Holiday rentals with a pool in Portland Downtown

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Top-rated rentals with a pool in Portland Downtown

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Guest favourite

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 favourite

Home in Northwest Portland

4.93 out of 5 average rating, 46 reviews

Serene Oasis: Swim Spa, Sauna, 10 Min to Downtown

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.

Guest favourite

Home in North Portland

4.96 out of 5 average rating, 89 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

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 favourite

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 favourite

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 favourite

Guest suite in Vancouver

4.97 out of 5 average rating, 154 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.

Superhost

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 favourite

Guesthouse in Northwest Portland

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 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 favourite

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.

Guest favourite

Rental unit in Northeast Portland

4.97 out of 5 average rating, 77 reviews

Piedmont Pied-à-terre near Peninsula Park

Newly 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.

Holiday rentals for every style

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Popular amenities for Portland Downtown rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Portland

4.93 out of 5 average rating, 45 reviews

Fireplace, 2 queen beds, no fee for cleaning

Guest favourite

Home in Portland

4.91 out of 5 average rating, 22 reviews

Frankie's Place; vintage luxury Craftsman retreat!

Guest favourite

Home in Cedar Mill

4.93 out of 5 average rating, 15 reviews

Poolside Getaway with Hot Tub + Fireplaces

Guest favourite

Home in Portland

4.94 out of 5 average rating, 48 reviews

The Pool House | Private Pool, Spa, & Sauna

Guest favourite

Home in Wilsonville

4.95 out of 5 average rating, 76 reviews

Home in Wilsonville

Superhost

Home in West Linn

5 out of 5 average rating, 9 reviews

Scandinavian Modern Farm House in Wine Country

Superhost

Home in Lake Oswego

4.98 out of 5 average rating, 41 reviews

RETREAT like home!! Hot tub/POOL/fire pit!

Guest favourite

Home in Portland

5 out of 5 average rating, 24 reviews

Luxurious Family-Friendly on a Park w/ Pickleball

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Quick stats about holiday rentals with a pool in Portland Downtown

Total rentals
20 properties
Total number of reviews
130 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Powell's City of Books, Pioneer Courthouse Square and Tom McCall Waterfront Park

Holiday rentals with a pool in Portland Downtown

Top-rated rentals with a pool in Portland Downtown

Home in Newberg

Home in Northwest Portland

Home in North Portland

Guest suite in Northeast Portland

Guest suite in Sherwood

Guest suite in Damascus

Guest suite in Vancouver

Home in Central Northeast Portland

Guesthouse in Northwest Portland

Tiny home in Damascus

Cottage in Portland

Rental unit in Northeast Portland

Holiday rentals for every style

Apartments

Hotels

Unique stays

Popular amenities for Portland Downtown rentals with a pool

House rentals with a pool

Home in Portland

Home in Portland

Home in Cedar Mill

Home in Portland

Home in Wilsonville

Home in West Linn

Home in Lake Oswego

Home in Portland

Quick stats about holiday rentals with a pool in Portland Downtown

Total rentals

Total number of reviews

Rentals with dedicated workspaces

Wi-Fi availability

Popular amenities

Local attractions

Destinations to explore