Villas and Holiday homes in Bend, OR

This pet-friendly cottage is located by the river in Bend, a 15-minute walk from Drake Park and 2.1 kilometres from Hollinshead Park.
This accommodation offers a floor area of 41 square meters, accommodates up to three guests with one bathroom, and features a kitchenette with a microwave and toaster, air conditioning, a fireplace, an indoor swimming pool, a jacuzzi, a garden, and on-site parking with free WiFi.

Bluebird Day - Timber Ridge, a holiday home in Bend, is located in the Timber Ridge district, 4.35 kilometres from Drake Park and within easy reach of Hollinshead Park (7.89 kilometres) and Ponderosa Park (7.24 kilometres).
This accommodation sleeps 13 guests and features a kitchen with a fridge, microwave and dishwasher, air conditioning, a jacuzzi, on-site parking, complimentary Wi-Fi, and a hairdryer, with a 11:00 AM check-out time.

This AvantStay property is situated near Bend, Oregon, offering easy access to attractions such as the Deschutes Brewery and Pilot Butte State Scenic Viewpoint, with Mount Bachelor a short driving distance away (approx. 30km).
This 351-square-metre house sleeps up to 14 guests in five bedrooms, boasting a swimming pool, hot tub, and ample amenities including a fully equipped kitchen and games for group entertainment.

This private studio guesthouse is situated in Bend's Westside district, just 160 metres from Newport and Galveston Avenues, offering convenient walking access to local amenities and a short drive to downtown. Guests can enjoy a king bed and pull-out sofa accommodating up to four people, a fully equipped kitchen, in-unit laundry, and a dog-friendly, partially fenced garden with a seasonal firepit, with Phil's Trail 8 kilometres away and Mt Bachelor 40 kilometres distant.

This riverside lodge in Bend's River West district offers direct access to the Deschutes River and its trail, with downtown Bend a 10 to 15-minute walk away and Pioneer Park adjacent.
This 60 square meter holiday home, accommodating up to three guests, features one bedroom, one bathroom with a steam shower, a fully equipped kitchen, air conditioning, a private patio, and access to a shared indoor heated pool and hot tub.

This Bend holiday home on 4th Street is conveniently located 2.1km from Drake Park, 2.4km from Ponderosa Park, and 2.9km from Hollinshead Park.
The 74 square metre property features one bedroom, one bathroom, and can accommodate up to seven guests, offering a fully equipped kitchen, Wi-Fi, private parking, air conditioning, and a fitness centre.

This two-bedroom villa is located in Bend, just 5.1 kilometres from Drake Park and 8.9 kilometres from Hollinshead Park, in a popular area known for its proximity to skiing. The property has excellent user, location, and cleanliness ratings.
The villa offers a fully equipped kitchen with a dishwasher and oven, allowing guests to prepare their own meals. Guests can enjoy the fresh Bend air from the private balcony and relax in the swimming pool, Jacuzzi, or spa.

The Osprey is situated in Bend, just over 3 miles from Drake Park and about 5 miles from Hollinshead Park, in a location perfect for skiing enthusiasts. The property has received excellent ratings for its cleanliness, location and overall user experience.
The 4-bedroom property provides comfortable accommodation for up to 10 guests across its 168 square metres. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and parking.

This charming four-bedroom Craftsman home is ideally situated in Bend, just a short walk from Drake Park and a short drive from other popular parks and Redmond Municipal Airport. This property consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
This comfortable house offers a well-equipped kitchen with a dishwasher and oven, ensuring that guests can easily prepare their own meals. The home also benefits from air conditioning, a swimming pool, a garden, a spa, a fitness centre, and free parking, making it a perfect choice for families and groups looking for a relaxing and enjoyable stay in Bend.

This Bend townhouse, located in a quiet cul-de-sac less than 1.1 kilometres from the Old Mill District, offers easy access to shopping, dining, and the Deschutes River.
The two-bedroom, two-bathroom property sleeps up to six guests, includes a modern kitchen with appliances, a dedicated garage, and a small desk in the second bedroom; enjoy the tranquility of this private end-unit duplex.

This charming cottage is situated in Westside Bend, just a short walk from the Galveston food cart lot and within 2.4 kilometres of downtown Bend, the river wave at McKay Park, and the Amphitheatre. The area offers a lively atmosphere with a mix of shops, restaurants, and breweries.
This one-bedroom cottage provides 69 square metres of living space and can comfortably accommodate up to four guests. The cottage features a fully equipped kitchen, a covered porch, a patio off the master bedroom, and an outdoor dining area with a propane BBQ, making it ideal for both relaxing and entertaining.

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.