Holiday rentals with a pool in Southeast Portland

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Southeast Portland

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, 116 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 favourite

Home in Overlook

4.96 out of 5 average rating, 129 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!

Superhost

Farm stay in West Linn

4.8 out of 5 average rating, 10 reviews

Hillside Vineyard Retreat

Located hillside on Pete's Mountain just minutes from downtown Portland, this vineyard retreat offers a close-in yet secluded retreat in the renowned Willamette Valley Wine Country. Whether you're visiting the area for a special event, vineyard galavanting, or would like a designated inspiring workplace, this home is just right!! Sunlight floods the space with floor to ceiling windows and separate entries open to stunning views of the vineyard, coastal range, and breathtaking sunsets!

Guest favourite

Guest suite in Eliot

4.96 out of 5 average rating, 96 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 favourite

Guest suite in Sherwood

4.93 out of 5 average rating, 118 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

Guest favourite

Guest house 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!

Guest favourite

Guest suite in Damascus

4.92 out of 5 average rating, 598 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

Home in Richmond

4.89 out of 5 average rating, 36 reviews

Frankie's Place; vintage luxury Craftsman retreat!

Welcome to Frankie's Place, the chic, cozy, walkable Northwest Craftsman you've always wanted. A plush and comfy space with style, free parking, fast WiFi, a great location and tons of amenities, you'll relish your convenient urban getaway. Featuring comfy beds, linens and amenities, you'll be close to all Portland has to offer, yet tucked away when it's time to relax. No elaborate check out instructions and unbeatable location, amenities and comfort!

Guest favourite

Guest house in Portland

4.9 out of 5 average rating, 94 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.

Guest favourite

Home in Westmoreland

4.98 out of 5 average rating, 65 reviews

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 favourite

Tiny home in Damascus

4.92 out of 5 average rating, 757 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 Rose City Park

4.96 out of 5 average rating, 447 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!