Cottage vacation rentals in Crater Lake

A wooden deck is surrounded by lush greenery and tall trees, featuring a patio set with a large umbrella. A cozy seating area is arranged with striped chairs and a table, creating an inviting outdoor space for relaxation.

4.93 out of 5 average rating, 282 reviews

NW Bend Hot Tub+Big Porch w/ Enclosed Yard+Pets OK

Located in the heart of NW Bend in the middle of it all! A short walk to great restaurants + pubs, the river, Amphitheater, Downtown, 3 Parks, The Old Mill -but on a nice quiet street. Well worth the price, it sleeps a comfortable 4 and a cozy 6 with a comfty Queen bed in one room, and pine bunk bed in other room (full bed on bottom and top with cozy mattresses). Large enclosed yard for the pets and patio with Hot tub! The home is well stocked, tastefully furnished with high quality bedding.

4.95 out of 5 average rating, 420 reviews

An inviting living area features a leather couch, a patterned chair, and a wooden coffee table on a soft area rug. A floor lamp stands beside the couch, offering ambient light, while framed artwork and wooden accents enhance the rustic charm.

Cottage in Ashland

Charming very well appointed cottage !

The Farm 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 2 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 quiet is what you are looking for, the cottage will meet all your needs.

Superhost

A firepit is surrounded by seating options on a grassy area, offering expansive views of the landscape and mountains in the distance. A stop sign is visible nearby, contributing to the rural setting.

Cottage in Fort Klamath

4.83 out of 5 average rating, 188 reviews

Cozy Cottage Close to Crater Lake

The cottage is a cozy suite for two for a romantic getaway or a quiet night in the country. The property has a large lawn area with picnic tables and firepit for watching the stars and cooking s'mores. Our Cottage is the perfect size for two. It features a king size bed and two swivel chairs for relaxing as well a table for eating or working. The kitchenette has a microwave, sink, and mini-refrigerator, as well as a Keurig Coffee maker, toaster and dishes for two. There is also a bbq supplied.

4.95 out of 5 average rating, 418 reviews

Vintage Pink Hot Tub✓ Walkable✓

NOTE: Thru June ongoing road construction is scheduled on Portland Ave. Please read Other Things to Note below before booking :-) Our 105 year-old lovingly restored 1920 cottage is 3 blocks from First Street River Rapids, 25 minutes to Bachelor & 10 minute walk to Town. Centrally located urban setting on a main street. Step back in time, the original charm was painstakingly preserved, with original claw foot bathtub, wood floors. Comforts include: Hot Tub, Gas fireplace, Dishwasher, W/D.

4.95 out of 5 average rating, 145 reviews

A wooden dock extends over calm waters, with two kayaks resting alongside. Surrounding lush greenery and tall trees reflect in the clear water, creating a serene atmosphere. The landscape features a mix of grasses and wild plants, inviting exploration of the natural setting.

Cottage in Chiloquin

Cozy Spring Creek Cottage

Kayaks, internet and nature! Basecamp for Crater Lake, Diamond Lake & the Klamath Basin! Make some memories at this clean, cozy, family and pet friendly 2 bedroom cottage. Kitchen & BBQ are fully stocked and this well appointed living space is a perfect place to relax after a day outside or for remote work! Curl up by the fire in the evening or head out to town! This cottage is in the forest near Spring Creek for kayaking. Enjoy the dock from that is shared with our cabin next to the creek!

4.98 out of 5 average rating, 452 reviews

An arched trellis covered with lush greenery leads through a garden path. Flanked by flowering plants and decorative fencing, a blue chair is positioned at the end of the path, which is lined with gravel, creating a serene outdoor space.

Cottage in Central Point

Country Garden Cottage

Newly remodeled Garden Cottage with living area/kitchenette, bedroom, and bathroom. Cottage has high ceilings, ceramic tile floors, quartz countertop, cherry wood cabinets and new mini-split heater/air conditioner. It is bordered on two sides by a garden common area with seating, fountain, and a grape vine covered pergola. New Roku TV installed. Conveniently located: * 5 min to I-5 * 10 min to airport * 3 min to Central Point * 10 min to Medford * 5 min to Jacksonville * 25 min to Ashland

4.84 out of 5 average rating, 257 reviews

A wooden dock extends over a serene river, framed by lush greenery and distant trees. A clear blue sky reflects its vibrant hue on the water, providing a tranquil natural setting. The calm surface hints at opportunities for fishing and kayaking.

Cottage in Chiloquin

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.

4.92 out of 5 average rating, 197 reviews

An outdoor space is highlighted with a wooden deck leading to a lush green backyard. Gentle sunlight filters through the trees, casting soft shadows on the grass. The area features a variety of plants and a small shed in the background amongst the trees.

Cottage in Pleasant Hill

Shepherd’s cottage

Our charming two bedroom cottage enjoys a rustic and peaceful location. Enjoy nature with walks on our organic farm and biking on nearby routes. Scenic rivers, lakes, and historic covered bridges are just a few miles away. We are close to several parks, hiking trails through the woods and a free public disc golf course on Dexter lake. Access to ski resorts and winter sports, natural hot springs are an hour away in the breathtaking Cascade mountains. Fully updated for comfort and relaxation.

4.92 out of 5 average rating, 122 reviews

A covered porch features wooden paneling and a welcoming entrance. A pair of chairs is positioned on the rustic wooden deck, with a glimpse of the surrounding trees and a gazebo in the background, providing a sense of tranquility.

Cottage in La Pine

“Peaceful Pines Cottage” 2+ acres near Mt. Bach

Peaceful Pines Cottage is a newly renovated PET FRIENDLY remote cottage located in Central Oregon. Perfect for ski trips at Mt. Bachelor & Willamette Ski Resort! This 3 bedroom / 2 full bathroom home is on 2.25 acres of fully fenced-in land that backs up to public BLM land for you to explore.. Driving distance to downtown La Pine, Bend, PCT trails, Crater Lake National Park, lakes + much more! This is the perfect home for a gathering with loved ones or a relaxing weekend for yourself.

A modern living area features a light-colored hardwood floor, complemented by a sectional sofa adorned with blue cushions. A wooden coffee table sits center stage, while a dining table for four and a stainless-steel kitchen appliances complete the welcoming space. Natural light floods through multiple windows.

4.99 out of 5 average rating, 119 reviews

Blue Spruce Cottage, 2/1, Modern, & Clean.

This cottage is located in the heart of Midtown - 20 mIn walk downtown & walking minutes from great food/beer/coffee. You will enjoy a very quiet, newer home, with air conditioning & 2 KING tempurpedic beds, tucked under mature Spruce trees. For active guests a hose is available to wash bikes, washer/drier and indoor racks to dry your clothing. A full kitchen and BBQ for meal prep. Garage is secure and available UPON REQUEST. Lastly, wireless internet is super fast, 300mbs.

4.93 out of 5 average rating, 232 reviews

Rows of lush grapevines stretch across the landscape, with green leaves glistening under gentle sunlight. In the background, a mountainous horizon is softly outlined against a cloudy sky, creating a serene vineyard setting that offers a sense of tranquility and natural beauty.

Cottage in Ashland

Weisinger Winery Vineyard Cottage

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.

A charming cottage is set on a well-maintained lawn, showcasing a welcoming entryway with a wooden door and large front windows. The exterior features a combination of light green siding and rich brown accents, surrounded by trees and shrubs that enhance the inviting appearance.