Ashland vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Ashland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Guesthouse in Ashland

Charming cottage, walk to town.

Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtown

$176 per night

Superhost

Guesthouse in Ashland

Charming Guest House - One block from Downtown!

This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can comfortably sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.

$145 per night

Superhost

Private room in Ashland

Mexico Airbnb at Wood Hamlet, by Downtown

The Wood Hamlet Mexico unit has its own bathroom and entrance. It is a short walk to town for the restaurants, shopping, galleries and the lovely 72-acre Lithia Park. Mexico unit has a warm Latin flavor. It is in carriage house and up about 7 steps. Queen bed with full bath. Sitting area. Mini frig, coffee, tea & microwave. Wi-fi. Beautiful, garden with sitting areas & swimming pond. Private parking. (Ashland City Permit# 17-080) NO SMOKING ON PREMISES

$71 per night