Vacation rentals with a pool in Portland Downtown

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Top-rated rentals with a pool in Portland Downtown

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

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Top guest favorite

Home in Vancouver

4.95 out of 5 average rating, 127 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

Top guest favorite

A clear blue in-ground pool is framed by a light-surfaced patio. White lounge chairs are positioned on one side, with potted plants lining the edges. A hammock and a small outdoor fireplace are visible in the background, contributing to the inviting outdoor space.

Guest suite in Portland

5 out of 5 average rating, 46 reviews

Large 2 Bdrm Designer Guesthouse: Pool & Fireplace

Beautifully renovated with a professional interior designer. This large, private, light & bright 1300 sqft 2-bedroom unit with a separate entrance overlooks the pool. Designed for long-term stays; guests love the total comfort, privacy, and design touches. Pool available during stays from mid-May to mid-Oct. Working remotely? Fully furnished with fast WiFi. Great for traveling nurses, relocations, etc. Close to Downtown Portland, Beaverton, Nike, Intel, OHSU, St Vincent Hospital, etc.

Guest favorite

The exterior showcases a two-story guest house with light green siding and a wooden deck. A hot tub is positioned on the deck, featuring jets and a spacious area for relaxation. Stairs lead to the main entrance above, and a driveway is visible alongside.

Home in Overlook

4.96 out of 5 average rating, 136 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!

Top guest favorite

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.

Guest suite in Eliot

4.96 out of 5 average rating, 101 reviews

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.

Top guest favorite

Mount Hood rises majestically in the distance, covered in snow. Lush green trees frame the foreground, adding depth to the expansive view. The clear sky enhances the serene landscape, inviting an appreciation of the natural beauty surrounding the property.

Guest suite in Sherwood

4.93 out of 5 average rating, 120 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.

Superhost

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

4.83 out of 5 average rating, 127 reviews

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!

Top guest favorite

A heated pool is visible in the foreground, surrounded by a patio area. The two-story house features a large deck with outdoor seating and shaded areas provided by umbrellas. A slide is positioned next to the pool, enhancing the outdoor leisure space of the property.

Guest suite in Vancouver

4.98 out of 5 average rating, 173 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 favorite

A seasonal pool is surrounded by a spacious patio, featuring lounge chairs in vibrant colors and a cozy area for relaxation. The pool is clear, inviting, and bordered by lush greenery, enhancing the privacy and tranquility of the space.

Guest suite in Damascus

4.92 out of 5 average rating, 610 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 favorite

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.

Guesthouse in Portland

4.91 out of 5 average rating, 100 reviews

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.

Top guest favorite

A spacious outdoor pool with clear blue water is surrounded by a concrete deck. Poolside lounge chairs in vibrant colors are arranged around the area. A diving board extends over one side, and garden elements like potted plants add a touch of greenery.

Tiny home in Damascus

4.92 out of 5 average rating, 770 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.

Guest favorite

The kitchenette features sleek white cabinetry, a stainless steel refrigerator, and modern appliances. A round black table with two colorful chairs is situated on a patterned rug, complemented by open shelving displaying cups and utensils. The space is illuminated by natural light from a nearby doorway.

Guest suite in Rose City Park

4.95 out of 5 average rating, 457 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!

Top guest favorite

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 Westmoreland

4.97 out of 5 average rating, 372 reviews

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.