Villas and Holiday homes in Bend, OR

1070 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Bend, OR holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

1070 Villa rentals in Bend, OR

Best Holiday Homes with a Pool in Bend, OR

A holiday home with a swimming pool in Bend, OR ensures a swim is always available after your mountain adventures.

Ski House 133 - Meredith Lodging - Bend, OR
9.2 82 reviews
Bend, OR
08/11 – 10/11
£131/nighttotal: £262 (2 )

Ski House 133 - Meredith Lodging

1 2
house , Bend
Ski House 133 is located in Bend, just a short drive from several parks, including Drake Park, Hollinshead Park, and Ponderosa Park, offering easy access to outdoor activities and city amenities. The property has received excellent user ratings for location, cleanliness, and overall experience.
This comfortable dwelling spans 56 square metres and can accommodate up to four guests. The house features a fully equipped kitchen, a relaxing bathroom, a private balcony, free parking, and complimentary Wi-Fi, making it a great choice for families or groups looking for a convenient and comfortable stay in Bend.
River Ridge 517a - Bend, OR
10 1 review
Bend, OR
17/09 – 19/09
£220/nighttotal: £440 (2 )

River Ridge 517a

1 2
house , Bend
River Ridge 517A, a self-catering property in Bend, Oregon, is situated near the Deschutes River, 3.9km from Drake Park and within a 5.8km radius of Ponderosa and Hollinshead Parks.
This one-bedroom house offers 81 square metres of space, sleeping up to seven guests, and boasts a fully equipped kitchen, private balcony with river views, Wi-Fi, parking, a fireplace, and satellite TV.
Cozy Condo With Shared Pool Hot Tub Sauna Fitness Room Washer And Dryer - Bend, OR
Bend, OR
26/06 – 29/06
£369/nighttotal: £1107 (3 )

Cozy Condo With Shared Pool Hot Tub Sauna Fitness Room Washer And Dryer

1 2
house , Deschutes River Woods
This apartment is located in Bend, 10.8 kilometres from Drake Park and 14.2 kilometres from Hollinshead Park.
This apartment offers a floor area of 62 square metres, accommodates up to 6 guests, and features a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, a sauna, a fitness centre, and free WiFi.
Old Mill Magic Townhouse - Bend, OR
9.6 228 reviews
Bend, OR
22/10 – 26/10
£211/nighttotal: £844 (4 )

Old Mill Magic Townhouse

2 2
house , Bend
The Old Mill Magic townhouse is located in Bend, Oregon, just 2.6 kilometres from Drake Park and 4.8 kilometres from Hollinshead Park, in a lively area close to shops and restaurants. This property has consistently received excellent ratings for location, cleanliness and user experience.
The townhouse has two bedrooms and two bathrooms, covering 133 square metres. The fully-equipped kitchen, air conditioning, free Wi-Fi, private parking, swimming pool, Jacuzzi, terrace, garden, spa, restaurant, fitness centre and pet-friendly policy make this townhouse a great choice for families or groups looking for a comfortable and enjoyable stay in Bend.

Best Bend, OR villas and holiday homes with a fireplace

Wildwood Manor - Bend, OR
Bend, OR
26/06 – 28/06
£1323/nighttotal: £2646 (2 )

Wildwood Manor

4 5
house , Bend
Wildwood Manor, a four-bedroom house in Bend, Oregon, is conveniently located approximately 6.7 km from Drake Park, 8 km from Hollinshead Park, and 4.3 km from Ponderosa Park.
This 256 square metre property sleeps up to 19 guests and boasts a fully equipped kitchen, two bathrooms, a balcony, free Wi-Fi, and on-site amenities including a 24-hour reception and ATM, plus tour organisation services.
127 M² House ∙ 3 Bedrooms ∙ 6 Guests - Bend, OR
10 3 reviews
Bend, OR
26/06 – 29/06
£673/nighttotal: £2019 (3 )

127 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house , Tumalo
This Tumalo riverside property offers riverfront access with a private beach area, a short walk from Tumalo State Park and a short drive (approximately 10 km) from Costco and Bend city centre.
This 127 square metre house sleeps eight guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen including dishwasher, a swimming pool, jacuzzi, sauna, spa, fitness centre, and a spacious deck with BBQ facilities.
Urban Roundabout Home - Bend, OR
9.6 159 reviews
Bend, OR
22/06 – 24/06
£325/nighttotal: £650 (2 )

Urban Roundabout Home

2 4
house , Bend
This Urban Roundabout home is located in Bend, within walking distance of Drake Park and a short drive from other parks, offering easy access to outdoor recreation. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom property spans 108 square metres and provides comfortable accommodation for families or groups. The house features a fully equipped kitchen, a private patio, a swimming pool, a Jacuzzi, a spa, a fitness centre, and a restaurant, ensuring a relaxing and enjoyable stay.
Top Floor Riverfront Condo At The Edge Of Downtown - Bend, OR
Bend, OR
17/09 – 19/09
£199/nighttotal: £398 (2 )

Top Floor Riverfront Condo At The Edge Of Downtown

1 2
house , Bend
This top-floor riverfront condominium is located on the edge of downtown Bend, a 15-minute walk from Drake Park and 2.1 kilometres from Hollinshead Park.
This property offers accommodation for up to five guests, featuring two bathrooms, a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, an indoor swimming pool, a jacuzzi, a garden, and on-site parking, with a floor area of 59 square meters.

Frequently asked questions about villa rentals in Bend, OR

Destinations nearby

Best Bend, OR villas and holiday homes with a kitchen

Old Mill Getaway By Avantstay Private Backyard W Hot Tub - Bend, OR
10 1 review
Bend, OR
09/08 – 15/08
£347/nighttotal: £2082 (6 )

Old Mill Getaway By Avantstay Private Backyard W Hot Tub

3 7
house , Bend
This Bend holiday home is located approximately 1.8km from Ponderosa Park, 3.9km from Drake Park, and 4.2km from Hollinshead Park.
This three-bedroom, two-bathroom property boasts 161 square metres of living space, a private backyard with a hot tub, and comfortably accommodates up to 13 guests, offering free Wi-Fi and parking.
Bekind Cottage - Bend, OR
9.7 111 reviews
Bend, OR
01/08 – 31/08
£381/nighttotal: £11430 (30 )

Bekind Cottage

3 2
house , Bend
BEkiND Cottage is situated in Bend, Oregon, a short walk (approximately 1.6 km) from Drake Park and a few miles (approximately 5 km) from Hollinshead and Ponderosa Parks.
This 94 square metre house offers three bedrooms, one bathroom, a well-equipped kitchen including a dishwasher, a jacuzzi, a terrace, a garden, free parking, and free Wi-Fi; nearby activities include skiing and tennis on the on-site court.
A Stone's Throw | Mill Modern - Very Walkable - Bend, OR
9.9 70 reviews
Bend, OR
22/06 – 24/06
£311/nighttotal: £622 (2 )

A Stone's Throw | Mill Modern - Very Walkable

2 4
bungalow , Bend
This recently renovated detached house in Bend is located in the city's most sought-after historic district, just 200 metres from the city centre, Box Factory, and Old Mill district, and an 8-minute walk to the Deschutes River.
This family-friendly property offers two bedrooms and two bathrooms accommodating up to four guests, with a queen sofa bed, a private garden, and amenities including air conditioning, Wi-Fi, and a dishwasher, making it ideal for exploring Bend.
Ski House 203 - Meredith Lodging - Bend, OR
8.9 31 reviews
Bend, OR
17/09 – 19/09
£211/nighttotal: £422 (2 )

Ski House 203 - Meredith Lodging

2 2
house , Bend
Ski House 203 is located just 3.8 kilometres from Drake Park in Bend, offering easy access to the city's parks and outdoor activities. This property has received excellent reviews from previous guests.
This two-bathroom home can comfortably accommodate up to six guests. Amenities include a fully equipped kitchen, a private balcony, air conditioning, a swimming pool, a jacuzzi, a garden, a restaurant, free Wi-Fi, and free parking.

Choose the Right Holiday Homes with a Hot Tub in Bend, OR

These holiday homes in Bend, OR include a jacuzzi, and perfect for a restorative soak after a day of active rest.

Riverview Pet Friendly Condo In Downtown Bend - Bend, OR
Bend, OR
17/09 – 19/09
£180/nighttotal: £360 (2 )

Riverview Pet Friendly Condo In Downtown Bend

1 2
house , Bend
This pet-friendly condominium in Downtown Bend offers city views and is situated 1.3 kilometres from Drake Park.
This 59 square metre property accommodates up to seven guests, featuring two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, complimentary WiFi, on-site parking, and access to an indoor swimming pool and hot tub.
Huckleberry Cottage - Bend, OR
Bend, OR
26/06 – 29/06
£522/nighttotal: £1566 (3 )

Huckleberry Cottage

1 2
house , Bend
Huckleberry Cottage is located in Bend, Oregon, a 17-minute walk from Drake Park, 4.7 km from Hollinshead Park, and 6.1 km from Ponderosa Park, offering easy access to Bend's outdoor recreation and Redmond Municipal Airport (27 km away).
This 139-square-metre house sleeps seven guests, boasting two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, a Jacuzzi, and is suitable for families or groups of friends, excluding bachelor/hen parties.
Condo Near Downtown Bend - Top-floor With Riverview - Bend, OR
Bend, OR
17/09 – 19/09
£180/nighttotal: £360 (2 )

Condo Near Downtown Bend - Top-floor With Riverview

1 2
house , Bend
This top-floor flat in Bend offers river views, a 15-minute walk to Drake Park and is 2.1 kilometres from Hollinshead Park.
This 59 square metre apartment accommodates up to seven guests, featuring air conditioning, a fully equipped kitchen with a dishwasher, an indoor pool, and free on-site parking.
Bluebird Day - Timber Ridge - Bend, OR
Bend, OR
09/08 – 15/08
£409/nighttotal: £2454 (6 )

Bluebird Day - Timber Ridge

1 7
house , Bend
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.
©2026 cozycozy.com