Find short term rentals in Jacksonville, OR at the best prices

42 available short term rental offers

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Jacksonville, OR short term rentals
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Best Short term and Weekly rentals in Jacksonville, OR

Best family friendly Jacksonville, OR Short term rentals

Among the 42 accommodations in Jacksonville, OR, here are the 4 best family friendly rentals

"Enchantment"  Jacksonville, Oregon - Jacksonville, OR
10 36 reviews
Jacksonville, OR
24/07 – 27/07
$785/nighttotal: $2355 (3 )

"Enchantment" Jacksonville, Oregon

4 8
apartment , Medford
This Medford property, a spacious four-bedroom house, is situated 19 kilometres north of Ashland and 11 kilometres south of Jacksonville, offering easy access to the Oregon Shakespeare Festival and Britt Festival.
The 251-square-metre dwelling boasts a jacuzzi, terrace, garden, and parking, accommodating eight guests with amenities including a fully equipped kitchen, Wi-Fi, and access to nearby attractions such as the Beekman House and Craterian Ginger Rogers Theatre.
Wisteria Cottage - Jacksonville, OR
9.9 183 reviews
Jacksonville, OR
11/08 – 23/08
$356/nighttotal: $4272 (12 )

Wisteria Cottage

1 3
apartment , Jacksonville
The Wisteria Cottage is located just 2 kilometres from downtown Jacksonville, in a quiet residential area with easy access to a local coffee shop and grocery store. The cottage has received excellent ratings for location, cleanliness, and user experience.
The property is a 2-bedroom, 1-bathroom cottage that can comfortably accommodate up to 6 guests. The cottage features a fully equipped kitchen, a relaxing bathroom, a spacious garden with a fire pit and BBQ grill, and modern amenities like a washer/dryer, cable TV, and Netflix.
Spacious 3-bed Home With Large Yard - Sleeps 8 - Jacksonville, OR
9.9 35 reviews
Jacksonville, OR
24/07 – 27/07
$609/nighttotal: $1827 (3 )

Spacious 3-bed Home With Large Yard - Sleeps 8

3 8
apartment , Central Point
This family-friendly three-bedroom apartment in Central Point, Oregon, is conveniently located minutes from the downtown area and offers easy access to Medford and other Southern Oregon attractions.
The 3-bedroom, 2-bathroom property sleeps eight guests and boasts a fully fenced backyard, covered patio, fast WiFi, washer/dryer, and covered carport parking; a well-equipped kitchen and spacious living area complete with books and board games are also provided.
The Rose House: Spacious Retreat W/ Fire Pit Deck/ Near Expo & Airport/sleeps 8 - Jacksonville, OR
Jacksonville, OR
24/07 – 27/07
$569/nighttotal: $1707 (3 )

The Rose House: Spacious Retreat W/ Fire Pit Deck/ Near Expo & Airport/sleeps 8

3 8
apartment , Central Point
This Central Point flat offers a prime location, just 3.8 kilometres from Jackson County Expo and Rogue Valley International Airport, with easy access to numerous wineries, hiking trails, and the Blackbird Statue.
This spacious 163 square metre residence accommodates up to 8 guests across 3 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, air conditioning, a garden, parking, and an expansive outdoor deck with a BBQ and fire pit, ideal for exploring Southern Oregon's outdoor attractions including Valley of the Rogue State Park and the nearby water park.

Best Jacksonville, OR lodging with a balcony

Spacious Family Home W/hot Tub! Medford, Or - Jacksonville, OR
10 22 reviews
Jacksonville, OR
24/07 – 27/07
$857/nighttotal: $2571 (3 )

Spacious Family Home W/hot Tub! Medford, Or

4 8
apartment , Medford
This Medford property, a spacious four-bedroom house, is located minutes from the city centre, offering easy access to Roxy Ann Trails and various wineries, and approximately a 2.5-hour drive from Crater Lake National Park and the Oregon Caves.
The 187-square-metre (2010 sq ft) dwelling boasts a fully equipped kitchen, two bathrooms, a private garden with a hot tub and BBQ area, accommodating up to eight guests and including amenities such as Roku TV and a washer/dryer.
Spacious Cottage -Hot Tub, Patio, Fire Table, Wifi - Jacksonville, OR
10 8 reviews
Jacksonville, OR
11/08 – 23/08
$255/nighttotal: $3060 (12 )

Spacious Cottage -Hot Tub, Patio, Fire Table, Wifi

1 3
B&B , Medford
Newly Renovated Country Cottage is located in Central Point, just 10km from Medford, Oregon, offering a peaceful escape in a tranquil setting. The cottage is a short drive from attractions like Crater Rock Museum and Bi-Mart Amphitheater.
This cosy retreat features one bedroom and one bathroom, accommodating up to four guests. Amenities include a fireplace, balcony, refrigerator, microwave, free Wi-Fi, smart TV, hairdryer, and ironing board.
Tigers Den -  #1 Best Location, Romantic, Stunning, Steps To Britt Festival - Jacksonville, OR
10 138 reviews
Jacksonville, OR
11/08 – 23/08
$273/nighttotal: $3276 (12 )

Tigers Den - #1 Best Location, Romantic, Stunning, Steps To Britt Festival

2 3
cottage , Jacksonville
The Tiger Lily Inn is situated in Jacksonville, Oregon, just a short walk from the town centre and a scenic park. The Inn has received excellent ratings for its location, cleanliness and overall experience.
The cottage is 65 square metres and has one bathroom. Guests can enjoy a range of amenities including a fully equipped kitchen, a Jacuzzi, a garden, a spa, parking, and a relaxing outdoor area with a fire pit.
Renovated Home In Central Point - Jacksonville, OR
9.8 28 reviews
Jacksonville, OR
11/08 – 23/08
$285/nighttotal: $3420 (12 )

Renovated Home In Central Point

2 3
apartment , Central Point
This two-bedroom apartment is located in Central Point, just 15 kilometres from historic Jacksonville and 25 kilometres from Ashland, making it a convenient base for exploring the region. The property has received excellent guest reviews, highlighting its comfort and amenities.
The 70 square metre flat can accommodate up to four guests and offers a fully equipped kitchen, a private patio, and a range of modern amenities, including a washer and dryer, board games, and a Bluetooth speaker. Pets are welcome, and there is parking available on site.

Frequently Asked Questions about short term rentals in Jacksonville, OR

  • What attractions should you visit during a week-long stay in Jacksonville, Oregon?

    A week in Jacksonville, Oregon offers plenty to see! Start with the Britt Music & Arts Festival grounds, even if there isn't a show on, for beautiful views. Explore the historic downtown area, admiring the well-preserved Victorian architecture. The Jacksonville Museum showcases local history and art. For outdoor enthusiasts, a hike or bike ride on the nearby Applegate Trail is a must. Don't miss the Lithia Park, a lovely green space perfect for picnics. Consider a visit to the nearby Roxy Ann Peak for panoramic views.
  • What are the best short term rentals in Jacksonville, OR?

    Among the short term rentals in Jacksonville, OR, Ivy Cottage, Plymale Cottage Bed & Biscotti - 2br - Kitchen - Ac and Unwind At A Luxury Cottage In Jacksonville's Historic Core are the most popular ones.

  • What attractions should you visit when you spend a month in Jacksonville, Oregon?

    With a month, you can really delve into Jacksonville and its surroundings. In addition to the attractions listed above, explore the wineries of the Rogue Valley, taking day trips to sample local Pinot Noir and other varietals. Visit the Oregon Caves National Monument, a short drive away, for a stunning underground experience. Consider a trip to Crater Lake National Park, though it's a longer drive, it's well worth it for the breathtaking views. Spend time exploring the smaller antique shops and art galleries scattered throughout Jacksonville's charming streets. Take advantage of the hiking trails in the area, exploring different parts of the Applegate Trail and other nearby paths. Spend some time in the charming town of Ashland, a short drive from Jacksonville.
  • What are the best short term rentals with a pool in Jacksonville, OR?

    The best short term rental with a pool in Jacksonville, OR is Standish Cottage Is Creekside.

  • Can visitors to Jacksonville, Oregon witness any unique natural cycles, like cherry blossom season or autumn colors?

    Yes! Autumn in Jacksonville offers spectacular fall foliage, with the hillsides ablaze with reds, oranges, and yellows. While not known for cherry blossoms, the area has many other flowering plants and trees that provide seasonal beauty throughout the year.
  • What are the best short term rentals with a jacuzzi in Jacksonville, OR?

  • What are the most meaningful ways to engage with locals and discover the culture in Jacksonville, Oregon?

    To connect with the local culture, visit the Jacksonville Farmers Market (seasonal) and chat with the vendors. Attend a performance at the Britt Music & Arts Festival (seasonal) or another local event. Strike up conversations with staff at local businesses – many are long-time residents and happy to share their insights. Consider taking a guided historical walking tour of the town to learn from knowledgeable locals.
  • What are the best short term rentals for families and kids in Jacksonville, OR?

  • Are there any distinctive cultural activities or hands-on workshops in Jacksonville, Oregon?

    Jacksonville offers various art classes and workshops at local studios throughout the year. Check local listings for pottery, painting, or other creative pursuits. The Jacksonville Museum often hosts workshops related to local history and art. Many of the wineries in the region offer tours and tastings, providing a hands-on experience of the local winemaking culture.
  • What are some secret spots or hidden treasures to visit in Jacksonville, Oregon?

    While Jacksonville is relatively small, some lesser-known gems include the quiet trails along the Applegate River, offering peaceful walks and stunning views. Explore the backstreets and alleys of the historic downtown area to discover hidden courtyards and charming architectural details. Look for small, independent shops and galleries tucked away from the main thoroughfares – you might find unique treasures and local artisan crafts.
  • What should not be left out of your suitcase if you are going to Jacksonville, Oregon?

    Pack comfortable walking shoes, as you'll be doing a lot of exploring on foot. Layers are essential, as the weather can change quickly. Don't forget a light jacket or sweater, even in summer. Bring sunscreen and a hat for sun protection, particularly during the warmer months. If you plan on hiking, sturdy hiking boots are a must.
  • What are the most popular festivals in Jacksonville, Oregon?

    The Britt Music & Arts Festival is the biggest and most well-known. Jacksonville also hosts smaller, local events throughout the year, often tied to seasonal celebrations or local artisan crafts. Check local event listings closer to your travel dates for specific details.
  • Where should you try the best local food in Jacksonville, Oregon?

    For a taste of local cuisine, visit the restaurants in downtown Jacksonville. Many offer menus featuring fresh, locally sourced ingredients. Explore different options to find your personal favorite – Jacksonville has a diverse culinary scene, from casual cafes to upscale dining experiences.

Nearby regions

Best Jacksonville, OR lodging with a kitchen

Seven Oaks Farmhouse - Jacksonville, OR
10 6 reviews
Jacksonville, OR
11/08 – 23/08
$231/nighttotal: $2772 (12 )

Seven Oaks Farmhouse

1 3
apartment , Central Point
This Central Point farmhouse, a few minutes' drive from the town centre, offers easy access to Southern Oregon Wine Country, with Rellik Winery and Hummingbird Estates just 16km away.
The 8-acre property features a two-bedroom, one-bathroom dwelling sleeping four, complete with modern amenities including a dishwasher, air conditioning, and Wi-Fi, plus a large deck overlooking scenic mountain views and nearby horse pastures.
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.
Hot Tub!  Near Rogue X, 3 King Beds 82" 4k Tv Park - Jacksonville, OR
9.6 249 reviews
Jacksonville, OR
24/07 – 27/07
$653/nighttotal: $1959 (3 )

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

1 8
apartment , Medford
This three-bedroom house is situated in a family-friendly neighbourhood in Medford, close to local attractions and landmarks. The property has received excellent ratings for location and user experience, as well as a very good rating for cleanliness.
The house is spacious and can accommodate up to 10 guests. It offers modern amenities, including a fully equipped kitchen, comfortable bedrooms, and a large garden with a grassy common area.
Broken Chair Ranch Bungalow - Jacksonville, OR
9.7 121 reviews
Jacksonville, OR
11/08 – 23/08
$148/nighttotal: $1776 (12 )

Broken Chair Ranch Bungalow

1 3
mobile home , Medford
This charming tiny home is situated in the Griffin Creek area, just 7 kilometres from both Medford and Jacksonville, offering stunning views of the city lights and Table Rock. The property has received excellent user, location, and cleanliness ratings.
The home features one bedroom and one bathroom, comfortably accommodating up to three guests. Enjoy the hot tub, fire pit, swimming pool, and the second tiny home available for rent, making this the perfect place to relax and explore the surrounding area.

Best Jacksonville, OR lodging with laundry available

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.
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.
Jacksonville Cottage, Hot Tub+wildlife+boutique - Jacksonville, OR
10 21 reviews
Jacksonville, OR
11/08 – 23/08
$264/nighttotal: $3168 (12 )

Jacksonville Cottage, Hot Tub+wildlife+boutique

1 3
B&B , Central Point
This Central Point cottage, near Jacksonville, Oregon, offers easy access to Interstate 5 and boasts stunning views of the Table Rocks.
The single-bedroom property sleeps four, featuring a private jacuzzi, BBQ griddle patio, fireplace, and on-site pond, perfect for a relaxing getaway in wine country.
This Cottage Is A 2 Bedroom(s), 2 Bathrooms, Located In Jacksonville, Or. - Jacksonville, OR
9.8 79 reviews
Jacksonville, OR
11/08 – 23/08
$523/nighttotal: $6276 (12 )

This Cottage Is A 2 Bedroom(s), 2 Bathrooms, Located In Jacksonville, Or.

2 3
cottage , Jacksonville
This charming cottage is located in Jacksonville, just a short walk from the art galleries of Kharmic Creations and Art Presence Art Center, and within a 10-minute walk of the Sarah Zigler Interpretive Trail. Guests have consistently rated this property as excellent, enjoying its peaceful setting and convenient location.
The cottage can accommodate up to 4 guests in its two bedrooms and two bathrooms. It offers a fully equipped kitchen, a private patio, a swimming pool, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
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