Holiday rentals with a fireplace in Ashland

Britt Bungalow in the Heart of Jacksonville

The Britt Bungalow is an Award Winning boutique style stay, created and designed by the owner and host. This is a private 2 bed/2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. It is in the historical heart of Jacksonville Oregon just 2 blocks from the trolly, all the best restaurants, boutiques, Britt Gardens, and much more

Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

The Birdhouse Retreat| Views & Hot Tub

Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

The Red Dragon House

Just a few minutes outside of Ashland, this unique and spacious property will put you in a rural setting with excellent views of the surrounding hills of the Rogue Valley. Located on 5.2 acres, with two security gates that are, remnants of a previous cannabis operation, the property affords ample privacy, and is invisible from the street, providing a perfect getaway for those that seek it. We are adjacent to I-5, so if road noise is an issue, this property may not be right for you.

C Street Station Cottage

Light, bright and simply gorgeous, this charming studio is just a ten minute walk from the Festival downtown and is the perfect place to enjoy Southern Oregon. Tucked into a quiet neighborhood in the Historic Railroad District. The space includes a luxurious king bed. bathroom with shower and tub, fireplace, flat screen Smart TV, washer/dryer, and kitchenette. Large private parking space right by the door and the covered patio includes a dining area and barbeque. Designer inspired.

Weisinger Winery Vineyard Cottage

Our vineyard cottage is located at Weisinger Family Winery in Ashland, Oregon. Built c. 1920, our vineyard cottage was the original farmhouse on the property and was recently remodeled in order to encompass the amenities and comforts of home. The hot tub and BBQ on the deck overlook our Pinot Noir vineyard. The property has wonderful views and privacy. A complimentary bottle of wine, cheese, and crackers are awaiting your arrival along with a free tasting in our tasting room.

The Cozy Cabin (with own private hot tub!)

Come relax and unwind in our cozy, peaceful cabin, tucked away in the beautiful hills of Grants Pass. With mountain views, stunning sunsets and a private wooded environment, it’s the perfect place to get away. Relax, read a good book, take a soak in the hot tub located just steps outside the master suite. The Cozy Cabin is filled with thoughtful touches, from throw blankets to high quality linens and towels, selected to create a welcoming and comfortable atmosphere.

Historic Cottage close to plaza

Whimsical, cozy cottage located off quiet alley behind our main residence. Low-key, friendly neighborhood in the Skidmore Historic District. Front porch and back patio. Park your car and never get back in until it's time to leave. Street parking with a walk of about 250 feet to the cottage. Just 4 blocks from downtown. Full kitchen & laundry. A light-filled groovy hideaway. (Our wifi is good, but if you are doing zoom meetings, don't expect perfection.)

Gorgeous Lakeside HOUSE + Indoor SAUNA!

🌲 Luxuriate in this elegant barn home (with wifi) plus indoor *sauna.*🧖🏽‍♀️ You get the entire house + parking, all across from a lovely lake just 19mi east of downtown Ashland. Splurge on this Airbnb ‘Guest Favorite.’ Pet friendly! ✨Ask Laurel about hosting your special occasion here for extra deals.✨ 🛁 Relax. Walk the woods. Hike, bike, fish, cross-country skii. Head downtown to shop, socialize, catch a play, or just rest & restore. The choice is yours…