Holiday rentals in Carlton

Skyline Sanctuary Stylish 2bd 3bath spa+sauna view

Spacious modern 2-bedroom condo with great panoramic views, hottub, Sauna, balcony seating, yard, dog-friendly. Luxurious hilltop private retreat in upscale Portland neighborhood with stunning views, private hottub, sauna, and enclosed spacious patio. Inside, stylish living room with fireplace, dining, full new kitchen, and 3 modern full bathrooms, high-quality linens, central AC, and 3 smart TVs. Minutes from Forest Park, Oregon Zoo, supermarkets and downtown Portland attractions.

Old Town Retreat - Best place in Old Town Sherwood

At the gateway to wine country, our peaceful Old Town 1916 craftsman home brings historical charm with many amenities right in the heart of Old Town Sherwood. Sleeps 9 with 6 new beds, 2.5 remodeled baths and an open kitchen with gas range, everything you need for a few or many. Owner occupies the basement and rear separated dwelling on property. However, both the basement and rear dwelling are completely locked off and have entirely separate entrances. The best place in town.

Wine Country - Willamette River Getaway Cottage!!!

It doesn't get much more peaceful then kicking back in our newly renovated 1927 Farmhouse Cottage. The Cottage sits on 10 acres that borders the Willamette river. The deck sits over a 1/4 acre private pond for your viewing pleasure. This hidden gem has so much to offer and is uniquely located on a Island (Yes, Grand Island!) in the heart of Oregon's wine country. Enjoy hiking trails, Wildlife viewing, biking around the island, outdoor Grill & firepit, and fully equipped kitchen.

Red Hills Vacation | 3BR Hot Tub, Sauna & Views

Surrounded by breathtaking valley views, Red Hills Vacation is a serene retreat designed for those seeking both relaxation and adventure. This newly listed three-bedroom guest suite offers two full bathrooms, a private hot tub, and a sauna, making it the perfect getaway for couples, friends, families, and their four-legged companions. Located in the heart of Oregon’s Wine Country, this inviting escape provides a seamless blend of comfort, convenience, and natural beauty.

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!

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.

Walk to Wineries, Pets Stay Free!

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.

Great Cabin- Heart Of Wine Country!

Overlooking a 40 acre vineyard, this beautiful cabin is the epitome of Pacific Northwest craftsmanship. Come enjoy views of the Willamette Valley and it's sprawling vineyards, sample wine in our tasting room and most importantly sit back and relax! Looking for an event venue? Contact us for great options for your next event - we offer both indoor and outdoor space - plus you can stay on site!.

At Modern

Private modern guest house near Multnomah Village and Gabriel Park. Just 10 minutes from downtown Portland, tucked away in the SW hills on a forested half-acre property. Unit has a private driveway, a full kitchen, full bath, full laundry, 1 bedroom and a deep sofa. Heated floor, AC, rain shower. Walk or bike to bars, restaurants, shops, etc.