Vacation rentals with a pool in Hillsboro

Guest suite in Northeast Portland

A bright yellow door welcomes guests, set against exposed brick and green wall textures. Stone steps lead up towards the entrance, framed by potted plants. The inviting doormat displays the word 'WELCOME', enhancing the cheerful entrance to the apartment.

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. 'Just walk out' checkout

4.95 out of 5 average rating, 130 reviews

4.97 out of 5 average rating, 109 reviews

Home in North Plains

1BR - Private House, Pool, Hot Tub & 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.

4.91 out of 5 average rating, 130 reviews

A covered patio area features a modern grill adjacent to a fire pit with flames flickering over stone. Comfortable seating is arranged around the fire pit, surrounded by lush greenery and stacked firewood along the back wall.

Apartment in Beaverton

Recreational Family Fun & Adventures Await

Entertain outdoors in a covered lit patio with grill and cooler. Stay warm with 2 propane firepits or by the campfire pit. Fenced in yard is pet friendly. Nearby Rec Center offers a Gym, Splash Pad, and Indoor Pool with Water Slide ($7 Day Pass). Enjoy basketball, baseball, soccer, and tennis all walking distance with our sports equipment. Explore many nearby parks with playgrounds and trails with our bicycles. Short drive to Washington Square Mall, restaurants, grocery stores, and more!

4.97 out of 5 average rating, 179 reviews

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in North Portland

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!

Place to stay in Northeast Portland

A cozy bedroom is visible with a spacious bed draped in soft bedding and a decorative wall art piece. A desk with a computer is situated beside a window adorned with a neutral-toned shade, allowing natural light to enter the room. A plush throw is draped over the chair.

The Portland Sun House

This unique Mandala home is a stand-alone house with one bedroom in an ideal location for your staycation or adventures around Portland and Oregon adventures. This space features a unique layout with natural light, vaulted wooden ceilings, large skylights, a gas fireplace, and a fully equipped kitchen. The private gated outdoor courtyard with a firepit, seating and a hot tub for your comfort and relaxation. The garden surrounding the space really makes my home a quiet, peaceful escape.

4.98 out of 5 average rating, 243 reviews

4.96 out of 5 average rating, 113 reviews

Cabin in Newberg

A Rustic, Lodge Retreat with Pool, Hot Tub & More

Perched atop Parrett Mountain, Roosters Coop Retreat is a luxurious 4500 square foot lodge style escape set on 26 private acres in the heart of Oregon Wine Country. Surrounded by peaceful countryside, the property features an equestrian arena, ponds, gardens, and friendly farm animals, offering guests a true ranch style experience while remaining just a short drive from local wineries, charming towns, and some of the valley’s most loved restaurants and tasting rooms.

4.92 out of 5 average rating, 677 reviews

A serene garden scene features a waterfall cascading over natural stone, surrounded by lush greenery and colorful flowers. A small pond is visible at the base of the waterfall, complemented by a tranquil statue. Various plants add vibrant textures and colors throughout the landscape.

Guest suite in Damascus

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.

4.96 out of 5 average rating, 181 reviews

Home in Vancouver

The Starburst Inn: Enclosed Heated Pool, Theater

****NEW POOL COVER AND THEATER ROOM!!!**** Bring your family to the luxurious 6 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, enclosed pool, theater room, and more! (Sixth bedroom opens to groups of 15+ to keep costs down for smaller groups)

Guesthouse in Northwest Portland

The guest house is set against a lush backdrop of greenery, featuring large windows that provide views of the surrounding nature. A pool is positioned in front, accompanied by two wooden lounge chairs and a shaded umbrella, creating a serene outdoor relaxation area.

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.

4.92 out of 5 average rating, 115 reviews

4.99 out of 5 average rating, 117 reviews

A spacious living area is highlighted by a warm brown leather seating arrangement, including two armchairs and a three-seat sofa. Natural light filters through the dual windows with rolled shades, complemented by two potted plants and a contemporary area rug.

Home in Portland

Corner of Heaven

Welcome to our newly remodeled home in the heart of Sellwood-Moreland District! This is a highly desired neighborhood with great walking and biking scores. You will be close to shops, restaurants, riverfront scenery and parks. You will be just a short drive away from Downtown Portland, Lake Oswego, Beaverton, and more surrounding cities as Sellwood is a central location in Portland. We look forward to host you in our updated home!

Guest suite in Forest Grove

A cozy sleeping area features a queen size Murphy bed with white linens. A small dining table for two is positioned nearby, accompanied by two black chairs. Light streams in through a window, and modern cabinetry is visible in the background.

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

4.81 out of 5 average rating, 138 reviews

4.97 out of 5 average rating, 399 reviews

A cozy sleeping space features a spacious bed adorned with various patterned pillows and a chunky knit blanket. A small yellow ottoman sits beside the bed, while artwork in soft colors is displayed on the light gray walls. A light rug adds warmth to the floor.

Cottage in Portland

Sellwood Sanctuary Guest House

The Sellwood Sanctuary guesthouse complete with its own fully stocked bathroom, kitchen and queen sized bed with Dreamcloud Premier mattress that includes a luxurious foam topper. Half a block from one of Portland's best parks and Springwater Bike Trail. Great shopping, coffee shops, bakeries, food carts and restaurants all within walking distance. New Seasons grocery store is a few blocks away.

Popular amenities for Hillsboro rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 24 reviews

A two-story home with a light grey exterior and dark blue shutters is featured, showcasing a welcoming front porch. The entrance is highlighted by a circular window and a decorative front door. Lush green lawns and well-maintained landscaping give a serene appearance.

Home in Beaverton

Swim Spa + Hot Tub, Gazebo, BBQ Grill, 6 Bedrooms

5.0 out of 5 average rating, 22 reviews

Home in Cedar Hills

Modern 3-Story Gem | Across from Nike | 1GB Wi-Fi

4.75 out of 5 average rating, 8 reviews

Home in Wilsonville

Anbrila Vineyard House | Pool, HotTub & Hood Views

4.88 out of 5 average rating, 33 reviews

Home in Gaston

Starlight Lodge with Private Pool & Game Room

5.0 out of 5 average rating, 40 reviews

A heated in-ground pool is surrounded by a concrete patio, featuring a slide on one end. Lush greenery and vibrant flowers are visible nearby, creating an inviting outdoor space. A covered deck area with seating is seen in the background, providing shade and relaxation options.

Home in Vancouver

5bdrm,Heated Pool, Hot Tub, Sauna.

4.91 out of 5 average rating, 69 reviews

A charming Craftsman home is set against a vibrant blue sky, featuring a well-maintained garden filled with colorful flowers. The entrance is framed by lush greenery and a small set of steps leads to the welcoming front porch.

Home in Portland

Frankie's Place; Walkable Craftsman luxury!

4.73 out of 5 average rating, 94 reviews

Home in Milwaukie

Private Pool & Hot Tub Oasis | Cowboy Retreat

4.97 out of 5 average rating, 34 reviews

Home in Carlton

The Big Larz Casa, hot tub, steps to Main Street

Other vacation rentals with a pool

4.84 out of 5 average rating, 135 reviews

A vibrant pool area is highlighted with colorful lights and surrounded by lush greenery. Lounge chairs are positioned for relaxation, and an umbrella offers shade. String lights create a warm ambiance over the space, enhancing the inviting atmosphere.

Guesthouse in Portland

Cascadia Cabana | Poolside Suite with Spa

4.92 out of 5 average rating, 867 reviews

The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.

Tiny homes in Damascus

Quaint Tiny House In The Trees. Damascus, Oregon.

4.82 out of 5 average rating, 112 reviews

A compact kitchen features glossy white cabinetry and a vibrant turquoise countertop. A small round table with two chairs is positioned near a window, allowing natural light to brighten the space. Blue accents add a pop of color to the room, enhancing the overall design.

Apartment in Vancouver

Cute, cozy, private and perfect place you'll love!

4.93 out of 5 average rating, 61 reviews

A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is centered around a round coffee table, accompanied by two modern armchairs. Exposed brick accents complement the contemporary decor, contributing to a cozy ambiance.

Farm stay in Hillsboro

Peaceful Country Farmhouse with Hot Tub and Pool!

4.98 out of 5 average rating, 95 reviews

A serene backyard showcases a rectangular swimming pool surrounded by a concrete deck. Lounge chairs in cheerful colors are positioned invitingly. The well-maintained lawn and tall trees contribute to a peaceful outdoor atmosphere, with a glimpse of the guest house in the background.

Guesthouse in Portland

Private Guest House by Pool with Trees

4.95 out of 5 average rating, 21 reviews

Apartment in Aloha

Spacious Apartment in Quiet Setting

4.97 out of 5 average rating, 35 reviews

Guest suite in Portland

Romantic Spa Escape