Holiday rentals with a pool in Hillsboro

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Top-rated rentals with a pool in Hillsboro

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Vancouver

4.96 out of 5 average rating, 112 reviews

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

Guest favourite

Tent in Molalla

4.92 out of 5 average rating, 122 reviews

Brand new "Safari luxury tent" with pool/hot tub

This luxury safari-inspired tent site puts the glamour in glamping! Thanks to our sustainable tent, this glamping experience will "wow" your friends and family. Our tent conveniently located just 30 min from Portland. Just relax in the hot tub and swim in pool. We got breakfast area with microwave and coffee/snacks. Also we offer farm breakfast ($20/pp). Perfect for escaping off the grid, you and your family can bond together at “fire circle”, walk your dogs in the wilderness behind the property

Top guest favourite

Home in Newberg

4.96 out of 5 average rating, 244 reviews

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.

Top guest favourite

Home in North Portland

4.96 out of 5 average rating, 122 reviews

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!

Guest favourite

Guest suite in Central Northeast Portland

4.91 out of 5 average rating, 749 reviews

* Backyard Studio + AC + Parking + Patio *

✨🏡The Backyard Studio is self-contained with private entrance that opens onto its own covered patio with places to sit and enjoy the peacefulness of the grounds. The studio has contemporary furnishings and artwork, beamed ceilings, fireplace, AC, full bathtub shower, super comfy bed, quality linens and an assortment of pillows. Park just a few feet away from the unit on our safe, tranquil property. Lots of little extras you may need while traveling to help make your stay comfortable.✨

Top guest favourite

Guest suite in Sherwood

4.93 out of 5 average rating, 117 reviews

Sherwood Bella Retreat / close to GFU - Newberg

Nestled on a quiet mountaintop, offers a welcoming spot for relaxation. Located in country setting surrounded by vineyards between Sherwood and Newberg, while still being close to Portland and Beaverton. 3 miles from Devonwood Equestrian Center. Enjoy the entire 4BR/2BA downstairs apartment with a private entrance, parking area and your own patio and BBQ. This property also features a salt water pool/June-Sept pool available depending on weather. Firepit for relaxing in the evening

Top guest favourite

Home in North Plains

4.96 out of 5 average rating, 24 reviews

Private house, pool, spa & acres of forest trails!

Only 30 minutes from Portland you will find your cozy, comfortable cottage in the 100 acre woods! Enjoy a private spa & pool (in season) out your back door. Gaze in awe at the breathtaking views of Williamette valley farms and coastal mountains. Glimpse the wildlife of bald eagles, hawks, owls, elk, deer, and songbirds. Explore many hiking and walking trails in the forest with your dog. Relax in the quiet peace of the country. Enjoy our resident herd of Scottish Highland cattle.

Top guest favourite

Home in Orenco Station

5 out of 5 average rating, 25 reviews

Orienco home, steps to Intel RA, winter discount!

Weekly & Monthly discount！！ Entire townhouse located in Orenco Station. Can easily accommodate up to 6 guests with 3 bedrooms & 3.5 bathrooms. Brand new flooring and carpet! Patios with amazing views. Nice shared community swimming pool, tennis courts, and children playground. Dedicated working space with high-speed Wi-Fi. The kitchen has everything needed. < 5min walk to Intel RA sites, restaurants/breweries, groceries, and connected to Portland with MAX light rail.

Top guest favourite

Guest suite in Vancouver

4.98 out of 5 average rating, 168 reviews

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.

Guest favourite

Guest suite in Damascus

4.92 out of 5 average rating, 590 reviews

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.

Guest favourite

Tiny home in Damascus

4.92 out of 5 average rating, 747 reviews

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.

Top guest favourite

Guest suite in Central Northeast Portland

4.96 out of 5 average rating, 443 reviews

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!