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

Medfords Best   Clean, Modern, Private - Jacksonville, OR
10 2 reviews
Jacksonville, OR
07/24 – 07/27
$380/nighttotal: $1140 (3 )

Medfords Best Clean, Modern, Private

3 8
apartment , Medford
This apartment is located in Northeast Medford, just minutes from the airport, shopping, and local hospitals, offering a convenient and safe location for travelers. The three-bedroom, four-bathroom apartment spans 1230 square feet and can comfortably accommodate up to nine guests, making it a great choice for families or groups.
The apartment features modern amenities like high-speed internet and a fully equipped kitchen, while the spacious backyard provides a relaxing outdoor space with a gazebo, patio furniture, and a playground. Guests can also enjoy access to a swimming pool and parking, making this apartment a perfect choice for exploring the attractions of Medford and its surrounding areas.
Charming Rogue Valley Home In Central Point! - Jacksonville, OR
9.8 16 reviews
Jacksonville, OR
07/24 – 07/27
$311/nighttotal: $933 (3 )

Charming Rogue Valley Home In Central Point!

3 8
apartment , Central Point
This Central Point vacation home is conveniently located within two miles of the Central Point Library, Lillie Belle Farms, and Rogue Creamery, and within three miles of the Rogue Valley Family Fun Center and The Expo.
This 1,320-square-foot house sleeps eight guests and features four bedrooms, two bathrooms, a fully equipped kitchen with a refrigerator, microwave, and dishwasher, plus internet access, parking, and a family-friendly environment.
Beekman Bliss - Jacksonville, OR
8.0 4 reviews
Jacksonville, OR
07/24 – 07/27
$449/nighttotal: $1347 (3 )

Beekman Bliss

1 8
apartment , Medford
This pet-friendly apartment in Medford offers a peaceful retreat at the end of a quiet cul-de-sac in the scenic Rogue Valley, conveniently located minutes from various towns.
This 4-bedroom, 2-bathroom residence accommodates up to 11 guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a Jacuzzi, parking, and a back deck.
Walk To Rogue X: Medford Family Home W/ Large Yard - Jacksonville, OR
Jacksonville, OR
08/11 – 08/23
$189/nighttotal: $2268 (12 )

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

1 3
cottage , Medford
This cottage in Medford is located within 3 miles of Rogue Karting, the Blackbird Statue, Medford Railroad Park, Rogue Valley Mall, and Alba Park.
This pet-friendly, family-friendly rental offers air conditioning, a full kitchen with a microwave and dishwasher, free WiFi in public areas, and complimentary self-parking, with a cozy fireplace for added comfort.

Best pet friendly Jacksonville, OR vacation rentals

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

Cute 3 King With 85" 4k Tv, Near Huge Park Pool - Jacksonville, OR
9.5 202 reviews
Jacksonville, OR
07/24 – 07/27
$448/nighttotal: $1344 (3 )

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

3 8
apartment , Medford
This 3-bedroom apartment is located in a quiet older neighborhood in Medford, just two blocks from Fichner Mainwairing Park and a short drive to US Cellular Field. The apartment has received excellent user, location, and cleanliness ratings.
The apartment comfortably accommodates 8 guests and features a spacious living room with a large TV, a fully equipped kitchen, and a private yard with a large above-ground pool. Amenities include a washer and dryer, air conditioning, and parking, making it a convenient and comfortable option for your stay in Medford.
Britt Festival Flatt - Jacksonville, OR
10 8 reviews
Jacksonville, OR
08/11 – 08/23
$125/nighttotal: $1500 (12 )

Britt Festival Flatt

1 3
apartment , Medford
This studio apartment in Southwest Medford offers convenient access to city amenities and is a 5-8 minute drive from historic downtown Jacksonville.
This pet-friendly studio sleeps up to 4 guests and features internet, air conditioning, and a kitchen with a fridge and microwave, perfect for exploring the Bear Creek Greenway trails and nearby wineries.
Hot Tub 3 Kings Beautiful Close To Freeway - Jacksonville, OR
9.6 415 reviews
Jacksonville, OR
07/24 – 07/27
$479/nighttotal: $1437 (3 )

Hot Tub 3 Kings Beautiful Close To Freeway

1 8
apartment , Medford
This Medford apartment is conveniently located near South Medford High School, within a 5-8 minute drive of US Cellular Field and Downtown Medford. It has excellent user, location, and cleanliness ratings.
The apartment has 3 bedrooms, 2 bathrooms, and can accommodate up to 12 guests. It features a fully stocked kitchen, in-unit laundry, two-car garage parking, and a private fenced backyard with a hot tub. Pets are welcome with a $20 nightly fee.
Designer Home W/ Chef’s Kitchen - Jacksonville, OR
10 146 reviews
Jacksonville, OR
08/11 – 08/23
$335/nighttotal: $4020 (12 )

Designer Home W/ Chef’s Kitchen

1 3
apartment , Medford
This Medford house is located in a peaceful area near Jacksonville, just under 10 minutes from the historic downtown and The Britt Festival.
The 3-bedroom, 2-bathroom home comfortably sleeps 7 guests and features a spacious kitchen, a dining room, a living room, a dedicated workspace in the den, a fully fenced backyard, and a private driveway with ample parking.

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

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.
Spacious Custom Retreat With A Pool! - Jacksonville, OR
9.0 33 reviews
Jacksonville, OR
07/24 – 07/27
$599/nighttotal: $1797 (3 )

Spacious Custom Retreat With A Pool!

5 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.

Best Jacksonville, OR vacation rentals with parking

Charming 1br Cottage  Walk To Britt Gardens - Jacksonville, OR
9.0 7 reviews
Jacksonville, OR
08/11 – 08/23
$411/nighttotal: $4932 (12 )

Charming 1br Cottage Walk To Britt Gardens

1 3
cottage , Jacksonville
This Jacksonville cottage is conveniently located near the Kharmic Creations and Children's Museum, Rogue Valley Mall, and the Rogue Valley Growers and Crafters Market, offering easy access to local attractions.
This one-bedroom, one-bathroom cottage sleeps two guests and features a king-size bed, a full bathroom with a tub/shower combination, WiFi, heating, and air conditioning.
Whether You're Here To Explore The Rogue River, Crater Lake, Or The Britt Festival, This Location Is The Perfect Home Base For Your Southern Oregon Experience! - Jacksonville, OR
10 1 review
Jacksonville, OR
07/24 – 07/27
$507/nighttotal: $1521 (3 )

Whether You're Here To Explore The Rogue River, Crater Lake, Or The Britt Festival, This Location Is The Perfect Home Base For Your Southern Oregon Experience!

3 8
apartment , Central Point
This Central Point vacation home is conveniently located a 6-minute walk from Lillie Belle Farms and a 7-minute walk from the Central Point Library.
The 1730-square-foot house features three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and on-site parking; nearby attractions include Crater Rock Museum and Rogue Creamery.
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
08/11 – 08/23
$411/nighttotal: $4932 (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 Center, Quady North, and Kharmic Creations, all within a 5-minute walk, with Jacksonville Cemetery and the Beekman House also nearby.
This three-bedroom, two-bathroom apartment sleeps five guests and features a fully equipped kitchen, in-unit laundry, a private balcony, and a smart TV; convenient parking is also provided.
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.
©2026 cozycozy.com