Holiday rentals in Oak Grove

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Top-rated holiday rentals in Oak Grove

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Guest favourite

Home in Portland

4.88 out of 5 average rating, 291 reviews

✺ King Beds, Central Air, 7 Person Hot Tub✺

All of our friends hate us for renting this light and bright west haven MCM ranch to lucky Airbnbers like you. By night it’s the perfect place for friends to gather around a fire (inside or out) & enjoy a meal prepared in your gourmet kitchen. By day its the perfect ground zero for all things Portlandia. Rest & relax on the spacious deck & in the 7 person spa. Completely remodeled kitchen with highend appliances make this a chef's dream. Your large, newly remodeled, vaulted bath wont disappoint.

Guest favourite

Home in Northeast Portland

4.95 out of 5 average rating, 308 reviews

The Portland Villa on Alberta St

In the heart of NE Portland's vibrant and bustling Alberta Arts district. Endless options for dining, drinking, shopping and entertainment within walking distance. The main home is 2800 sqft plus an additional 1200 sqft on a private rooftop deck (that we built ourselves!). There is natural light (and plants) galore. Prepare meals in our chef’s kitchen. We don’t skimp on linens, supplies, cozy mattresses or bedding. A legally permitted rental by the City of Portland. 1% for The Planet member.

Guest favourite

Home in Northeast Portland

4.9 out of 5 average rating, 317 reviews

Huge Home with King Beds in Prime Spot with Views!

This architectural masterpiece is on a quiet and safe street while still within walking distance of Portland’s best areas for dining, drinking, and shopping. Lots of room for your entire group across 3 levels with multiple lounge/living spaces, a large open kitchen, 4 bedrooms with king beds and 1 bunkbed bedroom (each with a TV), plus 3.5 bathrooms for your convenience. Dine alfresco or relax on the beautiful back patio and enjoy east or west roof decks for viewing sunrises or sunsets.

Guest favourite

Home in Sherwood

4.99 out of 5 average rating, 137 reviews

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.

Guest favourite

Shipping container in Oregon City

4.96 out of 5 average rating, 109 reviews

Sustainable Dream Container Getaway with a View

A private green-luxury container home inside a bamboo grove and lavender field overlooking a serene valley. This brand-new, single-level home features picture windows leading out to a quiet deck with sunset views every night. Situated in the heart of the Pacific Northwest between the mountain, lakes and coast - exploration, wine tasting and the best nature spots are just a short drive away. This private home can comfortably host couples or up to 3 people including the couch.

Guest favourite

Guest house in North Portland

5 out of 5 average rating, 218 reviews

Richmond Cottage in St Johns, Portland

This light, bright cottage is located in the heart of the St Johns neighborhood in Portland. Full of charm it features loads of reclaimed wood with an industrial farmhouse vibe. Complete with a private deck, keyless entry, full kitchen with eat-in island and a sleeping loft with a queen sized bed. It is a close walk to restaurants, coffee shops, bars and shopping. Easy access to downtown Portland, University of Portland, the airport and the rest that Portland has to offer.

Guest favourite

Guest suite in Sandy

4.96 out of 5 average rating, 213 reviews

The Cedar House at Riverbend Orchard

Unique meets gorgeous on 23 wooded acres overlooking the Sandy River! Peaceful vibes abound whether you are sipping morning coffee on the wrap around heated deck, or chatting with friends by the massive stone fireplace in the great room. Enjoy the amazing book selection, giant floor pillows, sunrises and sunsets around this beautiful cabin hidden amongst the tall trees. Relax in the hot tub. Hike the acreage, discover the pond, enjoy the lawn games! Leave renewed!!

Guest favourite

Home in Laurelhurst

4.95 out of 5 average rating, 321 reviews

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

☀ 10 Mins to downtown + Airport ☀ Free Private on-site parking ☀ Luxury queen bed • premium bedding ☀ Queen sleeper sofa in living room ☀ Fully stocked cook’s kitchen ☀ Large private patio ☀ Fire Pit + Gas BBQ ☀ Super Fast Wifi • USB charging outlets ☀ 65” 4K Smart TV ☀ Smart Home • Alexa equipped ☀ Nebia Spa shower ☀ Heated floors ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes to explore Portland ★☆Learn More Below & Experience Portland With Us!★☆

Guest favourite

Flat in Northeast Portland

4.92 out of 5 average rating, 119 reviews

La Casa Blanca en Mississisppi ~ 95 WalkScore

Welcome to our charming three-bedroom retreat in the heart of Mississippi Street! Step outside and dive into the vibrant local scene, with endless dining, shopping, and entertainment options just steps away. After a fun-filled day exploring, return to unwind in style with a massive 4K HDTV, a fully equipped kitchen, and comfortable memory foam mattresses in all three bedrooms. Discover the best of Mississippi Street from our perfectly situated apartment!

Guest favourite

Home in Newberg

4.98 out of 5 average rating, 172 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!

Guest favourite

Guest house in Central Northeast Portland

4.99 out of 5 average rating, 464 reviews

LoftHousePDX w/ Sauna & Hot Tub

Debuted during Portland's Accessory Dwelling Tour, “Loft House PDX” is centrally located just off beautiful Alameda Ridge. Business and leisure travelers alike will find a peaceful retreat awaiting them in this tastefully-appointed, open and airy, modern loft house with all the accoutrements one might wish for—including a Finlandia Sauna, and STIL hot tub to enjoy after a long day of work or play, and a custom gas firepit for evening lounging...

Guest favourite

Home in Dayton

4.97 out of 5 average rating, 230 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.