Holiday rentals with a pool 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.

Cozy Mountain Escape: Amazing Views! Hot tub!

Relax in this calm, stylish newer home! The unobstructed mountain views are Jaw-dropping!! Walking distance to all that this amazing town has to offer. Enjoy the mountains and wildlife from the upper and lower decks after a day of exploring. Located in the desirable Pine Meadow Village neighborhood. Includes access to clubhouse, with a seasonal pool and a hot tub. You will take part of the mountain escape experience with you, wherever you go, and the memories you create will last a lifetime!

River Ridge Getaway - River Trail & Hot Tub

Our peaceful 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 The Old Mill, Hayden Homes Amphitheater and Bend's popular west side. Pool (Jun-Sep) & Hot Tub (10am-9pm)

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.

Walk to Village, SHARC Passes, Bikes, AC, King Bed

A cozy, modern single story home. Updated kitchen that opens to a comfortable and inviting living space. Bedrooms are outfitted with comfortable beds, pillows and bedding so you’re sure to get a good night’s rest. The wood burning stove will keep you warm and cozy while watching your favorite shows on Netflix, Prime or DirectTV (live TV). 6 SHARC passes, 2 adult bikes, 2 kids bikes & scooters. Many amenities for kids and dedicated WFH space make this the perfect place for your next getaway.

Room With a View Condo, Sharc passes included.

Room With A View Condo has a rustic feel with exposed wood beams, tall ceilings, an open floor plan and a large cozy stone fireplace. This is the feel you want when you vacation to Sun River. Stunning views of the rolling hills, and the Oregon Cascade Range including Mt. Bachelor and Broken Top are visible from the living room, deck, and your king size bed. Conveniently located a short walking path to Sun River Lodge, and The Village. Wifi, cable, smart TV, and DVD provided. Fully stocked.

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

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.

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.

Bungalow at The Parks

Our Bungalow has easy access to Mt. Bachelor, Bend's famous mountain bike trails, one mile from OSU Cascades, very near Old Mill shopping and dining, and easy access to downtown Bend, also. You’ll love our place because of the coziness, the comfy bed, and private access to your space. The Bungalow is good for couples, solo adventurers, and business travelers. Our neighborhood pool is open May through August.

Mt Bachelor Village Resort- Room in River Ridge II

Hotel style room with private entry in forested Mt Bachelor Village Resort on the westside of Bend. Quick access to hiking, biking, the river trail, Old Mill district, Mt Bachelor, and many restaurants and breweries. It's a nice walk or bike ride to the Old Mill district and 2.5 miles from downtown Bend. The beautiful Deschutes River Trail is just down the hill from our unit-great for that morning walk or jog!