Vacation rentals in Dundee

5 out of 5 average rating, 195 reviews

A spacious family room is seen, featuring a mix of comfortable seating options, including a gray sectional and a light-colored armchair. A large dining table with cross-back chairs is positioned near the windows. Decorative elements include a rustic shelf and wall-mounted antlers.

Guesthouse in Dayton

Modern Farmhouse - Country living in wine country.

Escape to Oregon Wine Country! Light and bright modern farmhouse style rental . Enjoy a private suite in a detached barn with views of a country setting. King size bed with large Master suite and private patio. Queen size bed in a beautiful 2nd bedroom. Rental has a separate entrance in its own building. A 1800sf family/ rec room. Cozy fireplace, full kitchen, washer and dryer. Outdoor dining table on the patio. Located just one mile from Stoller Family & many more. Owners on site to assist

4.99 out of 5 average rating, 246 reviews

A vibrant outdoor space features a patio set with black metal chairs and a table, overlooking a lush garden. Colorful autumn foliage surrounds the area, with greens, oranges, and reds, while a double rainbow arcs gracefully over the scene, enhancing the landscape.

Guest suite in Hillsboro

Willamette Valley Wine Country Hub

Located in the heart of the Willamette Valley wine country the 1100 SqFt private unit provides a unique opportunity to experience the north west. We are at the center of a hub with equal access to Hillsboro, Sherwood, Newberg and Beaverton for all of the night life and restaurants while being within a few miles of 100+ wineries. We also offer a wood fired pizza making experience (see below for details). All of this while experiencing rural Oregon. We are on 6 acres with only a few neighbors.

An outdoor fire-pit area is highlighted, featuring a circular stone area surrounded by six black Adirondack chairs. A wooden bench is positioned nearby. Soft landscape lighting enhances the ambiance as the evening sky casts a serene backdrop, and a nearby deck is visible in the distance.

4.95 out of 5 average rating, 133 reviews

Closest to Town• Firepit •Deck •BBQ• Custom Design

Downtown Dundee - Enjoy being in the center of it all, at this charming modern farmhouse. Tall ceilings help to give it a spacious feel, with large windows and plenty or natural light to enjoy viewing downtown Dundee from our deck. We're steps away from award winning wineries and farm fresh restaurants. Features: • 2100 sq feet • 3 bed / 2 full bath • Large dining area • Custom light ring • Gas fireplace • Gas BBQ & Firepit. • Fully Stocked Kitchen • A+ linens, duvets • Fast Wifi

A modern B&B exterior showcases a spacious garage with dual doors. A covered entryway leads to a welcoming porch, surrounded by landscaped greenery and colorful flower beds. The home features a natural stone and wood aesthetic, complementing the serene outdoor setting.

4.96 out of 5 average rating, 140 reviews

Single Party B&B - walking distance to downtown!

Located in downtown Dundee – the heart of Willamette Valley’s renowned wine country – with numerous vineyards, tasting rooms and several popular restaurants within a ~.3 - 1 mile distance! Home to many award winning wineries that contribute to this area’s world class standing in the global wine community, Dundee sits ~25 miles southwest of Portland and ~55 miles east of the Oregon Coastline – making it a great central base for visiting some of Oregon’s treasured places, sights and activities.

4.94 out of 5 average rating, 109 reviews

A cozy seating area is highlighted by a warm brown sofa, complemented by a patterned armchair and a small side table. An open kitchen space is visible in the background, featuring a bar with three stools and natural light streaming through large windows.

Farm stay in Newberg

The Cellar @Lively Farm

Enjoy our little slice of hobby farm heaven nestled among the old-growth forest along Chehalem Creek. You'll experience the beauty of nature, the antics of our goats, chickens, rabbits, geese, ducks, and quail, and the charm of downtown Newberg. Our secluded neighborhood offers the perfect area for walking, running, or bike riding, and the wineries of Dundee are so close! Be warned that we live on the edge of the forest. Owls, deer, raccoons, squirrels, possums, and foxes frequent our yard.

A charming farmhouse is set amidst lush greenery, featuring a sloped roof and front porch. Surrounding the house are well-maintained trees and shrubs, complementing the vibrant lawn. The setting is tranquil, offering a serene escape in a natural environment.

4.92 out of 5 average rating, 209 reviews

Pinot Paradise in Dundee Hills

Beautiful wine country guest suite and property in a stunning setting. 2 bedroom / 1 bath, sleeps 5. Located in the heart of Dundee Hills on 3 acres of picturesque farmland, offering a peaceful getaway and quick access to local wineries and restaurants. Private entrance, parking, wifi, fire pit (wood and smores kit provided!) , goats, creek, and much more to enjoy. Great for a couple's getaway, girls/guys weekend, family vacation, or personal retreat. A slice of heaven in wine country!

A charming home is framed by vibrant bushes of blue flowers, with a large tree providing shade in the foreground. Lush greenery surrounds the property, complementing the inviting exterior of the house under a clear blue sky.

4.93 out of 5 average rating, 237 reviews

Chateau Lesieutre–Luxurious, Spacious, Grand View

Perched at over 1,000 ft, this serene Dundee location offers gorgeous views of the Willamette Valley and nearby vineyards. Sip your morning coffee on the terrace, feeling like you’re floating above the hills. With over 10 wineries within 2 miles, it’s ideal for a wine-tasting getaway. Just four miles from Dundee, the property is perfect for a retreat, meeting space, or small event venue. After exploring wine country, unwind in this cozy home with an evening of stargazing in the courtyard.

Superhost

A private deck features two Adirondack chairs overlooking expansive views of lush valleys and vineyards under a wide sky filled with clouds. The serene landscape presents a tranquil setting, inviting guests to relax and enjoy the scenery.

4.9 out of 5 average rating, 400 reviews

Valley Views w. Hot Tub

Enjoy panoramic views of wine country. Tasting rooms and amazing restaurants all close. Harvey Creek Trail is steps away. High end furniture and finishes Custom and modern, yet cozy decor 2 full King Master Suites with luxury tiled baths, oversized walk-in rain showers. Hot tub on your own large, covered and private deck overlooking the valley. Electronic front door lock-Easy Check in. Washer/Dryer Private, separate accommodations Parking for 2 tandem parked vehicles in drive

4.95 out of 5 average rating, 873 reviews

The exterior of the building showcases a charming market with the word 'MARKET' prominently displayed. Vibrant red foliage from surrounding trees adds a warm touch, while an inviting entrance is framed by potted plants and wooden seating options. The sky features scattered clouds.

Loft in Dundee

Luxury Wine Country Studio at the Market Lofts

Steps away from world class tasting rooms & directly above local hotspot, Red Hills Market, our loft is located in the center of it all. Decorated with a blend of rustic wine country and industrial modern elements, our great room style studio, includes a living room area with a sleeper sofa. Measuring 600+ square feet, it is quite spacious and comfortable. Residing above Red Hills Market adds to the appeal & offers endless opportunities for fun...wood fired pizza, wine & more!

A cozy sleeping area is featured, with a white bed neatly arranged with patterned pillows. A vintage-style side table holds a tray with glasses and a bottle, alongside a small pot of blooming flowers. Soft light from a lamp provides a warm glow.

4.97 out of 5 average rating, 345 reviews

Wine Country Farmhouse + Vineyard views!

Tucked up in the vineyards of Dundee hills is our farmhouse studio steps away from world class wineries- Three amazing tasting rooms are a short 5 minute walk away~Lange Estate Winery, Torii Mor Winery and Olenik Vineyards! Our guesthouse is decorated with a mix of vintage and modern farmhouse decor featuring a private deck, comfortable queen bed, full bath, and a kitchenette. ** Note~ Rated as one of the top ten Airbnb’s to stay in Dundee! ** Trip101

4.97 out of 5 average rating, 178 reviews

Two mini-Highlander cows are seen grazing in a grassy field, surrounded by a wooden fence and lush green bushes. A bright blue sky with fluffy white clouds creates a serene backdrop, enhancing the peaceful rural atmosphere.

Barn in Sherwood

Rustic Barn | Country Getaway

Nestled atop Parrett Mountain is our countryside barn ready for you to enjoy! Conveniently located to many vineyards, and a picturesque drive to close by cities. This space offers a fully stocked kitchen and plush bedding (1 Queen/ 1 Double). Come and slow down with our rural pace of life, unique accommodations and say hi to the mini cows. Check out our photos to imagine yourself in this peaceful paradise.

4.97 out of 5 average rating, 405 reviews

A two-story home surrounded by verdant vineyards and orchards is powered by solar panels on its roof. The structure features spacious balconies and is integrated into the natural landscape, with well-kept gardens and trees providing a serene atmosphere.

Farm stay in Newberg

Fern Creek Farm Retreat

Fern Creek is a small family farm nestled in the forested hills of Yamhill County's wine country. Guests enter a captivating peace-filled space (a separate apartment in the lower level of our home), which is surrounded by forests and gardens where all kinds of life flourishes. Our sustainability practices (see below) demonstrate our commitment to helping life flourish--at Fern Creek and beyond.

Vacation rentals for every style

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Stylish accommodations with great services and amenities

Popular amenities for Dundee vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Dundee

A welcoming sign announces the entrance to Dundee, Oregon, surrounded by neatly trimmed greenery and blooming white flowers. The sunny blue sky enhances the inviting atmosphere of this charming location.

4.95 out of 5 average rating, 59 reviews

Cozy one bedroom - walk to downtown Dundee!

The modern home is painted in crisp white, featuring a two-car garage and a welcoming front porch. Lush palm trees and greenery surround the property, enhancing the exterior's charm. A clear view of the house's architectural details is provided.

5 out of 5 average rating, 39 reviews

Walk to Wineries | Outdoor Gazebo & Firepit

5 out of 5 average rating, 42 reviews

A spacious rooftop deck is presented, featuring two comfortable chairs and a small table with fresh flowers. Beyond the deck, breathtaking views of expansive farmland and Mt. Hood against a sunset sky are visible, creating a peaceful setting.

Guest suite in Aurora

Mt Hood View near Champoeg Park!

5 out of 5 average rating, 90 reviews

A cozy living area is showcased, featuring a gray sofa adorned with decorative cushions, and a vibrant abstract painting above. Two lamps provide soft lighting next to the seating. A wooden cabinet adds charm, complemented by a rug that anchors the space.

Guesthouse in Dayton

Blue Bee Bungalow

4.99 out of 5 average rating, 72 reviews

An orange exterior of the house is complemented by a wooden staircase leading to the upstairs suite. Two large planters filled with vibrant foliage sit at the base of the steps. The surrounding area features sandy stone pathways and decorative landscaping.

Home in Newberg

Oaks Hideaway~ Countryside Privacy, Patio & Cake

The exterior of a one-level home is presented, featuring a combination of earthy tones. A welcoming front porch is framed by manicured landscaping, including shrubs and flowering plants. A pathway leads to the entrance, while a garage is visible on the right.

4.97 out of 5 average rating, 64 reviews

Kauhale Maluhia "Serene Home"

4.96 out of 5 average rating, 93 reviews

A charming outdoor seating area features two weathered chairs positioned near a pond. Green potted plants stand beside the chairs, and the reflective glass doors of the cottage mirror the serene surroundings. Aquatic plants and stones create a natural border around the pond.

Guesthouse in Dayton

Pondside cottage in wine country.

A private backyard is showcased, featuring well-maintained grass and a clear view of the expansive field beyond. The early morning sun casts a warm glow across the landscape, with a simple wooden bench positioned on the patio for relaxation.