Holiday rentals with a pool in Sherwood

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sherwood rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Orenco Station
5 out of 5 average rating, 25 reviews

Orienco home, steps to Intel RA, winter discount!

Manzi HuguesRating, 5 stars3 days ago
Yuting is a great host. Her place is truly one of the best homes I’ve been to with all the things you need for a pleasant stay. It is located in a beautiful and calm neighborhood. You can always count on Yuting’s timely and friendly communication. My family was so pleased to stay there and we would definitely recommend anyone too.
Top Guest favourite
Home in Portland
4.94 out of 5 average rating, 53 reviews

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. ❤️
Guest favourite
Home in Vancouver
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.
Top Guest favourite
Home in Sandy
4.96 out of 5 average rating, 25 reviews

Paradise in Sandy, breathtaking views of Mt. Hood

DaivaRating, 5 stars2 months ago
We had a fantastic stay at this beautiful home during spring break! It was perfect for our family of five—spacious, comfortable, and incredibly well-equipped. The house was very clean, the grounds are stunning, with beautifully manicured landscaping, and the view of Mt. Hood on clear days was absolutely breathtaking. The location was an easy drive to Portland 40-50 minutes, and we appreciated the peaceful setting. The amenities were top-notch, from the well-stocked pantry to the high-quality kitchen, bathroom, and laundry supplies. Every detail was thoughtfully taken care of, making our stay truly enjoyable. Highly recommend this home to anyone looking for a relaxing and well-appointed getaway!
Guest favourite
Home in Cedar Mill
4.94 out of 5 average rating, 18 reviews

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.
Guest favourite
Home in Woodburn
4.96 out of 5 average rating, 54 reviews

An Entertainment Oasis!

BenRating, 5 stars2 weeks ago
My friends and I had a fantastic stay at Marta’s entertainment oasis. It was clean, the hot tub + outdoor TV combo was a godsend, it was spacious, and had everything we needed. Its location made it easy for us to get to vineyards, to hiking trails, and Portland, and more. Marfa was also very responsive which we appreciated. We would definitely return!
Top Guest favourite
Home in Portland
5 out of 5 average rating, 28 reviews

Luxurious Family-Friendly on a Park w/ Pickleball

AllenRating, 5 stars5 months ago
Very nice and beautiful place in a great location. We had everything we needed and would stay here again if in the area.
Guest favourite
Home in Milwaukie
4.91 out of 5 average rating, 23 reviews

Waves Villas #1

Don & DianaRating, 5 stars1 week ago
Wendy's place was perfectly and conveniently located for our needs. The place was spotlessly clean and had all the amenities we needed. We would love to stay again in the future!

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