Family-friendly holiday rentals in Medford

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Downtown Talent 2 BR bungalow

Sunny, Quiet, and clean in downtown Talent! Market, coffee shop, cafes, food trucks, Camelot Theater, library, playground, winery & shops in easy walking distance. Centrally located right between Ashland & Medford for discovering up and coming Talent while exploring the Rogue Valleys offerings: wine tasting, Oregon Shakespeare Festival, Britt Festival, historic Jacksonville, skiing or outdoor adventuring in mountains, or on rivers or lakes. We're dog friendly, but no dogs on furniture please.

Lotus 2-Peaceful-Well Stocked-W/D-Walk to Park

-No Checkout Chores- The Studio is a comfortable and relaxing place to wind down after exploring the area. It is above the garage of my home with a side entry. The full kitchen is well equipped. It has a Keurig, coffees, teas, creamers, sugar, cooking oil and spices. Vaulted ceiling and ceiling fan. The bathroom is a good size with a jacuzzi tub/shower. The walk-in closet has an energy efficient washer/dryer-laundry supplies included. Located 2 blocks from a major park-Fitchner Mainwaring

Hillcrest 4br 6 bed, last minute ok, 75" Qled TV!!

Hillcrest CLOSE, granite counters in kitchen and bathrooms, yard, Views, 2 balconies with tables and chairs to relax outside. double headed shower in master. New house, built in 2015. Dual temp controls. Written approval for all pets!!!! Not fenced. Keurig or regular coffee pot. Comfortable couches. Stunning 75" Samsung 4k QLED tv in living room! Add in sonos soundbar for the full experience. New 4k 55 samsung in master Upstairs is a huge bedroom/play area big screen tv and 3 queens.

Woodland Cottage near Jacksonville Dog Friendly

It seems remote, so your nervous system relaxes on 60 acres in nature's stillness, yet it's only 10-minutes drive to Jacksonville or Medford; 25-min to Ashland. Long stays welcome. Our sanctuary has modern comfort & convenience, a king + queen bed, 2 sofabeds, full kitchen, TV, large library + views. Our land supports evergreens, gardens, ranch critters (chicken, dogs), a shallow pond, hilly hikes to BLM trails, peaceful places to hang out. We welcome Canine Companions ($30/week fee) & Kids.

Claudia's Retreat Sanctuary

Retreat here on my 6 acres of madrone forest with pastoral views, 2 meditation labyrinths- yet only 3 miles to the quaint, historic town of Jacksonville, Oregon, home of Britt Festival, 35 minutes to Ashland and 1.5 hours to Mt. Shasta or Crater Lake. This guest suite in the lower level of my house. Walk the spiral labyrinths. Book a Sacred Sound bath session with Tibetan and crystal bowls & Paiste gongs for $70 during your stay. Massage chair available too. Simply divine!

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity!

Artistic Airstream with panoramic views

This beautifully rebuilt Airstream, makes for the perfect cozy getaway. Perched on its own terrace on a 5+ acre Italian style estate you'll be surrounded by spectacular views, an abundance of fine food, entertainment (including the world famous Shakespeare and Britt Festivals), nightlife, endless family-friendly and outdoor activities, day trips to destination wineries, redwoods and Crater Lake. 4 mi. from downtown Ashland and 13 mi. from Medford airport.

" sweet little garden studio "

Nice little shady deck with rocking chairs. Very quiet and safe little neighborhood. Great location. Eight minutes to downtown Ashland and 15 minutes to downtown Medford. Comfortable little Studio. Great for one or two busy guest. If bringing an animal please lmk beforehand of what kind and size. Im allowing one well behaved animal. Must not be left behind and clean up is a must. Thank you for understanding.