
Sunset Cottage At Grizzly Peak Winery
This one-bedroom guesthouse accommodates up to seven guests, featuring a private terrace, an outdoor dining area, a fully equipped kitchen, air conditioning, a balcony, complimentary private parking, and free WiFi.

Farmhouse Retreat

Sweet Breeze Bungalow
The one-bedroom, one-bathroom self-contained unit sleeps three, features a fully equipped kitchen with dishwasher, air conditioning, private parking, and a garden, offering easy access to hiking trails and wineries.

Pioneer Vacation Rentals - Pioneer Craftsman House
The home has three bedrooms, a sofa bed and two bathrooms, comfortably accommodating up to eight guests. The well-equipped kitchen allows guests to prepare their own meals, while the outdoor balcony and patio provide a relaxing space to enjoy the Ashland climate.

Abbott's Cottages- Bluejay
The house has three bedrooms and two bathrooms, offering ample space for families or groups of friends. The property also includes additional cottages, making it suitable for larger groups, and comes equipped with a kitchen, air conditioning, a garden, and parking.

Savage Upon Siskiyou | Prime Osf Location
This 3-bedroom, 2-bathroom residence accommodates up to 8 guests and includes a fully equipped kitchen, private parking with an EV charger, and a garden.

Whimsy On B | The Studio
This accommodation offers space for two guests and features a king-size bed, a kitchenette with a toaster oven and hot plate, a full bathroom, and access to a quiet courtyard, all within a private triplex setting.

Chateau Herbe ~ Juliet Carriage House Studio
The self-catering apartment, sleeping four, boasts a jacuzzi, sauna, and access to shared facilities including a sunroom, library, and coffee bar, plus on-site vineyards, gardens, and orchards.

Chateau Herbe ~Miranda Carriage House Apartment
The self-catering apartment features a king-size bed and bunk beds, accommodating up to four guests, and includes a kitchen with fridge and microwave, air conditioning, a Jacuzzi, a sauna, parking, and access to classical gardens, orchards, and vineyards within the estate.

The Carter House
The property offers a spacious interior with a guest quarters, private garden, parking, and all mod cons including a dishwasher, microwave and air conditioning; sleeping up to four guests and boasting panoramic mountain views.

Plaza North Suite 203 Windsor
The one-bedroom apartment, sleeping up to four guests, boasts a spacious great room with a state-of-the-art fireplace, a private balcony offering Ashland hills views, a fully equipped modern kitchen, and covered parking with adjacent EV charging points.

Carter Lane Wee Casa
This one-bedroom, one-bathroom lodge sleeps two guests and features a full kitchen with fridge, freezer and microwave, air conditioning, a garden, and covered outdoor areas; two-car parking is available directly outside.
















