Boutique hotel holiday rentals in Willamette Valley

Boutique Retreat-Ohana Bungalow

The Boutique Retreat offers 9 custom tiny home cottages in the heart of wine country. The Ohana Bungalow is a spacious 300 square foot cottage with an upscale Island theme featuring warm acacia wood, rich leather furnishings and authentic art from Hawaii. The interior of the cottage has a stunning 11 foot arched ceiling accented with rich tongue & groove pine that compliments the clean white walls and warm vinyl plank luxury flooring. The private deck faces Alpine Ave - minutes from 3rd Street.

HOTEL in a HOME in Beautiful MONTAVILLA

Located in the small, hip Montavilla neighborhood, truly provides an authentic 'Portland' experience. Central location, close to PDX and 10 mins to downtown. An adorable 1920's house situated right off E. Burnside. Our lower unit is both contemporary and spacious with 800 sq ft that is brightly lit with ample windows, private bathroom, small kitchen, roomy entertainment area, and modern furnishings. Feels like a hotel with your own private entrance, great yard and seating for coffee in morning!

Merlot Tiny House @ Tiny Digs Hotel- Vineyard Vibe

❤️ Make your interesting choice of stay in Portland at Tiny Digs, a community of tiny houses located in the hip Kerns neighborhood. We imagined, designed and custom-built the collection with a desire to showcase many different options for tiny house designs to be experienced by all. Have yourself a unique experience by living big in a tiny house! ✨ Don't forget to click the ❤️ in the upper right hand corner so you can easily refer back to this listing while you search for your perfect stay.

Wine Country Bed & Breakfast ( Multnomah Luxury Queen with Soaking Tub)

It's more than just a stay, it's an experience at Bella Collina B&B. From the moment you arrive, you are welcomed by our innkeeper, Sherwood. We welcome guests to join us at our Social hour for wine and cheese. The Multnomah Suite (a nod to the Columbia River Gorge) is a warm yet light-filled room featuring a premier King bed. The suite includes a small table, desk, and lounge chair. Both the spacious double-headed shower and the large soaking tub are meant for luxuriating and sharing.

Deluxe Queen Room Near Boutiques and Art Galleries

Experience unmatched luxury in Portland's bustling West End, where a diverse array of flavors and vibrant entertainment awaits. Our Deluxe Queen room boasts a distinctive vintage-modern aesthetic and timeless allure. Relax in the stylish seating nook, adorned with leather and tweed, perfect for morning brainstorming or leisurely card games. This elegantly decorated room, featuring a supremely comfortable bed, exudes unique character and charm making it perfect for 2 guests.

Jory Flat/Amity Flats: history, luxury, wine

Amity Flats is a boutique inn in a historic building, with five Flats. Jory is the "flagship" Flat with gorgeous east light from large, operable windows that look over Amity to the vineyard-studded hills beyond. Jory Flat has a separate sleeping area, a large sitting room, a large, well-equipped kitchen and private bathroom with clawfoot tub and glass brick walk-in shower. A sofa bed can be pulled out to accomodate two additional guests.

The Dundee, A Trace Hotel - Cozy Queen Room

The Dundee is located downtown Dundee, in the heart of Oregon’s Wine Country with dozens of acclaimed wineries nearby. Each of the hotels 21 rooms are unique, newly renovated with luxury bathrooms and bedding, original and engaging art, and refrigerators and coffee makers in every room. We are 100% pet friendly and we are excited to welcome your four-legged-friends. Please message us for details on pricing for pet fees/stays.

KEX Portland – Standard Queen Ensuite

Our Standard Queen Ensuite Room is a cozy European-style room, offering a comfortable place to lay your head after a day of adventures in Portland. It features a single queen bed uniquely designed with repurposed headboards from vintage fireplace mantels, a wall mounted Smart TV and a small desk. This room has a private bathroom located ensuite, with a stand-up tiled shower. The size of the room is about 150 - 170 sq ft.

The Douglas on Third - Mini Suite #10

**PLEASE CONTACT US FOR AVAILABILITY - WE HAVE MULTIPLE ROOMS!** The calendar does not reflect all availability. The Douglas on Third is a 100 year old building that has been completely redone, inside and out and offers one of the few places to stay on historic 3rd Street in downtown McMinnville. The rooms are quaint, not overly large, but we have built in most everything you will need during your visit!

Meadow Suite

The Meadows Suite is a private queen suite with master bath/shower in the historic 1878 McClaine House, a boutique inn. The upstairs suite has a small attached room with daybed. It also an office room with a built in desk/work area. A third guest (child or friend) may stay for an additional $35 charge. Mini split heating & air conditioning, and overhead fan. Private lock code to house and room.

Deluxe Queen | Vibrant Locale + Pulitzer Display

Step into the enchantment of downtown Portland, where history seamlessly intertwines with modern luxury. Immerse yourself in an urban oasis embraced by culture and beauty. Delight in curated experiences, from exploring a photographic legacy to indulging in wellness offerings. Discover Portland's rich history and vibrant present in our Deluxe Queen room, designed for the comfort of two guests.

Spacious 3BR/2BA w/ Steam Shower, Gated Parking &

"Spacious 3-bedroom, 2-bath suite featuring a jacuzzi tub, steam shower, gated parking, a full kitchen, and in-unit laundry—Suite 201A is the most luxurious offering at VioletSuitesPDX Boutique Hotel. Perfect for families and friends, it boasts high ceilings, exquisite finishes, and walkable access to Portland’s finest food, music, and shops."