Photo by Travel Oregon

Jacksonville holiday rentals

We found 467 holiday rentals — enter your dates for availability
Select from 36 homes, 20 cottages and other holiday rentals in Jacksonville to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Jacksonville

Showing deals for:18 Dec - 25 Dec

Dining room
Pool
Living room
Front of house
Exceptional
(38 reviews)

Come stay at our farmhouse! A place to integrate all the beauty surrounding you!

Ashland

9% off
AU$8,209
for 7 nights, 1 room
AU$1,173 per night
includes taxes & fees
Come stay at our farmhouse! A place to integrate all the beauty surrounding you!
Dining
Living area
Room
Living area
Exceptional
(30 reviews)

West Hills House Newly renovated!

Medford

17% off
AU$2,369
for 7 nights, 1 home
AU$338 per night
includes taxes & fees
West Hills House Newly renovated!
Winter scene
Kitchen
Double Rainbow
Exterior
Exceptional
(132 reviews)

Tranquil setting surrounded by panoramic mountain views, grazing horses

Phoenix

11% off
AU$1,402
for 7 nights, 1 cottage
AU$200 per night
includes taxes & fees
Tranquil setting surrounded by panoramic mountain views, grazing horses
Study/work space
Room
Bathroom
Dining table / bar island with three stools
Exceptional
(109 reviews)

Sunshine Studio - Private apt and yard (eco, solar)

Medford

8% off
AU$1,163
for 7 nights, 1 apartment
AU$166 per night
includes taxes & fees
Sunshine Studio - Private apt and yard (eco, solar)
Exterior
Living area
Room
Private kitchen
Exceptional
(12 reviews)

Pet & family friendly 3bd house, central location, fenced yard.

Medford

7% off
AU$1,662
for 7 nights, 1 home
AU$237 per night
includes taxes & fees
Pet & family friendly 3bd house, central location, fenced yard.
Outdoor dining
Private kitchen
Private kitchen
Interior
Wonderful
(10 reviews)

Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!

Ashland

15% off
AU$1,977
for 7 nights, 1 home
AU$282 per night
includes taxes & fees
Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!
Living area
1930's Pursell LogCabin Spring 2022
Private kitchen
Local Rock built fireplace
Wonderful
(9 reviews)

Lovely Private 1 Bedroom/Bathroom in Historic Log Home. Host occupied.

Jacksonville

8% off
AU$1,099
for 7 nights, 1 room
AU$157 per night
includes taxes & fees
Lovely Private 1 Bedroom/Bathroom in Historic Log Home. Host occupied.
Terrace/patio
Living area
Interior
Dining
Exceptional
(16 reviews)

Spacious Custom Retreat with a Pool!

Central Point

8% off
AU$4,450
for 7 nights, 1 home
AU$636 per night
includes taxes & fees
Spacious Custom Retreat with a Pool!
Private kitchen
Property grounds
Interior
Exterior
Exceptional
(5 reviews)

ABBOTT'S COTTAGES- The Lark. 2 bedroom cottage, just two blocks to downtown

Ashland

8% off
AU$2,783
for 7 nights, 1 cottage
AU$398 per night
includes taxes & fees
ABBOTT'S COTTAGES- The Lark. 2 bedroom cottage, just two blocks to downtown
Property grounds
Exterior detail
Private kitchen
Interior
Exceptional
(5 reviews)

ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk to downtown!

Ashland

8% off
AU$1,583
for 7 nights, 1 cottage
AU$226 per night
includes taxes & fees
ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk to downtown!
Living area
Living area
Primary bedroom
Exterior detail
Exceptional
(53 reviews)

East Main Downtown Bungalow

Ashland

16% off
AU$1,569
for 7 nights, 1 home
AU$224 per night
includes taxes & fees
East Main Downtown Bungalow
Titania kitchen
Oberon
Property grounds
Oberon entry
Exceptional
(136 reviews)

Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Ashland

8% off
AU$2,066
for 7 nights, 1 apartment
AU$295 per night
includes taxes & fees
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
Room
Exterior detail
Private kitchen
Living area
Exceptional
(6 reviews)

ABBOTT'S COTTAGES- The Egret. Studio cottage within walking distance of downtown

Ashland

8% off
AU$1,508
for 7 nights, 1 apartment
AU$215 per night
includes taxes & fees
ABBOTT'S COTTAGES- The Egret. Studio cottage within walking distance of downtown
Dining
Private kitchen
Interior
Room
Exceptional
(8 reviews)

Galaxy-Themed, Fastest WiFi, 3 King Beds Home

Medford

6% off
AU$3,334
for 7 nights, 1 home
AU$476 per night
includes taxes & fees
Galaxy-Themed, Fastest WiFi, 3 King Beds Home
Living area
Primary bedroom
Exterior detail
Private kitchen
Exceptional
(48 reviews)

New Downtown 3 Bedroom Upstairs Flat with views

Ashland

16% off
AU$2,853
for 7 nights, 1 home
AU$408 per night
includes taxes & fees
New Downtown 3 Bedroom Upstairs Flat with views

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting historical Jacksonville

Come and experience Jacksonville and its history, wineries and live music. This welcoming and walkable city entices travellers with its shopping and restaurants. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Jacksonville

Are you searching for things to do in the area? Venture out of your holiday home and check out everything that makes Jacksonville a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • EdenVale Winery (6.4 mi / 10.2 km)
  • Rogue Valley Country Club (7.2 mi / 11.6 km)
  • Centennial Golf Club (7.4 mi / 11.9 km)
  • Mount Ashland Ski Area (20.5 mi / 33 km)
  • Grants Pass Downs (20.7 mi / 33.3 km)
  • Rogue Creamery (5 mi / 8 km)

Exploring the natural features in Jacksonville

Whether you're looking for adventure or just want to appreciate the scenery, Jacksonville is a great place to spend some time outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Roxy Ann Peak and Prescott Park (9.6 mi / 15.4 km)
  • Lithia Park (15.4 mi / 24.8 km)
  • Rogue River (20.2 mi / 32.6 km)
  • Emigrant Lake (21.6 mi / 34.7 km)
  • Rogue River-Siskiyou National Forest (26.4 mi / 42.5 km)
  • Oregon Caves National Monument (27 mi / 43.5 km)

Transport options to and around Jacksonville

The nearest airport is in Medford, OR (MFR-Rogue Valley Intl.), located 6.1 mi (9.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Jacksonville when booking a holiday rental?
When considering a holiday rental in Jacksonville, Oregon, the Historic District emerges as the best area to stay. This charming neighbourhood is renowned for its well-preserved 19th-century architecture and vibrant setting. You'll find a delightful array of properties that capture the essence of the town, ranging from quaint cottages to elegant homes.One of the standout attractions in the Historic District is the Jacksonville Museum, which offers fascinating insights into the town's rich history. Additionally, the nearby Britt Music & Arts Festival draws visitors for its summer concerts set against the stunning backdrop of the surrounding hills, creating a wonderful cultural experience.
What is the most popular type of holiday rental accomodation in Jacksonville?
In Jacksonville, holiday houses are the most popular type of holiday rental, with around 164 available throughout the charming town. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation, making them ideal for families or larger groups. Additionally, there are about 80 cottages that provide a quaint, homely atmosphere, superb for couples or small families looking to enjoy a peaceful getaway. For those seeking more compact options, approximately 24 apartments are situated in convenient locations, offering essential amenities like kitchen facilities and comfortable living spaces. There are also around 20 cabins and 16 mobile homes available, which cater to a variety of preferences and budgets.
Are there any family house rentals in Jacksonville?
In Jacksonville, Oregon, there are numerous family-friendly holiday rentals available, with around 35 homes to choose from. The charming town is well-known for its historic district and beautiful outdoor scenery, making it an excellent destination for families. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.In the vicinity, visitors can explore the picturesque Jacksonville Historic District, with its quaint shops and local eateries, or venture to the nearby Applegate Valley, which offers stunning views and opportunities for family hikes. Additionally, amenities such as Wi-Fi, air conditioning, and laundry facilities are often included, ensuring a comfortable stay for all guests.
Can I rent a holiday home with a pool or hot tub in Jacksonville?
In Jacksonville, Oregon, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, known for its historic downtown and proximity to the scenic Applegate Valley, provides a lovely backdrop for a relaxing getaway. Many of the rentals come with amenities such as private swimming pools, soothing hot tubs, and spacious outdoor areas great for gatherings or family activities. Additionally, you can expect fully equipped kitchens for self-catering, comfortable living spaces, and often beautiful views of the surrounding countryside.
Are there pet-friendly house rentals in Jacksonville?
In Jacksonville, there are several pet-friendly house rentals available, making it an excellent choice for travellers with pets. This charming town, known for its historic architecture and vibrant arts scene, offers a variety of accommodations that cater to pet owners. Many of the holiday rentals come equipped with amenities such as spacious backyards, patios, and fully equipped kitchens, allowing for a comfortable stay.The area around Jacksonville is particularly inviting for pet-friendly activities. Nearby, you can explore the scenic trails of the Jacksonville Woodlands, which features a network of paths great for walking your dog while enjoying the beautiful natural surroundings. Additionally, the town itself is home to pet-friendly parks and outdoor spaces where your furry friends can roam freely.
Are there any remote work holiday rentals in Jacksonville?
In Jacksonville, Oregon, there are numerous remote work holiday rentals available, with around 276 options to choose from. This charming town, known for its historic architecture and vibrant arts scene, offers a variety of properties that cater to remote workers. Many rentals come equipped with amenities such as free Wi-Fi, dedicated workspaces or desks, and comfortable living areas, making it easy to balance work and leisure.Visitors can enjoy the picturesque surroundings, including nearby parks and the scenic Applegate Valley, superb for outdoor activities after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Jacksonville?
In Jacksonville, popular holiday rentals typically feature a range of amenities that enhance the stay experience. Most properties include a well-equipped kitchen, allowing guests to prepare their own meals. Additionally, many rentals come with a coffee and tea maker for those who enjoy a warm drink in the morning. Onsite parking is also commonly available, providing convenience for travellers with vehicles. Many rentals offer outdoor spaces such as decks or patios, ideal for enjoying the pleasant Oregon weather. Furthermore, a fireplace is a sought-after amenity, creating a cosy atmosphere, particularly during cooler evenings.
When is the best time to visit Jacksonville for a holiday rental?
July is the most popular month to visit Jacksonville, Oregon, as it falls within the peak season from June to August. This time of year attracts a vibrant mix of travellers eager to enjoy the warm summer weather while exploring the region's outdoor delights, including its scenic parks and renowned wineries. With average temperatures hovering around the mid-20s Celsius, visitors can comfortably partake in activities like hiking, cycling, or simply relaxing in the beautiful surroundings.For those looking to escape the busier tourist crowds, November presents a lovely opportunity to experience Jacksonville in a quieter, more intimate setting. The fall season brings cooler temperatures, typically ranging from 5 to 15 degrees Celsius, making it an ideal time for leisurely strolls through the historic district and enjoying the charming local shops and eateries without the rush.Ultimately, whether you prefer the lively option of summer or the tranquil beauty of autumn, Jacksonville offers a range of experiences to suit every travel preference.
What are the top attractions in Jacksonville?
In Jacksonville, Oregon, visitors can take part in the rich history and charming atmosphere of this small town. The historic district is a key attraction, featuring well-preserved buildings from the gold rush era, including the Jacksonville Courthouse and the Beekman House Museum, which offer insights into the area's past.For those who enjoy the outdoors, the nearby Table Rock Wilderness Area provides ample opportunities for hiking, with stunning views and diverse wildlife. Additionally, the town hosts the famous Britt Festivals, a renowned music festival that draws visitors to the picturesque Britt Gardens, where they can enjoy performances in a beautiful outdoor setting.
Are all fees included in the Jacksonville holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Jacksonville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Jacksonville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Jacksonville holiday homes?
You can find great discounts on holiday homes in Jacksonville on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Jacksonville holiday home booking on Stayz?
To find Jacksonville holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Jacksonville?
A long-stay holiday home in Jacksonville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Jacksonville holiday home?
Book your Jacksonville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Jacksonville?
Prices for holiday homes in Jacksonville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Jacksonville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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