
Vacation rentals with a pool in Hillsboro
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hillsboro
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

The Starburst Inn
Bring your family to the luxurious 5 BR 3 Bath oasis in the tranquil and friendly Old Evergreen Highway waterfront area. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its starburst MCM design, backyard, and rich amenity list. ✔ 5 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Hot Tub ✔ Game Room ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more belo

Luxury Wine Country Estate
Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

Private house, hot tub & acres of forest trails!
Only 30 min from Portland you will find your private, comfortable 1 bedroom guesthouse in the 100 acre woods! Enjoy the spa all year & the pool in season (May-Sept) out your back door. Gaze in awe at the breathtaking views of Williamette valley farms and coastal mountains. Glimpse the wildlife of hawks, falcons, elk, owls, deer, and songbirds. Explore many hiking and walking trails in the forest with your dog. Relax in the quiet peace. Enjoy our resident herd of Scottish Highland cattle.

Rose City Hideaway
Oasis for the traveler seeking culture, nightlife, music, food, and ease of access to the Oregon Convention Center, Moda Center, Kaiser and Legacy Hospitals, and Portland Expo Center. This tucked away space, with views of the public park with art installations, is located in the entertainment district. The Hideaway is the ideal landing pad for business and pleasure. After exploring, return to RCH for time in the swim spa, gym, outdoor kitchen, or relax by the gas fire pit to end your day!

Garden Apartment in the Heart of Portland
Beautiful and bright basement apartment with AC in relaxing Northeast Portland. The neighborhood has everything you could want with NE Williams Street a short walk away, easy access to the Rose Garden and the Convention Center, and a 10-minute bike ride to Powell's Books in downtown Portland. The community center across the street offers a full-sized pool and gym. Enter through your own gate into a backyard food forest, and enjoy a private entrance to your apartment. Easy checkout.

Cascadia Cabana | Poolside Suite with Spa
Modern Scandi Guest Suite located on a 1/3 of an acre within the Powell Butte Natural Area. Equipped with a Heated Pool, Oversized Hot Tub Spa, Water Slide, Outdoor Shower, & plenty of privacy and room for activities. A grand sculpture arches over the large pool displaying a gorgeous disco ball! It is the perfect feature to swim under or use as a backdrop for a unique photo. The large deck and pool get full sun almost all day. This space boasts total privacy and all the amenities!

Secluded Suite Surrounded in Beauty
* Queen bed * Private bath * No smokers * Quarters on first floor of house* Shared hallways * Quiet location * 3-room suite in non-smoking home up long driveway not visible from st. Walking distance to WSU-V w/hiking trails and 3 min. drive to Legacy Hosp. 1-acre home w/heated pool during summer. Adjacent private livingroom has sink, frig, microwave and eating area. Shared laundry room -keypad for secure entry. Second bedroom available per request and registration.

Oasis Between City, River & Mountain. Damascus OR
A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

Poolhouse of Portland Architectural Gem
Private guest house adjacent to Pietro Belluschi's "Sutor House", featured in Dec 2017 Dwell Magazine. Pool-house is 750 square feet, and features a master bedroom, full bath, living area with kitchenette, and access to and shared use (With our family) of the swimming pool in summer months (June, July, August). Surrounded by private wooded garden with Japanese plantings and water features. Located in Portland's West Hills, just minutes from Downtown.

Quaint Tiny House In The Trees. Damascus, Oregon.
150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Forestplace Nightly - Studio A
Each magnificent nightly rental comes equipped with: • Queen Size Murphy Bed - Sleeps 2 Guest • No Pets Allowed • Dining area for 2 Guests • Full Bath with linens • Personal Care Kit (Shampoo, body wash etc.) • Toaster • Microwave • Mini Fridge • Keurig Coffee Maker • Air Conditioning • Quartz Counter-Tops • Modern Interiors • Cable TV 150 channels with On Demand • Free Wi-Fi • Free Reserved Parking for one vehicle

Rose City Retreat
Newly constructed basement studio with private entry in 100+ year old NE Portland home in park-like setting. Trendy Beaumont Village neighborhood, walking distance to restaurants and shops, 90 minutes to the coast, one hour to skiing on Mt. Hood. Triple lot, gardens, swimming pool, and patio with BBQ. Non-smoking household. If you are into cold plunging, use our pool during the cooler months for this experience!
Popular amenities for Hillsboro rentals with a pool
House rentals with a pool

Orienco home, steps to Intel RA, winter discount!

Frankie's Place; vintage luxury Craftsman retreat!

Starlight Lodge with Private Pool & Game Room

Luxurious Family-Friendly on a Park w/ Pickleball

Waves Villas #1

3-Bed Cowboy Cabana w/ Soaking Pool + Hot Tub!

Portland Pool Lodge

Serene Oasis: Swim Spa, Sauna, huge deck and grill
Other vacation rentals with a pool

Octagon Family Retreat - Hot Tub • Games • Pool

1961 Shasta Airflyte Reissue

Countryside Modern Guest House!

One level Entertainers Dream *Heated Pool*

Spacious Private Home w/Pool, Hot Tub, Fireplaces

The Art Farm

Sherwood Bella Retreat / close to GFU - Newberg

Cute practical walkout basement studio
Quick stats about vacation rentals with a pool in Hillsboro
Total vacation rentals
Explore 30 vacation rentals in Hillsboro
Nightly prices starting at
Hillsboro vacation rentals start at $56 CAD per night before taxes and fees
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Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 of Hillsboro vacation rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillsboro rentals
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Enchanted Forest
- Silver Falls State Park
- Providence Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Tunnel Beach
- Beacon Rock State Park
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Manzanita Beach
- Oaks Amusement Park
- Pumpkin Ridge Golf Club
- Nehalem Beach
- Sunset Beach
- Wings & Waves Waterpark
- Short Beach
- Oceanside Beach State Park
- Nehalem Bay State Park