Holiday rentals with a pool in Portland Downtown

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Top-rated rentals with a pool in Portland Downtown

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

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Guest favourite

Villa in Camas

4.89 out of 5 average rating, 64 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 in Newberg

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

Townhouse in Beaverton

5 out of 5 average rating, 21 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 in Sherwood

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

Home in Orenco Station

5 out of 5 average rating, 20 reviews

Orienco home, steps to Intel RA, winter discount!

Weekly & Monthly discount！！ Entire townhouse located in Orenco Station. Can easily accommodate up to 6 guests with 3 bedrooms & 3.5 bathrooms. Brand new flooring and carpet! Patios with amazing views. Nice shared community swimming pool, tennis courts, and children playground. Dedicated working space with high-speed Wi-Fi. The kitchen has everything needed. < 5min walk to Intel RA sites, restaurants/breweries, groceries, and connected to Portland with MAX light rail.

Superhost

Home in Lake Oswego

4.98 out of 5 average rating, 41 reviews

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

Our home is indoor-outdoor living at its best!! We have several desks, covered outdoor areas, and lots of sky lights. Living here has been a JOY!💥 We have gardeners every Thursday, and pool and hot tub services 2 times/month on Wednesdays. We are only 8 miles from downtown Portland, and only 1/2 mile from the Lake. We highly recommend restaurants that are walking distance from our home, you will love the beauty, Tyron Creek Park, and the shops of Lake Oswego

Guest favourite

Home in Portland

4.93 out of 5 average rating, 45 reviews

Fireplace, 2 queen beds, no fee for cleaning

Take it easy at this unique and tranquil getaway. Take a break and enjoy family and friends in your ground floor suite with seasonly heated pool, outdoor fireplace and separate gas heater. A large outdoor table seats 8 with Weber grill nearby. The bedroom has a Queen bed and the living room has a Queen Murphy bed and couch. Also on site is Full size refrig/freezer, sink, kitchenette and plenty of dishware. 5th guest has option of couch - bedding provided.

Guest favourite

Guest house 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, 708 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, 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.

Guest favourite

Guest suite in Damascus

4.92 out of 5 average rating, 569 reviews

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.

Guest favourite

Guest house in Newberg

5 out of 5 average rating, 416 reviews

Wine Country Spa House - Hot Tub/Sauna/Pool

Relax in your private guest house featuring an indoor Sauna and Marquis Spa (Hot Tub) Enjoy the pool and outdoor hot tub. Take a swing at the tee off boxes, chip around - 2 holes, explore our 10 acre property, enjoy the tranquil view of the hazelnut orchard, hay fields and mountains while you kick back, relax and fall in love with Oregon Wine Country!

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Portland Downtown rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Vancouver

New place to stay

One level Entertainers Dream

Guest favourite

Home in Portland

4.87 out of 5 average rating, 23 reviews

Frankie's Place; vintage luxury Craftsman retreat!

Guest favourite

Home in Troutdale

4.8 out of 5 average rating, 15 reviews

The Art Farm

Superhost

Home in West Linn

5 out of 5 average rating, 9 reviews

Scandinavian Modern Farm House in Wine Country

Guest favourite

Home in Portland

5 out of 5 average rating, 27 reviews

Luxurious Family-Friendly on a Park w/ Pickleball

Guest favourite

Home in North Portland

4.96 out of 5 average rating, 94 reviews

Rose City Hideaway

Superhost

Home in Vancouver

4.84 out of 5 average rating, 45 reviews

Spacious Modern Condo by Columbia Waterfront

Guest favourite

Home in Northwest Portland

4.94 out of 5 average rating, 51 reviews

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

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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
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi 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

Villa in Camas

Home in Newberg

Townhouse in Beaverton

Guest suite in Sherwood

Home in Orenco Station

Home in Lake Oswego

Home in Portland

Guest house in Northwest Portland

Tiny home in Damascus

Cottage in Portland

Guest suite in Damascus

Guest house in Newberg

Holiday rentals for every style

Houses

Flats

Hotels

Popular amenities for Portland Downtown rentals with a pool

House rentals with a pool

Home in Vancouver

Home in Portland

Home in Troutdale

Home in West Linn

Home in Portland

Home in North Portland

Home in Vancouver

Home in Northwest Portland

Quick stats about holiday rentals with a pool in Portland Downtown

Total rentals

Total number of reviews

Rentals with dedicated workspaces

Wifi availability

Popular amenities

Local attractions

Destinations to explore