Vacation rentals in Sunnyside, Happy Valley

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Top-rated vacation rentals in Sunnyside, Happy Valley

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Top guest favorite

A private patio area is featured, showcasing a wooden structure with clear roofing, surrounded by lush greenery. Two chairs with cushions are positioned near a small table, creating an inviting space for relaxation amidst flowering plants.

Home in Central Northeast Portland

4.98 out of 5 average rating, 104 reviews

Heron Cottage, Urban Retreat-King Bed

The Heron Cottage was built in 1914 and was part of a network of small farms that existed in what was then the hinderlands of Portland. Now it's an urban vest pocket neighborhood with easy access to a regional hospital, light rail, bus routes and freeways. This is a pedestrian neighborhood with very narrow streets. We know our neighbors and enjoy the cultural diversity of this little enclave. The cottage's front porch beckons you to slow down, relax and maybe even make some new friends.

Top guest favorite

A well-lit upper hallway leads to a cozy bedroom, featuring sloped ceilings. Artwork hangs on the wall, while a wooden chair and bedside table accompany a spacious bed adorned with light bedding. Natural light enters through an adjacent window.

Home in Sherwood

4.99 out of 5 average rating, 144 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 favorite

A bright living area is highlighted by large windows and natural light. A sectional sofa is paired with a glass coffee table, while a plush bench provides additional seating. Decorative elements include a houseplant and wall accents, contributing to a spacious and modern feel.

Home in Northeast Portland

4.9 out of 5 average rating, 333 reviews

Huge Home with King Beds in Prime Spot with Views!

Architectural masterpiece on a safe, quiet street just blocks from Williams and Mississippi Ave, home to some of Portland’s best dining, drinking, shopping and more. Spread out across three spacious levels with multiple living areas, a large open kitchen with two eating bars, four king bedrooms and a bunk room (each with its own TV!), and 3.5 bathrooms. Relax and dine alfresco on the beautiful back patio, then watch sunrises and sunsets from the east and west facing roof decks!

Top guest favorite

A modern container home is nestled among trees, featuring a deck with railing and large windows. Soft outdoor lighting highlights the structure against a colorful twilight sky, while the surrounding bamboo adds a lush green contrast.

Shipping container in Oregon City

4.97 out of 5 average rating, 123 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 favorite

An illuminated patio area features a covered wooden structure with string lights providing a warm glow. Comfortable seating is arranged around a central table, and a large umbrella adds color to the outdoor space. Lush plants are visible along the perimeter, enhancing the tranquil atmosphere.

Cottage in Beaverton

4.93 out of 5 average rating, 105 reviews

Cozy Cooper Mtn Cottage

Uniquely cozy with all the amenities of home but in a cottage up on Cooper Mt. Where you are surrounded by trees , feel the breezes, sunrise and sunset in the same day, and sometimes the wonderful wildlife around us. Birds in the sky , rabbits and sometimes deer, and yes our two friendly goats. Oh yes and the expansive midnight sky with the bright stars twinkling above or the big round moon shining down on you as you sit on the patio in the evening enjoying the night air.

Top guest favorite

The kitchen features stainless steel appliances, including a gas range and microwave, with a butcher block island and concrete countertops. Open shelving displays dishware, while a dining area is set with wooden stools and a table topped with a bowl of fruit and a bottle of wine.

Guesthouse in North Portland

5 out of 5 average rating, 222 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 favorite

An airy living space featuring a modern design with a large sectional sofa and a dining table. A circular light fixture hangs above the table. The double French doors open to a patio, while a 65” Smart TV is visible on a clean white media console.

Home in Laurelhurst

4.95 out of 5 average rating, 329 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!★☆

Superhost

Home in Vancouver

4.76 out of 5 average rating, 188 reviews

Style Meets Comfort in Beautiful Design

Discover unparalleled comfort and style in this beautifully designed Vancouver retreat, perfect for families and groups seeking a memorable getaway. This spacious home hosts two living rooms, king-sized beds in every bedroom, and a fully equipped kitchen, this is where comfort meets convenience. Nestled in a peaceful neighborhood with easy access to local attractions, dining, and shopping, making it the ideal home base for your Pacific Northwest exploration.

Guest favorite

Apartment in Northeast Portland

4.92 out of 5 average rating, 133 reviews

The White House in Mississippi ~ 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!

Top guest favorite

The exterior of the loft house features a sleek design with modern wooden accents. Sliding glass doors provide access to the indoor space. A small outdoor seating area with chairs is complemented by a stone pathway and a planter, enhancing the inviting atmosphere of the backyard.

Guesthouse in Central Northeast Portland

4.99 out of 5 average rating, 471 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...

Top guest favorite

A spacious wooden deck surrounds the cabin, showcasing large glass doors that provide an unobstructed view of the lush greenery. Sunlight reflects off the glass, enhancing the connection between indoor and outdoor spaces, while the warm wooden tones create a welcoming atmosphere.

Guest suite in Sandy

4.97 out of 5 average rating, 240 reviews

The Cedar House at Riverbend Orchard

Escape to nature’s beauty at this serene retreat on 23 wooded acres overlooking the Sandy River. Sip coffee on the heated wraparound deck, curl up by the stone fireplace, or soak in the hot tub under the stars. Hike the private trails, discover the pond, and unwind in the sauna. Thoughtfully designed for relaxation, with cozy nooks, books, and breathtaking views. Well-trained dogs welcome! No cats or other pets due to severe owner allergy.

Superhost

A bright and airy room features large windows and soft curtains, allowing natural light to fill the space. A spacious bed is complemented by floral wallpaper. A small dining area with a chair is present, alongside a modern kitchen countertop and a view of the private patio through French doors.

Apartment in Portland

4.82 out of 5 average rating, 122 reviews

La Petite- BRAND NEW!

ELEGANT URBAN OASIS IN PORTLAND'S DIVISION NEIGHBORHOOD. Step into an enclave of opulence and comfort in our newly designed Accessory Dwelling Unit (ADU). This private haven, sculpted with attention to every detail, stands as a testament to luxury and comfort, offering you Portland's finest in an intimate, and sleek setting. You'll cherish our ADU's tranquil ambiance and our foodie forward neighborhood.

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What guests are saying

Charming apartment in the middle of Portland!

4.95 out of 5 average rating, 92 reviews3 weeks ago

Enjoyed the visit here. Place was spacious and well stocked. Walked one day to a fantastic local coffee shop, another to the closer McDonalds and Starbucks as it was raining. I would definitely stay again on future Portland visit. Only downside was there is no TV - we ended ip with 3 adults crowded around a MacBook to watch opening day baseball. This was 100% my fault as when I checked listing it was noted specifically at bottom there is no tv.

Apartment in Portland

What guests are saying

Cozy Mountain retreat

4.92 out of 5 average rating, 49 reviews3 weeks ago

This two bedroom Airbnb was very comfortable with an incredible view! It had everything I needed, including a very comfortable bed. The view from the deck is amazing and the property itself is gorgeous. It’s just far enough from town for peace and tranquility, but close enough to enjoy all major stores and restaurants. Trent and his family were amazing hosts, and their golden retriever Ruby was a joy to see every morning. I would definitely recommend this place to everyone.

Guesthouse in Battle Ground

What guests are saying

Enchanting Cottage in Woodstock

4.85 out of 5 average rating, 13 reviews3 months ago

This is a great place! I love the neighborhood. Everyone was friendly and the area was well-kept. There’s a lovely park next to the school at the end of the street. Amazingly quiet yet walkable to grocery, restaurants, etc. The yard is very cool, wish we could have enjoyed it more due to it being winter. Inside we were very comfortable. Had a special holiday meal with our daughter and the kitchen was up to the task. Everything was clean and comfy. We hope to return!

Guest suite in Woodstock

What guests are saying

Walk to Wineries, Pets Stay Free!

4.97 out of 5 average rating, 98 reviews1 month ago

The home is adorable and the perfect stay for a wine country getaway with the girls. We were gushing about the house the entire time we were there. Plus Michelle and Jeremy set us up so well and were quickly responsive to answer questions even if the answer was right under our noses 😋

Home in Dundee

What guests are saying

{Lake Front Fun} The Little Cottage on West Bay

4.9 out of 5 average rating, 21 reviews4 months ago

This is a unique locale. It has the best equipped kitchen and supplies we have ever experienced in an Airbnb. We loved the decor of the kitchen like a cute 1950s diner. The shower was great. We visited in winter so we couldn’t take advantage of the wonderful water’s-edge outdoor living space. Jen is a great and instant communicator. We recommend you visit her!

Guesthouse in Lake Grove

What guests are saying

Perfectly Crafted Oasis in The Heart of Portland

4.88 out of 5 average rating, 59 reviews3 months ago

Becky‘s place is exceptionally comfortable and tastefully organized. The kitchen had everything needed and the TV and sound system were excellent and easy to use. Loved the bathrooms especially the one in the master bedroom downstairs with the Japanese spa inspired set up. The neighborhood was quiet and the Fresh Market grocery store was a quick couple of blocks away. Although the place isn’t large, it felt very spacious because of the high ceilings, windows, and the very sensible layout of things. The art and overall decor was uplifting and not at all cluttered. Was in Portland to visit family and we all enjoyed spending time in the space.I’ve stayed at a lot of Airbnb‘s and this place ranks high on the list.

Cottage in North Portland

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