Villas and Holiday homes in Bend, OR

This detached house in Bend offers a convenient location, just a 7-minute walk to Starbucks and a dog park, with easy access to downtown Bend and the Old Mill District.
This family-friendly property accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, a dedicated workspace, a fenced garden for pets, an outdoor patio with a gas grill, and a living room with a gas fireplace and Apple TV, plus proximity to the Deschutes River Trail.

This Bend holiday home is situated near the Deschutes River, offering easy access to numerous hiking and biking trails in the Cascade Mountains.
The 198 square metre (2129 square feet) property boasts a four-bedroom, two-bathroom open-plan layout, sleeping up to nine guests, and features a private fenced backyard with a gas grill and fire pit, plus access to a community swimming pool.

This four-bedroom Ponderosa Pines house, a contemporary property located in a quiet Bend neighbourhood on a canal, offers easy access to Pine Nursery Park and the Canal Trail.
The 178 square metre property boasts a fully equipped kitchen, swimming pool, jacuzzi, and spacious deck with hot tub and fire pit, comfortably accommodating up to ten guests.

This family-friendly holiday home in Bend's Mount Bachelor Village is situated 4 kilometres from Drake Park and 7.4 kilometres from Hollinshead Park, offering easy access to Bend's attractions and outdoor recreation.
The 77-square-metre property boasts one bedroom, one bathroom, and sleeps up to 11 guests, featuring a fully equipped kitchen, swimming pool, jacuzzi, garden, parking, and free Wi-Fi; nearby Ponderosa Park provides further recreational opportunities.

Ski House 155 is situated in Bend, Oregon, 3.9km from Drake Park, 7.4km from Hollinshead Park, and 5.8km from Ponderosa Park, offering easy access to Bend's outdoor recreation.
This 79 square metre property sleeps four in two bedrooms and two bathrooms, boasting a fully equipped kitchen, private terrace, seasonal outdoor pool, jacuzzi, and free Wi-Fi; nearby skiing opportunities are available during winter.

The Nest is a self-contained house situated just 0.8km from Columbia Park and the Deschutes River in Bend, Oregon, offering a peaceful escape close to nature. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house spans 60 square metres and comfortably accommodates two guests in a single bedroom and bathroom. The Nest offers a range of amenities for a relaxing stay, including a private hot tub, a fully equipped kitchen, a terrace, and access to two cruiser bikes for exploring the area.

Aerie at Discovery Corner offers modern townhomes situated in Bend's west side Discovery West neighbourhood, a 10-kilometre drive from Downtown Bend and steps from the Discovery West neighbourhood plaza.
These family-friendly residences accommodate up to 10 guests with 5 bedrooms and 3 bathrooms, featuring a private rear balcony with a hot tub and a front balcony with an electric BBQ, alongside community amenities like a firepit and concierge services.

This family-friendly house is located in Bend, just a kilometre from Drake Park, the Deschutes River, and Tower Theater, and within a 2 kilometre radius of the Des Chutes Historical Museum and Downtown Bend Business Association. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house spans 102 square metres and comfortably accommodates eight guests. It features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, a spa, a fitness centre, a tennis court, and parking.

This Bend holiday home on 4th Street is situated 1.9km from Drake Park and within 2.6km of both Hollinshead and Ponderosa Parks.
This one-bedroom, one-bathroom property offers 74 square metres of space, sleeping up to five guests and boasting a fully equipped kitchen, air conditioning, and proximity to Bend's popular parks.

This modern townhome in Bend's Discovery West neighbourhood is a 10-minute drive from Downtown Bend and close to local shops and dining.
This family-friendly property sleeps 10 guests and features 5 bedrooms, 3 bathrooms, a kitchen with fridge, freezer and microwave, air conditioning, a hot tub, terrace, spa, and parking, with concierge services available.

Ponderosa Lodge, situated just outside Bend, Oregon, is conveniently located approximately 12 kilometres from Drake Park and 13 kilometres from Hollinshead Park, offering easy access to outdoor recreation and scenic views.
This 260 square metre property boasts a fully equipped kitchen, Jacuzzi, garden, tennis court, free Wi-Fi, and parking; in-house laundry facilities and a flat-screen TV are also provided.

This detached dwelling is located in a Bend neighbourhood, conveniently situated 6.28 kilometres from Hollinshead Park, 7.89 kilometres from Drake Park, and 9.17 kilometres from Ponderosa Park.
This property offers 186 square metres of living space, accommodating up to 11 guests with one bedroom and two bathrooms, featuring air conditioning, a fireplace, a well-equipped kitchen, and a tour desk for activity planning.

MBV501B, a Bend holiday home, is situated approximately 4.2km from Drake Park and 7.7km from Hollinshead Park, offering easy access to these popular Bend parks and Ponderosa Park.
This one-bedroom, one-bathroom property sleeps three, features air conditioning, a swimming pool, a fireplace, and provides towels and linen; nearby attractions include skiing and Redmond Municipal Airport (31km away).

This family-friendly residence is situated in Bend's River Wild neighbourhood, offering direct access to the Deschutes River Trail, just 500 meters away, and proximity to kayaking, rafting, biking, and hiking opportunities.
This spacious two-storey property accommodates up to eight guests with three bedrooms and two bathrooms, featuring a gourmet kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, jacuzzi, spa, and a single-car garage, with a 11:00 AM check-out time.

This five-bedroom house is situated in a private estate in Northeast Bend, just off Cooley Road, offering easy access to Highway 97 and attractions like Mount Bachelor, Bend, Redmond, Smith Rocks, and Sunriver, all within a 30-kilometre radius. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and well-equipped stay.
This spacious home spans 464 square metres and comfortably accommodates up to 14 guests. The house features a fully equipped kitchen, a private basketball court, a hot tub, and a swimming pool, providing ample opportunities for relaxation and entertainment.

This detached dwelling is situated in the exclusive River Wild neighbourhood of Mt. Bachelor Village Resort, offering direct access to the Deschutes River Trail and a mere 2.5 to 3.5 kilometres from downtown Bend and the Old Mill District, with Mt. Bachelor Ski Resort approximately 32 kilometres away.
This family-friendly property boasts 213 square metres of living space, accommodating up to 8 guests across 3 bedrooms and 2 bathrooms, and features a gourmet kitchen, a wrap-around deck with a BBQ, an arcade room, and is pet-friendly for small dogs, all within a resort offering a swimming pool, hot tub, restaurant, and fitness centre.