Vacation rentals in Hillsboro

Home in Northeast Portland

A spacious living area is highlighted by tall windows, allowing natural light to cascade in. A cozy seating arrangement surrounds a central fireplace, with a dining table positioned nearby. Vibrant green plants add a touch of nature, complementing the wood-beamed ceiling.

4.95 out of 5 average rating, 312 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.

Home in Central Northeast Portland

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.

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.

4.99 out of 5 average rating, 144 reviews

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

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.

Home in Northeast Portland

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.

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!

Shipping container in Oregon City

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.

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.

4.93 out of 5 average rating, 105 reviews

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

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.

Guesthouse in North Portland

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.

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.

4.95 out of 5 average rating, 329 reviews

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

❤️ 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!★☆

4.76 out of 5 average rating, 188 reviews

Home in Vancouver

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.

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!

Guesthouse in Central Northeast Portland

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.

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...

4.82 out of 5 average rating, 122 reviews

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

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

Foodie Heaven Bungalow

4.95 out of 5 average rating, 58 reviews1 month ago

We loved the fact that the Bungalow was right in the foodie section and we could walk to the restaurants and food carts. And it was easy to drive to other areas we wanted to visit. We loved the back yard and deck. The home was clean with very spacious bedrooms and 2 bathrooms. Demitri was accommodating to our needs and communicated on a very timely basis. We would definitely go there again.

Home in Buckman

What guests are saying

Free Parking/Gym/Rooftop/Pearl District/Downtown

4.95 out of 5 average rating, 106 reviews3 weeks ago

This is my second time staying with Kiaro Atlas and I honestly could not recommend it enough. This apartment has everything you could need, you can tell how much thought and care has gone into the space. The hosts are super attentive and friendly plus the building has some great amenities. From now on this will be my go-to in portland!

Apartment in Pearl

What guests are saying

Lovely location. 3 BR Pearl apt. Sleeps 8.

4.74 out of 5 average rating, 184 reviews3 months ago

Cheyenne’s place was great! It’s a good location with a lot in walking distance. There is a train system that is going around every so often, but honestly it’s more peaceful than anything else (although I did grow up near train tracks). Our only issue were the upstairs neighbors on our last night we’re running around at 2 or 3 in the morning but it was also new years so a bit of rambunctious is to be expected. A great place to stay and well worth the price.

Apartment in Pearl

What guests are saying

Modern Farmhouse - Country living in wine country.

5 out of 5 average rating, 184 reviews5 months ago

This is our second stay in Anne's amazing house... it is the most beautiful, comfortable home away from home!!! Anne has incredible attention to detail -- from leaving eggs from her hens in the fridge, to a gorgeous kitchen with everything you need to feel at home. We had a happy group watching the World Series in a super comfy giant couch with a fire in the fireplace below the tv! We can't wait for stay number three!

Guesthouse in Dayton

What guests are saying

Delightful Creative Oasis in Prime Location!

4.97 out of 5 average rating, 128 reviews2 weeks ago

The home and neighborhood were beautiful this time of year. Very nice & comfortable beds and updated kitchen and bathrooms were great. The parking was easy and available. The house is bigger than it looks to be in the pictures. We enjoyed our visit.

Home in Northeast Portland

What guests are saying

Chateau Lesieutre–Luxurious, Spacious, Grand View

4.93 out of 5 average rating, 229 reviews3 months ago

The place was immaculately clean in the entire house and back deck. The views from the house were spectacular. The kitchen was very well stocked. The house has everything you need and more. Liz is great to communicate with and answers almost immediately if any questions arise!! She is Very easy to deal with and very accommodating!! Will definitely return on every visit to the area if available. Thank you!!

Home in Dundee

What guests are saying

Fireshaker Guesthouse (with hot tub!)

4.89 out of 5 average rating, 343 reviews4 days ago

Lindsey's place was great and we had a great time! Responsive and flexible with our needs. The place was clean and exactly like the pictures. Dogs does make noises upstairs, but we were pooped/tired everyday so it didn't bother us at all, especially my husband who can hear every little noise. Beds were comfy. The only bed that we didn't prefer was the couch pull out bed hence it's a spring bed and super thin. Lots of board games to choose from.

Guest suite in Damascus

What guests are saying

Overlook Cottage, Upscale 2 bedroom and 2 bath

5 out of 5 average rating, 105 reviews1 month ago

Thank you, Tom for a perfect stay! Super-high quality, squeaky clean & with all listed amenities and MORE. Fully equipped kitchen with sharp knives, 3 methods for making coffee and a full set of pots & pans (with lids!). Very comfortable beds. Super-strong showers. Even a hair-dryer with a diffuser. Quiet & tucked away in a gorgeous neighborhood, yet close to everything. Tom was very helpful & responsive. We’ll be back!

Guesthouse in North Portland

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Popular amenities for Hillsboro vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Hillsboro's top sights

Streets of Tanasbourne52 locals recommend

Topgolf48 locals recommend

WinCo Foods41 locals recommend

McMenamins Cornelius Pass Roadhouse37 locals recommend

New Seasons Market36 locals recommend

Syun Izakaya32 locals recommend

Private vacation rentals in Hillsboro

Guesthouse in Laurelhurst

A private outdoor space featuring a wooden hot tub and hammock surrounded by a wooden fence. Colorful flowers adorn a hanging planter, while a small garden with decorative stone borders is visible in the background.

5 out of 5 average rating, 271 reviews

Cozy Getaway w/Hot tub, Fireplace, Firepit & A/C

4.94 out of 5 average rating, 107 reviews

A spacious living area features large windows that provide panoramic views of the surrounding landscape. A comfortable blue armchair is positioned near a wooden side table, complementing the natural wood ceiling and floor. A telescope is positioned in front of the window, inviting exploration of the outdoors.

Home in Newberg

Vineyard and Mountain View Wine Country Retreat

Guest suite in North Portland

A private patio area is visible, featuring a stone pathway leading to a wooden fence surrounded by greenery. A glass table is set with four chairs, inviting outdoor relaxation. The walls of the attached structure are painted in a warm red hue, complementing the natural surroundings.

4.95 out of 5 average rating, 193 reviews

Casita Mississippi - an Overlook gem!

4.95 out of 5 average rating, 645 reviews

A gravel pathway leads into a wooded area, framed by tall trees and lush greenery. A sign labeled 'Wine Country' is affixed to a post beside the path, indicating the entrance to the location. The sunlight filters through the leaves, creating a serene ambiance.

Apartment in Hillsboro

Wine country retreat with amazing views

4.9 out of 5 average rating, 149 reviews

A spacious patio area features a wooden deck with a circular table surrounded by several metal chairs. A large umbrella provides shade, while a gravel pathway leads towards a wooden fence, creating a secluded outdoor space.

Home in Beaverton

Professional Airbnb Home - 24 hour self check in

Home in Northeast Portland

The exterior of the bungalow is displayed, featuring a covered porch with wooden beams and a railing. Flower pots hang by the windows, and the pathway is framed by greenery, leading to a well-maintained garden area. Natural light brightens the space.

4.93 out of 5 average rating, 226 reviews

Alberta Arts Bungalow - 4 Bedroom

Guesthouse in Northeast Portland

A bright living area features large windows allowing natural light to fill the space. A round coffee table sits in the center, surrounded by a comfortable sofa and unique seating. A dining table for four is visible against the wall, creating a cozy gathering spot.

4.99 out of 5 average rating, 143 reviews

The Portland Sun House

4.97 out of 5 average rating, 278 reviews

A modern guest suite entrance is framed by large floor-to-ceiling windows, showcasing the surrounding forest. A pathway of large stones leads to the entrance, with a mix of gravel and greenery. Potted plants create a welcoming touch in this serene natural setting.

Guest suite in Portland

“Nos Sueños” Modern Private Forest Retreat

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Pet-friendly vacation rentals in Hillsboro

Bungalow in Northeast Portland

The light-filled sitting room features a spacious dark sectional sofa alongside a mid-century armchair. A coffee table sits on a vibrant area rug, while large windows bring in natural light, complemented by a stylish lamp and decorative art on the walls.

4.96 out of 5 average rating, 118 reviews

Charming Stucco Bungalow across from Alberta Park

4.93 out of 5 average rating, 202 reviews

Home in Milwaukie

Charming Remodeled Home in SE

4.91 out of 5 average rating, 126 reviews

A spacious living area features a cozy seating arrangement with a dark sofa and a large bean bag chair. A flat-screen TV is mounted above a rustic fireplace, while natural light filters in through the windows, highlighting the rich wood flooring and decorative area rug.

Home in Forest Grove

The Cedar House,steps to University, wine country

Guesthouse in Northeast Portland

A decorative lattice gate is visible, framed by weathered wooden planks. A glimpse of a vibrant outdoor space shows colorful furniture pieces in red, blue, and yellow, suggesting an inviting and playful atmosphere within the garden area.

4.94 out of 5 average rating, 198 reviews

Serene Alberta Arts Garden Casita.

4.98 out of 5 average rating, 105 reviews

Home in North Portland

North Portland Urban Cottage

Apartment in Northwest Portland

A spacious private yard is framed by lush greenery, including a large tree providing shade. The soft grass is complemented by ferns and stone borders along a path. The area is surrounded by a wooden fence, enhancing the sense of privacy.

4.96 out of 5 average rating, 433 reviews

Pet Friendly NW Nob Hill High End Private Apt.

4.98 out of 5 average rating, 341 reviews

The exterior of the home features a welcoming front porch with wooden railings and planters, complemented by a clean concrete walkway leading to the entrance. A garage is visible on the right, and the house number is displayed prominently on the front.

Home in Newberg

College Street House

Guesthouse in North Portland

A modern guesthouse is seen nestled within a fenced yard, featuring a concrete patio. Two outdoor chairs and a small table are positioned in front of the entrance, surrounded by lush greenery and blooming flowers.

4.92 out of 5 average rating, 112 reviews

NoPo Garden Guesthouse, Private and Dog-Friendly!

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Other great vacation rentals in Hillsboro

5 out of 5 average rating, 22 reviews

A community park is depicted, featuring a wide grassy area bordered by trees and pathways. A sign indicating 'Central Park' is visible in the foreground. Bicycle racks are positioned near the entrance, while a pavilion can be seen in the background, surrounded by shaded seating areas.

Home in Orenco Station

Orienco home, steps to Intel RA, winter discount!

4.9 out of 5 average rating, 20 reviews

Home in Clackamas

Rose Meadow Oasis

4.9 out of 5 average rating, 10 reviews

The dining area features a rectangular wooden table surrounded by six green chairs. Decorative place mats are laid out on the table. Light streams through large windows framed in dark wood, illuminating the space. A cozy living area is visible through the open space, enhancing the home's layout.

Home in Portland

Fresh Belmont Charmer w/ 95 WalkScore

5 out of 5 average rating, 9 reviews

A bright hallway is featured, showcasing a blend of modern design with a light color palette. A console table holds decorative items, while soft lighting from a table lamp creates an inviting ambiance. Archways lead toward a dining area, enhancing the sense of spaciousness.

Home in Newberg

Cozy Haven |Fire Pit |EV Charger |Great Location

5 out of 5 average rating, 8 reviews

Two white Adirondack chairs are positioned on a gravel path, surrounded by lush vegetation and softly illuminated by strategically placed lighting. Tall trees and shrubs create a serene and inviting garden atmosphere.

Home in Carlton

Carlton Gates- Luxury Vacation Home

4.96 out of 5 average rating, 172 reviews

A spacious, fully fenced backyard features a layer of wood chips covering the ground, bordered by evenly spaced evergreen shrubs. Sunlight filters through the trees, creating a bright and inviting outdoor space, ideal for relaxation and play.

Home in Tigard

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

5 out of 5 average rating, 12 reviews

A paved walkway extends alongside a house, bordered by greenery and a wooden fence. A gate is visible at the end, providing access to a separate area. The pathway is made of light gray stones, promoting an easy passage through the outdoor space.

Home in Portland

Beautiful and spacious house