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Cottage holiday rentals in Jacksonville

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Quick stats about cottage rentals in Jacksonville

  • Total holiday rentals

    Explore 10 holiday rentals in Jacksonville

  • Nightly prices starting at

    Jacksonville holiday rentals start at €77 per night before taxes and fees

  • Verified guest reviews

    Over 730 verified reviews to help you choose

  • Wifi availability

    10 of Jacksonville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Jacksonville rentals

  • 4.9 Average rating

    Jacksonville stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated cottage rentals in Jacksonville

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living area features a leather sofa and a patterned armchair, complemented by a wooden coffee table. A flat-screen TV is mounted on the wall, while large windows allow natural light to fill the space, highlighting the warm wood paneling.
Cottage in Ashland
4.95 out of 5 average rating, 494 reviews

Charming very well appointed cottage !

The Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and updated for comfort & convenience. The cottage overlooks a pasture with 1 barns with the Siskiyous beyond to the south & the Ashland, Grizzly Peak Hills to the east. We are only 2 easy miles from downtown Ashland with multiple wineries close by. There is hiking, swimming at Emigrant Lake nearby as well. If comfort what you are looking for, the cottage will meet all your needs.

Guest favourite
A light-filled living room features large windows and a skylight, enhancing the warm tones of the wood flooring. A cozy seating area includes a leather sofa and an armchair, accompanied by a small coffee table. A stylish wood stove adds a functional and aesthetic touch.
Cottage in Ashland
4.92 out of 5 average rating, 266 reviews

Vineyard Cottage-Winery, Hot Tub, Privacy

Our vineyard cottage is located at Weisinger Family Winery in Ashland, Oregon. Built c. 1920, our vineyard cottage was the original farmhouse on the property and was recently remodeled in order to encompass the amenities and comforts of home. The hot tub and BBQ on the deck overlook our Pinot Noir vineyard. The property has wonderful views and privacy. A complimentary bottle of wine, cheese, and crackers are awaiting your arrival along with a free tasting in our tasting room.

Guest favourite
An outdoor hot tub is illuminated under warm string lights, set within a wooden gazebo. The surrounding area features wooden fencing and lush greenery, creating a serene environment. A soft blue glow from the water contrasts with the warm evening sky, enhancing the tranquil ambiance.
Cottage in Jacksonville
4.93 out of 5 average rating, 481 reviews

Romantic Retreat w/ Hot Tub & Starlit Massage Room

The Applegate Spa is a top-rated romantic retreat in Southern Oregon’s stunning Applegate Valley. Perfect for couples, it features a private hot tub, cozy fireplace, and a dreamy massage room beneath a glowing starlight ceiling. Surrounded by vineyards, rivers, and charming wineries, this peaceful escape blends rustic charm with comfort and relaxation. Just minutes from historic Jacksonville and scenic trails, it’s the ideal place to unwind, explore, and reconnect.

Superhost
Cottage in Gold Hill
4.82 out of 5 average rating, 316 reviews

Hot Tub w/ River Views / Private Patio / Spacious

Charming 2-Bedroom Apartment with River Views - Perfect stopover for traveling families or friends - Has a private Hot Tub - Nestled along the river - Just down the road from Del Rio Vineyards. Equal distance to the charming small towns of Gold Hill and Rogue River, Oregon. - Perfect base for exploring local sights or enjoying the serene surroundings for a few nights.

Top guest favourite
A welcoming living area is defined by a light gray sofa adorned with patterned throw pillows. A wooden coffee table sits at the center, surrounded by a neutral area rug. Natural light filters through the windows, illuminating a dining table set for six in the background.
Cottage in Jacksonville
4.97 out of 5 average rating, 192 reviews

Wisteria Cottage

This 1901 cottage was remodeled with love in the summer of 2021. The Wisteria Cottage is stylishly decorated and just blocks from a local favorite coffee shop and the grocery store and only an 8 minute drive to Rogue X. Offering 2 bedrooms, a memory foam sofa bed and a bathroom with a shower that is magazine worthy, this cottage is perfect for a cozy getaway.

Superhost
The exterior of a modern guesthouse is highlighted, featuring a black front door with arched glass panels and decorative sidelights. Flanked by neatly trimmed evergreen shrubs, the house presents a clean, inviting entrance, with subtle architectural details accentuated by a light fixture above.
Cottage in Medford
4.9 out of 5 average rating, 403 reviews

Stunning Private Orchard Property

Beautiful guesthouse on private 6 acre property surrounded by apple and pear orchards, views, wifi, outdoor space and comfortable, charming indoor living! Elegant, modern farm style decor and design with personalized details for your comfort and enjoyment!

Popular amenities for cottage rentals in Jacksonville

KitchenWifiFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Guest favourite
An outdoor patio is highlighted by a private hot tub and comfortable seating arrangement, surrounded by scenic views of hills and vineyards. A hammock is present nearby for relaxation, with a small table positioned for added convenience.
Cottage in Talent
4.91 out of 5 average rating, 57 reviews

Paschal Winery - Dream 2 Cottage

A wooden deck overlooks the Rogue River, surrounded by trees displaying autumn colors. Two chairs are positioned on the deck, offering a serene view of the water and lush landscape. Steps lead down from the deck to a landscaped area with gravel and plants.
Cottage in Grants Pass
4.79 out of 5 average rating, 365 reviews

Riverfront House with hot tub, game room and more!

Guest favourite
A comfortable living area features a large sectional sofa and a cozy armchair, complemented by a decorative coffee table. A flat-screen TV is mounted on the wall, alongside a beautiful electric fireplace. Natural light floods in through large windows framed by dark curtains, revealing scenic views.
Cottage in Talent
4.93 out of 5 average rating, 73 reviews

Paschal Winery - Dream 1 Cottage

Guest favourite
An outdoor hot tub is illuminated under warm string lights, set within a wooden gazebo. The surrounding area features wooden fencing and lush greenery, creating a serene environment. A soft blue glow from the water contrasts with the warm evening sky, enhancing the tranquil ambiance.
Cottage in Jacksonville
4.93 out of 5 average rating, 481 reviews

Romantic Retreat w/ Hot Tub & Starlit Massage Room

Guest favourite
A light-filled living room features large windows and a skylight, enhancing the warm tones of the wood flooring. A cozy seating area includes a leather sofa and an armchair, accompanied by a small coffee table. A stylish wood stove adds a functional and aesthetic touch.
Cottage in Ashland
4.92 out of 5 average rating, 266 reviews

Vineyard Cottage-Winery, Hot Tub, Privacy

Superhost
Cottage in Gold Hill
4.82 out of 5 average rating, 316 reviews

Hot Tub w/ River Views / Private Patio / Spacious

Pet-friendly cottage rentals

Guest favourite
Cottage in Ashland
4.95 out of 5 average rating, 105 reviews

Abbott's Cottages- Heron

Superhost
The interior space features a wooden dining table set with two wine glasses, surrounded by four black stools. A partially open door reveals a separate bedroom with a spacious bed, and light fixtures add soft lighting throughout the area.
Cottage in Ashland
4.79 out of 5 average rating, 364 reviews

Oak Street Studio

Guest favourite
A rocking chair is positioned on a shaded deck, framed by vibrant purple flowers. The chair features a decorative cushion, while green foliage surrounds the scene, creating a serene outdoor space that invites relaxation.
Cottage in Talent
4.78 out of 5 average rating, 472 reviews

" sweet little garden studio "

Guest favourite
A charming white cottage is surrounded by vibrant gardens, featuring colorful flowers and lush greenery. The welcoming front porch is adorned with seating, while a neatly manicured lawn extends beside a stone border.
Cottage in Jacksonville
4.93 out of 5 average rating, 59 reviews

Lily Pad/#1 Best Location/Full Kitchen/Luxurious

Superhost
Cottage in Jacksonville
4.73 out of 5 average rating, 15 reviews

Fireside Cottage

Superhost
A charming cottage is viewed from the street, surrounded by colorful landscaping. Soft light glows from the windows, while a white picket fence gives a welcoming impression. Nearby trees and shrubs add to the serene evening atmosphere, providing a sense of tranquility.
Cottage in Ashland
4.68 out of 5 average rating, 40 reviews

Bluemoon Vacation Rentals - Bluemoon Cottage

The log cabin exterior features a green metal roof and is surrounded by lush evergreen trees. A small wooden porch with a rustic door provides access, while a light blue table and chairs are placed near the entry, inviting relaxation amidst the natural setting.
Cottage in Eagle Point
4.75 out of 5 average rating, 81 reviews

Blue Gate Cottage on the Rogue River

Guest favourite
The welcoming exterior of the cottage is framed by lush green grass and a pathway leading to the entrance. Two comfortable chairs are positioned on the porch, inviting relaxation. Mature trees provide shade, enhancing the peaceful atmosphere of the outdoor space.
Cottage in Medford
5.0 out of 5 average rating, 5 reviews

Cottage-Near hospitals, fully fenced, pet friendly

Private cottage rentals

Top guest favourite
A charming exterior view showcases the fully renovated single-level studio with a welcoming entrance. Lush greenery surrounds the structure, complementing the natural tones of the building. The spacious patio area features a few potted plants, and the driveway is accessible, enhancing the inviting atmosphere.
Cottage in Jacksonville
4.97 out of 5 average rating, 36 reviews

The Monarch - Luxury Studio W/On-Site Parking

Top guest favourite
The image features a serene scene by the Little Applegate River, with a gentle water flow reflecting the surrounding trees. A rustic home is visible in the background, partially obscured by tall trees, enhancing the natural setting.
Cottage in Jacksonville
5.0 out of 5 average rating, 15 reviews

Cottage on River's Edge

Top guest favourite
A light gray sectional couch is adorned with decorative pillows in neutral tones. A wooden coffee table with a simple design sits in front, featuring a plant and a tray with items. A glimpse of the kitchen area is seen in the background.
Cottage in Jacksonville
4.98 out of 5 average rating, 51 reviews

Cottage A in Jacksonville is a great getaway

Top guest favourite
The kitchen features wooden cabinetry and a vibrant backsplash, with stainless steel appliances including a gas stove and hood. Open shelving displays dishes and cooking essentials, while natural light enters through a nearby door. A wooden island is centered in the space, enhancing functionality.
Cottage in Grants Pass
4.92 out of 5 average rating, 36 reviews

Grants Pass Cottage for Long or Short stay

Guest favourite
A charming duplex exterior is depicted, showcasing a well-maintained yellow facade under a partly cloudy sky. The driveway is spacious and lined with greenery, leading to a garage entrance. The front door features a decorative wreath, enhancing the inviting appearance of the property.
Cottage in Grants Pass
4.94 out of 5 average rating, 66 reviews

Warm and Inviting Peaceful, LazyBoy Recliner

Guest favourite
The exterior of the cottage is highlighted by a vibrant blue façade and a white picket fence. Large windows allow ample natural light to enter, while a landscaped area with pebbles and a small tree enhances the inviting appearance of the home.
Cottage in Ashland
4.97 out of 5 average rating, 66 reviews

Mountain View Cottage

Superhost
A charming blue cottage is featured, adorned with climbing vines and surrounded by a well-maintained lawn. Colorful flowers are displayed in planters across the front. A welcoming front porch leads to the entrance, while tall trees frame the property against a clear blue sky.
Cottage in Grants Pass
4.6 out of 5 average rating, 10 reviews

Charming Cottage Close to Historic Grants Pass

Top guest favourite
A bright kitchen features large windows allowing natural light to illuminate white cabinetry and countertops. An island with barstools offers additional seating, while a chandelier hangs above, providing a warm focal point. Stylish accents, including potted plants and a decorative tray, enhance the inviting space.
Cottage in Central Point
4.97 out of 5 average rating, 140 reviews

Sweet Rose Cottage