
Vacation rentals with a pool in Portland
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Portland

Total vacation rentals
Explore 190 vacation rentals in Portland

Nightly prices starting at
Portland vacation rentals start at G$6,266 GYD per night before taxes and fees

Verified guest reviews
Over 4,750 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
180 of Portland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Portland rentals

4.8 Average rating
Portland stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Portland's top spots, include Oregon Zoo, Moda Center, and Powell's City of Books
Top-rated rentals with a pool in Portland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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

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.

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!

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!

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. We have friendly dogs you may see outside, and we do not allow pets. No smoking in the unit. There is a smoking hut on the property you are free to use should you choose to (bring a container with you to dispose the remnants). SE Portland is a 30 min drive and downtown Portland a 45 min drive. One hour to Mt. Hood, & falls in the Gorge. Pool open 6/15 through 9/5.

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.

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.

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.

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!

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.

Piedmont Pied-à-terre (Basement Unit)
Remodeled basement apartment, with all the amenities one needs for a perfect getaway in Portland. With just the right amount of space for your group! Our basement apartment is great for short and long term stays. Did we mention we have a Pool and Spa? We have availability throughout the year. You are just 3 blocks from one of Portland’s best parks that has a fun kid play space.
Popular amenities for Portland rentals with a pool
House rentals with a pool

The Staycation House

One level Entertainers Dream *Heated Pool*

Frankie's Place; Walkable Craftsman luxury!

The Art Farm

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

5bdrm,Heated Pool, Hot Tub, Sauna.

Anbrila Vineyard House | Pool, HotTub & Hood Views

Private Pool & Hot Tub Oasis | Cowboy Retreat
Other vacation rentals with a pool

Portland Stay | Gym & Free Parking

Perfect Proximity to Portland

Spacious Apartment in Quiet Setting

Luxury Waterfront Townhouse

Salmon Creek Cottage

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

Wine Country Private Villa with Pool+Hot Tub- 3 BD

Private Guest House by Pool with Trees
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,559 GYD | G$22,977 GYD | G$22,977 GYD | G$21,306 GYD | G$22,768 GYD | G$24,230 GYD | G$26,528 GYD | G$27,573 GYD | G$25,066 GYD | G$24,022 GYD | G$22,559 GYD | G$22,559 GYD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
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- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Beacon Rock State Park
- Portland Japanese Garden
- Enchanted Forest
- Airplane Home
- Tom McCall Waterfront Park
- Wonder Ballroom
- Oaks Amusement Park
- Washington Square
- Reed College
- Sellwood Riverfront City Park
- Arlene Schnitzer Concert Hall
- Tryon Creek State Natural Area
- Pittock Mansion
- Powell's City of Books
- Things to do Portland
- Sports activities Portland
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- Things to do Multnomah County
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- Things to do Oregon
- Sports activities Oregon
- Tours Oregon
- Food and drink Oregon
- Art and culture Oregon
- Sightseeing Oregon
- Nature and outdoors Oregon
- Things to do United States
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