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Find Your Perfect Southern Oregon Stay

Browse professionally managed vacation rentals in Jacksonville, Medford, Eagle Point, and across the Rogue Valley. Find the perfect home for your next getaway, business trip, or extended stay.

Selah House | Luxury Jacksonville Retreat – Garage

Jacksonville
Welcome to Selah House, a beautifully designed retreat in the heart of historic Jacksonville, Oregon. Perfect for families, couples, business travelers, and extended stays, this spacious home combines modern comfort with the charm of one of Southern Oregon’s most beloved small towns.

Cottage 11

Jacksonville
Discover a uniquely designed, beautifully renovated cottage in the heart of Jacksonville ✨. Perfectly located just one block from downtown Jacksonville and Britt Gardens, this cozy retreat combines comfort, style, and convenience for your stay. Ideal for couples ❤️, solo travelers 🧳, or small families 👨‍👩‍👧 looking for a memorable getaway.

The Eagles Nest!

Eagle Point
“Nest” in the comfort of this delightful home situated near many interesting sites and engaging activities. There is rafting or fishing on the Rogue River, it’s just one hour to Crater Lake. Jacksonville and Ashland (think wine and the Shakespeare Festival!) are only a half an hour away; plus, there are numerous vineyards/wineries nearby.

Family Retreat w/ Pool + Hot Tub | 3 Private Homes

Medford
Whether you're planning a family reunion, wedding weekend, sports tournament, or Southern Oregon adventure, this one-of-a-kind property was designed for groups to stay together without sacrificing privacy.

Jacksonville Mountain Retreat!

Jacksonville
Escape to this luxury 5-bedroom, 3.5-bath mountain-top home offering breathtaking mountain and forest views, exceptional privacy, and a private in-ground pool. Perfect for families and large groups, this Southern Oregon retreat sleeps up to 14 guests with space to gather, relax, and reconnect.

Jacksonville Creekside Inn

Jacksonville
Truly one of a kind, located in the historic district of Jacksonville, a very short distance to downtown activities, Britt Festival, Vineyards, Unique shopping, restaurants for every appetite. What makes this such a rare property is it's proximity to town, yet sits on a quiet lot with large deck overlooking seasonal creek.

Applegate River Retreat | Mineral Baths

Jacksonville
Escape to a one-of-a-kind vacation rental located on five private acres in the heart of Applegate River wine country. Perfect for families, couples, or anyone seeking a peaceful retreat, this property combines privacy, nature, and restorative mineral baths to soothe your mind and body.

Modern Cabin • River Views Near Jacksonville

Jacksonville
Welcome to Cabin #1 at Quail Run, a beautifully designed 3 bed 3 bath modern retreat surrounded by nature and just minutes from historic Jacksonville, local wineries, and outdoor adventure.

Riverside Applegate | 3BR | Near Lake & Wineries

Jacksonville
Escape to this spacious 2,200 sqft home located on the Applegate River within the Rogue River–Siskiyou National Forest. Perfect for families, friends, or groups seeking relaxation and adventure, this home offers breathtaking river views, woodland privacy, and easy access to wine country and Applegate Lake.

B.F. Dowell House | Walk to Britt & Downtown

Jacksonville
Experience one of Jacksonville’s most iconic historic homes. The beautifully restored 1861 B.F. Dowell House blends original stained glass, marble fireplaces, soaring ceilings, and exposed brick with modern comfort.

Ida’s Cottage | Walk to Downtown Jacksonville

Jacksonville
Welcome to Ida’s Cottage, a charming and comfortable retreat in the heart of historic Jacksonville, Oregon. Located just a short walk from downtown, Britt Festival, restaurants, shops, and wine tasting, this cozy cottage offers the perfect blend of convenience and small-town charm.

Historic Bradshaw House!

Jacksonville
Perfect location in Jacksonville. One block to Britt, Good Bean Coffee and downtown. House is newly remodeled high end and well appointed.

Cottage Nine

Jacksonville
Enjoy a stylish stay in the heart of Jacksonville, just one block from downtown. Walk to GoodBean Coffee, Britt Gardens, shops, restaurants, and nearby bike and hiking trails. This cozy cottage features a gas fireplace, flat-screen TV,

Chiloquin Ridge River Retreat

Chiloquin
Welcome to Chiloquin Ridge River Retreat, a peaceful riverfront escape on the Sprague River just 30 minutes from Crater Lake. This 3-bedroom, 2-bath home comfortably sleeps 8 and offers direct river access, cozy indoor spaces

The Pool House

Medford
Discover the ultimate comfort and convenience at our charming and cozy apartment, where every detail is designed to make your stay truly exceptional. The well-equipped kitchenette boasts modern appliances,

Luxury Applegate Cabin #2 | River, Views & Hiking

Jacksonville
Escape to a spacious modern retreat in the heart of the Applegate Valley. This newer 3-bedroom cabin features vaulted ceilings, large windows with mountain views, and a short walk to the Applegate River.

Cozy Condo in East Medford w/ Pool and Hot Tub

Medford
Escape to our delightful and inviting one-bedroom condo, the perfect retreat for a relaxing getaway. Located in a serene and picturesque setting, our cozy condo offers everything you need for a memorable stay including a full kitchen

4BR Pool & Hot Tub Home Sleeps 14

Medford
Bring the whole crew to this spacious 4-bedroom, 3-bath home designed for up to 12 guests. Whether you’re planning a family getaway, group trip, sports tournament, or weekend with friends, this home has the space and amenities to make your stay memorable.

Luxury Gold Miner Cottage | Walk to Britt

Jacksonville
Welcome to Cottage 10, a newly remodeled luxury cottage inspired by Jacksonville’s gold mining past. This boutique retreat features vaulted ceilings, a centerpiece fireplace, a king bed with luxury linens, and a spa-style bathroom with a walk-in shower.

Guest Experiences That Feel Like Home

Hear from travelers who enjoyed comfortable stays, beautiful locations, and trusted local hospitality across Southern Oregon.