre, Quady North, and Kharmic Creations, all within an 800-metre walk, with Jacksonville Cemetery and Beekman House also within 1.6 kilometres.
This three-bedroom, two-bathroom apartment sleeps five, boasting a fully equipped kitchen, in-unit laundry, a private balcony, and a smart TV; nearby attractions include the Art Presence Art Centre and Quady North.
©2026 cozycozy.com