Holiday rentals with a pool in Portland

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Portland

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

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Guest favourite

Home

4.95 out of 5 average rating, 109 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

Villa

4.89 out of 5 average rating, 66 reviews

The blueberry villa spa & heated pool

Welcome, 1981 farmhouse, top of Prune Hill neighborhood. Fully renovated modern farmhouse on 1acre, surrounded by trees. Heated, pool, hot tub, sauna, outdoor deck, patio and dining. Large yard, garden, blueberry orchard. LUXURY mattresses and bedding for optimal sleep. By far the most unique property on the hill and guaranteed to be a serene retreat and entertain all guests. Centrally located with quick access to downtown, local dining, Columbia river beaches, most amazing CR gorge & airport.

Guest favourite

Home

4.96 out of 5 average rating, 230 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 favourite

Home

4.96 out of 5 average rating, 100 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

Home

4.88 out of 5 average rating, 34 reviews

Portland Pool Lodge

Portland Pool Lodge was made for creating memories. A covered, private, heated pool w/ waterslide, BBQ, Smoker, 3 fireplaces. An all age entertainment paradise with a theater room, ping pong, rod hockey and arcades. Incredible, Safe, Suburban location in Cedar Mill area near Forest Park. The local food scene, zoo, Rose Gardens and NIKE Headquarters are all just 10 minutes away with a short 25 minute drive to PDX airport. Bring Your friends & Family and Enjoy the best of Portland!

Guest favourite

Townhouse

5 out of 5 average rating, 23 reviews

Spacious Townhome in Peaceful Forest Setting

Centrally located large (1200+ sq feet) townhome perfect for families, in a safe & quiet historic tree-lined neighborhood surrounded by parks. Two bedrooms with king-size bed, and twin/full bunks. Full kitchen with separate dining area, 2 bathrooms, and a den with dedicated workspace. Abundant light throughout, a private patio, and an amazing summer community pool. Great location that is accessible to shops, restaurants, parks, trails, major streets, and the freeway. Private parking.

Guest favourite

Guest suite

4.93 out of 5 average rating, 116 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 suite

4.97 out of 5 average rating, 157 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 house

4.9 out of 5 average rating, 91 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

Tiny home

4.92 out of 5 average rating, 714 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 favourite

Guest suite

4.96 out of 5 average rating, 428 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!

Guest favourite

Cottage

4.97 out of 5 average rating, 355 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.