
Cottage vacation 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.

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.
LocationValueParking

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.
FamilyValueOutdoor spaces

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!
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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.
FamilyValueCleanliness

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.
ValueLocationOutdoor spaces

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.
ValueFamilyIndoor spaces

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.
ValueFamilyWifi

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
FamilyValueHiking

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!
FamilyLocationParks

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.
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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!
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" 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.
ValueFamilyParking
Popular amenities for Lake of the Woods cottage rentals
Cottage rentals with a hot tub

Paschal Winery - Dream 1 Cottage
LocationFamilyHot tub

Delightful Cottage, Spa/Pool, Crater Lake
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Vineyard Cottage-Winery, Hot Tub, Privacy
LocationValueWalkability

Historic Home in Klamath Falls
FamilyLocationAccuracy

Paschal Winery - Dream 2 Cottage
LocationFamilyAccuracy
Pet-friendly cottage rentals

Sweet Spot & Priv Garden •WfH •Kitchen •Luxe Bed
LocationIndoor spacesBackyard

Bluemoon Vacation Rentals - Bluemoon Cottage
ValueLocationSleep quality

ABBOTT'S COTTAGES - Falcon
LocationFamilyIndoor spaces

Oak Street Studio
ValueFamilyWalkability

Abbott's Cottages- Heron
ValueFamilyNearby

Cozy Cottage Close to Crater Lake
LocationFamilyGrill

Sherwin Cottage
ValueFamilyCheck-in

Oak Tower Cottage
ValueFamilyComfort
Private cottage rentals

FARMHOUSE COTTAGE
LocationFamilyParking

Abbott's Cottages- Duck
LocationValueQuiet

Cozy Spring Creek Cottage
LocationValueCheck-in

Victorian Garden Carriage House
FamilyLocationIndoor spaces

The Old FarmHouse
FamilyValueParks

River Haven Cottage
LocationFamilyHeating

Delightful Cottage, Spa/Pool, Crater Lake
ValueFamilyLayout

Amazing View | Gateway to Crater Lake
FamilyLocationCheck-in
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