Holiday rentals with a pool in Portland

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

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Serene Oasis: Swim Spa, Sauna, huge deck and grill

Escape to the epitome of luxury in this remodeled in one of Portland's most prestigious neighborhoods. Nestled within a lush, secluded forest and accessed via a private driveway (shared with another house), this home offers unparalleled privacy. Unwind and rejuvenate in your very own sauna or take a refreshing dip in the 14 foot swim spa for the ultimate relaxation or sit around the indoor fireplace. The house is located 10 min drive to Downtown Portland and major attractions within the city.

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.

A Rustic, Lodge Style Retreat with Pool & Hot Tub

Perched atop Parrett Mountain, Roosters Coop Retreat is a luxurious 4500 square foot lodge style escape set on 26 private acres in the heart of Oregon Wine Country. Surrounded by peaceful countryside, the property features an equestrian arena, ponds, gardens, and friendly farm animals, offering guests a true ranch style experience while remaining just a short drive from local wineries, charming towns, and some of the valley’s most loved restaurants and tasting rooms.

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.

The Starburst Inn: Enclosed Heated Pool, Theater

****NEW POOL COVER AND THEATER ROOM!!!**** Bring your family to the luxurious 6 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, enclosed pool, theater room, and more! (Sixth bedroom opens to groups of 15+ to keep costs down for smaller groups)

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!