Cottage vacation rentals in Southern Oregon

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Top-rated cottage rentals in Southern Oregon

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Top guest favorite

Bright living area features large picture windows offering views of the bay. A comfortable seating area is complemented by a work desk positioned beside a round entryway. The wooden wall adds warmth to the space, while natural light enhances the inviting atmosphere.

Cottage in North Bend

4.95 out of 5 average rating, 466 reviews

Bayview Cottage - Charming Family Friendly Home With a View

Enjoy beautiful views of the bay and wildlife including deer and a variety of birds from the large picture windows that welcome you to Bayview Cottage. Gather around the waterfront fire pit after a day of adventures to enjoy s’mores and stunning sunsets. Everything you’ll need to prepare a gourmet meal or a quick snack is provided in the fully equipped kitchen including spices, bakeware, a variety of kitchen appliances, and other cooking essentials. All three beds feature memory foam and cozy bedding to provide a wonderful night’s sleep. The house is fully stocked with Smart televisions including cable, high speed wifi, a washer and dryer, toiletries, and plenty of books, puzzles, toys and games. Bayview Cottage is an ideal home for families or a group of friends enjoying the beautiful Southern Oregon Coast! Bayview Cottage may also be rented in conjunction with Bayview House, a larger home that sleeps 4 guests and is located right next door. Consider renting both homes together for larger parties or a gathering where families may want their own space. Together both homes can accommodate parties of 8 and each home has a full kitchen and a washer/dryer! This waterfront property is great for cozy evenings around the firepit. During low tide clam from the property or take a nature hike around the bay. Large picture windows provide views of the incredible sunsets while staying warm and cozy indoors. Along with the cottage, enjoy the deck with lawn chairs as well as the waterfront fire pit in the private backyard. I am available by phone, text or email at anytime during your stay. I live nearby if you need anything while you are at the cottage. The cottage is located just a few blocks from Downtown North Bend, a small coastal town with shops, restaurants, antique stores and pubs. Located at the end of a quiet road next to a nature park providing ample opportunity to observe wildlife including deer and many birds. A short drive to several beaches and sand dunes for a day full of outdoor adventures. Plenty of parking for your toys including boats and trailers is available. World famous Bandon Dunes Golf Course is less than a 30 minute drive away! Conveniently located just a few blocks off of the Scenic Coastal Highway and a quick 5 minute drive to the North Bend airport.

Guest favorite

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

4.95 out of 5 average rating, 420 reviews

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.

Guest favorite

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

4.95 out of 5 average rating, 145 reviews

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!

Top guest favorite

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

4.98 out of 5 average rating, 452 reviews

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

Guest favorite

A large covered porch features multiple rocking chairs and a spacious dining table, providing views of the surrounding trees. The structure is supported by wooden beams, and natural light filters in, enhancing the peaceful atmosphere of the outdoor space.

Cottage in McKenzie Bridge

4.93 out of 5 average rating, 112 reviews

Cascadia Cottage-Riverfront near HotSpring& Hoodoo

Hit the hot springs on your way home from skiing! Retreat to the land of big trees, ferns, and the McKenzie River. The cottage is situated on an acre of riverfront property, with 3 bedrooms, 2 baths, and a covered porch that is ideal for drinking coffee and taking in the river views. The home is equipped with a large kitchen and dining room to host family-style meals and gatherings. Whether you’re here to ride singletrack trails, raft the river, or spend quality time with family and friends.

Guest favorite

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

4.92 out of 5 average rating, 197 reviews

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.

Top guest favorite

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.

Cottage in Bend

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.

Top guest favorite

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

4.93 out of 5 average rating, 232 reviews

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.

Guest favorite

The entrance to the cottage is shown, featuring a light-colored door framed by neutral siding. Lush greenery is visible at the base, and a serene view of the bay is located just a few steps away.

Cottage in Coos Bay

4.93 out of 5 average rating, 201 reviews

Bay Cove Cottage A

On the Bay across from Charleston Harbor. Bright, clean, and cozy, rustic 1940s era cottage duplex, perfect for frugal travelers. Features kitchenette, comfortable queen bed plus fold-out sofa bed in the living room. There is no view from inside the cottage, but a small patio with fire pit (weather permitting) is available with gorgeous views from outside the cottage. Cottage A is close to Cape Arago Hwy., and receives more road noise than any of our other properties.

Top guest favorite

The exterior of Ridgecrest Cottage is showcased, highlighting its unique architectural design. Surrounded by lush greenery, the two-story house features a stone facade, large windows, and a charming balcony. A paved driveway leads to the garage, providing a welcoming entrance.

Cottage in Port Orford

4.99 out of 5 average rating, 181 reviews

Ridgecrest Cottage Spa & Fire Pit

Ridgecrest Cottage is located on a hillside with a ocean view in the beautiful small coastal town of Port Orford Oregon. Ridgecrest Cottage is a 2 story 1,600 sq ft house connected by and exterior staircase. It is a 2 bath 2 bedroom and has a sleeping loft with two additional beds. The yard is fenced in and has an additional outdoor dog kennel if needed. There is a Hot Tub, fire pit, gas grill, herb garden, & plenty of outdoor seating.

Top guest favorite

Cottage in Bend

4.97 out of 5 average rating, 119 reviews

Exceptional Downtown Cottage-Level II EV charger

24 time Airbnb "Super Host" award. 2017/2019 Winner of a "Certificate of Excellence" Exceptional 5 Star reviews for all vacation rentals in the Bend area. The Cottage is constantly being updated including new furniture, appliances, paint, and even painting of the cabinets. These significant investments keep the Cottage fresh and like it was brand new. City of Bend Short Term Rental Operating License: STR-20-0285