Holiday rentals with a pool in Bend

River Ridge Getaway - River Trail, Pool & Hot Tub

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)

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.

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!

Deschutes River View + Walk to Downtown&Drake Park

Welcome to your private oasis on the Deschutes River! This boho modern ground floor studio is the adventure you've been looking for, located in the heart of Bend. Whether you're here for a short stay to explore the city's vibrant offerings or planning a longer adventure to immerse yourself in the natural beauty of the area, our studio has everything you need. Hayden Homes: 1.9 miles Old Mill: 1.5 miles Pilot Butte: 2.7 miles RDM Airport: 16 miles Mt Bachelor: 22 miles Smith Rock: 25.7 miles

Riverfront Cottage - Steam Room & Pet Friendly!

Welcome to "Hot Damn", up to three guests can stay here, on the queen bed and a twin size sleeper sofa (in the living room). You’ll have everything you need to relax and take in the beauty of the Deschutes River and popular Trail through the windows or on your patio. Enjoy heated floors, a fireplace, in unit laundry, a huge walk in shower that doubles as a steam room, as well as access to an indoor pool and hot tub! Bring along 2 pets for a one-time fee ($55.95/pet), requested after booking.

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God 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.

Riverfront Condo 2 Blocks to Downtown Bend

Enjoy the river views in this stylish condo within walking distance to downtown Bend! This newly remodeled condo features 1 master bedroom with an additional queen size murphy bed in the living room and 2 full bathrooms. The condo is located on the Deschutes River just 2 blocks north of downtown Bend, with access to miles of walking/biking/hiking trails right outside your front door. Kick your feet up on the patio, or turn the fireplace on and cozy up - you’ll love your stay!

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

Newly Updated 1-Bedroom Condo - Amazing Location!

A cabin condo with a modern and clean interior. Nestled in the westside of Bend, you can't beat this great location! -20 minutes from Mount Bachelor -5 minutes from two of Bend's best golf courses (Widgi Creek and Tetherow) -5 minutes from shopping and dining at the Old Mill District -10 minutes from shopping and dining at downtown Bend -2 minute walk from the beautiful Deschutes River Trail Come enjoy the great outdoors and the comfort of a cozy condo!