Search Oregon villas and holiday homes

17924 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Oregon villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

17924 Villa rentals in Oregon

Best Oregon villas and holiday homes with a pool

Among the 17924 accommodations in Oregon, here are the 4 best villas and holiday homes with a pool

Upscale 4 Br Townhouse @ Juniper Preserve Resort - Oregon
No reviews

Upscale 4 Br Townhouse @ Juniper Preserve Resort

house, Pronghorn
This upscale townhouse in Redmond is located 19 kilometres from Redmond Municipal Airport and within 23 kilometres of Hollinshead Park, Ponderosa Park, and Drake Park.
This 232 square metre residence offers accommodation for 15 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, garden, and on-site parking with free WiFi.
Big Pine - Oregon
9.7 176 reviews

Big Pine

house, Bend
This charming house is situated on the Deschutes River Trail in Bend, just a short drive from Drake Park and Hollinshead Park, offering easy access to the city's attractions and outdoor activities. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property boasts three bedrooms, spanning 195 square metres, making it an ideal choice for families or groups of friends. Guests can enjoy a range of amenities, including a private heated pool, a jacuzzi, a terrace, a garden, a spa, a fitness centre, and free parking, ensuring a comfortable and enjoyable stay.
122 M² House ∙ 2 Bedrooms ∙ 6 Guests - Oregon
9.4 36 reviews

122 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Sunriver
This Sunriver lodge is situated on Deer Lane, 0.8 kilometres from Sunriver Village, offering easy access to shops and restaurants.
The 122-square-metre property boasts two bedrooms, two bathrooms, and sleeps six, featuring a fully equipped kitchen, hot tub, and six SHARC passes for access to Sunriver amenities.
Chalet Rivière Sleeps 12, Dog-friendly, Hot Tub - Oregon
9.0 2 reviews

Chalet Rivière Sleeps 12, Dog-friendly, Hot Tub

chalet, Mount Hood Village
This holiday lodge in Rhododendron is located 41.6 kilometres from Mt. Hood Community College and 46.7 kilometres from McMenamins Edgefield, with the Wildwood Recreation Site situated 6.3 kilometres away.
This spacious 260 square metre mountain lodge accommodates up to 23 guests, offering amenities such as air conditioning, a fully equipped kitchen, a swimming pool, a hot tub, and a game room, with free private parking and Wi-Fi available.

Top cities

Best family friendly Oregon villas and holiday homes

Among the 17924 accommodations in Oregon, here are the 4 best family friendly villas and holiday homes

215 M² House ∙ 4 Bedrooms ∙ 10 Guests - Oregon
10 2 reviews

215 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Sunriver
This Sunriver holiday home is situated near Sunriver Village and the SHARC aquatic centre, offering easy access to bike paths and hiking trails.
The 215-square-metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, private hot tub, and indoor ping pong table.
Resort-style Klamath Falls Home, Golf Course View! - Oregon
9.4 138 reviews

Resort-style Klamath Falls Home, Golf Course View!

house, Klamath Falls
This house is located in Klamath Falls, Oregon, just 18 kilometres from the airport and offering views of a golf course. It has consistently received excellent reviews for its cleanliness, location and overall experience.
The house has three bedrooms and can accommodate up to eight guests, with a total floor area of 139 square metres. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a sauna, a fitness centre, a tennis court, and parking.
Dog-friendly A-frame Near The River With Game Room, Firepit, Wood Stove, & Grill - Oregon
9.8 19 reviews

Dog-friendly A-frame Near The River With Game Room, Firepit, Wood Stove, & Grill

cabin, Mount Hood Village
This A-frame lodge, situated in a wooded district of Sandy, offers river access and is within 5 kilometers of Mt. Hood Skibowl and Timberline Lodge, with the Mt. Hood ski shuttle accessible within 500 meters.
This pet-friendly, family-oriented dwelling sleeps up to five guests and features a well-equipped kitchen, a smart TV, a game room with foosball and air hockey, a wood stove in the primary suite, and outdoor amenities including a firepit and gas grill.
2 Pioneer - Oregon
9.7 123 reviews

2 Pioneer

house, Sunriver
This Sunriver holiday home is conveniently located approximately 29-30 kilometres from Drake, Ponderosa, and Hollinshead parks.
The three-bedroom property boasts a fully equipped kitchen, laundry facilities, Wi-Fi, private parking, and access to a swimming pool, jacuzzi, spa, and fitness centre; ideal for families or groups seeking a comfortable stay near Sunriver's outdoor activities.

Frequently asked questions about villa rentals in Oregon

  • What are the must-see attractions in Oregon?

    Oregon boasts incredible diversity. For natural beauty, Crater Lake National Park, with its unbelievably deep, blue lake, is a must. The Oregon Coast offers dramatic cliffs, tide pools at Cannon Beach's Haystack Rock, and sandy beaches. In the east, you'll find the stunning Columbia River Gorge, with waterfalls like Multnomah Falls. For city life, Portland offers a vibrant food scene, unique neighbourhoods, and excellent museums like the Portland Art Museum.
  • What are the best villa rentals in Oregon?

  • Is Oregon known for mountains, beaches, forests, or other types of landscapes?

    Oregon has it all! The Cascade Range dominates the western portion of the state, offering majestic mountains, volcanoes like Mount Hood, and stunning alpine scenery. The Pacific coastline features dramatic cliffs, sandy beaches and dramatic rock formations. Vast forests, particularly old-growth Douglas fir forests, cover much of the state's interior, and the high desert in eastern Oregon provides a starkly different landscape.
  • What are the best villa rentals with a pool in Oregon?

  • What are some unique ways to learn about the culture of Oregon by engaging with its people?

    Attend a local farmers market – many towns have them, showcasing local produce and crafts. Visit a microbrewery or distillery for a taste of Oregon's craft beverage scene and chat with the brewers. Explore the vibrant arts scene in Portland, attending a performance or visiting independent galleries. Consider a guided tour focusing on Oregon's history and culture, interacting with local guides and hearing their stories.
  • What are the best villa rentals with a jacuzzi in Oregon?

  • How much time should you set aside to thoroughly explore Oregon?

    A week allows you to scratch the surface, focusing on one or two regions. To truly appreciate the diversity of Oregon, two to three weeks would be ideal, allowing you to explore different landscapes and cities at a more relaxed pace. A month would enable you to delve deeper into specific interests, whether it's hiking, wine tasting, or exploring coastal towns.
  • What are the best villa rentals for families and kids in Oregon?

  • Is there anything you might not think to pack for Oregon?

    Layers are essential, as the weather can change dramatically, even within a single day. Good waterproof and windproof outerwear is a must, regardless of the season. Sturdy hiking boots are recommended if you plan on exploring trails. Don't forget insect repellent, especially during warmer months, and sunscreen, even on cloudy days.
  • What are the best pet friendly villa rentals in Oregon?

  • What cultural experiences or workshops in Oregon offer something different?

    Consider a workshop on glassblowing in Portland, renowned for its glass art scene. Attend a Native American cultural event or workshop to learn about the rich history and traditions of Oregon's indigenous peoples. Many locations offer foraging workshops, teaching you to identify and harvest wild mushrooms or edible plants (always ensure you're working with an expert).
  • What are the best villa rentals with parking in Oregon?

  • Are there any food festivals in Oregon where you can try local food?

    The Oregon State Fair is a large-scale event with many food options. Numerous smaller, regional festivals and events celebrate specific foods throughout the state. Check local listings for current events; these can vary greatly from year to year.
  • What seasonal natural events, such as migrations or blooming periods, occur in Oregon?

    Whale watching tours are popular along the Oregon coast, particularly during the grey whale migration season (typically spring and autumn). Wildflower blooms vary depending on elevation and location, but spring generally sees a beautiful display across the state. Autumn brings vibrant fall colours to the forests.

Nearby regions

Best Oregon villas and holiday homes with a kitchen

Newly Built Modern Chalet Duplex - 2 - Oregon
9.5 487 reviews

Newly Built Modern Chalet Duplex - 2

house, Mount Hood Village
This modern chalet duplex is situated in Mount Hood Village, just 47 kilometres from Lewis and Clark State Recreation Site and 42 kilometres from Mt. Hood Community College and its Planetarium, offering a peaceful escape in the heart of the stunning Oregon wilderness. This property has received excellent ratings for its location, cleanliness and overall experience.
The home features a comfortable living room with a flat-screen TV and air conditioning. The fully equipped kitchen includes a fridge, microwave oven, and dishwasher, while outside you can enjoy the fresh mountain air and scenic views from the private garden, terrace, and Jacuzzi.
Lolo Pass Chalet W/hot Tub - Fully Fenced For Pets - Oregon
9.9 164 reviews

Lolo Pass Chalet W/hot Tub - Fully Fenced For Pets

cabin, Mount Hood Village
This Scandinavian-style chalet is situated in the Mount Hood National Forest, approximately 32km from Government Camp, 30km from Timberline Lodge, and 53km from Mount Hood Meadows ski resort.
The three-bedroom lodge sleeps eight guests, boasting a fully equipped kitchen, hot tub, fireplaces, a private fenced 0.6-hectare lot, fast Wi-Fi, and ample parking for up to four vehicles; nearby activities include hiking trails and skiing.
Cottage At Nye Beach - Oregon
9.3 195 reviews

Cottage At Nye Beach

house, Newport
The Cottage at Nye Beach is located just a short walk from Nye Beach and 4 kilometres from the Oregon Coast Aquarium, in a popular area known for its sandy beaches and lively atmosphere. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers 4 bedrooms and 3 bathrooms across 190 square metres of space. It features a well-equipped kitchen, a private balcony, a garden, and a children's playground.
Ski House 217 - Oregon
9.2 19 reviews

Ski House 217

house, Bend
Ski House 217 is situated in Bend, just 3.5 kilometres from Ponderosa Park, offering easy access to hiking trails and beautiful scenery. The property has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom, two-bathroom home offers 78 square metres of space and can comfortably accommodate four guests. The property features a fully equipped kitchen, air conditioning, a private balcony, a swimming pool, a jacuzzi, a fitness centre, free parking, and free Wi-Fi.

Best Oregon villas and holiday homes with jacuzzi

Perfect Family Getaway Hottub - Sleeps 10 - Oregon
9.9 175 reviews

Perfect Family Getaway Hottub - Sleeps 10

apartment, Redmond
This spacious house is situated in the Eagle Crest Resort area, just outside Redmond, offering stunning views of the Sunrise over the Ridge golf course. It has received excellent ratings for user experience, location, and cleanliness, making it an ideal choice for a comfortable and enjoyable stay.
The property features four bedrooms, a spacious living area, and a large kitchen, accommodating up to 10 guests. It boasts a range of amenities including a private hot tub, a swimming pool, a fitness centre, and access to the Eagle Crest Resort sports centres, ensuring a relaxing and active holiday.
Wallowa 2 - Oregon
9.8 40 reviews

Wallowa 2

house, Sunriver
Wallowa 2, a Sunriver holiday home, is situated 24-27 kilometres from Ponderosa, Hollinshead, and Drake Parks.
This 193 square metre property boasts four bedrooms, three bathrooms, a private balcony, swimming pool, Jacuzzi, and tennis court access, alongside concierge services and proximity to skiing.
2-bedroom 2-bathroom Thepalace At Univ Of Oregon Campus On I-5 Freeway Near Hayward Field And Autzen Stadium! Free Wifi & New Washer And Dryer And Bbq On Patio! Almost 2000 Square Foot All To Yourself!! - Oregon
9.4 8 reviews

2-bedroom 2-bathroom Thepalace At Univ Of Oregon Campus On I-5 Freeway Near Hayward Field And Autzen Stadium! Free Wifi & New Washer And Dryer And Bbq On Patio! Almost 2000 Square Foot All To Yourself!!

house, Eugene
This detached residence in Eugene offers a prime location adjacent to the University of Oregon campus and I-5 Freeway, placing guests within easy reach of Hayward Field.
This 174 square metre holiday home accommodates up to 7 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a garden, a private terrace, and a hot tub, with complimentary high-speed WiFi provided throughout.
Riverfront Condo With Amazing View - Downtown Bend - Oregon
8.9 6 reviews

Riverfront Condo With Amazing View - Downtown Bend

house, Bend
This riverfront condominium in Downtown Bend is situated just 2.1 kilometres from Drake Park and 1.3 kilometres from Hollinshead Park.
This property offers 59 square metres of living space for up to 7 guests, featuring a fully equipped kitchen, an indoor swimming pool, air conditioning, and on-site parking.
©2026 cozycozy.com