Vacation rentals in Jacksonville, OR

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Jacksonville, OR vacation rentals
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Best Vacation rentals and Airbnb offers in Jacksonville, OR

Best family friendly Jacksonville, OR vacation rentals

Among the 95 accommodations in Jacksonville, OR, here are the 4 best family friendly rentals

8 Mi To Jacksonville: Oregon Getaway W/ Deck! - Jacksonville, OR
No reviews

8 Mi To Jacksonville: Oregon Getaway W/ Deck!

apartment, Ruch
This Jacksonville vacation rental near Ruch is conveniently located within a 15-minute walk of the Ruch Library and Fiasco Winery, and within 2 miles of Longsword and Valley View Wineries.
This 3100-square-foot house boasts six bedrooms, three bathrooms, and accommodates eight guests, featuring a fully equipped kitchen, a private spa, and an in-house arcade/game room.
Private Vineyard Sanctuary For 8. Savor Coffee At Sunrise In The Backyard Oasis, Soak In The Hot Tub Under Starry Skies, And Enjoy This Elegant Spacious Retreat With Mountain Views, Minutes From Historic Jacksonville And Applegates Wine Country. - Jacksonville, OR
10 3 reviews

Private Vineyard Sanctuary For 8. Savor Coffee At Sunrise In The Backyard Oasis, Soak In The Hot Tub Under Starry Skies, And Enjoy This Elegant Spacious Retreat With Mountain Views, Minutes From Historic Jacksonville And Applegates Wine Country.

apartment, Ruch
This secluded 41-acre estate, located in the Applegate Valley near Ruch, is situated at the base of Woodrat Mountain and is just 7 minutes from historic Jacksonville, offering stunning panoramic views of vineyards and mountains with exceptional stargazing opportunities.
This 2380 sq ft, 3-bedroom, 2.5-bathroom vacation home accommodates up to 8 guests and features a chef's kitchen, high-speed internet, a private hot tub, a gas fire pit, a wood-burning fire pit, and a pizza oven, with convenient access to DoorDash and Instacart deliveries.
Mel-ohana: Your Favorite Country Retreat! - Jacksonville, OR
9.9 313 reviews

Mel-ohana: Your Favorite Country Retreat!

house, Medford
This two-bedroom Medford apartment is conveniently located near Jacksonville and Britt, a 5-minute drive, with Ashland 25 minutes and Medford's shopping and restaurants 12 minutes away.
The upstairs unit offers a spacious kitchen with a Keurig, blender, and induction cooktop, a large bathroom with tiled shower, a private fenced half-acre lot with gardens, a cedar deck with gas grill, and sleeps up to five guests.
Starry Oak Vineyard Retreat W Hot Tub - Jacksonville, OR
No reviews

Starry Oak Vineyard Retreat W Hot Tub

house, Ruch
This secluded vineyard retreat is located in Buncom, approximately 24-25 miles from Ashland's Oregon Shakespeare Festival, Lithia Park, and Oregon Cabaret Theatre, with the nearest airport 15 miles away.
This spacious 2,380 square foot vacation home accommodates up to 10 guests with 3 bedrooms, 3 bathrooms, a fully equipped kitchen, air conditioning, a private hot tub, and a terrace offering mountain views, complemented by a garden and complimentary WiFi and private parking.

Best pet friendly Jacksonville, OR vacation rentals

Among the 95 accommodations in Jacksonville, OR, here are the 4 best pet friendly rentals

Studio Five At Kubli Haus - Jacksonville, OR
10 5 reviews

Studio Five At Kubli Haus

studio, Jacksonville
Studio 5 at Kubli Haus, a private retreat in the rear of the building, is located near Lithia & Driveway Fields and Rogue River, and offers convenient access to The RRRink and Champion Raceway. This 400 sq ft dwelling accommodates up to two guests with an open concept layout, a full-size kitchen, a private entrance, and a fenced courtyard with a gas BBQ.
The Rellik House And Winery - Jacksonville, OR
9.4 6 reviews

The Rellik House And Winery

house, Jacksonville
This vacation home is located in Central Point, just a short distance from Caprice Vineyards and Jacksonville Cemetery. The property has received excellent ratings from previous guests.
This rental offers three separate homes, each with a unique design and private yard. Enjoy features like a shared pool, spa tub, winery, and free WiFi.
Jackson Creek: Downtown Jacksonville - Jacksonville, OR
No reviews

Jackson Creek: Downtown Jacksonville

house, Jacksonville
This villa is located in Jacksonville's city center, just blocks from downtown attractions, shops, restaurants, the Britt Festival, hiking trails, the airport, and hospitals.
This 580 sq ft accommodation offers 1 bedroom, 1 bathroom, a kitchenette with a fridge and microwave, and sleeps up to 2 guests.
Starwood Sanctuary - Jacksonville, OR
10 1 review

Starwood Sanctuary

house, Medford
This Starwood Sanctuary vacation home in Medford is located 1.9 miles from Rogue Valley International-Medford Airport and 16 miles from the Oregon Cabaret Theatre, Ashland Library, Oregon Shakespeare Festival, and Lithia Park.
This 1100 square foot rental accommodates up to 11 guests with one bedroom, two bathrooms, a fully equipped kitchen, air conditioning, complimentary Wi-Fi, free private parking, a garden, a terrace with an outdoor fireplace, and is family and pet-friendly.

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

Unwind On 5 Gated Acres In Southern Oregon Wine Countrypool, Hot Tub, Cedar Sauna & Mountain Views. Sleeps 14 With Room To Spread Out. Two Miles To Historic Jacksonville's Tasting Rooms, Restaurants & Britt Fest. - Jacksonville, OR
10 1 review

Unwind On 5 Gated Acres In Southern Oregon Wine Countrypool, Hot Tub, Cedar Sauna & Mountain Views. Sleeps 14 With Room To Spread Out. Two Miles To Historic Jacksonville's Tasting Rooms, Restaurants & Britt Fest.

apartment, Jacksonville
This Jacksonville vacation home, near Central Point, offers a peaceful rural setting within two miles of Caprice Vineyards, Kharmic Creations, and the Britt Ridge Trail.
The 3,000-square-foot residence features five bedrooms, three bathrooms, sleeps fourteen guests, and includes a private pool, jacuzzi, sauna, barbecue grills, and free Wi-Fi.

Best Jacksonville, OR vacation rentals with parking

The Monarch - Luxury Studio W/on-site Parking - Jacksonville, OR
9.9 32 reviews

The Monarch - Luxury Studio W/on-site Parking

apartment, Jacksonville
This fully renovated Jacksonville, Oregon studio is ideally located one block from shops, restaurants, and wineries in the historic district.
The single-level unit offers a king-size bed, a complete kitchenette with dining space, a spa-like bathroom with a walk-in shower and soaking tub, on-site parking, and a stackable washer/dryer, accommodating up to two guests.
The Cottage Downtown! - Jacksonville, OR
8.0 3 reviews

The Cottage Downtown!

cottage, Jacksonville
This cottage in Jacksonville's Historic District is an 8-minute walk to Britt Ridge Trail and a 5-minute walk to Sarah Zigler Interpretive Trail, also near Quady North Vineyard and Kharmic Creations.
This 1-bedroom, 1-bathroom vacation rental accommodates 2 guests and offers Wi-Fi, air conditioning, a dryer, and an ironing board, with shopping at Rogue Valley Mall and Rogue Valley Growers and Crafters Market nearby.
Historic 1875 Kitchen House - Jacksonville, OR
10 116 reviews

Historic 1875 Kitchen House

apartment, Jacksonville
This historic 1875 farmhouse in Jacksonville is located within walking distance of the Britt Pavilion and downtown, offering convenient access to local shops and restaurants.
The two-bedroom, two-bathroom home sleeps up to five guests and features a private downstairs suite with a clawfoot tub, a vintage kitchenette, and an optional upstairs attic suite rental; modern amenities include superfast Wi-Fi, hardwired ethernet, and streaming television.
The Studio | Downtown Jacksonville - Jacksonville, OR
No reviews

The Studio | Downtown Jacksonville

apartment, Jacksonville
This studio apartment is located in historic downtown Jacksonville, within a preserved 1902 Milo Caton home.
This one-bedroom, one-bathroom studio accommodates two guests and includes internet, air conditioning, a garden, parking, and concierge amenities.
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