House vacation rentals in Jacksonville

A spacious living area features a light-colored couch paired with a glass coffee table adorned with a floral arrangement. Natural light enters through large windows with sheer curtains, illuminating vintage furnishings and a chandelier hanging from the ceiling.

5.0 out of 5 average rating, 257 reviews

Unwind at a Luxury Cottage in Jacksonville's Historic Core

Enjoy your stay at "The Laundry" a lovely historic home. Remodeled and professionally decorated in French Country Chic style with luxury Italian Frette sheets, Turkish towels, robes, slippers, enchanting landscaping with two private fountains and outdoor eating! Ample onsite parking with complete privacy! Two flat screen SMART WIFI TV's with Cable and WIFI/Internet provided, desk/work area along with fun games. A washer/dryer with soap supplies is provided for your convenience. A fully stocked kitchen with stainless steel appliances and gas range. Cuisinart coffee pot with Starbucks coffee and tea provided. You will have access to the entire home. Approximately 1250 sq. ft. with high ceilings. For your comfort the bedroom has a large king size BeautyRest Black mattress with feather-bed topper, Italian linens and Hungarian down pillows. The living room has a large deep couch with feather stuffing. Couch is also a Queen size sofa sleeper that can comfortably accommodate 2 adults. We offer self check-in but I live only 5 minutes away from the cottage. We're happy to help answer questions :) This property is in the core of historic Jacksonville, very conveniently located close to quaint shops and restaurants. Explore hiking trails, try wine tasting, and take an easy day trip to Crater Lake National Forest for a nature fix.

4.99 out of 5 average rating, 349 reviews

Spa Like Stay at the Britt Bungalow in J’Ville

The Britt Bungalow is an Award Winning boutique style stay in the historical heart of Jacksonville Oregon created and designed by the owner and host. Enjoy a spa like private stay w/ 2 bed, 2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in primary, living room with a fireplace and an abundance of natural light throughout. You will want for nothing during your stay. Just 2 blocks to the trolly, all the best restaurants, boutiques, & the Britt Pavilion.

5.0 out of 5 average rating, 110 reviews

Luxury Guest House in Charming Old East Medford

Nested on a great oak-canopied street in Old East Medford’s most charming neighborhood, where leisurely walks and turkeys abound, our professionally designed guest home combines authentic Swiss detailing with distinctive features of new and reclaimed materials. A chef’s kitchen and spa-like bath, complete with a soaking tub, towel warmer, and radiant floor heating, create a luxurious retreat. Perfectly situated to explore Southern Oregon, near wineries and trails, we’d be delighted to host you.

A charming two-story home is framed by lush green grass and mature trees. The exterior features a classic design with a combination of large windows, a welcoming porch, and a tasteful blend of light and dark siding. The sky is bright with scattered clouds.

4.96 out of 5 average rating, 156 reviews

Beautiful Country Home next to Jacksonville!

The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

4.95 out of 5 average rating, 123 reviews

Manor Hill Haven | Hot Tub & Accessible Features

This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.

4.95 out of 5 average rating, 168 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

A well-equipped kitchen features stainless steel appliances, including a large refrigerator and an oven. A spacious countertop with seating for four is illuminated by pendant lighting. Natural light floods in through the window, and a glass door leads to the backyard.

4.93 out of 5 average rating, 249 reviews

Ideal & quiet location, 3BR+office, perfectly cozy

Kid friendly, Inviting & Comfortable, 3BR 2BA + office in a clean and safe neighborhood. All the comforts of home will meet you at our door in the peaceful town of Central Point, OR. Here you'll find excellent local restaurants, shops, and parks that will make your stay enjoyable. Less than a mile from Interstate 5, its a great location for travelers. A quick 15 minute drive to Jacksonville, 25 mins to either Ashland or Grants Pass, Central Point is an ideal spot for both work and play.

A cozy log house features a red metal roof and is surrounded by tall trees and lush greenery. The structure showcases a covered porch area and a spacious, welcoming outdoor space. Sunlight filters through the trees, enhancing the serene forest setting.

4.97 out of 5 average rating, 324 reviews

Secluded mountain retreat, 10m. to Ashland, by PCT

Beautiful hand built log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is a cozy, quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.

4.95 out of 5 average rating, 147 reviews

B.F. Dowell House | Walk to Britt & Downtown

Experience one of Jacksonville’s most iconic historic homes. The beautifully restored 1861 B.F. Dowell House blends original stained glass, marble fireplaces, soaring ceilings, and exposed brick with modern comfort. Located on a large corner lot across from the market and steps from downtown, Britt Festival, restaurants, and tasting rooms. Features private baths for every bedroom, an adjustable Tempur-Pedic bed, clawfoot tub, full kitchen, porch, patio, garden, and lawn.

A historic home with a welcoming front porch is surrounded by lush greenery. White flowers bloom in the garden, adding a natural touch to the setting. The sturdy stone base supports the structure, while a dark roof contrasts with the light-colored exterior.

4.99 out of 5 average rating, 128 reviews

Historic 1875 Kitchen House

Easy walking distance to Britt concert venue, trails, and downtown. The base rate is for the entire first floor and includes one bedroom with en suite bathroom with a large clawfoot tub. Upstairs attic space can also be rented for an additional fee, which includes 3 beds and a full bathroom. Declare 3 guests if 2 people need their own suites. Air conditioning upstairs and downstairs keeps you feeling cool in summer. Heating keeps you comfy and warm in winter.

A modern, single-story home sits beneath a bright sky, surrounded by tall trees. The structure features a covered wooden deck at the entrance, with large glass doors that open to an expansive outdoor space, creating a seamless transition between indoors and outdoors.

4.98 out of 5 average rating, 127 reviews

Rogue Reefs

Kick back and relax in this calm, stylish gated space. Completely redone 1963 riverfront property. This spot was the childhood fishing spot of the host where trout and steelhead would hide in the unique reef structures. Feel free to bring your fishing gear and make new Rogue Reef memories. Steps taken down to a large river rock area is accessible during normal river levels. In the summertime pick your own figs, apples, cherries, blackberries, grapes and pears.

4.97 out of 5 average rating, 300 reviews

A wooden deck extends along the riverbank, framed by lush green trees. Two chairs provide seating for relaxation, while flower pots add a touch of color. The tranquil water reflects the surrounding nature, creating a serene atmosphere ideal for enjoying the outdoors.

Home in Gold Hill

Rogue River Retreat

A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.

Popular amenities for Jacksonville house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A custom in-ground pool is surrounded by a spacious patio and lush greenery, offering a serene outdoor setting. A wooden fence provides privacy, and a tree offers shade beside the pool area. Sunlight reflects off the water, enhancing the tranquil atmosphere.

4.9 out of 5 average rating, 478 reviews

Quiet neighborhood 3 BR w/ pool

4.87 out of 5 average rating, 263 reviews

Crew Work, personal Space, Swim, Hot Tub, Big TVs

4.97 out of 5 average rating, 195 reviews

A spacious indoor pool is surrounded by wooden beams and natural stone accents. Sunlight filters through large windows, reflecting off the clear water. Lush greenery and unique decor elements, including a whimsical sun motif, enhance the serene environment.

Home in Cave Junction

Private Country Paradise

5.0 out of 5 average rating, 101 reviews

The Cherry Cottage with built in pool & Hot tub

Superhost

A fire pit surrounded by stone seating is visible in the foreground, leading towards a swimming pool area. A gazebo provides shade beside the pool, with trees and shrubs included in the landscape. Bright blue skies and fluffy clouds create a serene backdrop.

4.92 out of 5 average rating, 26 reviews

Rellik Winery - The Alpaca Suite

Superhost

4.82 out of 5 average rating, 38 reviews

Chef's Kitchen | Pool | Bright, Spacious | 4 Bed

Superhost

A spacious great room features large windows allowing natural light to brighten the area. A light-colored sectional sofa is centered around a wooden coffee table, while a dining area with a wooden table and chairs is visible in the background.

4.82 out of 5 average rating, 66 reviews

Large 4 bedroom house with pool in bamboo forest!

A hot tub is positioned on a wooden deck, with a view of rolling mountains bathed in warm sunset hues. The bubbling water reflects the colorful sky, while trees frame the scene, creating a serene outdoor oasis.

4.84 out of 5 average rating, 37 reviews

Siskiyou Chateau

Weekly house rentals

4.9 out of 5 average rating, 124 reviews

Holly House: a Pet-friendly Garden Eco-Cottage

A bright bedroom features a spacious bed adorned with neutral bedding. A wooden desk and lamp are positioned nearby, with framed photographs decorating the walls. Natural light filters through a window draped with sheer curtains, while a small potted plant adds a touch of greenery.

4.95 out of 5 average rating, 259 reviews

Clean, comfy, pet friendly & fully stocked

4.92 out of 5 average rating, 178 reviews

Stylish home with private access to Rogue River!

A warm living area features a brown leather sofa positioned beside a round coffee table with a woven design. Three framed botanical prints adorn the wall above, and sunlight filters through the sheer curtains by the window, illuminating the space.

4.98 out of 5 average rating, 171 reviews

Charming Two

4.98 out of 5 average rating, 239 reviews

A spacious dining area features a large wooden table surrounded by six chairs. Natural light fills the room through two large glass doors that open to a deck with forest views. A bowl sits at the center of the table, adding a welcoming touch.

Home in Gold Hill

Hygge Hideaway. A home for rest and adventure

The exterior of the charming home features a light grey facade with white trim, complemented by a welcoming porch. Wooden planters are mounted under two windows, and a neatly landscaped path leads to the front door, framed by seasonal foliage.

4.89 out of 5 average rating, 473 reviews

Southern Oregon Gem (EV Charger)

4.99 out of 5 average rating, 183 reviews

The Cutie Little Local

The exterior of the home is showcased, featuring a light gray siding and a well-maintained garden. A stone pathway leads to the entrance, surrounded by shrubs and flowering plants. The house is complemented by a large tree, providing shade in the yard.

4.91 out of 5 average rating, 116 reviews

Gather & Relax | 1930s Farmhouse by Vineyards

Private house rentals

5.0 out of 5 average rating, 50 reviews

Jacksonville Jewel

5.0 out of 5 average rating, 33 reviews

The Williams - Luxury 2 Bedroom W/On-Site Parking

5.0 out of 5 average rating, 24 reviews

Bybee Estate Historic Inn

A charming yellow cottage is presented with a gabled roof and white trim. Two symmetrical windows flank the front door, which is centered and has a simple design. A low white picket fence borders the yard, complemented by various shrubs and a small bench near the entrance.

4.97 out of 5 average rating, 37 reviews

Jackson Ck Cottage (Rider House)

The open living space features large windows allowing natural light to illuminate the area. A cozy blue sectional couch sits on a patterned rug, complemented by a brown armchair and a small side table. A dining area is visible in the background, with a wooden table and chairs.

4.98 out of 5 average rating, 43 reviews

Grandview of Ashland | Hot tub | Sauna | Firepit

A single-story structure is set against a backdrop of rolling hills and distant mountains. The exterior is complemented by a spacious outdoor area featuring lounge chairs and a wooden deck. The surrounding landscape is dry grass and scattered trees, creating a tranquil atmosphere.

4.98 out of 5 average rating, 45 reviews

2 1/2 acres with gorgeous view

A charming white house features a welcoming front porch and a circular window. The home is framed by lush greenery and a rustic wooden fence, offering a sense of privacy. Natural light highlights the well-maintained exterior, blending harmoniously with its natural surroundings.

4.96 out of 5 average rating, 46 reviews

Jacksonville Farmhouse +Hot Tub+wildlife+Pond