Vacation rentals with a pool in Deschutes River

4.99 out of 5 average rating, 186 reviews

An aerial view captures the expansive property featuring a lush English Country Garden filled with vibrant flowers and greenery. A serene swimming pond is visible in the foreground, while the well-maintained guest suite is framed by trees in the background.

Guest suite in Bend

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

4.96 out of 5 average rating, 199 reviews

Guest suite in Bend

River Ridge Getaway-Hot Tub, Boot Dryer & Ski Rack

Our newly remodeled guest suite with private entrance & pool/hot tub access is in Mt Bachelor Village, nestled in the trees above the scenic Deschutes River trail where you can enjoy walking, jogging, floating, kayaking, SUP, surfing, rock-hounding and fishing. It is one of the best locations in town, just off Century Dr on the way up to Mt Bachelor Ski Resort and within walking distance to The Old Mill, Hayden Homes Amphitheater and Bend's popular west side. Pool (Jun-Sep) & Hot Tub (10am-9pm)

4.84 out of 5 average rating, 146 reviews

A comfortable living area is illuminated by natural light from large windows, offering views of the outdoors. A soft rug covers the hardwood floor, while a cozy sofa and armchair are arranged around a coffee table. A modern fireplace is located beneath a flat-screen television.

Townhouse in Bend

Charming Bend Condo #129

Relax in this fully updated condo just minutes from Mt Bachelor and steps from the Deschutes River trail. Enjoy biking, hiking, skiing and award-winning golf courses, and watch the wildlife from the park like-setting on the back deck. This prime location is also close to downtown Bend, the Old Mill District and some of the best restaurants and shops Bend has to offer. If you choose to eat in, you'll appreciate the well appointed kitchen Queen Bed in the bedroom and pullout sofa in the main room.

4.98 out of 5 average rating, 891 reviews

The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.

Home in Terrebonne

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

4.78 out of 5 average rating, 159 reviews

River View Condo- Edge of Downtown

Right on the banks of the Deschutes River, this family-friendly condo offers a spectacular river view that can be enjoyed from the private balcony! You’ll have all the comforts of home with a full kitchen, 2 queen beds in 2 separate areas, 2 bathrooms, a high chair, pack-n-play, and toys and board games! 2 pets are welcome for a one-time fee ($55.95 per pet) requested after booking! You'll also have access to the pool, hot tub, laundry facilities, and office staff from 10:00 AM - 7:00 PM daily!

4.98 out of 5 average rating, 276 reviews

A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.

Home in Terrebonne

Pointe of Blessing with hot tub and canyon views

We hope you will enjoy our Pointe of Blessing. We feel our canyon perch is a gift from God-just too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South. Prepare to relax unwind and enjoy spectacular sunrises and moonrises.

Guest favorite

An outdoor pool area is surrounded by lounge chairs, offering a relaxing space. Shade is provided by red umbrellas. Lush trees line the background, creating a serene environment. Recreation facilities and seating areas are visible, enhancing the community feel of the resort.

4.78 out of 5 average rating, 101 reviews

Beautiful Retreat with ALL the resort amenities

Cozy and clean condo at Seventh Mountain Resort located along the Deschutes river. Beautifully updated 1 bedroom 2 full size baths with a queen sized Murphy bed, completely stocked kitchen and comfortable furniture. Resort amenities include: pools, hot tubs, sauna, gym, tennis courts, pickle ball courts, playground, miniature golf, seasonal ice rink and horseback riding, restaurant, bar, biking trails and more. A quick drive to downtown and the closest lodging available to Mt. Bachelor.

4.85 out of 5 average rating, 453 reviews

An outdoor pool area is surrounded by tall trees, offering a serene setting. Lounge chairs are positioned around the pool, and a hot tub is visible nearby. Concrete pathways lead to the pool, with the building structure softly situated in the background.

Condo in Sunriver

Sunriver-Mt. Bachelor *In Room Sauna* HotTub/Pool

Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has it’s way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

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.

4.98 out of 5 average rating, 219 reviews

Sunriver Studio - Pool Open Memorial Weekend!

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Pool and hot tub opening on Memorial Weekend! 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.

4.88 out of 5 average rating, 382 reviews

An indoor pool is surrounded by large windows, providing ample natural light and views of the trees outside. Cathedral ceilings enhance the spacious feel, while skylights offer additional illumination. A sliding door leads to the outdoor deck, seamlessly connecting the indoor and outdoor spaces.

Home in Bend

The House on the River

From the moment you enter the neighborhood, you will enjoy a very private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail. Licensed. Deschutes County license 1443

Guest favorite

4.87 out of 5 average rating, 206 reviews

Seventh Mountain Resort Getaway

This newly remodeled one bedroom condo sits right above the Deschutes river. Seventh Mountain Resort is your winter and summer outdoor adventure destination in sunny Central Oregon. The premier location for recreational activities, from biking, hiking, and whitewater rafting in summer, to ice skating and skiing in the winter. Your stay here will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun, shopping and more.

The outdoor pool area features a spacious deck surrounded by lounge chairs and shaded by sail-like canopies. Lush trees frame the scene, providing a tranquil atmosphere. Sunlight reflects off the clear water of the pool, inviting relaxation in a serene natural setting.