Compare Vacation Rentals & Airbnb in Jacksonville, OR

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Jacksonville, OR vacation rentals
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95 Rentals and Airbnb 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

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.
Selah House | Luxury Jacksonville Retreat - Garage - Jacksonville, OR
No reviews

Selah House | Luxury Jacksonville Retreat - Garage

house, Jacksonville
Selah House, a property located in historic Jacksonville, is situated just 3 blocks from the town centre, providing easy walking access to the Britt Festival, local shops, restaurants, and wine tasting venues.
This 3-bedroom residence accommodates up to 5 guests and features a third-floor primary suite with a soaking tub and walk-in shower, a covered balcony, private garage parking, and a full laundry room, with easy access to Rogue Valley wineries and hiking trails.
New House With Comfortable King Beds - Jacksonville, OR
8.2 8 reviews

New House With Comfortable King Beds

house, Medford
This house is located in Medford, Oregon, just 4km from the Rogue Valley International-Medford Airport and within a 24km radius of attractions such as Ashland Library, Lithia Park, and the Oregon Shakespeare Festival. It has received excellent ratings for user experience, location, and cleanliness.
The property is a spacious 3-bedroom house with 3 bathrooms, accommodating up to 27 guests. It features a fully equipped kitchen, a patio, a terrace, a garden, a bar, and parking, as well as amenities like a barbecue, bed linen, towels, laundry service, and air conditioning.
This Is A 3 Bedroom 2 Bath Home With Large Backyard. In The Back Of The Property Features A 1 Bedroom Fully Equipped Guest House With A Gate From The Backyard For Easy Access. - Jacksonville, OR
10 1 review

This Is A 3 Bedroom 2 Bath Home With Large Backyard. In The Back Of The Property Features A 1 Bedroom Fully Equipped Guest House With A Gate From The Backyard For Easy Access.

apartment, Central Point
This Central Point house, a 6-minute walk from Lillie Belle Farms and 7 minutes from Central Point Library, offers convenient access to local attractions.
The 161-square-metre (1737 square feet) property sleeps up to 10 guests and includes four bedrooms, three bathrooms, a fully equipped kitchen with appliances, free Wi-Fi, in-unit laundry, and on-site parking.

Best pet friendly Jacksonville, OR vacation rentals

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

Parkside Suite - Jacksonville, OR
9.0 1 review

Parkside Suite

studio, Jacksonville
Parkside Cottage is a studio apartment located in Jacksonville, approximately 29 kilometres from Ashland Library and the Oregon Shakespeare Festival, offering convenient access to local attractions.
This 37 square metre dwelling accommodates up to three guests and features a fully equipped kitchen with a microwave and fridge, air conditioning, free WiFi, and parking.
The Rellik House - Jacksonville, OR
No reviews

The Rellik House

house, Jacksonville
The Rellik House is located in Central Point, just 12 kilometres from Jacksonville, offering a peaceful setting close to the Rogue Valley International-Medford Airport. This charming property provides a private entrance and a tranquil escape from the hustle and bustle of the city.
The house is equipped with a kitchenette featuring a microwave and fridge, allowing guests to prepare their own meals. Enjoy the outdoors with a patio, garden, swimming pool, jacuzzi and fireplace, perfect for relaxing evenings or daytime gatherings.
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, offering a true escape, is situated at the base of Woodrat Mountain, just 7 minutes from historic Jacksonville.
This 221 square meter residence, ideal for up to 6 guests, features 3 bedrooms, 2.5 bathrooms, a chef's kitchen with two islands, a dedicated office, air conditioning, a hot tub, and high-speed internet, with opportunities for stargazing and proximity to Applegate Valley vineyards.
Walk To Rogue X: Medford Family Home W/ Large Yard - Jacksonville, OR
10 1 review

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

apartment, Medford
This three-bedroom flat in Medford is situated directly opposite the Rogue X Recreation Centre and Wes Howard Memorial Sports Park, offering convenient access to the Rogue Valley Wine Country within a few kilometres and is 3 kilometres from downtown Medford's shops and eateries.
This single-storey property, measuring 139 square metres and accommodating up to six guests, features a covered patio with a charcoal grill, Smart TVs, a full kitchen, in-unit laundry, and allows dogs for an additional fee.

Frequently Asked Questions about vacation rentals in Jacksonville, OR

  • What essentials should you bring along for a trip to Jacksonville, Oregon?

    Pack comfortable walking shoes, as much of Jacksonville is best explored on foot. Layers are essential, as the weather can change quickly, especially in the mountains. Sunscreen, a hat, and sunglasses are vital, even on cloudy days. Don't forget a reusable water bottle, as staying hydrated is important, especially during outdoor activities.
  • 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.

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

    The Britt Music & Arts Festival is Jacksonville's most famous event, attracting renowned musicians and artists. It's a significant summer attraction. Other smaller local events and festivals may occur throughout the year; checking local event listings closer to your travel dates is recommended.
  • 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 is the average daily budget you should plan for (accommodation, food, transportation, activities) in Jacksonville, Oregon?

    A daily budget of approximately $150-$300 per person should cover accommodation (ranging from budget-friendly motels to upscale hotels), meals at local restaurants, transportation (rental car or ride-sharing), and entry fees for attractions. This is just an estimate, and actual costs will vary depending on your choices.
  • 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.

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

    Jacksonville has a number of excellent restaurants. The Roxy Ann Winery offers Oregon wines paired with delicious food. For more casual dining, try the local cafes and pubs around the town square. Oregon's diverse agricultural landscape means you'll find fresh, seasonal ingredients incorporated into many dishes. Look for local specialties featuring Oregon Pinot Noir or Rogue River seafood.
  • 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 are some less-famous attractions in Jacksonville, Oregon that are worth the visit?

    Explore the Jacksonville Cemetery; its Victorian-era headstones offer a glimpse into the town's history. Take a hike or bike ride on the trails surrounding Jacksonville. Visit the smaller art galleries and antique shops tucked away on side streets. These hidden gems offer a more intimate experience of Jacksonville's character.
  • 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.

  • What are the best activities for engaging with locals and understanding their culture in Jacksonville, Oregon?

    Strolling through downtown Jacksonville and chatting with shopkeepers or baristas is a great way to interact with locals. Attending local events or festivals 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 proximity to the Rogue River offers opportunities for water activities like kayaking and rafting. The Siskiyou Mountains provide diverse hiking trails with varying difficulty levels, showcasing the region's unique flora and fauna. The landscape is characterized by rolling hills, forested areas, and stunning mountain views.
  • How many days are ideal for visiting Jacksonville, Oregon, and what are some itinerary suggestions?

    Two to three days allow for a relaxed exploration of Jacksonville and its surroundings. Day one could focus on exploring downtown, visiting the museum, and enjoying a meal. Day two could involve outdoor activities like hiking or a river trip. A third day could be spent exploring nearby towns or revisiting favorite spots.
  • How is the weather in Jacksonville, Oregon in high season?

    Jacksonville's high season is summer (June-August), with warm, sunny days and pleasant evenings. However, be prepared for occasional afternoon thunderstorms, especially in the mountains. Temperatures typically range from 20°C to 30°C (68°F to 86°F).

Nearby regions

Best Jacksonville, OR vacation rentals with a pool

Among the 95 accommodations in Jacksonville, OR, here are the 4 best rentals with a pool

The Rellik House And Winery - Jacksonville, OR
9.4 6 reviews

The Rellik House And Winery

house, Jacksonville
This holiday home is situated in Central Point, just a short distance from Caprice Vineyards and Jacksonville Cemetery, both within 1.6 kilometres. It has received excellent reviews from previous guests.
The property consists of three individually decorated homes, each with a private yard. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, as well as a winery on site, making it the perfect choice for wine lovers.
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.
343 M² Apartment ∙ 5 Bedrooms ∙ 16 Guests - Jacksonville, OR
No reviews

343 M² Apartment ∙ 5 Bedrooms ∙ 16 Guests

apartment, Jacksonville
This secluded mountain-top residence, offering exceptional privacy and expansive views, is situated just minutes from Jacksonville and Ashland, providing convenient access to local attractions and renowned Southern Oregon wineries.
This substantial property spans 343 square meters, accommodating up to 14 guests with five bedrooms and three bathrooms, featuring a gourmet kitchen with double ovens, a primary suite with a fireplace and soaking tub, a game room, and a seasonal in-ground swimming pool.
Poolside Retreat W/ Sauna Heart Of Wine Country - Jacksonville, OR
10 1 review

Poolside Retreat W/ Sauna Heart Of Wine Country

apartment, Jacksonville
This five-bedroom Jacksonville property is situated in a rural area near Central Point, within 3.2 kilometres of Caprice Vineyards, Kharmic Creations, and the Britt Ridge Trail, and also close to the Art Presence Art Centre and Britt Pavilion.
This 279-square-metre house, sleeping up to 14 guests, boasts a private swimming pool, Jacuzzi, sauna, terrace, garden, and fully equipped kitchen; free Wi-Fi is provided.

Best Jacksonville, OR vacation rentals with parking

Unwind At A Luxury Cottage In Jacksonville's Historic Core - Jacksonville, OR
10 254 reviews

Unwind At A Luxury Cottage In Jacksonville's Historic Core

apartment, Jacksonville
This charming apartment is situated in historic Jacksonville, just a short distance from quaint shops, restaurants, hiking trails, and wine tasting opportunities, making it an ideal base for exploring the area. The apartment consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The apartment features a spacious living area with a comfortable sofa bed, accommodating up to four guests. The well-equipped kitchen, private outdoor oasis, and luxurious amenities, such as high-end bedding and a washer/dryer, ensure a comfortable and enjoyable stay.
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.
The Peak Loft (Tesla Charger) - Jacksonville, OR
10 33 reviews

The Peak Loft (Tesla Charger)

apartment, Central Point
This one-bedroom flat is situated above the Rogue Valley, a short distance from a new city park and minutes from Central Point amenities, offering a peaceful retreat designed for relaxation and intentional living.
This apartment accommodates up to two guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a fitness centre, parking, and in-unit laundry, with optional wellness, self-care, and snack kits available.
"Enchantment"  Medford, Oregon - Jacksonville, OR
10 40 reviews

"Enchantment" Medford, Oregon

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.
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