Vacation rentals with a pool in Oregon

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Top-rated rentals with a pool in Oregon

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

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Top guest favorite
A comfortable living area is furnished with a brown sofa and patterned armchairs, complimented by a wooden coffee table. Large windows provide unobstructed ocean views, while a gas fireplace adds warmth to the space. A television is mounted above the stone fireplace.
Home in Depoe Bay
4.99 out of 5 average rating, 153 reviews

Seascape Coastal Retreat

Relax in a luxury oceanfront condominium in scenic Depoe Bay Oregon, the Whale Watching Capital of the US. Enjoy your 2-bedroom, 2-bath home, as well as access to the private clubhouse, indoor swimming pool, hot tub, gym, theater and game room. Watch whales, boats and inspiring sunsets from the comfort of your living room and patio. Enjoy legendary restaurants, shops , golfing, fishing and whale watching excursions nearby. Fogarty Creek State Recreation area and beach is a short drive north.

Top guest favorite
The spacious bedroom features a large bed with a blue quilt and neutral pillows. Two windows allow natural light to fill the room, accented by greenery and decorative wall hangings. A wooden dresser and a traditional clock add a touch of charm to the space.
Guest suite in Mount Hood Village
4.99 out of 5 average rating, 238 reviews

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. The studio is located on the second floor inside the main house and shares a common entry. It features a private bathroom and includes amenities such as Wi-Fi, smart TV, mini fridge, microwave, coffee maker, and electric kettle We live in the main house, so you may occasionally hear footsteps STR798-22

Superhost
The tiny home is nestled among lush trees, showcasing a wooden deck with a railing. Large windows offer views of the surrounding greenery. The exterior features vibrant colors, contrasting with the natural landscape under a clear blue sky.
Tiny home in Rogue River
4.85 out of 5 average rating, 119 reviews

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Guest favorite
A secluded hot tub is nestled among the trees, surrounded by vibrant green moss and natural elements. Two wooden stools are positioned nearby, while a rustic wooden pathway leads through the forest. The serene atmosphere is enhanced by the gentle sound of the nearby creek.
Cabin in Rhododendron
4.96 out of 5 average rating, 122 reviews

2BR Dog friendly Mount Hood cabin with hot tub!

This magical cabin is nestled near the Sandy River on the edge of Mount Hood National Forest. A mountain oasis offering all of the amenities of home yet tucked in the heart of the forest. The enchanting backyard offers seasonal creeks that invite you to miles of hiking trails and beaches. Unwind by the cozy fire, relax in the hot tub or soak up the soothing sounds from the nearby Sandy River. Skiing/snowshoeing/mountain biking/kayaking/waterfalls... a perfect mix of adventure and tranquility.

Top guest favorite
Condo in Mosier
4.98 out of 5 average rating, 320 reviews

All About the View- Columbia River Gorge Haven

Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

Top guest favorite
A charming two-story bungalow is set amidst vibrant greenery and colorful flowers. The front porch is accessible via a few steps, inviting guests to enjoy the outdoor space. The house features muted tones and large windows, harmonizing with the surrounding coastal neighborhood.
Vacation home in Lincoln City
4.98 out of 5 average rating, 211 reviews

Olivia Beach Bungalow | Hot Tub | Tesla

The Beach Bungalow is the perfect beach getaway for families. It is located in the desirable Olivia Beach neighborhood in Lincoln City. As such, guests can enjoy common space amenities such as Olivia Beach's private beach access, a park with a play structure for children, a sand volleyball court, & a fire pit for roasting s'mores. If you feel like hanging back, the Beach Bungalow has rocking chairs on the porch for reading, a private hot tub, and a wide collection of family board games.

Top guest favorite
A shared fire pit is surrounded by outdoor seating, providing a cozy gathering space. Warm light from the interior of the cabin and string lights create an inviting ambiance, while tall trees frame the backdrop, enhancing the peaceful setting.
Cabin in Grants Pass
4.96 out of 5 average rating, 345 reviews

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue

Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

Guest favorite
The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.
Tiny home in Damascus
4.92 out of 5 average rating, 804 reviews

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.

Top guest favorite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 133 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Top guest favorite
Spacious living area features large glass windows that showcase a panoramic view of the Columbia River and surrounding hills. A modern coffee table sits in front of a comfortable couch, with natural light illuminating the space from multiple angles.
Condo in Mosier
4.95 out of 5 average rating, 246 reviews

Condo Near Hood River, Spectacular Gorge View

Minutes away from Hood River, this modern condo in the quaint town of Mosier boasts a spectacular view of Gorge. Enjoy a comfortable contemporary lodging surrounded by some of the Oregon’s most beautiful scenery. A short drive to a great variety of orchards and wineries. It's perfect for those wanting a getaway from the city life and enjoy a nice & cozy place to relax. The easy access to the mountains and rivers allows to enjoy hiking, biking, climbing, skiing, & watersports.

Guest favorite
A spacious bedroom features a large bed with a light-colored duvet. Floor-to-ceiling windows provide a view of the ocean, complemented by soft blue curtains. A comfortable armchair is positioned near a small side table, creating a cozy seating area.
Condo in Lincoln City
4.82 out of 5 average rating, 170 reviews

Deluxe suite for 6, King bed and ocean views!

Explore Lincoln City from a stunning oceanfront condo at D Sands! 217 is a beautiful 2nd floor, one bedroom suite that offers up to 6 people amazing ocean views from the balcony, and a full kitchen stocked with everything you need. Sleep like a King in the bedroom, or claim the queen bed or sleeper sofa in the living room for the ocean's soothing white noise. A cozy gas fireplace in the living room completes the picture. We also give you access to the HOA's Wi-Fi and cable.

Top guest favorite
A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.
Condo in Bend
4.98 out of 5 average rating, 287 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

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