
Holiday rentals in Rogue Valley
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Top-rated holiday rentals in Rogue Valley
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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.
5.0 out of 5 average rating, 257 reviews
Tiny Groove with plunge pool and soaking tubs
A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!
4.86 out of 5 average rating, 132 reviews
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!
4.94 out of 5 average rating, 657 reviews
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!
4.96 out of 5 average rating, 291 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!)
4.96 out of 5 average rating, 155 reviews
Tree Top Studio
Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.
4.97 out of 5 average rating, 322 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.
4.93 out of 5 average rating, 249 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!
4.95 out of 5 average rating, 168 reviews
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!
4.97 out of 5 average rating, 151 reviews
The Renovated Retreat -hot tub
Fresh, modern, and made for relaxing! This newly refreshed home puts you just 5 minutes from the Medford airport and close to restaurants, shopping, and everything you need during your stay. With fresh paint, and new flooring, and a bright open-concept kitchen and living area, there's plenty of space to gather and enjoy time together. The spacious backyard is the perfect spot to kick back and relax after a day of exploring Southern Oregon. Come and enjoy an easy comfortable stay!
5.0 out of 5 average rating, 3 reviews
The Peak Loft (Tesla Charger)
The Peak Loft: A peaceful space to recharge above the Rogue Valley. Designed for slow mornings and intentional living, this 1-bedroom retreat blends clean lines with calm energy. Stretch, sip coffee, and reset before exploring with our curated local guide list or optional wellness, self-care, and snack kits. Includes EV charging, full kitchen, workspace, and laundry; just steps from our newest city park and minutes from everything. A stylish basecamp for every direction you roam.
4.95 out of 5 average rating, 42 reviews
Southern Oregon Stop Over - Modern Guest House
This stylish 1-bedroom, 1-bath guest house in Central Point, Oregon offers a 5-start hotel suite experience at a highway Motel price point. Enjoy thee cozy queen-size Casper bed with blackout curtains for a restful nights sleep. Unwind in the deep soaking tub, and enjoy pour over coffee in the full kitchen. Central to downtown, wineries, and outdoor adventures this stop is perfect for a peaceful getaway or road trip. Relax, recharge, and explore the beauty of Southern Oregon!
4.92 out of 5 average rating, 103 reviewsPopular amenities for Rogue Valley holiday rentals
Other great holiday rentals in Rogue Valley

Rogue Riverside Log Cabin
4.9 out of 5 average rating, 10 reviews
The Disco Daizy
4.94 out of 5 average rating, 94 reviews
Grandview of Ashland | Hot tub | Sauna | Firepit
4.98 out of 5 average rating, 43 reviews
PNW Home in Nice Neighborhood.
5.0 out of 5 average rating, 29 reviews
Vineyard in full swing. Perfect time of year!
4.9 out of 5 average rating, 58 reviews
Custom Rogue River Cabin
4.98 out of 5 average rating, 41 reviews
Jacksonville Farmhouse +Hot Tub+wildlife+Pond
4.96 out of 5 average rating, 46 reviews
Luxurious Station House Suite A
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