Villas and Holiday homes in Bend, OR

1491 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

1491 Villa rentals in Bend, OR

Best Bend, OR villas and holiday homes with a fireplace

219 M² House ∙ 3 Bedrooms ∙ 6 Guests - Bend, OR
10 1 review

219 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Bend
This west Bend holiday home is situated close to the Deschutes River, within walking distance of breweries and cafes, and 1.6 kilometres from both Bend city centre and the Hayden Homes Amphitheatre.
The 219 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a private hot tub, swimming pool, and fully equipped kitchen; Harmon Park is also within easy walking distance.
167 M² House ∙ 3 Bedrooms ∙ 1 Guest - Bend, OR
No reviews

167 M² House ∙ 3 Bedrooms ∙ 1 Guest

house, Bend
Holiday house for 1 guest. You will be in Bend.
Facilities and services: free parking, air conditioning and a fridge. This is a pet-friendly house!
Wild Meadow - Bend, OR
10 1 review

Wild Meadow

house, Bend
Wild Meadow is a detached house located in Bend, 4.2 kilometres from Drake Park and 6.9 kilometres from Hollinshead Park, with Ponderosa Park 7.9 kilometres away.
This spacious 260 square metre property offers four bedrooms, three bathrooms, a fully equipped kitchen with a dishwasher and oven, a fireplace, and a balcony, accommodating up to 19 guests and providing free private parking and WiFi for those interested in skiing and other outdoor pursuits.
125 M² House ∙ 3 Bedrooms ∙ 7 Guests - Bend, OR
10 5 reviews

125 M² House ∙ 3 Bedrooms ∙ 7 Guests

house, Bend
This Bend holiday home is peacefully situated near the Deschutes River, 4.8km from Bend city centre and 2.4km from the Old Mill District.
The 124 square metre single-storey property boasts three bedrooms, two bathrooms, sleeps seven, and features a gourmet kitchen, hot tub, swimming pool, and private garden, with easy access to nature trails.

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.

Westside Vibes - Walkable W/ Salt Water Hot Tub Too! - Bend, OR
No reviews

Westside Vibes - Walkable W/ Salt Water Hot Tub Too!

cottage, Bend
This detached house is situated in Bend's River West district, a mere 160 metres from Galveston Street and a short walk to The Lot food cart pod and the Deschutes River.
Offering 89 square metres of living space for up to six guests, this pet-friendly property features a kitchen, a private saltwater hot tub, a garden with hammocks and seating, and off-street parking for three vehicles.
Bluebird Day - Casa Sol - Bend, OR
10 6 reviews

Bluebird Day - Casa Sol

house, Bend
Bluebird Day - Casa Sol, a pet-friendly house in Bend, Oregon, is located an 8-minute walk (approximately 0.6 km) from Drake Park and a short drive from Hollinshead and Ponderosa Parks.
This two-bedroom, two-bathroom property sleeps up to nine guests and boasts a fully equipped kitchen with fridge, microwave, and dishwasher, plus a jacuzzi, air conditioning, free Wi-Fi, and on-site parking; it is conveniently situated 26 km from Redmond Municipal Airport.
126 M² House ∙ 3 Bedrooms ∙ 6 Guests - Bend, OR
10 6 reviews

126 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Bend
Quail Covey home, situated in Bend, Oregon, is approximately 6.4 kilometres from Drake Park, 7.7 kilometres from Hollinshead Park, and 5.5 kilometres from Ponderosa Park.
This three-bedroom, two-bathroom property offers guests free Wi-Fi, a private hot tub, a fully equipped kitchen with dishwasher, and parking; sleeping up to six people and boasting a swimming pool, Jacuzzi, and fitness centre.
Parkview - Bend, OR
9.8 103 reviews

Parkview

house, Bend
This Bend property, situated in Parkview, is 2.6 km from Hollinshead Park, 4.8 km from Drake Park, and 2.7 km from Ponderosa Park.
The 170 square metre house boasts three bedrooms, three bathrooms, a well-equipped kitchen, a fireplace, private balcony, and access to a fitness centre and tennis court; free Wi-Fi and private parking are also included.

Frequently asked questions about villa rentals in Bend, OR

Popular destinations

Best Bend, OR villas and holiday homes with a kitchen

Top Floor Condo Near Downtown & Deschutes River - Bend, OR
9.5 2 reviews

Top Floor Condo Near Downtown & Deschutes River

house, Bend
This top-floor flat in Bend offers a prime location, situated 1.3 kilometres from Drake Park and 2.1 kilometres from Hollinshead Park, with Ponderosa Park 4 kilometres away.
This 60 square metre apartment accommodates up to 7 guests with 1 bedroom and 2 bathrooms, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, complimentary on-site parking, free WiFi, and a patio with city views, ideal for cyclists.
Bradley Bungalow, In Bend City, No Pet Allergens - Bend, OR
9.9 67 reviews

Bradley Bungalow, In Bend City, No Pet Allergens

house, Bend
This charming bungalow is located in Bend's Eastside Larkspur neighbourhood, within walking distance of Reed South Plaza and approximately 3-5 km from the Old Mill District and Bend city centre.
The self-catering property sleeps four guests in one bedroom and one bathroom, boasting a full kitchen, private decks, and proximity to Larkspur Fitness Centre, spa, and lazy pool (within 1.6 km).
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park - Bend, OR
9.7 693 reviews

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

cottage, Bend
This charming cottage is located in the heart of Bend, just a kilometre from Drake Park and the Deschutes River, offering easy access to the city's vibrant downtown area. The property consistently receives excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The cottage offers a comfortable and convenient space for two guests, with a floor area of 39 square metres, one bedroom, and one bathroom. Enjoy a range of amenities including a fully equipped kitchen, air conditioning, a private garden, a swimming pool, and a terrace, perfect for relaxing after a day of exploring Bend's attractions.
Cozy Up At A Nature Inspired Boutique Studio In The Trees - River Nearby - Bend, OR
10 776 reviews

Cozy Up At A Nature Inspired Boutique Studio In The Trees - River Nearby

studio, Bend
This Bend River West holiday home is a short walk (under 1.6km) from the Deschutes River and Blockbuster, and less than 1.6km from central Bend and Drake Park.
The 65-square-metre property offers one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, Smart TV, DVD player, fireplace, free Wi-Fi, and a terrace/balcony plus parking.

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.

Riverfront Cottage Just Steps From Deschutes River - Bend, OR
No reviews

Riverfront Cottage Just Steps From Deschutes River

house, Bend
This riverfront cottage in Bend offers direct access to the Deschutes River and is a 15-minute walk from Drake Park, with Hollinshead Park located 2.1 kilometres away.
This property sleeps seven guests and features a fully equipped kitchen with a dishwasher, an indoor swimming pool, air conditioning, free on-site parking, and complimentary WiFi, ideal for cyclists.
133 M² House ∙ 3 Bedrooms ∙ 6 Guests - Bend, OR
9.7 7 reviews

133 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Bend
Skyline Ranch, situated at the foot of the Cascade Mountains, is a 1.6km drive from Bend's city centre and less than 0.8km from Northwest Crossing's restaurants.
This three-bedroom, two-bathroom property, sleeping up to six guests, boasts a swimming pool, hot tub, and private balconies with Cascade Mountain views; AvantStay services include 24/7 support and optional extras like fridge stocking and mid-stay cleaning.
Ski House 106 - Meredith Lodging - Bend, OR
9.3 54 reviews

Ski House 106 - Meredith Lodging

house, Bend
Ski House 106 is located in Bend, just a short distance from Drake, Hollinshead, and Ponderosa Parks, offering easy access to outdoor activities and scenic views. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The house is ideal for families or groups of up to four guests, with a comfortable layout and one bathroom. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and free parking, ensuring a relaxing and enjoyable stay.
202 M² House ∙ 4 Bedrooms ∙ 10 Guests - Bend, OR
10 2 reviews

202 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Bend
This Bend property is ideally located near Tetherow Golf Resort, a short 5-8km drive from Phil's Trail mountain biking network, and approximately 5-6km from the Old Mill District and Bend's city centre.
This four-bedroom, three-bathroom house sleeps ten guests and boasts a gourmet kitchen with stainless steel appliances, a private hot tub, a swimming pool, a fitness centre, and ample parking within a two-car garage; family-friendly amenities are also provided.

Find the Best Dog-Friendly Holiday Houses in Bend, OR

These dog-friendly holiday homes in Bend, OR are selected for their exceptional quality, ensuring a comfortable base for active rest.

170 M² House ∙ 3 Bedrooms ∙ 6 Guests - Bend, OR
9.8 20 reviews

170 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Bend
Rustic Cottage With Views Of The Deschutes River - Bend, OR
No reviews

Rustic Cottage With Views Of The Deschutes River

house, Bend
Condo Near Downtown Bend - Top-floor With Riverview - Bend, OR
No reviews

Condo Near Downtown Bend - Top-floor With Riverview

house, Bend
Bluebird Day - Hill Street Beauty - Bend, OR
10 1 review

Bluebird Day - Hill Street Beauty

house, Bend
©2026 cozycozy.com