Holiday rentals with a pool in Wilsonville

4.96 out of 5 average rating, 112 reviews

Home in Vancouver

The Starburst Inn

Bring your family to the luxurious 5 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, backyard, and rich amenity list. ✔ 5 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Hot Tub ✔ Game Room ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more belo

4.97 out of 5 average rating, 158 reviews

Home in Rhododendron

Zen Mountain Cabin - Hot Tub, Fireplace & Game Rm!

Welcome to the Zen Den! Beautifully updated private family cabin located steps away from the Sandy River and less than 30 minutes to ski resorts, mountain lakes, and hiking. Warm modern decor, gorgeous wood accents, and thoughtful touches to enjoy with family and friends. Two living areas with a downstairs theater and game room perfect for kids. A spacious, modern kitchen make cooking/relaxing at home a dream. The Zens' backyard is equipped with a hot tub, fire pit, BBQ, and outside dining area!

4.92 out of 5 average rating, 121 reviews

Tent in Molalla

Brand new "Safari luxury tent" with pool/hot tub

This luxury safari-inspired tent site puts the glamour in glamping! Thanks to our sustainable tent, this glamping experience will "wow" your friends and family. Our tent conveniently located just 30 min from Portland. Just relax in the hot tub and swim in pool. We got breakfast area with microwave and coffee/snacks. Also we offer farm breakfast ($20/pp). Perfect for escaping off the grid, you and your family can bond together at “fire circle”, walk your dogs in the wilderness behind the property

4.96 out of 5 average rating, 244 reviews

Home in Newberg

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 hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating 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.

4.98 out of 5 average rating, 172 reviews

Guest suite in Welches

Spacious Mt. Hood Studio Retreat

This studio is located in Welches, OR. It is the perfect location to access recreational activities in the Mt Hood area - only 18 minutes from Skibowl and 30 minutes from Timberline or Meadows. Freshly updated space with a shared entry, the studio is on the second floor, inside the main house. It has a private bathroom and many amenities including Wi-Fi, internet, smart TV, fridge, microwave, coffee pot, kettle. We live in the house. You may occasionally hear noises and footsteps. STR798-22

4.92 out of 5 average rating, 155 reviews

Farm stay in Yacolt

Country Retreat Foothills of St Helens w Pool!

Adventurer, hiker, fisherman or looking to chill w/ family or friends? Wake up to multitude of birds, surrounded by gorgeous views tucked at foothills of Mt St Helens. Minutes to beautiful Merwin and Yale Lakes. Hike famous Ape Caves, Moulton or Lucia Falls. Miles of Lewisville River trails, 20 minutes to boutique shopping Main St BG. Take advantage of local wineries or wonder the acreage to simply relax. Beautifully furnished to create a peaceful and calm space. Stunning seasonal pool!

4.96 out of 5 average rating, 121 reviews

Home in Overlook

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!

4.93 out of 5 average rating, 117 reviews

Guest suite in Sherwood

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

4.98 out of 5 average rating, 167 reviews

Guest suite in Vancouver

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.

4.92 out of 5 average rating, 102 reviews

Home in Grant

Brand New Custom Built Cottage in Downtown w/Pool!

Escape to luxury in the heart of historic Salem, Oregon! This custom-built cottage blends classic elegance with modern comfort. Rest on a king-size Casper mattress, relax in the extra deep soaking tub, rejuvenate in the infrared sauna, and enjoy access to a shared pool and gas fire pit! The cottage features a single-car garage, 1Gb/s internet, LG washer/dryer, and top of the line stainless steel appliances. This retreat offers an unforgettable stay in downtown Salem!

4.92 out of 5 average rating, 590 reviews

Guest suite in Damascus

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.

4.92 out of 5 average rating, 744 reviews

Tiny home in Damascus

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. 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. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

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House rentals with a pool

4.94 out of 5 average rating, 53 reviews

Home in Portland

Heated Pool, no fee for cleaning, 2 queen beds

SarahRating, 5 stars1 month ago

Great place to stay! I had appointments at the hospital which was 9 minutes away but it didn’t feel like we were in the city. The beautiful yard was enclosed with blooming flowers and well kept pool. We arrived late and the lights were on and the house was warm. Everything was so clean and the kitchen was stocked with coffee which we forgot to bring. They even had grab and go snacks which my 7 year old loved! They allowed us a later checkout which was a total blessing. I’m so thankful this place was available for our short stay. Made us feel right at home. ❤️

Home in Vancouver Heights

5 out of 5 average rating, 6 reviews

One level Entertainers Dream

MadelineRating, 5 stars2 weeks ago

Kathryn was quick to respond to any questions and the place was exactly as described. I especially appreciated the guest book that had important information like house rules, local amenities, and recommendations for the area. The beds were clean, comfortable, and had plenty of pillows/blankets. It was pretty cold when we came to visit, but the pool area looked super fun and would definitely make for a fun girl’s trip. This place is clearly well thought out and had all of the cleanliness of a hotel blended with the comfort of a home.

4.87 out of 5 average rating, 110 reviews

Home in Welches

Mt. Hood, Golfing, Fishing & Skiers Paradise Found

MelinaRating, 5 stars2 months ago

We absolutely love staying at The Foxglove! Aaron is a wonderful host, the house is full of great items to make you feel right at home. The kitchen is stocked with all the items you need to cook at home, and the layout is great for us! We both work remotely and are able to set up offices, as well as have a space for relaxing and enjoying a good movie, or cozy up with a book. We are repeat vacationers to the area and always try to stay at Aaron's home if it is available. Thank you for another great stay!

4.98 out of 5 average rating, 128 reviews

Home in Rhododendron

Fern Cottage paradise- Scenic deck, River, Trails

Tara & ChloeRating, 5 stars3 months ago

Our second time staying here! We really enjoyed it -- and the kids love the bunk bed. Timberline Summit Pass is about 25 min away. Would recommend. :)

4.91 out of 5 average rating, 334 reviews

Home in Brightwood

Cozy Mt. Hood Cabin

LoriRating, 5 stars1 month ago

WOW, nice little gem we. And across when I saw this listing. We loved it so much we stayed another extra day. The place is clean and so relaxing. We will be back for sure.

4.94 out of 5 average rating, 18 reviews

Home in Cedar Mill

Spacious Private Home w/Pool, Hot Tub, Fireplaces

AllenRating, 5 stars1 month ago

Great place! Felt like we had a lot of room but still close to downtown. We enjoyed our stay and will come again if in the area.

4.97 out of 5 average rating, 141 reviews

Home in Welches

Mt. Hood Village Contemporary Mountain Home

AnthonyRating, 5 stars2 months ago

I couldn’t imagine a better Airbnb while staying at Mt Hood. The home is absolutely gorgeous, extremely well cared for, pristinely clean, conveniently located a block from grocery options and a short drive to the primary areas to play on the mountain such as skibowl, Timberline and Meadows… it’s the perfect home-base for your Mt Hood gateway.

5 out of 5 average rating, 7 reviews

Home in Rhododendron

Alpine Cabin

AmyRating, 5 stars2 months ago

John was a great host! He was very responsive and his home had a nice and spacious communal area for our crew to hang out in. Would love to stay again!

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Condo rentals with a pool

4.91 out of 5 average rating, 137 reviews

Condo in Grant

Luxurious modern retreat in Downtown w/ pool

GuillermoRating, 5 stars4 months ago

Thank you for your hospitality and for accepting our last minute reservation

4.71 out of 5 average rating, 24 reviews

Condo in Vancouver

Riverfront townhome

VarapornRating, 5 stars4 months ago

We truly enjoyed our one month stay at Brenda’s townhome. The place is quite nice with convenient location for walking & so close to many shops and eateries. We got to enjoy gorgeous sunset and river view from the place. All in all, it was a great place to stay. Highly recommended.

MauraRating, 5 stars40 months ago

Condo in Welches

➤Whispering Woods, Welches Oregon, 2Bd. ➤

If you’re headed to Mt Hood and don’t want to drive back to the city this is a great spot. Hotel style condo but lots of privacy. Staff at the front desk are very nice and helpful.

Condo in Welches

Whispering Woods Resort, 2 bedroom

Doug & BarbRating, 5 stars42 months ago

Whispering Woods is an enjoyable place to enjoy a relaxed time in an outdoor setting.

Condo in Mountain Park

4.62 out of 5 average rating, 45 reviews

Condo in Lake Oswego: Near Downtown & Nature

JaeRating, 5 stars3 days ago

Thanks for the great stay! Very pleased to find the space as comfortable as it is beautiful. Super convenient location, parking is close to the unit. Easy in and out! Love to have a view of the trees quiet community.