Vacation rentals in Jacksonville, OR

34 available vacation rental offers

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

Best Vacation rentals and Airbnb offers 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

Wisteria Cottage - Jacksonville, OR
9.9 183 reviews
Jacksonville, OR
08/11 – 08/23
$255/nighttotal: $3060 (12 )

Wisteria Cottage

1 3
apartment , Jacksonville
This charming cottage is located just blocks from downtown Jacksonville, close to a local coffee shop and grocery store. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The two-bedroom cottage comfortably accommodates up to six guests and features an open floor plan with a dining table for six, a living room with cable TV and Netflix, and a fully equipped kitchen with a Keurig coffee maker. Guests can enjoy outdoor amenities like a picnic table, fire pit, BBQ grill, and cozy seating, as well as laundry facilities and parking for up to three cars.
Hot Tub!  Near Rogue X, 3 King Beds 82" 4k Tv Park - Jacksonville, OR
9.6 249 reviews
Jacksonville, OR
07/24 – 07/27
$467/nighttotal: $1401 (3 )

Hot Tub! Near Rogue X, 3 King Beds 82" 4k Tv Park

1 8
apartment , Medford
This Medford accommodation is situated in a family-oriented neighborhood, adjacent to a large grassy common area for recreational activities. It has excellent user and location ratings, and a very good cleanliness rating.
The accommodation has 3 bedrooms, 2 bathrooms, and can accommodate up to 10 guests. It features a spacious common area, modern amenities, comfortable beds, and pet-friendliness (with a nightly fee). Guests also have access to a pantry stocked with condiments and pantry items left by previous guests, and a garage for parking if needed.
"Enchantment"  Jacksonville, Oregon - Jacksonville, OR
10 36 reviews
Jacksonville, OR
07/24 – 07/27
$562/nighttotal: $1686 (3 )

"Enchantment" Jacksonville, Oregon

4 8
apartment , Medford
This Medford vacation home, situated 12 miles north of Ashland and 7 miles south of Jacksonville, offers a secluded setting on 19 acres of forestland near the Blackbird Statue and Medford Carnegie Library.
The 2,700-square-foot rental boasts four bedrooms, two bathrooms, sleeps eight, and includes a Jacuzzi, terrace, garden, and parking, plus access to WiFi, Netflix, and Hulu.
Seven Oaks Farmhouse - Jacksonville, OR
10 6 reviews
Jacksonville, OR
08/11 – 08/23
$165/nighttotal: $1980 (12 )

Seven Oaks Farmhouse

1 3
apartment , Central Point
This Central Point, Oregon farmhouse offers a tranquil 8-acre setting minutes from town, providing easy access to Southern Oregon's wineries, including Rellik Winery and Hummingbird Estates, a 10-minute drive away.
The two-bedroom, one-bathroom house sleeps four, features a modern kitchen with dishwasher and microwave, air conditioning, and a large deck overlooking the property, perfect for enjoying the scenic mountain views and observing nearby horses.

Best pet friendly Jacksonville, OR vacation rentals

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

Immaculate And Private 2-bedroom House, Close To Everything, Pet Friendly - Jacksonville, OR
10 1 review
Jacksonville, OR
08/11 – 08/23
$221/nighttotal: $2652 (12 )

Immaculate And Private 2-bedroom House, Close To Everything, Pet Friendly

2 3
apartment , Central Point
This two-bedroom, one-bathroom vacation rental in Central Point, Oregon is conveniently located near Rogue River (12-minute drive), Medford Railroad Park (11 minutes), and Rogue Valley Family Fun Center (8 minutes).
The house offers Wi-Fi, air conditioning, a dryer, essential bathroom supplies, a bidet, and sleeps up to four guests, making it ideal for families or small groups visiting local attractions like the Blackbird Statue and Medford Carnegie Library.
The Valley House (Tesla Charger) - Jacksonville, OR
10 21 reviews
Jacksonville, OR
08/11 – 08/23
$257/nighttotal: $3084 (12 )

The Valley House (Tesla Charger)

1 3
apartment , Central Point
This 3-bedroom, 2-bathroom apartment in Central Point, Rogue Valley, offers mountain views of Roxanne Peak and Mt. McLoughlin and is situated directly across from a new city park.
This pet-friendly residence accommodates up to 6 guests and features a full kitchen, air conditioning, internet, an EV charger, and is conveniently located near a park.
Spacious 4-bedroom House Near The Center Of Medfordac And Hot Tub - Jacksonville, OR
Jacksonville, OR
07/24 – 07/27
$432/nighttotal: $1296 (3 )

Spacious 4-bedroom House Near The Center Of Medfordac And Hot Tub

4 8
apartment , Medford
This 4-bedroom Medford house is located in the city, offering proximity to Stewart Meadows Golf Course and the Children's Museum, with the Rogue Valley Growers and Crafters Market and Rogue Valley Mall also nearby.
This spacious rental accommodates up to 11 guests and includes amenities such as air conditioning and internet, with pets allowed, and is conveniently situated for recreation and shopping.
Wyatt Airport Landing - Jacksonville, OR
9.0 4 reviews
Jacksonville, OR
07/24 – 07/27
$322/nighttotal: $966 (3 )

Wyatt Airport Landing

1 8
apartment , Medford
This 3-bedroom, 2-bathroom apartment for 8 guests is centrally located between Medford and Central Point, offering convenient access within 1 mile of the airport and a short walk to Trader Joe's. This pet-friendly rental features air conditioning, a kitchen with a fridge and microwave, and excellent user, location, and cleanliness ratings, making it an ideal base for families and groups visiting the Medford area.

Frequently Asked Questions about vacation rentals in Jacksonville, OR

  • What are the must-see sights in Jacksonville, Oregon?

    Jacksonville boasts a rich history reflected in its architecture. The Britt Music & Arts Festival grounds are beautiful, even outside of festival season. Walking along the historic downtown, admiring the well-preserved Victorian buildings, is a must. The Jacksonville Museum showcases local art and history, offering a glimpse into the town's past. For a taste of the outdoors, the nearby Applegate Valley offers stunning scenery.
  • 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.

  • Are there unique natural phenomena in Jacksonville, Oregon?

    While Jacksonville itself doesn't have unique geological formations like geysers or massive waterfalls, its location within the Applegate Valley provides access to remarkable natural beauty. The nearby mountains offer hiking trails with scenic overlooks and abundant wildlife viewing opportunities. The valley's fertile land contributes to the region's thriving agricultural scene, a natural phenomenon in itself.
  • 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 essentials should you bring along for a trip to Jacksonville, Oregon?

    Pack comfortable walking shoes, as exploring Jacksonville's historic downtown and nearby trails requires plenty of walking. Layers are essential, as the weather in southern Oregon can change quickly. Don't forget sunscreen, a hat, and sunglasses, even on cloudy days. Depending on your activities, rain gear might also be a good idea.
  • 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.

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

    The Britt Music & Arts Festival is Jacksonville's most famous event, attracting thousands of visitors each summer. It features a diverse lineup of musical acts and art exhibitions. Other smaller, local events happen throughout the year; checking the local event calendar closer to your travel dates is recommended.
  • 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 is the average daily budget you should plan for (accommodation, food, transportation, activities) in Jacksonville, Oregon?

    A daily budget of $150-$300 per person should cover most expenses. This estimate includes accommodation at a mid-range hotel or vacation rental, meals at local restaurants, some activities, and transportation costs. Budget travelers could easily spend less, while those seeking luxury accommodations and experiences could spend significantly more.
  • 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.

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

    Several restaurants in Jacksonville highlight local ingredients. The Roxy Ann Winery and Restaurant offers stunning views along with its menu. Try the local wines paired with their dishes featuring seasonal produce from the Applegate Valley. Other restaurants offer variations of Southern Oregon cuisine, focusing on fresh, regional ingredients.
  • What are the best activities for engaging with locals and understanding their culture in Jacksonville, Oregon?

    Strolling through the downtown area and chatting with shop owners is a great way to interact with locals. Attending a local event or festival 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 Applegate Valley itself is a unique landscape, characterized by rolling hills, orchards, and vineyards. Nearby mountains offer opportunities for hiking and exploring diverse terrain, from forested areas to rocky peaks. The Rogue River is also relatively close and offers opportunities for water activities.
  • How many days are ideal for visiting Jacksonville, Oregon, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Jacksonville and its surroundings. A possible itinerary could include exploring the historic downtown on day one, visiting the Jacksonville Museum and Britt Festival grounds, and then spending day two or three exploring the Applegate Valley or nearby Ashland.
  • How is the weather in Jacksonville, Oregon in high season?

    Jacksonville's high season (summer) typically brings warm, sunny days and cool evenings. Temperatures usually range from the low 70s to the low 80s Fahrenheit during the day, but it's always advisable to check the forecast before your trip as weather can be unpredictable.

Nearby regions

Best Jacksonville, OR vacation rentals with a pool

Among the 34 accommodations in Jacksonville, OR, here are the 4 best rentals with a pool

Spacious Custom Retreat With A Pool! - Jacksonville, OR
9.0 33 reviews
Jacksonville, OR
07/24 – 07/27
$595/nighttotal: $1785 (3 )

Spacious Custom Retreat With A Pool!

4 8
apartment , Central Point
This Central Point vacation home is located on a river, just a short drive from Crater Rock Museum, The Expo, and Bi-Mart Amphitheater. Guests rave about the excellent location, cleanliness, and overall experience.
This 4-bedroom, 2-bathroom home comfortably accommodates up to 10 guests. Amenities include a private pool, spa, fenced yard, BBQ grill, and a fully equipped kitchen with a refrigerator, oven, microwave, and dishwasher.
Medford Home And 2 Condos With Pool - Jacksonville, OR
Jacksonville, OR
07/24 – 07/27
$1136/nighttotal: $3408 (3 )

Medford Home And 2 Condos With Pool

6 8
house , Medford
This 6-bedroom home is located just a short 5 km drive from the Rogue Valley International-Medford Airport and is about 20 km from popular attractions like the Oregon Shakespeare Festival and Lithia Park. The house is situated in Medford, a city known for its vibrant arts scene and proximity to stunning natural landscapes.
The 3000 square foot house comfortably accommodates up to 24 guests. The home features a private pool, a jacuzzi, a fully equipped kitchen, and air conditioning for your comfort.
Medford Home And 2 Condos With Pool - Jacksonville, OR
10 4 reviews
Jacksonville, OR
07/24 – 07/27
$1143/nighttotal: $3429 (3 )

Medford Home And 2 Condos With Pool

7 8
apartment , Medford
This Medford apartment is located in a peaceful neighborhood, a 13-minute walk from Bear Creek Park and a 4-minute drive from Rogue Valley Country Club. It offers a spacious layout of 6 bedrooms and 5 bathrooms, accommodating up to 20 guests comfortably.
The apartment features a private outdoor oasis with a sparkling pool, soothing hot tub, and fenced yard. It also boasts modern amenities such as free Wi-Fi, air conditioning, and a fully equipped kitchen. Family-friendly amenities like children's dishes, games, and books are provided.
Farm Cottage 1/2 Mile Outside Jacksonville - Jacksonville, OR
9.8 185 reviews
Jacksonville, OR
08/11 – 08/23
$102/nighttotal: $1224 (12 )

Farm Cottage 1/2 Mile Outside Jacksonville

1 3
apartment , Jacksonville
This cottage is located in the Rogue Valley wine country, just a half-mile from historic Jacksonville and the Britt Festival, with a local winery next door. Guests have consistently rated the cottage excellent for its location, cleanliness, and overall experience.
The cottage offers a king bed in the upstairs bedroom and a twin-sized daybed downstairs, comfortably accommodating up to three guests. Guests enjoy a private fenced yard with a front porch and BBQ grill, access to a shared pool during the summer months, and the opportunity to meet the farm animals with advance notice.

Best Jacksonville, OR vacation rentals with parking

Walk To Rogue X: Medford Family Home W/ Large Yard - Jacksonville, OR
Jacksonville, OR
08/11 – 08/23
$182/nighttotal: $2184 (12 )

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

3 3
house , Medford
This Medford vacation home offers convenient district access, situated approximately 15 miles from Lithia Park, the Oregon Shakespeare Festival, and Ashland Library, with Rogue Valley International-Medford Airport just 3.7 miles (19,536 feet) away.
This 1500 square foot residence accommodates up to 11 guests with 3 bedrooms, a fully equipped kitchen featuring a dishwasher and oven, air conditioning, complimentary WiFi, and a private yard with a fireplace.
Beautiful & Comfortable Home In Central Point - Jacksonville, OR
9.4 3 reviews
Jacksonville, OR
08/11 – 08/23
$264/nighttotal: $3168 (12 )

Beautiful & Comfortable Home In Central Point

3 3
apartment , Central Point
This Central Point vacation home is conveniently located within 1.2 miles of Crater Rock Museum, Rogue Creamery, and Lillie Belle Farms, with Central Point Library and The Expo also nearby.
This three-bedroom, two-bathroom house sleeps six and features a fully equipped kitchen with fridge, microwave, and dishwasher, free Wi-Fi, a smart TV, a fireplace, and air conditioning; parking is available.
🌟 🥂 Medford’s Best 📣 🌟  💕Clean, Modern, Private💕 - Jacksonville, OR
9.9 484 reviews
Jacksonville, OR
07/24 – 07/27
$301/nighttotal: $903 (3 )

🌟 🥂 Medford’s Best 📣 🌟 💕Clean, Modern, Private💕

1 8
apartment , Medford
This apartment in Medford has an excellent location and user rating. It is family-friendly and offers 2 bathrooms and a guest capacity of 9.
The apartment features a kitchen with a fridge, freezer, microwave oven, and dishwasher. It also has air conditioning, a Jacuzzi, a garden, a fitness center, and parking.
La Bella Vista. Close To Downtown & Shopping, Public Transportation. - Jacksonville, OR
10 8 reviews
Jacksonville, OR
08/11 – 08/23
$177/nighttotal: $2124 (12 )

La Bella Vista. Close To Downtown & Shopping, Public Transportation.

3 3
apartment , Medford
This 3-bedroom, 1-bathroom vacation home in Medford is just a short walk from popular attractions like Blackbird Statue and Fichtner-Mainwaring Park. It has received excellent user ratings.
The home can accommodate up to 8 guests and features a private garden with barbecue grills, a cozy fireplace, a fully equipped kitchen, a washing machine, a smart TV, a spacious dining area, a refrigerator, and a patio.
©2026 cozycozy.com