Holiday houses in Lake of the Woods

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Amazing View | Gateway to Crater Lake

Quiet, relaxing, newly renovated cottage built in 1906. - Conveniently located near downtown, just off of highway 97 for easy in and out hotel-like access. - Walking distance to the downtown shops, bars, and restaurants. - Enjoy sunsets, moonrises and more with scenic views of Lake Euwana and the nearby mountains as the backdrop from the giant picture window inside or outside on the covered porch. - Just a short walk (or biking) distance to the historic Link River and Eulalona trails!

The Sunset Ranch

Relax in the peace of a working mini-ranch where the sounds of chickens, crickets, frogs, and owls will quiet your mind. Sunset Ranch is just far enough away from the busyness of town to enjoy the most brilliant star-filled skies from the deck or take a short walk to the top of our property and watch the sun set over Klamath Lake! Situated off of Hwy 97, we are conveniently located just 5 minutes from Oregon Tech and Sky Lakes Medical Center. Downtown Klamath Falls is just 8 minutes away.

Peaceful Woodland Cabin Nearby Wagner Creek

Welcome to our cozy cabin, nestled in Oregon’s lush forest beside a seasonal creek. Blending rustic craftsman charm with a bohemian flair, our cabin provides a warm ambiance with a well-equipped kitchenette , living room, and a walnut bar-top dining area. In the mezzanine loft, find an organic queen bed and a workspace with a fold-out futon. Enjoy our wood fired hot tub, Wagner Creek trails, nearby wineries and the Shakespeare festival, offering a mix of nature’s beauty and local culture.

4BR W/ View, Crater Lake, Running Y Resort House

Take in the views at our "Dark Sky" Crater Lake Resort House. This family friendly home features 4 bedrooms and 2.5 bathrooms modernly designed and decorated to create a calm peaceful stay. This is not a condo or tiny chalet located at the Running Y Resort, it is a full on private custom home equipped with everything you will need to make you feel at home. With full access to all amenities at the Running Y Resort, a very short commute to Crater Lake National Park, you simply cant go wrong!

The Pleasant Cottage

Ideal spot for the traveling professional! I travel for work myself, so I know what you want in an Airbnb. My home feels like home, not just a place to stay and is clean, modern, and tasteful. Enjoy sleeping one of the elevated log beds, enjoying your coffee at the bottle-cap bar table, working remotely from comfortable and well-lit living room, unwinding around the fire pit, or enjoying a sunset on the back deck. Note: two houses nearby are quite rundown. Harmless, but trashy potheads.

Agency Lake Front Apartment

Lakefront with beautiful view across Agency Lake to the mountains surrounding Crater Lake! This upstairs apartment has one good sized bedroom, with skylights, a desk area and a flat screen TV. A full kitchen is stocked with dishes, pots and pans, glasses and silverware, plus extras. A hide-a bed sofa is in the living room, with a comfortable reading area. The bathroom has a stand up shower. Loaner kayaks in summer months, sled in winter. 30 minutes to beautiful Crater Lake park boundary.

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

The 'Easy A' Cabin in Rocky Point

Welcome to The Easy A Cabin! This stylishly updated 1960s cabin is our beloved mountain retreat. The Easy A is located in Rocky Point and minutes from Rocky Point Resort, Harriman Springs Resort, and Lake of The Woods. Nearby activities include hiking, kayaking, climbing Mt. Mcloughlin, fishing, Crater Lake Zipline, and Crater Lake National Park is less than an hour away. Visit the best-kept secret in the Southern Cascades in comfort and style.

Crater Lake/Rocky point Vacation cabin

This cabin is remote and is tucked in the woods. There are 3 lodges close by with great restaurants. Harriman' s is the closest. The cabin sleeps six comfortably. King bed, queen bed and two twin beds. Walking distance or short drive to crater lake zip line, lots of beautiful hiking trails, miles of lake to canoe or kayak. Only 45 miles to crater lake. Fully stocked kitchen. Quiet and peaceful. Fire pit outside for campfire. BBQ grill

Modern Cabin Near Crater Lake

Modern home in the woods just 25 minutes from the entrance of south entrance of Crater Lake National Park. Located in a quiet community near the shore of Agency Lake. Watch the sunset or soak in the oversized tub while a fire crackles downstairs. This cabin is surrounded by song birds year round, with resident bald eagles and great horned owls all in this last grove of old growth Ponderosa Pines on Agency Lake.

Century Cottage on a Working Farm

Situated on 165 acres, this century-old cottage is part of a working family farm complex that includes three historic homes, outbuildings, and local landmark 'big red barn.' The cottage is freestanding in a landscaped yard abutting fields growing alfalfa, wheat, and potatoes. A humble home with all of the basic comforts, it is a clean, light and bright respite in the countryside.