Vacation rentals with a pool in Bend

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.

Jan 12 – 19

Guest suite in Bend

Mt Bachelor Village-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, kayaking, surfing, rock-hounding and stand-up paddle boarding. 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

Jul 1 – 8

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!

Sep 24 – Oct 1

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

Mar 9 – 16

Condo in Sunriver

Sunriver Getaway

Wonderful upper condo in a quiet location perfect for families, business people, and those wanting a relaxing getaway. Two large bedrooms each have new comfortable queen beds and the upper loft has one new twin bed - condo sleeps 5 people total! Year round hot tub and seasonal pool (open Memorial Day weekend thru 1st weekend of October) for relaxing and play! Washer-dryer, Wireless wi-fi and cable TV. Walking distance to Sunriver Resort, restaurants, shops, and trails.

Jun 3 – 10

Condo in Bend

Seventh Mountain Resort 1 bedroom / 1 bath - Pool

**NEWLY RENOVATED NOVEMBER 2022** Your family will be close to everything when you stay at this centrally located condo at Seventh Mountain Resort. Bend is a short 5 mile drive and only a short drive to Mt. Bachelor. Kids will love the pools and mini-golf! Parents, enjoy the peace and quiet as you look off into the valley above the Deschutes River. Condo features full kitchen, king master, queen murphy bed and couch is a hide-a-bed. We sincerely hope you enjoy your stay!

Oct 17 – 24

Condo in Sunriver

Comfortable Powder Village Condo in Sunriver OR

Enjoy the quiet, natural back-drop of undeveloped land out the front door of this comfortable Powder Village condo. This ground-level condo offers sleeping for 5 guests (2 bedrooms with queen beds, 1 full size sleeper sofa) and 2 full baths. Seasonal outdoor pool/year-round hot tub, Washer/Dryer, Wifi, Keurig coffee maker, Vizio & Roku Smart TVs. Walking distance to The Village at Sunriver and easy access to bike/walking trails and nearby Mt. Bachelor.

Condo in Bend

Adorable Studio at Seventh Mountain Resort

What an incredible getaway with all of the amenities of Seventh Mountain Resort and just 12 miles to Mt. Bachelor. Very welcoming, bright and comfortable. Queen size bed, love seat and a patio with a nice view. Flooring is modern luxury vinyl planking. Enjoy resort amenities which include The Outfitter Bar, mini-golf, gym, disc-golf, two pools, spas and more. Seasonal rafting trips. 24 hour guest check-in at the main lodge.

Jul 23 – 30

Condo in Sunriver

*Family Friendly/Forest view/Hot Tub/Pool

*Seasonal Pool (opens Memorial Day weekend) and Year-round hot tub * Step into this peaceful and quiet condo in Powder Village just outside the Sunriver Village. Hardwood floors make this 2-bedroom 2 bath condo a perfect retreat for any small group or family. • Forest Views • Self-Check-In • Fast Wi-Fi • No assigned Parking • Hardwood floors • 1 King Bed, 1 Queen Bed • Pack N Play • Toddler Bed • Queen Size Air-Mattress

Mar 29 – Apr 5