Cottage holiday rentals in Lake of the Woods

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Top-rated cottage rentals in Lake of the Woods

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite
The inviting living area showcases a stone fireplace as a focal point, complemented by a wooden mantel. Sunlight filters through large windows, illuminating a seating area with a comfortable chaise lounge and a wooden table. A rich area rug adds warmth to the hardwood floor.
Cottage in Ashland
4.97 out of 5 average rating, 514 reviews

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.

Guest favourite
The cottage exterior features a beige facade with a brown roof and red accents. A covered porch is highlighted with steps leading to a solid front door. Windows provide natural light to the interior, surrounded by greenery and a gravel driveway.
Cottage in Chiloquin
4.86 out of 5 average rating, 345 reviews

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.

Top Guest favourite
The porch features a welcoming white door framed by colorful flower pots filled with vibrant mums and pumpkins. Scenic views of the surrounding landscape, including hills and Lake Euwana, are visible in the background, enhancing the inviting entrance.
Cottage in Klamath Falls
4.98 out of 5 average rating, 249 reviews

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!

Top Guest favourite
A cozy living area features a leather sofa and a patterned armchair, complemented by a wooden coffee table. A flat-screen TV is mounted on the wall, while large windows allow natural light to fill the space, highlighting the warm wood paneling.
Cottage in Ashland
4.95 out of 5 average rating, 496 reviews

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.

Guest favourite
A charming exterior view of the Mazama house is presented, featuring a spacious wooden deck with railing and steps leading to the yard. The house has green siding, a distinctive metal roof, and is surrounded by well-maintained grass and shrubs, creating a welcoming atmosphere.
Cottage in Fort Klamath
4.88 out of 5 average rating, 105 reviews

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.

Guest favourite
A light-filled living room features large windows and a skylight, enhancing the warm tones of the wood flooring. A cozy seating area includes a leather sofa and an armchair, accompanied by a small coffee table. A stylish wood stove adds a functional and aesthetic touch.
Cottage in Ashland
4.93 out of 5 average rating, 267 reviews

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.

Superhost
An expansive grassy area surrounds The Old Farmhouse, framed by a wooden fence. The farmhouse, featuring a metal roof and multiple windows, is nestled among tall trees. A clear blue sky with a few scattered clouds complements the peaceful rural setting.
Cottage in Crater Lake
4.82 out of 5 average rating, 193 reviews

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.

Top Guest favourite
A cabin-style cottage with a spacious covered porch and a bright red table set for outdoor dining is visible. Surrounded by tall trees and greenery, the yard features well-maintained grass and a pathway leading to a separate building, enhancing the natural setting.
Cottage in Chiloquin
4.94 out of 5 average rating, 192 reviews

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

Guest favourite
A cozy sleeping area is highlighted by a spacious bed with a light-colored quilt. Two wooden nightstands frame the bed, each featuring a wall-mounted light. Natural light filters through the two windows with white blinds, adding warmth to the softly colored walls.
Cottage in Ashland
4.85 out of 5 average rating, 116 reviews

Oak Hideaway Cottage

Oak Hideaway's charm abounds, from the built-in seating on your porch, to the fireplace in the living room, to the faux finished walls throughout. This cottage also offers the convenience of handicap accessibility, handy for those young ones in strollers, as well. With a mirror floor plan to Oak Lawn's, across the way, 3 queen beds sleep 6 comfortably. Walk out your private entrance just a short block to downtown where theaters, restaurants and art galleries await you!

Top Guest favourite
A cozy living area features a blue sectional sofa and an accent chair, with a flat-screen television mounted on the wall. A sliding barn door leads to the kitchen area, which showcases modern appliances. Natural light filters through the window, enhancing the spaciousness.
Cottage in Ashland
4.98 out of 5 average rating, 144 reviews

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.

Superhost
Cottage in Chiloquin
4.92 out of 5 average rating, 213 reviews

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!

Guest favourite
A rocking chair is positioned on a shaded deck, framed by vibrant purple flowers. The chair features a decorative cushion, while green foliage surrounds the scene, creating a serene outdoor space that invites relaxation.
Cottage in Talent
4.78 out of 5 average rating, 473 reviews

" sweet little garden studio "

Nice little shady deck with rocking chairs. Very quiet and safe little neighborhood. Great location. Eight minutes to downtown Ashland and 15 minutes to downtown Medford. Comfortable little Studio. Great for one or two busy guest. If bringing an animal please lmk beforehand of what kind and size. Im allowing one well behaved animal. Must not be left behind and clean up is a must. Thank you for understanding.

Popular amenities for Lake of the Woods cottage rentals