House holiday rentals in Dundee

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, 141 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

An outdoor seating area is furnished with four adirondack chairs arranged around a fire pit, under a covered patio illuminated by string lights. The space is surrounded by greenery, creating a private and cozy atmosphere.

4.97 out of 5 average rating, 107 reviews

Wine Country•One-Level•Near Linfield & DT•Families

🏠One-Level House 🛏️ 3 Bedroom • 2 Bath 🔥Central Heat Create lasting memories in this stylish, centrally located single-story home in the heart of Willamette Valley wine country. The Aliette House is nestled in a charming residential area close to top wineries. Enjoy foosball, a 60-game arcade, or corn hole toss in the private backyard. Just 2 miles from downtown McMinnville (5 min drive), 1 mile from Linfield University, 5 miles from Wings & Waves water park, and under an hour to the beach!

A cozy living area features a light-colored rug beneath plush seating. A modern fireplace adds warmth, while a television is mounted on the wall above a wooden shelf. Natural light streams through a large window, adorned with soft curtains.

4.96 out of 5 average rating, 131 reviews

Darby House, wine country escape

Enjoy a peaceful wine country escape in a modern, comfortable home. It's the perfect place to relax between your adventures. Our home is centrally located within a mile of downtown Newberg near its restaurants and bars. You'll be a 5 to 20 minute drive to the multitude of beautiful wineries Oregon has to offer. If you're into water sports, we're less than a mile to Rodgers Landing park on the Willamette River. At the end of your day, enjoy wine on the patio with a fire pit and cafe lights.

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, 246 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.

5 out of 5 average rating, 171 reviews

A bright master suite features a spacious bed dressed in white linens. Natural light filters through large windows, illuminating the room. Wall sconces provide gentle lighting, while decorative items are displayed on the walls, adding character to the space.

Home in Tigard

Mama J's

For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

4.91 out of 5 average rating, 129 reviews

Charming Farmhouse Near Wineries & Downtown

Welcome to the Clementine—a beautifully restored 1890 farmhouse in Oregon wine country. Enjoy 3 bedrooms, modern kitchen, open living space, and a backyard with firepit & BBQ. Walk to McMinnville's Historic 3rd Street dining and shops. Minutes from top wineries—enjoy quiet winter tastings! Ideal for wine tours, remote work (dedicated workspace), or peaceful retreats. Pet-friendly with self check-in. Perfect for wine lovers, remote workers, or cozy getaways. Pet-friendly. Self check-in.

The exterior of Bluebird Cottage features a charming grey wood-shingle facade, with a welcoming yellow front door framed by a small porch. Lush green grass and well-maintained landscaping surround the house, accompanied by a walkway leading up to the entrance.

4.92 out of 5 average rating, 157 reviews

Historic Newberg Bluebird Cottage

Come enjoy the historic charm at Bluebird Cottage! Perfectly located just four blocks from downtown Newberg and two blocks from George Fox University. Enjoy quaint wine tasting rooms, top rated restaurants, coffee shops, boutiques, and more within walking distance of the home. In just a short drive will take you to hundreds of local wineries throughout the Willamette Valley. Ask the host for winery recommendations and they will point you in the right direction.

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, 358 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

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.

5 out of 5 average rating, 105 reviews

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)

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, 202 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!

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, 351 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.

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.

4.98 out of 5 average rating, 128 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.

Popular amenities for house rentals in Dundee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 59 reviews

A charming single-story home is set amidst well-maintained lawns and mature trees, featuring a symmetrical facade with a gabled roof. Vibrant shrubs and flowers enhance the front yard, while a driveway leads to an attached garage on one side.

Home in Portland

Fireplace, 2 Queen beds, No fee for cleaning

4.91 out of 5 average rating, 46 reviews

A charming Craftsman home is set against a vibrant blue sky, featuring a well-maintained garden filled with colorful flowers. The entrance is framed by lush greenery and a small set of steps leads to the welcoming front porch.

Home in Richmond

Frankie's Place; Walkable Craftsman luxury!

5 out of 5 average rating, 11 reviews

A sunlit courtyard is framed by the main structure of the home, featuring landscaped gravel and low-maintenance plants. Seating areas are arranged around a central stone pathway, while large windows provide views of the outdoors from the surrounding rooms.

Home in West Linn

Scandinavian Modern Farm House in Wine Country

Superhost

A wooden lodge with a sloped roof and large front porch is surrounded by lush greenery. The wrap-around deck is visible, showcasing wooden railings and steps leading down to the ground. The structure’s natural materials provide a rustic appeal.

Home in Gaston

4.85 out of 5 average rating, 13 reviews

Starlight Lodge with Private Pool & Game Room

4.93 out of 5 average rating, 83 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!

Superhost

A view is captured from an elevated position, displaying a cityscape with a mixture of modern buildings and green spaces. The horizon features a soft gradient of colors, while trees frame the scene, highlighting solar panels on a nearby roof.

Home in Hillside

5 out of 5 average rating, 11 reviews

Urban Oasis: Views, Private Pool, Walk to NW 23rd

Superhost

A private hot tub is situated on a concrete patio, surrounded by lush greenery. Warm steam rises from the water, while string lights overhead create a cozy ambiance. Nearby, a neatly arranged outdoor seating space offers additional relaxation options.

Home in Milwaukie

4.85 out of 5 average rating, 66 reviews

3-Bed Cowboy Cabana w/ Hot Tub!

4.97 out of 5 average rating, 151 reviews

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in Overlook

Rose City Hideaway

Weekly house rentals

4.97 out of 5 average rating, 332 reviews

A cozy living area is presented with a light-colored sofa adorned with orange accent pillows. A rustic coffee table on wheels is centrally located, paired with a soft area rug. The kitchenette is visible in the background, showcasing modern appliances and a small dining space.

Home in Westmoreland

Charming Sellwood Apartment

A light-filled living room is centered around a decorative fireplace with a wooden mantel. A comfortable sectional sofa is paired with a cozy armchair, while a coffee table sits atop an area rug. A flat-screen television is mounted on the wall, complemented by a houseplant in the corner.

4.99 out of 5 average rating, 172 reviews

Hideaway House Tucked In The Heart Of McMinnville

5 out of 5 average rating, 233 reviews

A modern living space features a teal sectional sofa adorned with vibrant throw pillows. A glass coffee table rests atop a textured rug, and the kitchen showcases wooden cabinetry and stainless steel appliances, with natural light enhancing the atmosphere.

Home in Ladd's Addition

New Home Near it All on Division w/ EV Charger

4.96 out of 5 average rating, 118 reviews

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.

Home in Multnomah

Multnomah Village Hideout

4.99 out of 5 average rating, 445 reviews

An open living space features a stylish wooden staircase, enhancing the flow of natural light. A modern dining table is accompanied by Arne Jacobsen Ant dining chairs. Decorative plants and a round mirror add a touch of elegance, while large glass doors provide a view of the outdoor area.

Home in Kerns

Modern Guesthouse in Portland's Central Eastside

4.92 out of 5 average rating, 682 reviews

A cozy dining nook features a round table surrounded by four wooden chairs. Natural light pours in through the large bay windows, highlighting the unique wall decor and shelves filled with books and decorative items. Green plants add a touch of nature to the space.

Home in Woodlawn

Close-in Private getaway in the trees.

4.96 out of 5 average rating, 186 reviews

A modern three-story house is surrounded by a landscape of autumn leaves. Large windows create an inviting facade, while neatly arranged plants and trees offer a touch of greenery. A path leads to the entrance, emphasizing the home's welcoming atmosphere.

Home in Portland

Modern Central Portland House

4.95 out of 5 average rating, 451 reviews

The sleeping area features a spacious bed with a light-colored blanket and decorative pillows. Soft lighting from two side tables creates a calming ambiance. A piece of wall art and small plants add warmth, while a door leads to the bathroom area.

Home in Piedmont

North Portland Private Studio with Jacuzzi tub

Private house rentals

A bright living area features a vibrant orange sectional sofa paired with a round coffee table atop a light area rug. Sunlight enters through large windows, and light-colored curtains soften the space. An inviting red door, partially open, adds a welcome touch.

4.98 out of 5 average rating, 98 reviews

School Street Cottage

A bright living room is presented with a modern aesthetic, featuring a wall-mounted TV above a sleek fireplace. Comfortable seating includes a light-colored armchair and a cozy couch adorned with soft cushions, alongside a wicker basket filled with blankets.

5 out of 5 average rating, 51 reviews

Walk to Wineries | Outdoor Gazebo & Firepit

4.88 out of 5 average rating, 103 reviews

The living area showcases a spacious, rustic wooden interior accented by polished wood ceilings and beams. A large white sectional sofa provides ample seating, while light streams through multiple windows, illuminating the cozy surroundings. A glimpse of the outdoor views enhances the tranquil atmosphere.

Home in Forest Park

Forest Park Hideaway | Nature Oasis Near City

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.

4.86 out of 5 average rating, 95 reviews

Little Red House

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.

4.96 out of 5 average rating, 85 reviews

Modern 3 Bedroom Dundee Farmhouse - Valley Views

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, 61 reviews

KD Country House: Sauna, Natural Spring, Location!

A modern entryway features a vibrant green door marked with the number 812. Large windows allow natural light to brighten the space, while decorative lanterns and potted plants enhance the welcoming atmosphere.

5 out of 5 average rating, 74 reviews

Boutique Home Nestled in Downtown Newberg

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.