
Vacation rentals in St. Paul
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Top-rated vacation rentals in St. Paul
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An Entertainment Oasis!
An open floorplan greets you & your friends. The island invites you into the kitchen with a full sized fridge & range. With drinks in hand, take the entertainment outdoors! The oversized covered patio is spacious enough for grilling, chilling, a tabletop firepit with seating galore. Soak up the sunshine with additional seating - or just soak in the jacuzzi. Take a summer dip & cool off in the pool, cozy up by the wood firepit or the sauna - or break a sweat at the adjacent gym. Your choice!
4.93 out of 5 average rating, 117 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.
4.98 out of 5 average rating, 373 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
5.0 out of 5 average rating, 209 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.
4.96 out of 5 average rating, 272 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!
4.92 out of 5 average rating, 235 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.
4.94 out of 5 average rating, 265 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!
4.92 out of 5 average rating, 748 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!
4.98 out of 5 average rating, 227 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.
4.97 out of 5 average rating, 281 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.
4.98 out of 5 average rating, 264 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.
4.97 out of 5 average rating, 157 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.
4.94 out of 5 average rating, 1132 reviewsPopular amenities for St. Paul vacation rentals
Other great vacation rentals in St. Paul

Figment Farmhouse
4.99 out of 5 average rating, 597 reviews
Hazel House Orchards
4.98 out of 5 average rating, 64 reviews
"Peace of Portland" - Wine country, Newberg/Dundee
5.0 out of 5 average rating, 100 reviews
Country Studio
4.83 out of 5 average rating, 93 reviews
KD Country House: Sauna, Natural Spring, Location!
5.0 out of 5 average rating, 84 reviews
Wine Country Guest House
4.92 out of 5 average rating, 50 reviews
Six Lil Hens B&B
4.91 out of 5 average rating, 34 reviews
Core Memories- Hot Tub, EV charger, free for pets!
5.0 out of 5 average rating, 83 reviewsDestinations to explore
- Silver Falls State Park
- Moda Center
- Neskowin Beach
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Airplane Home
- Providence Park
- The Grotto
- Sellwood Riverfront City Park
- Portland Japanese Garden
- Enchanted Forest
- Tom McCall Waterfront Park
- Reed College
- Washington Square
- Tryon Creek State Natural Area
- Oaks Amusement Park
- Hoyt Arboretum
- Wonder Ballroom
- Pittock Mansion
- Arlene Schnitzer Concert Hall
- Wings & Waves Waterpark
- Evergreen Aviation & Space Museum
- Powell's City of Books





