House holiday rentals in Dundee

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Top-rated house rentals in Dundee

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

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Top guest favourite
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.
Home in Dundee
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

Top guest favourite
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.
Home in Newberg
4.95 out of 5 average rating, 129 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.

Guest favourite
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.
Home in Newberg
4.96 out of 5 average rating, 130 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.

Top guest favourite
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.
Home in Dundee
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.

Top guest favourite
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
5 out of 5 average rating, 168 reviews

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!

Guest favourite
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.
Home in Newberg
4.92 out of 5 average rating, 154 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.

Top guest favourite
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.
Home in Dundee
4.97 out of 5 average rating, 356 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

Top guest favourite
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.
Home in Newberg
4.98 out of 5 average rating, 201 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!

Guest favourite
The spacious backyard features a stone fire pit surrounded by Adirondack chairs, set on a stone patio. Lush greenery, including shrubs and trees, provides a serene backdrop, while the house's large glass doors allow natural light to flood the interior.
Home in McMinnville
4.97 out of 5 average rating, 280 reviews

Chef’s Kitchen + Firepit | Single Level Home

★★★★★ “Amazing kitchen, great backyard, and fantastic location.” Welcome to your McMinnville midcentury retreat—a designer home in the heart of McMinnville. After a day of vineyard tastings, cook in the chef’s kitchen, sip Pinot under bistro lights, and gather by the firepit beneath the stars. This isn’t just a place to stay. It’s a tribute to Oregon’s original winemakers and the playful, relaxed spirit of the Valley.

Top guest favourite
A welcoming living area is featured, with comfortable seating arrangements including a dark leather couch and light-colored armchairs. A wooden coffee table sits in the center of a vibrant area rug. Natural light enters through large windows, enhancing the inviting atmosphere.
Home in Newberg
4.98 out of 5 average rating, 377 reviews

College Street House

Make yourself comfortable in this charmingly updated home in the heart of wine country. This house has everything you need to rest, relax, and enjoy your stay in Newberg. Just 1/2 block from the bustling downtown area with its many 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.

Top guest favourite
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.
Home in Dundee
4.98 out of 5 average rating, 124 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.

Top guest favourite
An open studio space features a queen bed with decorative pillows and a cozy lounge couch. A kitchenette is visible in the background, along with a wooden table and chairs. Natural light floods in from the window, highlighting the warm wooden flooring.
Home in Newberg
4.99 out of 5 average rating, 675 reviews

Newberg Garden View Suite – Peace, Rest, Enjoy

This updated suite is a totally private unit ready to enjoy. Your own separate entrance, large deck overlooking the garden, and enough space to relax. A 10-minute walk to the center of Newberg with a country feel. In the heart of Chehalem Valley within a 10-minute drive to 50+ wineries, and many beautiful areas to explore close at hand. Designed for individuals or a couple.

Popular amenities for house rentals in Dundee

When is the best time to visit Dundee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$281 SGD$289 SGD$295 SGD$295 SGD$306 SGD$343 SGD$361 SGD$370 SGD$362 SGD$349 SGD$304 SGD$288 SGD
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Quick stats about house rentals in Dundee

  • Total holiday rentals

    Explore 30 holiday rentals in Dundee

  • Nightly prices starting at

    Dundee holiday rentals start at $167 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Dundee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dundee rentals

  • 4.9 Average rating

    Dundee stays are highly rated by guests – averaging 4.9 out of 5!

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