Cottage holiday rentals in Willamette Valley

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Top-rated cottage rentals in Willamette Valley

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

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Top guest favourite

A charming yellow cottage is framed by a white picket fence, with colorful flowers blooming in the garden beds. The entrance steps lead to a welcoming porch, surrounded by lush greenery and a large tree providing shade.

Cottage in Newberg

The Valley Wine Cottage - Walk to Tasting Rooms

A cozy cottage in the heart of wine country. Walk to restaurants and tasting rooms and then relax on your own front porch or private back deck. The cottage has two bedrooms, both with Christopher Knight (tm) queen-sized beds for a great night's sleep and you can rent it as a one or two bedroom. Although we're walkable to many attractions, our street is tranquil and you'll enjoy sitting in a porch rocker with a glass of wine (in our varietal-correct Riedel glasses), or relaxing in the hammock.

4.95 out of 5 average rating, 166 reviews

Top guest favourite

A charming red cottage is surrounded by well-maintained gardens, featuring flowering plants and green shrubs. Lush grass extends around the home, while large trees provide shade. The blue sky and bright sunlight create a warm and welcoming setting in the rural landscape.

Cottage in St. Paul

Our Cottage on Champoeg, St. Paul, Oregon

1 or 2 guests (sorry no children, infants or pets) will enjoy your stay in our charming, comfortable cottage located on our 65 acre farm in the scenic Willamette Valley. Enjoy amazing sunsets from a full size deck overlooking fertile farmland. Fully equipped kitchen with all the necessities for a gourmet meal. There are more than 50+ wineries within 10 miles. In addition, breweries, restaurants and shopping located within 30 minutes. Our Cottage awaits you for a special lodging experience.

4.98 out of 5 average rating, 373 reviews

Top guest favourite

Cottage in Independence

Tranquil Carriage House Loft by the River+ Hot tub

This retreat is designed exclusively to help you decompress. Every season brings its own kind of magic. you will have your very own Hot tub & outdoor cedar shower. Stroll down to the river, or enjoy a serene bike ride across the river on one of Oregon’s three historic ferries. Enjoy nearby vineyards, or simply relax in the beauty that surrounds you. We offer games and snacks & anything you would need to enjoy a stay in.(if you need something we don't have, just text & we will get it for you!)🥂

4.91 out of 5 average rating, 307 reviews

Top guest favourite

Cottage in Newberg

Oxberg Lake Retreat, lake & farm view in wine ctry

A storybook oasis with lake/farm views. Enjoy morning coffee or evening wine watching lake wildlife, sheep and chickens. One loft bedroom, a full bath, large living room/kitchen. Hosts live in attached home, but you have full privacy. * 5 min to George Fox * 2 min to The Allison Inn & Spa * 50+ wineries within 10 min drive *Walk to Wolves and People or Encore for a brew, Starbucks, Mod Pizza and others at Crestview Crossing *Canoeing, catch and release fishing, fire pit, games *roll-away bed

4.98 out of 5 average rating, 202 reviews

Top guest favourite

Cottage in Junction City

Cozy cottage surrounded by farmland

Use this spot as a home base for all your adventures. Just 20 minutes from the Eugene Airport. You will enjoy short drives to the Oregon coast, mountain hikes, wine tasting, local u-pick market farms and more. We are conventional grass seed and hazelnut farmers who live next door and farm on the property. This home is nestled in a mature hazelnut orchard further surrounded by grass fields. Beautiful views everywhere you look. *Please note: There is no smoking allowed anywhere on our property*

4.97 out of 5 average rating, 229 reviews

Top guest favourite

A private creekside patio features two blue lounge chairs positioned around a small wooden table. Lush greenery and colorful foliage surround the area, with Silver Creek visible nearby, creating a tranquil outdoor setting.

Cottage in Silverton

The Shamrock- Creekside & one block from downtown!

One block from Silverton's historic downtown, overlooking Silver Creek, & neighboring scenic Coolidge McLaine Park, The Shamrock Creekside Cottage promises laid back luxury in an unparalleled location. Enjoy a fully equipped kitchen, W/D, smart TV, high speed WIFI, a spacious primary bedroom and bathroom, & a private creekside patio. A rollaway twin bed is also provided. This charming & contemporary cottage is fully equipped to meet your daily needs and makes the perfect Silverton retreat.

4.95 out of 5 average rating, 114 reviews

Top guest favourite

A charming entryway features a red exterior wall and a welcoming door with window panes. Two seated chairs are positioned beside a vintage wagon wheel, while lush green plants and a stone planter filled with vibrant foliage add color and texture to the surroundings.

Cottage in Carlton

Figment Farmhouse

Enjoy this charming 1950's farmhouse, situated on 150 acres of countryside. Within an easy drive of Carlton, McMinnville, and Dundee—it's an ideal location for the exploring the area's many offerings. The house is well-appointed and surrounded by abundant gardens, towering cedar and fir trees—plus, a flock of chickens, three heritage sheep, and our Bengal cats add interest to the place. We live on the property (next door) with ample privacy/gardens between our place and the farmhouse.

4.99 out of 5 average rating, 597 reviews

Top guest favourite

The exterior of the guest house is showcased, featuring a red facade with white trim. A spacious wooden deck is visible, furnished with seating. Lush greenery and vibrant autumn foliage surround the property, enhancing its connection to nature.

Cottage in Corvallis

Redbud Guest House

Beautiful, clean, comfortable guest house for your enjoyment. Sunrise views of the Cascades. Bordering parkland with easy access to trails. Two miles to Oregon State University and downtown Corvallis. The home is situated on a gentle hillside surrounded by green lawns and fields. Rural setting with the convenience of being close to town. Includes outdoor patio and plenty of deck space for enjoying the view. Corvallis is a great college town. Stay here and explore Oregon!

4.98 out of 5 average rating, 407 reviews

Guest favourite

Cottage in Portland

The "Old Barn" in the woods. Peace, Romance, Ahhh

“The location is unbelievable—like a mountain retreat in town!” — Guest The Old Barn is your little hideaway in the woods, yet Portland’s best attractions, restaurants, and fun are just minutes away. Explore, unwind, listen to the forest, and enjoy the feeling of being far from everything without actually being far at all. And if you really want a story to tell—schedule a Bigfoot sighting :-) Contact Peter after booking!

4.86 out of 5 average rating, 783 reviews

Top guest favourite

A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.

Cottage in West Linn

Willamette Riverfront Cottage near Portland

A private riverfront cottage on the Willamette in West Linn — 15 minutes to Portland, across from the great blue heron rookery. River views, resident wildlife, a fire pit, fast fiber Wi-Fi, and a fenced pet-friendly yard. A curated pillow bar, cafe-grade coffee bar, and a true work setup make it ideal for a slow reset or a longer stay. Rates vary by season; final pricing shows when you select dates.

4.95 out of 5 average rating, 130 reviews

Top guest favourite

A cozy wooden cottage is nestled among lush greenery, with a gravel path leading up to a spacious porch. An additional outbuilding, known as the Elf Hut, is visible in the background, surrounded by a serene landscape of trees and grass.

Cottage in Veneta

The Nest

This quaint cottage provides a cozy stay with all the creature comforts. Wake up to the sound of birds while you relax with your morning coffee or tea on the covered porch or snuggle up with a good book by the fire. Come enjoy the beauty of the country! Guest check in time is 4pm and check out time is 11am. Non-smoking We do not allow large gatherings or pets.

4.94 out of 5 average rating, 187 reviews

Top guest favourite

A welcoming living area is presented with light-colored walls and hardwood flooring. An ornate area rug covers the floor, accentuating a vintage armchair and a small side table. Natural light filters through the windows, illuminating the space. A staircase leads to the upper level.

Cottage in Eugene

Orchard Alley Guesthouse

Newly restored beautiful two-story 1925 cottage three blocks from the UO campus, Hayward Field and Matthew Knight Arena. Hike or bike to nearby Willamette River trails. Flyfish or raft the famous McKenzie River. Day trip 90 minutes to the Oregon coast, two hours to the Cascades or Portland, 60 minutes to Salem, 45 minutes to Corvallis. Free off-street parking.

4.99 out of 5 average rating, 408 reviews