Holiday houses in St. Paul

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Top-rated holiday rentals in St. Paul

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

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Top Guest favourite

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

5.0 out of 5 average rating, 208 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

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Top Guest favourite

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.

Home in Newberg

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.

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Top Guest favourite

A charming red cottage is surrounded by well-maintained gardens, featuring flowering plants and green shrubs. Lush grass extends around the home, while large trees provide shade. The blue sky and bright sunlight create a warm and welcoming setting in the rural landscape.

Cottage in St. Paul

4.98 out of 5 average rating, 369 reviews

Our Cottage on Champoeg, St. Paul, Oregon

1 or 2 guests (sorry no children, infants or pets) will enjoy your stay in our charming, comfortable cottage located on our 65 acre farm in the scenic Willamette Valley. Enjoy amazing sunsets from a full size deck overlooking fertile farmland. Fully equipped kitchen with all the necessities for a gourmet meal. There are more than 50+ wineries within 10 miles. In addition, breweries, restaurants and shopping located within 30 minutes. Our Cottage awaits you for a special lodging experience.

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Guest favourite

A charming farmhouse is set amidst lush greenery, featuring a sloped roof and front porch. Surrounding the house are well-maintained trees and shrubs, complementing the vibrant lawn. The setting is tranquil, offering a serene escape in a natural environment.

Guest suite in Dundee

4.92 out of 5 average rating, 233 reviews

Pinot Paradise in Dundee Hills

Beautiful wine country guest suite and property in a stunning setting. 2 bedroom / 1 bath, sleeps 5. Located in the heart of Dundee Hills on 3 acres of picturesque farmland, offering a peaceful getaway and quick access to local wineries and restaurants. Private entrance, parking, wifi, fire pit (wood and smores kit provided!) , goats, creek, and much more to enjoy. Great for a couple's getaway, girls/guys weekend, family vacation, or personal retreat. A slice of heaven in wine country!

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Top Guest favourite

A charming entryway features a red exterior wall and a welcoming door with window panes. Two seated chairs are positioned beside a vintage wagon wheel, while lush green plants and a stone planter filled with vibrant foliage add color and texture to the surroundings.

Cottage in Carlton

4.99 out of 5 average rating, 594 reviews

Figment Farmhouse

Enjoy this charming 1950's farmhouse, situated on 150 acres of countryside. Within an easy drive of Carlton, McMinnville, and Dundee—it's an ideal location for the exploring the area's many offerings. The house is well-appointed and surrounded by abundant gardens, towering cedar and fir trees—plus, a flock of chickens, three heritage sheep, and our Bengal cats add interest to the place. We live on the property (next door) with ample privacy/gardens between our place and the farmhouse.

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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

4.94 out of 5 average rating, 263 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.

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Top Guest favourite

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.

Loft in Dundee

4.92 out of 5 average rating, 745 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!

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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

4.95 out of 5 average rating, 154 reviews

Newberg Getaway | Wine, Weddings & GFU

Enjoy a comfortable stay in a modern and bright 3 bedroom home in the heart of Newberg wine country. Conveniently located a mile from downtown restaurants, George Fox University, and Rogers Landing County Park. Explore nearby wineries (many within 5–20 minutes), local dining, and all that the Willamette Valley has to offer. Finish your day on the patio in front of the fire pit. Perfect for friend trips, wedding parties and families visiting their student at George Fox.

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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, 222 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!

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Top Guest favourite

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

4.97 out of 5 average rating, 280 reviews

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.

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Top Guest favourite

Two mini-Highlander cows are seen grazing in a grassy field, surrounded by a wooden fence and lush green bushes. A bright blue sky with fluffy white clouds creates a serene backdrop, enhancing the peaceful rural atmosphere.

Barn in Sherwood

4.98 out of 5 average rating, 255 reviews

Rustic Barn | Country Getaway

Nestled atop Parrett Mountain is our countryside barn ready for you to enjoy! Conveniently located to many vineyards, and a picturesque drive to close by cities. This space offers a fully stocked kitchen and plush bedding (1 Queen/ 1 Double). Come and slow down with our rural pace of life, unique accommodations and say hi to the mini cows. Check out our photos to imagine yourself in this peaceful paradise.

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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, 406 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.

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