Cottage holiday rentals in Lake of the Woods

Victorian Garden Carriage House

You will wake in the trees, to the soft prospects of the forested Siskiyou mountains to the west. You'll discover enchanting views at every window, from city streets to a quiet English garden and pond. You are only a few steps from Ashland Plaza, yet the retreat-like environment we offer to all our guests requires that no incense, smoking, vaping or pets are allowed in the Carriage House. The City of Ashland has authorized the Carriage House. Our City Planning Action Number is PA-2013-01701.

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!

River Haven Cottage

This is a cute little cottage built in the 1930's on the Williamson River. Down river, there are trout in it for fishing, catch and release only, anyone over 12 must have a license to fish. The deck at the back of the house is partially covered. The river is also great for playing, swimming (a little cold in spring) and for kayaking. There is a kayak rental store in town. The air is usually warm, 70's & 80's, on summer afternoons. There are stairs to enter the cottage. Great place to relax.

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.

Charming very well appointed cottage !

The Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and updated for comfort & convenience. The cottage overlooks a pasture with 1 barns with the Siskiyous beyond to the south & the Ashland, Grizzly Peak Hills to the east. We are only 2 easy miles from downtown Ashland with multiple wineries close by. There is hiking, swimming at Emigrant Lake nearby as well. If comfort what you are looking for, the cottage will meet all your needs.

Secluded Hidden Gem Mazama House near Crater Lake

The Mazama house is a beautiful two story home perfect for a family. The home features hard wood floors with area rugs throughout. The living room has nice corner windows with a beautiful view for star gazing, bird watching, or taking in the view of the property and the mountains. The kitchen is stocked with all the kitchenwares and utensils you would need to prepare a meal, as well as a Keurig coffee maker. The porch has many windows and is a bright and sunny spot for morning coffee.

Rogue River Retreat

Located on the Upper Rogue River, this riverfront cottage is perfect whether you seek a quiet weekend away or fishing for steelhead, (plus, there's a great run right in front of the cottage). We're just down the way from the Riverhouse and bridge, close to town. It is a very quiet and serene atmosphere, perfect for unwinding. The geese will wake you up in the morning and the deer and raccoons will amuse you. Feel free to pick fruit from the trees if in season. Sorry, no children.

Vineyard Cottage-Winery, Hot Tub, Privacy

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 Old FarmHouse

The Old Farmhouse is just 5 minutes away from the Crater Lake National Park boundary. This is about as close as you can get to Crater Lake short of staying in the park at the lodge. (Note it is another 20-25 minutes of driving through the park to get to the top of the rim.) The Farmhouse is situated by open pastures and with an unobstructed view to the Cascade Mountain Range. Enjoy cooking in the full kitchen, or unwind with a game pool. Enjoy your Crater Lake Country stay.

Delightful Cottage, Spa/Pool, Crater Lake

Enjoy the lovely setting of this romantic spot in nature, perfect for two guests and approved pet(s) in the heart of Chiloquin. Private use of spa/pool. Simply message host to reserve. Parking included. If your dates are not available check out our by sister sites. https://airbnb.com/h/muledeer-lookingdeerlodge OR https://airbnb.com/h/whitetaildeer-lookingdeerlodge OR https://airbnb.com/h/reddeer-lookingdeerlodge OR. https://airbnb.com/h/reinddeer-lookingdeerlodge

Sweet Breeze Bungalow

Charming Alley bungalow in the historic railroad district. Walk score of 93. Immerse yourself in the heart of Ashland. 5 min. walk to downtown, an easy 8 min. walk to Shakespeare & Cabaret Theaters. Walk to pubs, restaurants, coffee shops, spa's, markets, movie theater, Lithia Park, Japanese garden and trailheads all within 5-12 mins. Nice bike ride to wineries 15 min away, or a 30 min. drive to Mt. Ashland for skiing, hiking, biking and more adventures.

Cozy Spring Creek Cottage

Cozy, pet-friendly cottage near Crater Lake National Park, Diamond Lake, and the Klamath Basin! This comfortable 2-bedroom retreat is the perfect basecamp for adventure, wildlife viewing, remote work, or a relaxing getaway. Enjoy a fully stocked kitchen, BBQ, fireplace, and high-speed internet. Guest kayaks and a dock on beautiful Spring Creek are shared with our neighboring cabin. Watch for eagles, ducks, and other wildlife during your stay!