Holiday houses in Roxy Ann Peak

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Top-rated holiday rentals in Roxy Ann Peak

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Top Guest favourite
The exterior of the unit is shown, featuring a private deck with seating and a view of the surrounding greenery. A well-maintained lawn is visible, along with flower beds and mature trees, which enhance the tranquil country setting.
Guesthouse in Medford
4.97 out of 5 average rating, 296 reviews

Mel-Ohana: your favorite country retreat!

Mel-Ohana is a quiet, private two bedroom, 1 bath upstairs unit with comfortable queen memory foam mattresses, kitchen amenities, and a beautiful large bathroom with tiled shower. Open, bright and airy, the country views are spectacular from both bedrooms. It's the perfectly-placed retreat, with Jacksonville/Britt 5 mins away, Ashland -25 mins., and 12 mins. from Medford shopping and restaurants. Wander the 1/2 acre lawn and garden area or share a bottle of wine on the ground-level cedar deck!

Top Guest favourite
A modern cottage features a sleek exterior with large glass doors and contemporary lighting. The front porch is adorned with decorative plants and a small seating area. Natural wood accents and a gravel pathway enhance the welcoming ambiance of the outdoor space.
Cottage in Phoenix
4.99 out of 5 average rating, 466 reviews

Romantic Wine Country Farm Stay Near Ashland

Stunning romantic wine getaway on a flower farm with spectacular views. Farm stay offers the perfect base for exploring the Rogue Valley wine trail, 15 minutes to over 20 Jacksonville and Ashland wineries in the heart of the valley. Cozy private deck offers a perfect spot to relax and enjoy wine with views of mountains, pastures, and fields. Home of the Oregon Shakespeare and Britt Festivals. One mile from the Greenway, a bike and pedestrian pathway. Enjoy a beautiful ride to local wineries.

Guest favourite
The cabin exterior is framed by lush greenery, with a vibrant orange facade contrasted by white windows. A wooden staircase leads up to a welcoming red door, surrounded by natural foliage, creating an inviting atmosphere within the forest.
Tiny home in Talent
4.94 out of 5 average rating, 120 reviews

Peaceful Forest Cabin w/Cedar Hot Tub

Welcome to our cozy cabin, nestled in Oregon’s lush forest beside a seasonal creek. Blending rustic craftsman charm with a bohemian flair, our cabin provides a warm ambiance with a well-equipped kitchenette , living room, and a walnut bar-top dining area. In the mezzanine loft, find an organic queen bed and a workspace with a fold-out futon. Enjoy our wood fired hot tub, Wagner Creek trails, nearby wineries and the Shakespeare festival, offering a mix of nature’s beauty and local culture.

Guest favourite
The front porch is showcased with wooden decking, leading to an entrance adorned with potted plants and colorful hanging baskets. A welcoming sign is mounted on the blue exterior wall, complemented by rustic furniture, enhancing the inviting appearance of the home.
Home in Ashland
4.95 out of 5 average rating, 106 reviews

Cozy Ashland Getaway

This bright two-bedroom ranch features a large bedroom with king-sized bed and a smaller bedroom with a queen-sized bed. The living room is furnished with a couch and two comfy chairs. The gourmet style kitchen comes fully equipped. The fenced yard is perfect for your pup. Enjoy a shaded front porch and a back deck ideal for watching sunsets. Interested guests can also inquire about including our 15-foot trailer in their reservation for an extra charge, which accommodates up to two people.

Top Guest favourite
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.
Home in Ashland
4.96 out of 5 average rating, 135 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!

Superhost
A spacious living area features a comfortable dark sofa with decorative pillows. A wooden coffee table sits in front, accompanied by a decorative bowl. The backdrop reveals a well-equipped kitchen with wooden cabinetry, and a dining area is visible through the archway.
Home in Medford
4.89 out of 5 average rating, 115 reviews

Hillcrest Estates

Gorgeous home in desirable East Medford Hills - Open Floor Plan - Living room & master bedroom opens to a covered deck. Crown molding, beautiful kitchen with granite counters & Stainless Steel appliances, gas fireplace, hardwood flooring, natural Beech wood cabinetry, and 12' ceilings +more. The master suite features a soaking tub, glass-surround shower, and a double vanity. Lower level has 2 bedrooms, a full bath & exit to covered patio. There is a thermostat both upstairs and downs

Superhost
Apartment in Medford
4.88 out of 5 average rating, 112 reviews

W/D, FULL Kitchen, Downtown walking , Parking

Comfort and convenience in this chic lower-level guesthouse, perfectly located just moments from downtown. Within easy walking distance of restaurants, shopping, farmer’s market, parks, and public transit — the best of the city right at your doorstep! Take advantage of a kitchen stocked with all the essentials for preparing home-cooked meals, and washer and dryer for extended stays. Queen bedroom, plus sleeper sofa comfortably accommodates up to 4 guests. Fast, reliable Wi-Fi

Top Guest favourite
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
4.99 out of 5 average rating, 218 reviews

Hygge Hideaway. A home for rest and adventure

In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

Guest favourite
A charming cottage exterior features a dark gray facade with white trim and a welcoming orange door. Two evenly spaced windows are flanked by neatly trimmed shrubs, and a concrete pathway leads to the front entrance, surrounded by a well-maintained lawn.
Home in Medford
4.99 out of 5 average rating, 297 reviews

Cozy Cottage

Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

Top Guest favourite
A kitchenette is shown with a wooden countertop that features kitchen utensils and a coffee maker. Potted herbs sit in a glass container. A small lamp illuminates the cozy bedroom visible in the background, which has a bed partially covered with blue bedding and wooden accents.
Guesthouse in Medford
4.96 out of 5 average rating, 1,293 reviews

Eco-Tiny House in SE Medford

Clean and quiet 200 sq ft. detached guesthouse with kitchenette nestled among vegetable gardens and native wildflower beds. Within walking distance of Asante hospital and several shops and restaurants. Easy access to freeway. 20 minutes from downtown Ashland and Jacksonville and only and 10 minutes from downtown Medford. Off-street parking available. Well-behaved pets welcome. Please no smoking inside the guesthouse or on the property.

Top Guest favourite
An open studio layout is captured, featuring a kitchen with stainless steel appliances and a dining area with a round table. A spacious bed is positioned near a television mounted on the wall, with a laundry area visible at the back. Fresh flowers are arranged on the table.
Apartment in Medford
4.96 out of 5 average rating, 170 reviews

"Panorama Place"

Welcome to our cozy 463 sq' cottage completed January 2021. This studio space boasts views above the city to the west and the wooded hillside up to 3500' Roxy Ann Peak to the east. With just a few minutes drive to the heart of downtown, this comfortably quiet, clean, private getaway will allow guests to thoroughly experience the best of southern Oregon. Full kitchen and laundry available in room.

Top Guest favourite
Home in Central Point
4.93 out of 5 average rating, 176 reviews

Close to Wineries • Hot Tub • Near Jacksonville

Bright, modern guesthouse in Rogue Valley wine country. This private retreat is perfect for couples or small families. Enjoy serene farmland views, a private hot tub, and a full kitchen. Comfortably sleeps up to 4. Located just minutes from Medford, wineries, and hiking trails, offering a perfect blend of countryside charm and convenient access to local attractions.

Popular amenities for Roxy Ann Peak holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Roxy Ann Peak