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Hillsboro vacation rentals

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Top-rated vacation rentals in Hillsboro

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cottage in Newberg

4.95 out of 5 average rating, 150 reviews

The Valley Wine Cottage - Walk to Tasting Rooms

A cozy cottage in the heart of wine country. Walk to restaurants and tasting rooms and then relax on your own front porch or private back deck. The cottage has two bedrooms, both with Christopher Knight (tm) queen-sized beds for a great night's sleep and you can rent it as a one or two bedroom. Although we're walkable to many attractions, our street is tranquil and you'll enjoy sitting in a porch rocker with a glass of wine (in our varietal-correct Riedel glasses), or relaxing in the hammock.

Home in Portland

4.88 out of 5 average rating, 287 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.

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.

Home in Northeast Portland

4.89 out of 5 average rating, 314 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.

Home in Sherwood

4.98 out of 5 average rating, 133 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.

Shipping container in Oregon City

4.96 out of 5 average rating, 105 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.

Guesthouse in North Portland

5 out of 5 average rating, 216 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.

Rental unit in Northeast Portland

4.91 out of 5 average rating, 114 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!

Home in Newberg

4.98 out of 5 average rating, 170 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!

Guesthouse in Central Northeast Portland

4.99 out of 5 average rating, 462 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...

Home in Dayton

4.96 out of 5 average rating, 227 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.

Cabin in Gaston

4.96 out of 5 average rating, 581 reviews

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!

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Popular amenities for Hillsboro vacation rentals

Laptop-friendly workspace

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

Other great vacation rentals in Hillsboro

Home in Southwest Portland

4.85 out of 5 average rating, 53 reviews

Phil's awesome place with Grace

Home in Orenco Station

5 out of 5 average rating, 20 reviews

Your Summer home, steps to Intel RA

Guesthouse in Estacada

4.94 out of 5 average rating, 34 reviews

Cozy country 2-bedroom shop apartment

Home in Tigard

5 out of 5 average rating, 10 reviews

Stunning Former Street Of Dream

Home in Camas

4.89 out of 5 average rating, 27 reviews

Spacious 4 bedroom home in the heart of camas!

Home in North Plains

4.98 out of 5 average rating, 122 reviews

2 Acre, Pond View Home, with Hot-tub & BBQ FOR 16

Home in Dundee

4.93 out of 5 average rating, 227 reviews

Relax in Scenic Luxury at Chateau Lesieutre

Home in Yamhill

5 out of 5 average rating, 21 reviews

Quintessential Vineyard Cottage

Quick stats about vacation rentals in Hillsboro

Total rentals
400 properties
Total number of reviews
12K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
230 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Hillsboro?
Make yourself at home in Hillsboro by choosing from our most frequently booked neighborhoods. We have over 1,130 vacation rentals in Carson-Underwood, over 510 vacation rentals in Orenco, over 510 vacation rentals in Orenco Station, and over 1,130 vacation rentals in Triple Creek.
Are there vacation rentals with a dedicated workspace in Hillsboro?
Yes! Work meets play with ease at over 230 vacation rentals in Hillsboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Hillsboro?
Four-legged friends are welcome in Hillsboro. Choose from more than 120 vacation rentals for guests traveling with pets.
Are there Hillsboro vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Hillsboro, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in townhouse rentals in Hillsboro?
Experience the best of Hillsboro with our townhouse rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Hillsboro have self check-in?
Absolutely! We offer over 80 house rentals with self check-in in Hillsboro. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Hillsboro have a gym?
Absolutely! We offer over 20 house rentals with a gym in Hillsboro. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Hillsboro have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Hillsboro. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Hillsboro have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Hillsboro. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Hillsboro?
Hillsboro has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore