Holiday Rentals in Bend, OR

This five-bedroom, four-bathroom property in Deschutes River Woods is situated near Widgi Golf Course and 7th Mountain Resort, offering easy access to both outdoor recreation and the amenities of Bend's town centre.
The 271-square-metre house boasts a gourmet kitchen, swimming pool, jacuzzi, and ample space for up to ten guests, plus a 10% discount for bookings of a week or more (excluding Christmas/New Year's).

This Bend house, near the factory outlets and Old Mill District, offers easy access to local attractions.
Sleeping eight guests, this three-bedroom, two-and-a-half-bathroom property boasts a fully equipped kitchen, high-speed internet (900 Mbps), a fenced backyard with gas grill, and an EV charger; board games and a travel cot are also provided.

This Bend lakefront property offers direct access to the Deschutes River and Drake Park, situated within a 24km radius of Bend Whitewater Park and the Des Chutes Historical Museum.
The 87 square metre house comfortably sleeps six guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen, and a private swimming pool, Jacuzzi, and tennis court, plus free Wi-Fi.

This Bend holiday home, located in the Larkspur neighbourhood, is 5.3km from Bend city centre and the Old Mill District, close to Pilot Butte State Park and a golf course.
The 223 square metre property boasts a spacious open-plan layout, sleeping eight guests across four bedrooms and three bathrooms, and includes a fully equipped kitchen, two fireplaces, and a garden with parking; ideal for families and those wishing to explore Bend's attractions.

This one-bedroom condominium at WorldMark Seventh Mountain Resort in Bend, Oregon, offers a prime Deschutes River Woods location, just 15 kilometres from the ski slopes of Mt Bachelor and a short drive to downtown Bend's amenities.
This apartment provides accommodation for up to four guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, sauna, fitness centre, and a private balcony overlooking the scenic surroundings.

This one-bedroom flat is located in the Firehall Building in Downtown Bend, offering immediate walkability to numerous dining, entertainment, and shopping establishments, with the Oxford Suites and Firehouse Restaurant directly across the street and downstairs respectively.
This second-floor corner unit sleeps two guests and features a well-equipped kitchen, air conditioning, and complimentary Wi-Fi, with a secured single-car garage space and a barbecue deck available on-site.

This recently renovated Bend condo is situated a short 1.6-2.4 kilometre walk from Bend's city centre, offering easy access to restaurants, shops, and breweries.
Sleeping four guests, this third-floor apartment features a king-size bed, a pull-out sofa bed, two bathrooms, a fully equipped kitchen with a dishwasher, and keyless entry; complimentary coffee is provided.

This three-bedroom chalet is situated in a quiet neighbourhood just a short walk from Bend's city centre, providing easy access to the shops, restaurants and attractions of Newport Avenue, Galveston and the Deschutes River Trail.
The chalet offers a spacious living area, a fully equipped kitchen with modern appliances, a private garden with a patio and a fireplace, and a finished basement studio with a pull-out sofa bed, perfect for families or groups of up to six guests.

This Bend apartment, situated in the Boyd Acres neighbourhood, offers direct Deschutes River views and is conveniently located near the Deschutes Brewery and River's Edge Golf Course.
The one-bedroom, one-bathroom flat sleeps four guests comfortably, boasting a king-size bed, sofa bed, fireplace, 55" Smart TV, and access to on-site amenities including swimming pools, a spa, and fitness centre.

Ski House 237 is located in Bend, just a short distance from Drake Park, Hollinshead Park, and Ponderosa Park, offering easy access to outdoor recreation and scenic views. This property has received excellent user ratings for its location, cleanliness, and overall experience.
The two-bedroom house is perfect for a small group or family, with a floor area of 84 square metres. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, fitness centre, and free parking.

This studio apartment is located in Bend's River West district, offering direct access to the Deschutes River Trail and a mere 500-meter walk to downtown Bend's amenities.
This ground-floor accommodation, covering 30 square meters, features a kitchenette with a stovetop, fridge, and microwave, sleeps two guests, and provides access to an indoor heated swimming pool and hot tub.

This Old Mill District house is situated a short walk from Jackson's Corner and within 0.8 km of Bend's city centre, the Old Mill District, and the Deschutes River.
The three-bedroom, two-bathroom property sleeps six, offering a king suite, two queen bedrooms, a fully equipped kitchen, two smart TVs, free Wi-Fi, a saltwater hot tub, and six complimentary cruiser bikes for exploring the area.

This Boyd Acres apartment in Bend, Oregon is situated near the Bend River Promenade and Deschutes River, with Sun Mountain Fun Center and River's Edge Golf Course less than 1.6km away.
The one-bedroom, one-bathroom flat sleeps four guests and boasts an indoor pool, hot tub, private balcony, free Wi-Fi, and limited housekeeping, offering a convenient base for exploring Bend's attractions.

This Park Place residence in Bend is situated 5.47 kilometres from Drake Park and 5.63 kilometres from Ponderosa Park, with Hollinshead Park 7.89 kilometres away.
This detached house offers 102 square metres of living space with 3 bedrooms, accommodating up to 11 guests, and features a hot tub, air conditioning, and private parking, with skiing and cycling opportunities nearby.

This Old Bend studio apartment is situated 0.8km from Bend city centre and the Old Mill District, offering easy access to the Deschutes River Trail and historic sites.
The 46-square-metre self-catering apartment sleeps three, features a terrace, fully equipped kitchen including a dishwasher, and a built-in hammock; nearby attractions include the Hayden Homes Amphitheatre and Mt. Bachelor.

This family-friendly holiday home is located in Bend, just under 2 kilometres from the Deschutes River, Hayden Homes Amphitheater, and the Old Mill District, offering easy access to Bend's cultural scene and outdoor activities. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The 96 square metre property has three bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen, a garden, a swimming pool, a spa, a fitness centre, and free Wi-Fi, ensuring a comfortable and enjoyable stay.