Holiday rentals in Lake of the Woods

Riverfront Retreat w/Pool, Hot Tub, Mountain Views

Soak in riverfront & mountain views from the hot tub or private balconies at this luxury 10-acre retreat! 3BR/4BA with 2 master suites, plus a separate pool house with its own bath — sleeps up to 12. Enjoy the pool, gravel paths to the river, and total privacy on the property. Ideal for extended stays (30+ nights) — perfect for relocations, remote work, or seasonal getaways. Interested in a shorter stay or your desired dates aren’t available? Message us directly to check availability and rates.

Gorgeous Lakeside HOUSE + SAUNA!

🌲 Luxuriate. Treat yourself to this elegant barnhome + *indoor sauna.* 🧖🏽‍♀️ Guest Favorite 4.96 stars 200 reviews (see pics). Group friendly, pet friendly, 420 friendly. ✨Ask about having your special occasion here.✨ Weddings welcome! You get the whole house + parking (FREE boat parking), across from a lovely lake 19mi from downtown Ashland. 🛁 Relax. Walk the woods. Hike, bike, fish, cross-country ski. Go downtown, shop, socialize, see a play, or just rest & restore. The choice is yours…

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.

Wine Country Farm Stay Near Ashland

Stunning romantic wine getaway on a flower farm with spectacular views. Farm stay offers the perfect base for exploring the Rogue Valley wine trail, 15 minutes to over 20 Jacksonville and Ashland wineries in the heart of the valley. Cozy private deck offers a perfect spot to relax and enjoy wine with views of mountains, pastures, and fields. Home of the Oregon Shakespeare and Britt Festivals. One mile from the Greenway, a bike and pedestrian pathway. Enjoy a beautiful ride to local wineries.

River View!! Pets Ok! Short drive to Crater Lake!!

Beautiful home on the Williamson River, sit and watch the eagles, osprey, ducks, geese, beaver and otters! Fish out the back door or take a ride at Train Mountain five minutes away or take a beautiful 30 minute drive up to Crater Lake. Try your luck at Klamoya Casino and enjoy dinner at the Peak to Peak restaurant. Access to attached garage for extra security of your vehicle or gear. Back deck area with BBQ, table and chairs. Several winter trails close by for snowmobiling and snowshoeing.

Hill House at Double Day Ranch

Located in the foothills of the Cascades, just east of historic Butte Falls, Double Day Ranch is the ideal spot for your multi-family wilderness getaway. A relaxing retreat with views of pasture, barns, wildlife, and beautiful stars. Explore the Sky Lakes Wilderness, swim in Willow Lake or Fish Lake, hike Mt. McLoughlin or take a day trip to Crater Lake. All this while enjoying premium accommodations including king size memory foam beds, comfortable living spaces and high-speed internet.

Lakeside Living & All Day Bird Watching

Open & airy with an abundance of natural light highlight this home right across the street from Klamath Lake. Enjoy wildlife & bird watching from the front windows. Convenient location across the street from Harbor Isles Fitness & Klamath Yacht Club, 7 miles to Running Y & 59 miles to Crater Lake. Within walking distance to Harbor Isles Golf Course. Enjoy your private backyard with two sets of French doors leading to the patio. Close to Sky Lakes Medical & OIT. Ask about monthly rental

Ripple Rock Lodge- Gateway to Crater Lake

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

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.

Myrtle's Yurt

Get away from it all when you stay under the stars. No phone, no tv and no internet help you get away. Your cell may or may not get coverage here. (For urgencies, wifi/landline available in my main house). Private yurt with two shared bathrooms in an outbuilding. Please note, this is CAMPING with a bed. It can be hot, it can be cold, there may be bugs, there is no electricity, and no running water in the yurt.

Creekside Beaver Cabin

Creekside comfort meets Crater Lake adventure! This modern 3-bedroom, 3-bath retreat offers a peaceful setting with wildlife at your doorstep and easy access to Crater Lake, Diamond Lake, and the Klamath Basin. Enjoy a fully stocked kitchen, BBQ, high-speed internet, washer/dryer, plus guest access to a shared dock and kayaks. Perfect for relaxing, exploring, and making memories in Southern Oregon!