House holiday 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, 387 reviews

Dundee Farmhouse|Wine Country Studio

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.

FamilyValueSolo travel

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, 271 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.

FamilyValueBathroom

4.95 out of 5 average rating, 150 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.

LocationFamilySleep quality

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, 141 reviews

Vineyard and Mountain View Wine Country Retreat

Our property is available to adults looking for some peaceful time. Conveniently located, our home will be a retreat to come back to after a day of exploring gastronomy and wineries in nearby towns. Numerous vineyards are in the immediate vicinity. On clear days enjoy views from our large deck of Mt Hood, St Helens, Rainier, and local vinery. We take great pride in maintaining a quality environment to share with others. Carefully read Additional Rules to decide if our home fits your needs.

FamilyValueBackyard

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, 261 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.

LocationFamilyBeach

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, 101 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.

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 136 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)

LocationFamilyHiking

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, 221 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!

ValueLocationLaundry

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.

ValueFamilyParking

4.97 out of 5 average rating, 280 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.

LocationValueSleep quality

A well-appointed kitchen and dining area are shown, featuring dark wood cabinets and stainless steel appliances. A round dining table with four chairs shares the space with a small bookshelf and decorative items. Natural light is welcomed through the glass door leading to the outdoor space.

4.99 out of 5 average rating, 382 reviews

The Fox Bungalow

Make yourself comfortable in this charmingly updated 840 sq. ft. home in the heart of wine country. This house has everything you need to rest, relax, and enjoy your stay in Newberg. Just 4 short blocks from Newberg's quaint downtown area with its many locally-owned restaurants, coffee shops, bakeries and wine tasting, you will also be centrally located to George Fox University and minutes away from hundreds of beautiful wineries.

FamilyValueAccess

A modern green home is showcased with a simple pathway leading to a cheerful yellow front door. The entrance is surrounded by lush, well-maintained landscaping, featuring shrubs and colorful plants, and large windows reflecting the surrounding greenery.

5.0 out of 5 average rating, 101 reviews

Luxury hilltop home with stunning views + solitude

Enjoy stunning views at this rural hilltop retreat. This modern home is surrounded by farms and world-class wineries. Incredible views in every direction, solitude, and comfort. It's on a quiet dirt road with dozens of great wineries within a few minutes' drive, plus a few wineries and a distillery within walking distance. The 4 acre property has plenty of room to roam and relax. The house is well-stocked and furnished.

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Popular amenities for Dundee house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 110 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!

ValueLocationBarbecue

4.99 out of 5 average rating, 114 reviews

A spacious living area is highlighted by a warm brown leather seating arrangement, including two armchairs and a three-seat sofa. Natural light filters through the dual windows with rolled shades, complemented by two potted plants and a contemporary area rug.

Home in Portland

Corner of Heaven

FamilyValueBiking

4.97 out of 5 average rating, 30 reviews

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

LocationFamilyAmenities

4.86 out of 5 average rating, 29 reviews

Home in Gaston

Starlight Lodge with Private Pool & Game Room

FamilyLocationIndoor spaces

4.95 out of 5 average rating, 19 reviews

A two-story home with a light grey exterior and dark blue shutters is featured, showcasing a welcoming front porch. The entrance is highlighted by a circular window and a decorative front door. Lush green lawns and well-maintained landscaping give a serene appearance.

Home in Beaverton

Swim Spa + Hot Tub, Gazebo, BBQ Grill, 6 Bedrooms

FamilyLocationHot tub

Superhost

Home in Milwaukie

4.74 out of 5 average rating, 93 reviews

Private Pool & Hot Tub Oasis | Cowboy Retreat

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 18 reviews

Home in Cedar Hills

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

FamilyLocationNearby

Superhost

A private outdoor space features a circular pool with a clear blue surface, surrounded by tropical plants. A hot tub is visible next to the pool, with a wooden deck providing seating options, including a single chair. The area is well-lit by natural sunlight.

Home in West Linn

4.81 out of 5 average rating, 75 reviews

Pool and Hot tub House in West Linn

LocationValueComfort

Weekly house rentals

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.

5.0 out of 5 average rating, 134 reviews

La Brise (A rest along the way)

FamilyLocationBathroom

4.96 out of 5 average rating, 136 reviews

Walk to Tasting Rooms | Firepit | Dog-Friendly

FamilyValueIndoor spaces

5.0 out of 5 average rating, 114 reviews

A vibrant sunset casts shades of pink and orange across the sky, with Mount Hood rising in the distance. Lush green foliage and blooming flowers are visible in the foreground, creating a serene natural setting against the dramatic backdrop.

Home in Hillsboro

Little farm on the peak

ValueFamilyKitchen

A spacious outdoor deck features a white Adirondack chair overlooking a vast landscape. The view encompasses rolling hills and a horizon that fades into the distance under a clear sky. Hues of autumn are visible in the trees and ground, adding color to the scenery.

4.94 out of 5 average rating, 235 reviews

Spectacular Valley View in Wine Country

ValueLocationRiver

4.92 out of 5 average rating, 183 reviews

The kitchen is equipped with modern appliances, including a stainless steel refrigerator. A central island with bar stools provides additional seating. A cozy fireplace is situated beneath a wall-mounted television, and warm wood flooring complements the inviting atmosphere.

Home in McMinnville

Spacious 1BR APT near Historic 3rd St- 10 min walk

LocationFamilyWalkability

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

LocationValueTV

4.97 out of 5 average rating, 280 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

FamilyValueNearby

4.98 out of 5 average rating, 322 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

FamilyLocationCondition

Private house rentals

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.

5.0 out of 5 average rating, 82 reviews

KD Country House: Sauna, Natural Spring, Location!

LocationFamilyCondition

5.0 out of 5 average rating, 69 reviews

Walk to Wineries | Outdoor Gazebo & Firepit

LocationFamilyDecor

Superhost

Home in Dayton

5.0 out of 5 average rating, 4 reviews

Historic Cottage in Dayton Wine Country

FamilyLocationGetting around

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.

5.0 out of 5 average rating, 63 reviews

Heron Cottage

FamilyLocationGetting around

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, 90 reviews

All New! Maison Monroe in Carlton

LocationFamilyCheckout

A spacious living area is highlighted by a modern, neutral color palette. Comfortable sofas surround a wooden coffee table, with natural light streaming through the large windows. The open layout connects to a well-equipped kitchen in the background, featuring sleek cabinetry and stainless steel appliances.

5.0 out of 5 average rating, 94 reviews

Cozy haven | Walk to Wineries | Hot Tub

LocationFamilyOutdoor spaces

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!

FamilyValueBreakfast

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.