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Vacation rentals in Dundee

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Top-rated vacation rentals in Dundee

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An expansive outdoor deck offers panoramic views of rolling hills and a charming wine country landscape. The railing provides safety while allowing unobstructed sightlines to the lush greenery and quaint homes below, under a clear blue sky.

Guest suite in Dundee

4.92 out of 5 average rating, 180 reviews

Panoramic Views, Hot tub, gas fireplace, luxurious

Absolute panoramic views of wine country in every room. Tasting rooms & amazing restaurants all close. Harvey Creek Trail is steps away Bright & spacious King Master Suite w. gas fireplace & luxury copper tub, rain shower High end finishes, furniture & décor Hot tub on your own large deck overlooking the entire valley Chef's kitchen w. gas range, gourmet spices, oils and vinegars Electronic front door lock-Easy Check in Spacious, light & open floor plan. Dedicated parking for 2 tandem vehicles.

Top guest favorite

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

5 out of 5 average rating, 197 reviews

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

Top guest favorite

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

4.99 out of 5 average rating, 253 reviews

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.

Top guest favorite

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.

4.96 out of 5 average rating, 137 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.

Guest suite in Dundee

4.96 out of 5 average rating, 143 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.

Top guest favorite

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

4.94 out of 5 average rating, 113 reviews

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.

Top guest favorite

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, 243 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 favorite

The building, featuring the word 'MARKET' prominently, is framed by vibrant trees displaying autumn leaves. A welcoming entrance is complemented by outdoor seating arrangements, adding to the inviting atmosphere of the space.

4.92 out of 5 average rating, 687 reviews

Luxury Wine Country Suite 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 style and industrial modern elements, our one-bedroom suite includes a separate living area with a sleeper sofa. Measuring 600+ square feet, it is perfectly sized for 2-4 people. Residing above Red Hills Market adds to the appeal & offers endless opportunities for fun...,wood fired pizza, wine & more!

Top guest favorite

A hot tub with bubbling water sits beside a wooden sauna structure, designed with intricate detailing. The surrounding area features a pebble pathway and lush greenery, creating a tranquil outdoor setting.

Tiny home in Newberg

5 out of 5 average rating, 689 reviews

Garden Spa Getaway in Wine Country-Newberg

Enjoy the hot tub and sauna for relaxation! The Tiny Home is privately tucked in a garden oasis, in a quiet residential neighborhood. Only 13 blocks to downtown Newberg 's lovely wine boutiques and restaurants, 6 blocks to George Fox University, 45 min. from PDX Airport. Spacious and comfortable with 192 sq. feet modern atmosphere. Complimentary specialty cheese & oatmeal cups for breakfast. Nice bikes to tour beautiful Newberg and local wine boutiques. *Two night minimum stay.

Top guest favorite

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, 349 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 favorite

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.

Home in Newberg

5 out of 5 average rating, 337 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.

Top guest favorite

An inviting living area features floor-to-ceiling windows that offer views of the surrounding forest. Minimalist furniture includes a wooden table, lounge chairs, and a futon, creating a comfortable space to relax or entertain. Natural light enhances the cozy atmosphere.

Apartment in Newberg

4.94 out of 5 average rating, 1,017 reviews

Bright, Unique Apartment in Heart of Wine Country

*4 Min to George Fox University *10 Min walk to wine tasting rooms & restaurants *50+ wineries within 10 min drive This adorable daylight basement apartment is like walking into a storybook oasis. You’ll love the forest views from the floor to ceiling windows. Enjoy your morning coffee (or evening wine) from the private seating area and take in the sounds of chirping birds and babbling brook.

Vacation rentals for every style

Get the amount of space that is right for you

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Kick off your hiking boots at these rustic lodgings

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Stylish accommodations with great services and amenities

Popular amenities for Dundee vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Dundee

Top guest favorite

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

5 out of 5 average rating, 99 reviews

The Mack House - Walk Downtown

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.

Guest suite in Dundee

4.95 out of 5 average rating, 60 reviews

Cozy one bedroom - walk to downtown Dundee!

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.

Home in Newberg

4.98 out of 5 average rating, 92 reviews

School Street Cottage

Top guest favorite

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

5 out of 5 average rating, 46 reviews

Mt Hood View near Champoeg Park!

Top guest favorite

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

5 out of 5 average rating, 94 reviews

Blue Bee Bungalow

Top guest favorite

A vibrant rainbow arcs over a green space, framed by a wooden fence. Leafless trees stand against a backdrop of cloudy sky, with sunlight filtering through the clouds, creating a serene outdoor atmosphere.

Guest suite in Newberg

5 out of 5 average rating, 56 reviews

"Peace of Portland" - Wine country, Newberg/Dundee

Top guest favorite

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

4.99 out of 5 average rating, 76 reviews

Oaks Hideaway~ Countryside Privacy, Patio & Cake

Top guest favorite

The exterior of a red and beige conference center is depicted, featuring a distinctive roof design and a welcoming entrance illuminated by large windows. A prominent sign stands in front, indicating the name 'Windrose Conference & Meeting Center,' surrounded by landscaped greenery.

Guest suite in Newberg

4.98 out of 5 average rating, 42 reviews

Wine country estate on 2.5 acres

Quick stats about vacation rentals in Dundee

Total rentals
50 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Dundee have wifi?
Absolutely! We offer over 30 house rentals with wifi in Dundee. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Dundee?
Four-legged friends are welcome in Dundee. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Dundee?
Dundee has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Dundee have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Dundee. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Dundee?
Experience the best of Dundee with our house rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Dundee have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Dundee. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Dundee?
Yes! Work meets play with ease at over 20 house rentals in Dundee featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Dundee?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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