Holiday rentals with a pool in Lake Oswego

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

Private Pool Retreat/Hot Tub, Sports Court & Pets

Poolside guesthouse on 3 quiet acres, just minutes from West Linn and Lake Oswego. Enjoy a glowing in-ground pool, hot tub, sports court, treehouse meditation space, and pet-friendly stays. Perfect for relaxing, playing, and exploring nearby Portland. -Shoot hoops, play pickleball, or badminton on the multi-use sports court -Take a dip in the pool or unwind in the hot tub (winter cold plunge optional!) -Lounge on the porch with forest views and friendly birds -Meditate in the treehouse

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.

Serene Escape (Loft Condo)

Charming 1-Bedroom Loft in Scenic Mountain Park Discover your serene retreat in the picturesque Mountain Park area of Lake Oswego. This stunning condo features a unique 1-bedroom loft design with soaring 27-foot ceilings and an abundance of natural light, creating a bright and airy living space. Enjoy tranquil views from your private back balcony, which overlooks lush trees and provides a peaceful escape. Absolutely no parties or loud music. Must be respectful.

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!

Forestplace Nightly - Studio A

Each magnificent nightly rental comes equipped with: • Queen Size Murphy Bed - Sleeps 2 Guest • No Pets Allowed • Dining area for 2 Guests • Full Bath with linens • Personal Care Kit (Shampoo, body wash etc.) • Toaster • Microwave • Mini Fridge • Keurig Coffee Maker • Air Conditioning • Quartz Counter-Tops • Modern Interiors • Cable TV 150 channels with On Demand • Free Wi-Fi • Free Reserved Parking for one vehicle