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

Secluded Delight With Pools Private Hot Tub & Central Ac - Oregon
8.5 2 reviews

Secluded Delight With Pools Private Hot Tub & Central Ac

house, Black Butte Ranch
This secluded Black Butte Ranch house offers a tranquil escape, conveniently located within the ranch's amenities.
This 186 square meter property accommodates up to 16 guests across 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, complimentary WiFi, a private hot tub, outdoor swimming pool, and sauna.
46 M² House ∙ 1 Bedroom ∙ 2 Guests - Oregon
No reviews

46 M² House ∙ 1 Bedroom ∙ 2 Guests

house, Pronghorn
Hat Rock Loop, a secluded one-bedroom retreat in Powell Butte, is situated a short drive from Bend, Redmond, and Prineville, offering easy access to Brasada Ranch golf course and various hiking trails.
This 46-square-metre property boasts a private patio with a hot tub, a fully equipped kitchen including a microwave and dishwasher, and accommodates two guests; resort amenities are available at an extra cost.
Vantage Point - Oregon
9.5 239 reviews

Vantage Point

house, Bend
The Vantage Point townhouse is located in Bend, a short distance from Drake Park, Hollinshead Park, and Ponderosa Park, offering easy access to outdoor recreation and scenic views. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The three-bedroom townhouse, spanning 200 square metres, provides ample space for families or groups. Guests can enjoy a range of amenities, including a private patio, fully equipped kitchen, air conditioning, free parking, Wi-Fi, swimming pool, Jacuzzi, terrace, garden, spa, and fitness centre, making it ideal for both relaxation and active pursuits.
Umpqua 9 - Meredith Lodging - Oregon
8.6 125 reviews

Umpqua 9 - Meredith Lodging

house, Sunriver
Umpqua 9 is situated in Sunriver, a popular destination for outdoor activities, just 30 kilometres from Hollinshead Park and 27 kilometres from Ponderosa Park. The property has received excellent location ratings and very good user and cleanliness ratings.
This six-bedroom house is ideal for large families or groups of friends, spanning a generous 206 square metres. Guests can enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, a swimming pool, a jacuzzi, a terrace, a garden, a restaurant, a tennis court, and parking.

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

Hideaway Chalet - Oregon
10 12 reviews

Hideaway Chalet

chalet, Bend
The HideAway Chalet is located in Bend, just a short walk from Drake Park and a few miles from other popular parks and attractions, offering a peaceful retreat in a convenient location. The chalet has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travellers looking for a comfortable and well-maintained stay.
The chalet has one bedroom and one bathroom, offering space for up to two guests. Amenities include a well-equipped kitchen, a cosy fireplace, a private garden, and a terrace with views of the surrounding area, providing everything you need for a relaxing and enjoyable stay in Bend.
River-to-ocean Home: Walk To Beach- A Cozy Coastal Retreat - Oregon
9.4 658 reviews

River-to-ocean Home: Walk To Beach- A Cozy Coastal Retreat

apartment, Seaside
This charming Seaside holiday home is conveniently located within a 15-minute walk of the beach, the Seaside Museum and Historical Society, and the Factory Outlet Center. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom property spans 93 square metres and comfortably accommodates up to four guests. You'll find a fully equipped kitchen, a relaxing spa tub, a private garden, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
3 Mt Baker - Oregon
9.4 207 reviews

3 Mt Baker

house, Sunriver
This Sunriver house is located just 26 kilometres from Drake Park and 27 kilometres from Hollinshead Park, offering easy access to these popular attractions while still enjoying the peaceful atmosphere of the surrounding area. The property has consistently received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The house provides ample space for families or groups of friends with four bedrooms and three bathrooms, covering a total floor area of 218 square metres. Enjoy the benefits of a private heated pool, a spacious patio, a well-equipped kitchen, free parking, and free Wi-Fi, along with a sauna, spa, fitness centre, and restaurant for your convenience.
13 Ollalie - Oregon
9.4 222 reviews

13 Ollalie

house, Sunriver
This Sunriver property is conveniently located just 16 miles from Drake Park and 17 miles from Hollinshead Park, offering a peaceful setting while remaining close to popular attractions. The house has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The property offers three bedrooms and two bathrooms, spanning 161 square metres, providing ample space for families or groups. Amenities include a private heated pool, a two-car garage, a fully equipped kitchen, free Wi-Fi, and a patio for outdoor relaxation, making it ideal for enjoying the Sunriver area.

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

Juniper Ridge Chalet At Eagle Crest Resort - Oregon
9.7 107 reviews

Juniper Ridge Chalet At Eagle Crest Resort

chalet, Redmond
Juniper Ridge Chalet at Eagle Crest Resort is situated in Redmond, Oregon, a short distance from Redmond Municipal Airport and within a 32- to 48-kilometre drive of Hollinshead Park and Drake Park.
This four-bedroom chalet features a private pool and hot tub, a fitness centre, an indoor pool, and a family-friendly restaurant serving breakfast, lunch, and dinner.
Herons Perch - Oregon
9.6 30 reviews

Herons Perch

house, Netarts
Heron's Perch is a charming house located just 2.3 kilometres from Cape Lookout Beach, 10 kilometres from Cape Meares Lighthouse, and 13.7 kilometres from the Tillamook Cheese Factory, offering a peaceful escape in a tranquil coastal setting. The house has consistently received excellent ratings for cleanliness, location, and user experience.
This 145 square metre house can comfortably accommodate up to 8 guests in its 3 bedrooms and 2 bathrooms. Enjoy a relaxing stay with amenities including a fully equipped kitchen, a private balcony, a garden, a tennis court, and free parking, plus the added convenience of free Wi-Fi.
Bluebird Day - Jefferson Cottage Cozy Two-bedroom, Perfect For Family Getaways. - Oregon
9.8 393 reviews

Bluebird Day - Jefferson Cottage Cozy Two-bedroom, Perfect For Family Getaways.

apartment, Bend
This charming house is located in Old Bend, a short walk from the Des Chutes Historical Museum, Old Mill District, and Hayden Homes Amphitheater, all within a 1.5 kilometre radius. It has received excellent ratings for location, cleanliness, and overall user experience.
The house has two bedrooms, a sofa bed, and a floor area of 93 square metres, comfortably accommodating up to five guests. Guests can enjoy a fully equipped kitchen, free WiFi, a barbecue grill, a terrace or balcony, a garden, and a spa.
Drift Creek Casa - Oregon
9.2 61 reviews

Drift Creek Casa

house, Lincoln City
Drift Creek Casa, a five-bedroom, three-bathroom house in Lincoln City, Oregon, is situated approximately 16km from Chinook Winds Golf Resort and 27km from Otter Rock, offering easy access to coastal attractions.
This 301-square-metre property boasts a fully equipped kitchen, jacuzzi, terrace, garden, parking, and sleeps up to ten guests, providing ample space and amenities for a comfortable stay.

Best Oregon villas and holiday homes with jacuzzi

Indio Cabin - Meredith Lodging - Oregon
9.0 68 reviews

Indio Cabin - Meredith Lodging

cabin, Three Rivers
Indio Cabin is situated in Bend, Oregon, 20 km from Drake Park, 21 km from Hollinshead Park, and 19 km from Ponderosa Park, offering a peaceful retreat in a picturesque setting. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The three-bedroom lodge provides ample space for up to six guests, spanning 119 square metres. Guests can enjoy a fully equipped kitchen, a private balcony, a jacuzzi, a garden, and free parking, as well as access to skiing in the surrounding area.
Log Decor Home With Private Hot Tub Deck & Shared Pools & Tennis - Oregon
10 1 review

Log Decor Home With Private Hot Tub Deck & Shared Pools & Tennis

chalet, Redmond
This chalet is located 13 kilometres from Redmond Municipal Airport and is approximately 27 to 29 kilometres from Drake Park, Ponderosa Park, and Hollinshead Park.
This 130 square metre lodge accommodates up to 12 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, sauna, spa, fitness centre, and a private hot tub deck.
Half Mi To Beach: Rockaway Beach Home W/ Grill! - Oregon
10 3 reviews

Half Mi To Beach: Rockaway Beach Home W/ Grill!

house, Rockaway Beach
This Rockaway Beach property is a 13-minute walk from the coast, 37 kilometres from Hug Point State Park and 50 kilometres from Necanicum Guard Station.
This 141 square metre residence offers three bedrooms, two bathrooms, and accommodates up to 15 guests, featuring a fully equipped kitchen, complimentary WiFi, and a private hot tub.
Cozy Condo - 20 Minutes From Mt Bachelor-hot Tub & Seasonal Heated Pool - Oregon
9.6 216 reviews

Cozy Condo - 20 Minutes From Mt Bachelor-hot Tub & Seasonal Heated Pool

apartment, Sunriver
This family-friendly apartment is located in Sunriver, less than 1.6 kilometres from The Village, the Deschutes River, and the Sage Springs Club & Spa. The property has excellent user, location, and cleanliness ratings.
The apartment has two bedrooms and two bathrooms, accommodating up to four guests. It offers a range of amenities, including a private pool, a shared outdoor pool, a spa, a garden, a terrace, and parking.
©2026 cozycozy.com