
Places to stay near Ashland
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Ashland
Guests agree: these stays are highly rated for location, cleanliness and more.
Popular amenities for holiday rentals near Ashland
Condo rentals with Wi-Fi

Black Pearl

The Executive Suite

Plaza North Suite 203 Windsor

Plaza North Penthouse

Spacious Modern Condo Walk To Downtown & OSF

Manger’s Sofa Bed Studio @ Medford

Plaza North Suite 201 Alexander

Plaza North Suite 202 Sonoma
Family-friendly house rentals

Terra Cottage Inn - Quintesential Ashland

Ivy Cottage

Plymale Cottage Bed & Biscotti - 2BR, Kitchen, AC

Clean and Cozy Farmhouse

Modern Rustic River Home - Gym | Game Room | Sauna

Cozy Ashland Getaway

The Madrone House, mountain views.

Phoenix pine cottage
Apartment rentals with air conditioning

5 Star Luxury Southern Oregon Suite

Designer 1 BD Apt |W/ W&D |Near I-5 & DT

Winner 2024 Best of Ashland! Our Carriage House

Suite Comice EV Charging

Broken Chair Ranch

Peace on the Rogue river Studio

1940s Vintage apartment steps from the Rogue River

Madrona Suite
Other great holiday rentals near Ashland

Eco-friendly Woodland Retreat

Alice Berry Cottage

Pioneer Vacation Rentals - Pioneer North

Titania - Second Spring Property

Grandview of Ashland | Hot tub | Sauna | Firepit

Creekside Retreat Close to Town

Cowslip Historic Main House, Great for Gatherings!

Stone's Throw Bungalow
Destinations to explore
- Southern Oregon Holiday rentals
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- Luxury Cabins United Kingdom
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- Large Villas United Kingdom
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom