Holiday rentals in Jackson County

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Top-rated holiday rentals in Jackson County

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

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Guest favourite
A spacious living room area is highlighted by a brown leather sectional sofa accompanied by two decorative pillows. A light wood coffee table sits in the center, situated on a warm-toned wooden floor. Open doorways lead to other rooms, enhancing the airy feel.
Guest house in Central Point

The Hygge Stay in the Heart of Southern Oregon

Pet friendly**Close to the I-5 interstate. Within walking distance to park! This guest house, is filled with natural light making it bright and inviting. Thoughtfully designed with guests in mind, you will have no trouble feeling comfortable with all the amenities you’ll need. *Fun fact**, the night stands in the main bedroom were made in the shop downstairs and designed by husband and I! *Airbnb is above working cabinet shop* Message me if you have any questions, I’ll respond within an hour!

FamilyValueLayout

4.94 out of 5 average rating, 659 reviews
Top guest favourite
An open interior of a modern yurt is shown, featuring a kitchen island with bar stools, wooden cabinetry, and a cozy seating area. Large windows allow natural light to fill the space, highlighting the unique vaulted ceiling and bamboo flooring.
Yurt in Eagle Point

Starlight Meadow Yurt

The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

FamilyLocationGetting around

4.96 out of 5 average rating, 291 reviews
Guest favourite
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.
Home in Central Point

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!)

LocationFamilyBiking

4.96 out of 5 average rating, 159 reviews
Guest favourite
A new tiny home is situated among tall pine trees, featuring a clean exterior with large windows adorned by flower boxes. A gas grill is positioned on a patio area, framed by a wooden fence and lush green grass.
Tiny home in Shady Cove

Modern Tiny House w/ Hot Tub and Putting Green

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

ValueFamilyGetting around

4.94 out of 5 average rating, 391 reviews
Top guest favourite
A comfortable seating area features a brown leather sofa and recliner, accompanied by a round coffee table on an area rug. A side table with a lamp provides soft lighting, while a decorative plant adds a touch of green. A bookshelf displays various items, enhancing the space.
Home in Medford

Brookdale Meadows Farmhouse Cutie

Farmhouse charm on a quiet residential street. Home has 3 bedrooms, (4 beds), 2 baths, (walk in shower) eat in kitchen, formal dining room, family room, formal living room, laundry room, covered deck, and more… Close to parks, golf course, jet boat tours, wineries, shopping, easy access to I-5 and just 4 miles from Medford Airport. Ashland Shakespeare Festival and Historic Jacksonville just 20-25 minutes away. Crater Lake, Oregon Coast, Redwoods, and Portland all make great day trips.

FamilyValueHeating

4.97 out of 5 average rating, 122 reviews
Top guest favourite
Home in Prospect

Ripple Rock Lodge- Gateway to Crater Lake

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

ValueLocationWifi

4.97 out of 5 average rating, 154 reviews
Top guest favourite
Home in Shady Cove

The Shady Knoll | Crater Lake Basecamp | Hot Tub

Unwind on a fenced, gated acre just up from the Rogue River. Year-round private hot tub, BBQ & string lights over a huge lawn. Updated home w/ king suite, spa-style rainfall shower, cozy pellet stove, fast wifi & 2 workspaces. Boat & raft trailer parking inside the gate — fish or float world-class Chinook & steelhead water minutes away. Lost Creek Lake in 10, Crater Lake ~1 hr, waterfalls & hikes all around. Mornings: coffee on the deck. Nights: stargazing from the hot tub.

LocationFamilyNearby

4.92 out of 5 average rating, 173 reviews
Top guest favourite
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.
Home in Jacksonville

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.

LocationValueTV

4.99 out of 5 average rating, 131 reviews
Guest favourite
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.
Home in Medford

Clean, comfy, pet friendly & fully stocked

Relax at Casita Blanca! Peaceful, fully stocked and tons of extra amenities for your enjoyment. Perfect for families, girls trips, dogs, and right off of I-5 if you’re passing through and need a place to rest your head. Extra care has gone into curating this home including a lavish coffee and tea bar, robes, house socks (socks are for you to keep), comfy beds, luxury amenities, pup basket, wifi, smart TV's in every bedroom, kids items, and a fully stocked kitchen.

FamilyLocationAir conditioning

4.95 out of 5 average rating, 260 reviews
Guest favourite
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.
Home in Medford

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

LocationFamilyHeating

4.88 out of 5 average rating, 478 reviews
Top guest favourite
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.

FamilyLocationSleep quality

4.97 out of 5 average rating, 302 reviews
Top guest favourite
A modern two-story home is showcased, featuring a grey exterior with contrasting dark shutters. A spacious driveway leads to a large garage. Lush greenery surrounds the property, enhancing its curb appeal. The sideyard features a wooden fence, indicating outdoor space for relaxation.
Home in Eagle Point

Golf, Raft, Hike, Relax in Home near Crater Lake

Welcome to the perfect getaway for couples, friends, and families. Located in the peaceful city of Eagle Point, you'll get that small town feel that's near many activities, restaurants, and destinations that Southern Oregon has to offer. Our lovely home borders the Robert Trent Jones designed Eagle Point Golf Course, is located near many beautiful wineries, and is an hour and fifteen minutes away from the infamous Crater Lake.

FamilyLocationBathroom

4.95 out of 5 average rating, 209 reviews

Popular amenities for Jackson County holiday rentals