Holiday rentals in Roxy Ann Peak

4.97 out of 5 average rating, 174 reviews

Angel Crest Casita Guest Suite - East Medford

Enchanting, large, private 1 bedroom guest suite with a view In Upper East Medford. Beautiful, open concept living /dining area has plenty of room to relax and unwind. This space also includes a semi private queen bed. There is a large luxurious shower, kitchenette, and other amenities (microwave, fridge, and coffee maker). Outside there is a large private covered deck with outside seating and a fire pit. Close to wineries, golf, restaurants, and great hiking. This is a non smoking property.

4.99 out of 5 average rating, 220 reviews

Parkside East Medford Studio

Unwind in this cozy East Medford studio conveniently located near the Rogue Valley Int'l Airport (8 min), Hospitals (Providence - 2 min & Asante - 5 min), less than 2 miles from both Medford I-5 exits, 7 miles from Britt Gardens in historic Jacksonville & 78 miles from Crater Lake. This space offers private entrance & off-street parking. Kitchenette includes basic dishes & cookware. Bathroom includes rainmaker shower. Studio includes wifi, Roku TV, Netflix, Prime, and other streaming options.

4.96 out of 5 average rating, 247 reviews

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!

4.98 out of 5 average rating, 683 reviews

Guest house in Medford

Orchard Home Cottage * ~ Private, Cozy, Peaceful *

*NO PETS* Enjoy Southern Oregon by staying in our peaceful bright cottage. Perfect for those who want a quiet getaway close to all the Rogue Valley has to offer. It is situated toward the rear of our property w/private parking and its own fenced patio. We are located 4 miles from Jacksonville where you can hear the sounds of the Britt Festival. Ashland, home of Oregon's Shakespeare Festival is 20 minutes away. Lakes, hiking trails, and rivers are all around for those looking for adventure.

4.93 out of 5 average rating, 134 reviews

Starlight Suite, urban, tranquil & luxury stay

In the heart of Old East Medford we provide a space of quality, relaxation, and luxury for your home away from home. We are located just minutes away from the Farmers Market, Movie Theater, Downtown Medford, restaurants, and shops. Enjoy the local wineries, Shakespeare Theater, Britt Festivals, and the glorious outdoor adventures of Southern Oregon. These BnB Suites are connected to our high end Wellness center offering massage and infrared sauna among other healing treatments you can book.

4.96 out of 5 average rating, 391 reviews

Flat in Medford

Suite Comice EV Charging

*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

4.94 out of 5 average rating, 137 reviews

Clean & Private E. Medford Studio with own W/D

Clean and spacious daylight basement studio convenient to everything in Medford. Walkable to Starbucks and Providence Hospital and within 5 min drive to the airport, Asante RRMC and all major shopping/restaurants. There’s also a separate private entrance to the unit with no awkward shared spaces(!) and you’ll have use of a personal in-unit washer/dryer, countertop dishwasher, refrigerator, and an induction cooktop for meal prep. Ideal for traveling healthcare workers!

4.88 out of 5 average rating, 339 reviews

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.

4.98 out of 5 average rating, 193 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.

4.95 out of 5 average rating, 144 reviews

Flat in Medford

"Panorama Place"

Welcome to our brand new 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.

4.99 out of 5 average rating, 105 reviews

Cute Boho w Patio, W/D, Parking (No Chores!)

Fast Wifi + Kitchen + Privacy + Outside Deck! Welcome to our charming, boho unit, nestled on the entire, private second floor of this historic 1937 home. A perfect getaway for couples, small families, and business travelers alike -- private entrance and deck. Explore the scenic Rogue Valley, indulge in local wineries, and enjoy a comfortable stay in this picturesque Oregonian gem.

Superhost

Dome in Ashland

4.79 out of 5 average rating, 98 reviews

The Acorn dome

Nestled in the trees, the geodome has mini split ac, heat, WiFi, tv, kitchen area, stove, fridge and private detached bathroom/shower. Three miles to Ashland, yet surrounded in nature. Take advantage of the Incredible views and bird watching on the wrap around deck. Barrel sauna available for use, shared with adjacent tiny house airbnb

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Other great holiday rentals in Roxy Ann Peak

5 out of 5 average rating, 8 reviews

2BR Casa Island w Chef's Kitchen

KatieRating, 5 stars5 days ago

Really enjoyed our stay at this beautiful place. It’s a very cute and cozy home. It was very clean and smelled great. Perfect size for our small family. Had everything we needed and more. There are some great little eateries nearby. It’s close to everything. John was wonderful and quick to respond. Look forward to staying again in the future.

Superhost

Guest house in Medford

4.69 out of 5 average rating, 139 reviews

Million Dollar View No city tax! Huge 4k tvs

DulceRating, 5 stars1 month ago

Michelle was such a great host with great communication, and very understanding. I would book again if in oregon!

4.87 out of 5 average rating, 75 reviews

Flat in Medford

Peach Street Super Suite

KyleRating, 5 stars1 week ago

This was a great place! We were able to check in early and they responded super promptly and were very kind. Place was super clean and was just right for us! I really appreciate you guys and allowing us to spend some time in your place!!

5 out of 5 average rating, 24 reviews

Manor Hill Haven | Hot Tub & Accessible Features

TracyRating, 5 stars1 week ago

This stay was a true retreat. I especially loved being outside—walking the grounds, listening to birdsong, and watching the birch tree leaves dance in the wind. The natural setting was peaceful and full of life. The hot tub was a beautiful bonus—it’s clear how much care has been put into maintaining it. Inside, the house felt incredibly spacious and full of light. It was bright, open, and welcoming—perfect for both relaxing and recharging. A truly special place for anyone who loves quiet beauty and thoughtful touches.

5 out of 5 average rating, 6 reviews

Valley View Escape

HaleyRating, 5 stars1 week ago

Richard’s place was perfect for what we needed! It was clean and comfortable and centrally located. We would definitely stay here again while visiting Medford.

5 out of 5 average rating, 3 reviews

Guest house in East Medford

JessicaRating, 5 stars2 weeks ago

This is an amazing little guest house! It was perfect for our family of four and so cute inside. Ryan was friendly, courteous, and a great communicator. We look forward to staying again!

4.95 out of 5 average rating, 93 reviews

Secluded suite in town

RogerRating, 5 stars4 days ago

Everything about this place was spacious, clean, comfortable and well maintained, Jennifer and Joanna were perfect hosts! We had a little mishap with the key code entry lock and they immediately responded to me and fixed the issue, Highly recommend and I will definitely return