Vacation 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 favorite

Home in Vancouver

4.95 out of 5 average rating, 101 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 favorite

Home in Newberg

4.96 out of 5 average rating, 228 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 elegance, thoughtfully designed to include Tempur-Pedic sanctuaries, therapeutic hot tub, rejuvenating red cedar sauna, 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.

Guest favorite

Home in North Portland

4.95 out of 5 average rating, 88 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 favorite

Guest suite in Northeast Portland

4.95 out of 5 average rating, 83 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.

Guest favorite

Guest suite in Sherwood

4.93 out of 5 average rating, 115 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 favorite

Guest suite in Damascus

4.92 out of 5 average rating, 564 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights & 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! Leave a message when booking please and a 2 hour notice of check in time prior to checking in.

Guest favorite

Home in Central Northeast Portland

4.86 out of 5 average rating, 22 reviews

Private Stylish Cozy Suite w/Courtyard

The private attached studio was featured in Portland Monthly Magazine and opens onto its own courtyard with a high-fence and outdoor seating. The studio has contemporary furnishings, floor to ceiling blackout drapery, a huge shower and you will sleep like a baby in the super comfy bed, with quality linens and an assortment of pillows. Easy and ample free parking ...and many little extras you may want while traveling help make your stay pleasant and comfy.

Guest favorite

Home in Portland

4.91 out of 5 average rating, 22 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 favorite

Tiny home in Damascus

4.92 out of 5 average rating, 700 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

Tiny House In The Trees. A 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. Located in Damascus Oregon. Pool open in the summer season only - June 1 through September 5th.

Guest favorite

Home in Portland

4.97 out of 5 average rating, 35 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 favorite

Home in Portland

4.94 out of 5 average rating, 48 reviews

The Pool House | Private Pool, Spa, & Sauna

New Photos Coming Soon! New luxury vinyl plank floors, paint, and interior design, throughout the home. We are also on Swimply so hourly rentals are booking up the space fast! Please reach out if you would like to stay and host a special event during your visit. Perfect for family fun or private poolside gatherings with friends. Inquire now about booking this hidden gem. Number of guests flexible for gatherings.

Guest favorite

Cottage in Portland

4.97 out of 5 average rating, 354 reviews

Newly renovated Sellwood Sanctuary Guest House

Newly renovated 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.