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

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

Jacksonville Farmhouse +Hot Tub+pond+wildlife - Jacksonville, OR
9.9 42 reviews

Jacksonville Farmhouse +Hot Tub+pond+wildlife

apartment, Central Point
This ten-acre farm near Old Stage Road in Central Point's wine region offers seclusion amidst prairie, forest, and oak savanna, a seven-minute drive (approximately 11.2km) from Jacksonville and the Rogue River, with easy access to the Ashland Shakespeare Festival and Crater Lake National Park.
The property boasts a four-bedroom farmhouse with a professionally designed interior, a private hot tub, a pond with a pier and canoe, a BBQ terrace, and a rentable 'Sheep Barn' featuring a pool table, piano, and large-screen TV, sleeping up to a family.
Beautiful & Comfortable Home In Central Point - Jacksonville, OR
9.6 4 reviews

Beautiful & Comfortable Home In Central Point

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.
Tigers Den/#1 Best Location/romantic & Luxurious - Jacksonville, OR
9.9 150 reviews

Tigers Den/#1 Best Location/romantic & Luxurious

apartment, 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.
Game Room Fun! Medford Family Retreat - Jacksonville, OR
10 1 review

Game Room Fun! Medford Family Retreat

cottage, Medford
This family-friendly cottage in Medford is conveniently located within 5 kilometres of the Blackbird Statue, the Children's Museum, and the Rogue Valley Mall.
This self-catering accommodation offers three bedrooms, a well-equipped kitchen with an oven and microwave, air conditioning, a fireplace, a private patio, barbecue grills, and a dedicated games room.

Best Jacksonville, OR lodging with a balcony

Renovated Home In Central Point - Jacksonville, OR
10 31 reviews

Renovated Home In Central Point

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.
Southern Comfort - Hot Tub - Modern - Relaxing - Jacksonville, OR
10 2 reviews

Southern Comfort - Hot Tub - Modern - Relaxing

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.
Spacious Custom Retreat With A Pool. - Jacksonville, OR
9.0 36 reviews

Spacious Custom Retreat With A Pool.

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.
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
10 11 reviews

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.

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.

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

Waterfall Suite - Jacksonville, OR
10 18 reviews

Waterfall Suite

B&B, Jacksonville
This Jacksonville apartment, a private downstairs unit with its own entrance, is located near the Britt Festival, within walking distance of both the festival grounds and miles of wilderness trails accessible from an adjacent trailhead.
The self-contained flat offers a cosy bedroom and living room with TV and desk, a large porch, radiant heated floors, and sleeps two, boasting a kitchen with fridge, freezer, microwave, and dishwasher, plus a swimming pool, jacuzzi, and garden.
111 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Jacksonville, OR
No reviews

111 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Jacksonville
This two-bedroom, two-bathroom flat in Jacksonville offers proximity to Britt Gardens, a 32-kilometre drive from Ashland's attractions including the Shakespeare Festival and Lithia Park, and convenient access to local dining and shopping.
This 65 square metre self-contained accommodation sleeps four and features a fully equipped kitchen, air conditioning, a garden, off-street parking, and a downstairs bathroom with a washer/dryer, whilst upstairs boasts a master suite with views of Jacksonville and a shower-only bathroom.
Cottage B With Private Patio - Jacksonville, OR
9.8 11 reviews

Cottage B With Private Patio

cottage, Jacksonville
This studio offers a mountain setting in Jacksonville, near Art Presence Art Centre and Beekman House, with easy access to outdoor pursuits in the Rogue Valley and local shopping at Rogue Valley Mall.
This 46 square meter holiday let accommodates two guests with a king bed, a kitchenette, a full bathroom, and a private patio, plus a communal group space, all featuring Wi-Fi and air conditioning.
176 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Jacksonville, OR
No reviews

176 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Jacksonville
This historic 1861 B.F. Dowell house, revived and owned by the Hartman family since 1910, is situated within walking distance of downtown Jacksonville's cultural fixtures and shops.
This 176 square meter residence accommodates up to 6 guests across 3 bedrooms, each with an en-suite bathroom, and features a well-equipped kitchen, air conditioning, garden, and parking, with original stained-glass windows and marble fireplaces adding to its historic appeal.

Best Jacksonville, OR lodging with laundry available

Peaceful Countryside Stay With Scenic Views- 5 Minutes To Jacksonville - Jacksonville, OR
10 16 reviews

Peaceful Countryside Stay With Scenic Views- 5 Minutes To Jacksonville

cottage, Central Point
The White Rabbit Retreat guesthouse, situated in Central Point, Oregon, is a short drive (approx. 8km) from both Jacksonville and Medford, offering easy access to local wineries such as Hummingbird and Rellik.
This one-bedroom self-catering property sleeps four guests and features a well-equipped kitchenette, private deck with charcoal grill, on-site laundry facilities, and a cosy interior with a gas fireplace; abundant wildlife viewing opportunities are available nearby.
Designer Home W/ Chefs Kitchen - Jacksonville, OR
10 153 reviews

Designer Home W/ Chefs Kitchen

apartment, Medford
This three-bedroom house is located in Medford, Oregon, less than 6 kilometres from the historic Jacksonville town centre and the Britt Festival.
The property is ideal for families, offering a fully fenced garden, a dedicated workspace, and a pet-friendly environment.
New, Spacious, Quiet, Private, Comfy Studio - Jacksonville, OR
9.8 90 reviews

New, Spacious, Quiet, Private, Comfy Studio

B&B, Medford
This Medford studio apartment, located in a quiet, upscale neighbourhood, is approximately 13 kilometres from the Britt Music Festival in Jacksonville and 8 kilometres from the nearest Applegate Valley winery.
The self-contained apartment, sleeping up to two guests, features a fully equipped kitchenette with air fryer, a queen-size bed (new Autumn 2023), a luxurious walk-in shower, keyless entry, and ample street parking; a friendly 5lb Peekapoo dog, Biscuit, may greet guests.
Cottage-salle De Bain Privée-vue Historique-cottag - Jacksonville, OR
10 46 reviews

Cottage-salle De Bain Privée-vue Historique-cottag

cottage, Jacksonville
The C Street Cottages are situated just 0.16 kilometres from the centre of historic Jacksonville, Oregon, offering easy access to local wineries and shops.
This two-bedroom self-catering property sleeps four guests and boasts a fully equipped kitchen with granite counters, a private patio, and comfortable amenities including a king-size bed and Wi-Fi.
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