House vacation rentals in Dundee

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.

4.98 out of 5 average rating, 384 reviews

The Farmhouse at Red Hills|Dundee Wine Country

WELCOME Tucked up among the vineyards of Dundee Hills, our modern vintage farmhouse studio offers a peaceful wine country escape just steps from world-class tasting rooms. Three exceptional wineries are a short-five minute walk away—Lange Estate Winery, Torii Mor Winery and Olenik Vineyards-making this the perfect getaway. Resident Greeter🐾 Our friendly rescue dog Sequoia lives on the property and may stop by to say hello if she is outside. She believes every guest is her new best friend.

LocationValueIndoor spaces

A tranquil outdoor space features two wooden chairs and a round table, positioned to enjoy a breathtaking sunset. The sky is adorned with vibrant purple and orange clouds, casting a serene light over the landscape below.

4.96 out of 5 average rating, 270 reviews

Parrett Mtn Estate · Hot Tub, Sauna & Valley Views

8 private acres atop Parrett Mountain — sweeping Pinot Noir vineyard & valley views, Tempur-Pedic suites & heated stone floors. The only estate in Willamette Valley with an Oregon Red Cedar sauna, cold plunge, starlit hot tub & Universal EV Charging. Two full chef's kitchens, Egyptian cotton linens, Dyson air purifiers & hair tools, 4 bedrooms, sleeps 12. Optional add-ons available: private chef, Sommelier wine tasting & concierge services. 5 min to Newberg · 30 min to Portland · 40 min to PDX.

ValueFamilyShared spaces

The front exterior of a well-maintained home is showcased, featuring a combination of earthy tones in its siding. A welcoming entrance is framed by lush landscaping, including ornamental grasses and flowering plants. A covered porch is visible, complemented by comfortable seating.

5 out of 5 average rating, 132 reviews

La Brise (A rest along the way)

One of a kind forested and creekside home in Newberg nestled in the heart of wine country. 5 minute walk to George Fox University. Come enjoy the outdoors at one of our local farms or sip wine at one the many beautiful nearby wineries. Central to many Oregon destinations -30 miles to Portland - 50 miles to Silver Falls State Park - 51 miles to Multnomah Falls -66 miles to Lincoln City where you can enjoy the Oregon coast, Outlet Mall, Chinook Winds Resort & Casino - 70 miles to Mt. Hood

LocationFamilySleep quality

4.96 out of 5 average rating, 136 reviews

Walk to Tasting Rooms | Firepit | Dog-Friendly

Whether you’re planning a girls’ trip or romantic getaway, Wynkoop is your home away from home in the heart of wine country. Explore the wineries, world-class restaurants, and quaint towns the Willamette Valley has to offer while enjoying the convenience of downtown Carlton living. The historic home is thoughtfully designed around fostering cozy moments, from sipping coffee on the porch to unwinding with a glass of wine by the fire pit. Grab your partner, friend, or fur baby and settle in.

ValueFamilyHeating

4.95 out of 5 average rating, 147 reviews

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

💯 Perfectly situated in the heart of Dundee. 👣 Effortlessly walk to premier wineries, local breweries and celebrated dining locations. What to look forward to during your stay: Features: • 5 beds; 1 king en-suite, 2 queens, 2 twin trundles in den • High Speed Wifi & Bose Bar • Large, custom dining area, wainscoted walls, custom light ring • Fully stocked kitchen • Resort style outdoor area; couches, umbrella's, retractable canopy, gas BBQ & Firepit Tip: ❤️ us to easily find again.

FamilyValueDecor

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, 259 reviews

Chateau Lesieutre atop Dundee Hills’ Highest Point

Wake up above the Willamette Valley, surrounded by Oregon’s most celebrated wineries. Located at the highest point in Dundee, this serene retreat offers exquisite views. Sip your morning coffee on the terrace, enjoying the fresh country air and feeling as though you’re floating above the hills. With more than 10 wineries within two miles, it’s an ideal base for exploring wine country. After a day out, return home to unwind with evening stargazing in the courtyard or on the terrace.

ValueFamilyDecor

A bright living room features a comfortable gray sofa and a light-colored armchair, accompanied by a coffee table. A large area rug with intricate patterns is centered on the floor. Natural light enters through nearby windows, and a small plant adds a touch of greenery.

4.99 out of 5 average rating, 100 reviews

Charming Cuvée Cottage

Welcome! The Cuvée Cottage will be your home away from home. We are located 2 blocks from downtown Carlton in the heart of Yamhill-Carlton AVA. The 1937 cottage was remodeled in 2019. We have kept a lot of its character while making it a cozy and comfortable space to relax in. The home is equipped with everything you need to enjoy your stay in wine country! Relax in comfortable queen beds in each room with private decks to enjoy the wines you’ve picked up from the day.

ValueFamilyAir conditioning

5 out of 5 average rating, 132 reviews

A bright living space features a comfortable sofa, two armchairs, and a round coffee table, all arranged around a fireplace with decorative elements. Natural light illuminates the room, which is beautifully enhanced by green plants and elegant lighting.

Home in McMinnville

The Mack House - Walk Downtown

Enjoy a stylish experience at this centrally located 2-level home. Walking distance to historic downtown 3rd St & the newly developed Alpine district where you’ll find excellent restaurants, wine tasting, breweries, boutiques, coffee, antiques and more. This home is for adults only and is not furnished for children. Sleeping Space: - 1 King Bed Upstairs - 1 Queen Bed Downstairs Bathrooms: - 3/4 on Main (Shower Only) - 3/4 in Upper (Bathtub Only)

LocationValueHeating

A modern living area features a light grey sectional sofa and a round coffee table placed on a textured area rug. Natural light enters through large windows, illuminating the space. A wall-mounted TV and a cozy armchair complement the inviting atmosphere, with a fireplace enhancing the comfort.

4.98 out of 5 average rating, 220 reviews

Villa Fontana: Modern, Wine-Country Comfort

Welcome! Enjoy a fresh, clean, retreat while you sip your way through Oregon's Wine Country. A modern home nestled amid local historic landmarks, you will be 6 blocks from the downtown Newberg strip and within a 5 mile radius of the closest wineries, making this home the perfect choice for accessibility. Enjoy complimentary Prosecco to toast your arrival and plan to cook meals that pair with your local wine purchases using our high-end appliances!

FamilyLocationNearby

4.95 out of 5 average rating, 167 reviews

An inviting entrance showcases a fountain surrounded by lush greenery and stone pathways. The front door, framed by ornate pillars, opens to a well-lit interior. Soft lighting enhances the welcoming atmosphere, with a seasonal wreath adorning the door.

Home in Sherwood

Chateau Chardonnay:Tuscan home in NW wine country

Equipped with two HEPA air filtration systems that work continuously to filter and sanitize the air, this home is a clean and safe space to relax and enjoy nature! The house sits on 4 acres in the picturesque Oregon wine country. The back deck looks out over a lush back yard that cascades down to a lazy creek. Gaze out the large kitchen window to the paver patio, vibrant lawn and rimmed with beautiful mature landscaping, koi pond and fountain.

LocationValueBathroom

4.97 out of 5 average rating, 279 reviews

The exterior of a Victorian-style home features a gray façade with a centered red door. Symmetrical windows flank the entrance, surrounded by manicured shrubbery and a well-kept lawn. Tall trees provide a lush backdrop under a clear blue sky.

Home in Dayton

The Historic Dayton Wine House

Stay in one of the top rated vacation rentals located in the heart of the Willamette Valley wine country. This majestic 1885 Victorian style home sits prominently on the charming town square of Dayton, Oregon, 30 miles from Portland, a perfect location for winery exploring! The beds and linens are of high quality for a great nights sleep. The small details are not forgotten in this large home with plenty of room for everyone to spread out.

ValueLocationWalkability

The exterior of a two-story white cottage is shown, featuring a double garage and a welcoming front porch. Lush green grass and landscaped flower beds enhance the curb appeal. Clear blue skies complement the inviting atmosphere created by the vibrant foliage on either side.

4.97 out of 5 average rating, 151 reviews

Charming Wine Retreat w/ Kid + Dog Perks

Come check out the Cloud Wine Cottage. Easily WALK to 8 different wineries (all in less than 10 minutes) and drive to more than 600+ more! Live like a local in wine country as you enjoy downtown Dundee with a park view. With 4 bedrooms, 2.5 bathrooms, and 7 beds, this beautiful vacation home is perfect for a group of friends or a family with kids. The property is pet-friendly with no extra fees.

LocationFamilyParks

Popular amenities for Dundee house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 26 reviews

The Big Larz Casa, hot tub, steps to Main Street

LocationFamilyWalkability

4.87 out of 5 average rating, 15 reviews

Home in Beaverton

Bright, quiet Oasis near Nike and Intel.

LocationFamilyNearby

4.97 out of 5 average rating, 30 reviews

A residential street features a row of well-maintained homes, showcasing a variety of architectural styles. Lush greenery is visible in front yards, while a line of parked cars aligns along the street. Soft sunlight bathes the neighborhood, creating a serene atmosphere.

Home in Wilsonville

Cozy home near PDX adventure & wine

LocationFamilyCheck-in

4.89 out of 5 average rating, 27 reviews

Home in Gaston

Starlight Lodge with Private Pool & Game Room

FamilyLocationKitchen

4.93 out of 5 average rating, 107 reviews

An oversized covered patio features comfortable seating arranged around a central firepit. Soft lighting from hanging fixtures enhances the outdoor space, which is surrounded by greenery. The area is designed for relaxation and socializing, providing a welcoming atmosphere for guests.

Home in Woodburn

An Entertainment Oasis!

LocationValueCheckout

5 out of 5 average rating, 16 reviews

Home in Cedar Hills

Modern 3-Story Gem | Across from Nike | 1GB Wi-Fi

FamilyLocationKitchen

4.76 out of 5 average rating, 90 reviews

Home in Milwaukie

Private Pool & Hot Tub Oasis | Cowboy Retreat

ValueFamilyView

5 out of 5 average rating, 3 reviews

Home in Wilsonville

Anbrila Vineyard House | Pool, HotTub & Hood Views

FamilyLocationSleep quality

Weekly house rentals

A bright dining area features a round wooden table surrounded by black chairs. Large windows allow natural light to fill the space, revealing views of the outdoor patio and landscaped yard. A fireplace is positioned against a stone wall, adding a cozy focal point.

4.88 out of 5 average rating, 111 reviews

River Wine Farmhouse

LocationFamilyQuiet

A spacious deck features a table set with gourmet snacks, a bottle of wine, and glasses, surrounded by comfortable seating. The lush vineyards and cherry blossoms are visible in the distance, under a clear blue sky, offering a serene outdoor setting.

4.94 out of 5 average rating, 140 reviews

Vineyard and Mountain View Wine Country Retreat

ValueLocationLayout

4.98 out of 5 average rating, 317 reviews

A modern kitchen features light cabinetry complemented by dark wooden accents. A farmhouse-style dining table is set with flowers and snacks, surrounded by black chairs. Stainless steel appliances are visible, along with a bright window that offers natural light.

Home in McMinnville

Wine Country Escape | Walk to Downtown 3rd Street

FamilyValueOutdoor spaces

Home in Southwest Portland

A charming outdoor area is visible, featuring a stone pathway leading to a cozy seating arrangement with two black chairs. The bungalow is framed by lush greenery, with warm light emanating from the windows, inviting a peaceful ambiance.

4.97 out of 5 average rating, 173 reviews

Multnomah Village Hideout

LocationFamilySleep quality

4.86 out of 5 average rating, 152 reviews

The exterior of the farmhouse is depicted, showcasing a traditional style with white siding and a steeply pitched roof. A small wooden deck is featured in the backyard, accompanied by two rustic chairs. Sunlight filters through nearby trees, enhancing the serene outdoor setting.

Home in McMinnville

Farmhouse • Chef's Kitchen• Firepit • Pet Friendly

ValueFamilyIndoor spaces

4.97 out of 5 average rating, 278 reviews

A fully mirrored room creates an immersive experience with soft blue mood lighting. A thick mat covered with clean linens and pillows is laid out for sleeping. The reflections on the mirrored walls enhance the unique ambiance, inviting guests to rest and explore.

Home in Lake Oswego

Signal House – Light Up The Portal

LocationFamilyCheckout

A cozy living room features a modern sofa adorned with decorative pillows. A wooden coffee table is centered on a patterned area rug. Natural light pours in through large windows, complemented by neutral-toned curtains. A wood-burning stove and sleek entertainment unit add warmth to the space.

4.93 out of 5 average rating, 490 reviews

The Carlton Pinot House

ValueFamilyAccess

A charming red cottage is framed by vibrant greenery and flowering plants. A concrete path leads to a welcoming front porch with an entry door, surrounded by lush grass and shrubs. The clear blue sky and bright sunlight add to the warm ambiance of the outdoor space.

4.87 out of 5 average rating, 112 reviews

Little Red House

LocationFamilyGrill

Private house rentals

5 out of 5 average rating, 66 reviews

Walk to Wineries | Outdoor Gazebo & Firepit

LocationFamilyHiking

A spacious deck showcases a large sectional sofa with light grey cushions, complemented by a hanging chair in a woven design. The modern farmhouse exterior features a dark grey color with large windows, allowing natural light to fill the space.

4.9 out of 5 average rating, 86 reviews

GRAPE EXPECTATIONS Dundee- View, Vines & Filberts!

FamilyValueSleep quality

A bright, open living and dining area showcases a round dining table set with glassware and floral accents. A cozy seating arrangement includes a dark circular ottoman and a sofa with colorful cushions. Natural light fills the space through a large window, enhancing the modern decor.

4.97 out of 5 average rating, 89 reviews

All New! Maison Monroe in Carlton

FamilyLocationLayout

A modern sauna is shown with warm wood paneling and sleek glass walls. Benches made of light wood provide seating, while a shiny, metal stove stands in the corner. The space is illuminated softly, creating a calming atmosphere with views of the surrounding greenery.

5 out of 5 average rating, 82 reviews

KD Country House: Sauna, Natural Spring, Location!

FamilyLocationCondition

5 out of 5 average rating, 97 reviews

Chic Newberg Oasis: Mid-Century, Hot Tub, Fire Pit

LocationFamilyCleanliness

A welcoming living area features a mix of seating options, including a plush armchair and a cozy couch adorned with decorative pillows. Natural light floods through the window blinds, illuminating the warm wood flooring and creating a light and airy environment.

4.96 out of 5 average rating, 68 reviews

Songbirds Landing-a charming cottage by George Fox

FamilyValueOutdoor spaces

A single-story house features a welcoming front porch with decorative hanging plants. The well-maintained lawn surrounds the home, showcasing a neat garden bed. A spacious driveway leads to the attached garage, emphasizing the property’s inviting curb appeal.

5 out of 5 average rating, 69 reviews

Quiet, Cozy Casa for Family & Friends

FamilyLocationLong stay

A cozy living room features light-colored furniture arranged around a central wooden coffee table. A flat-screen TV is mounted on a white wall. Two large windows let in natural light, adorned with soft curtains that frame a view of greenery outside.