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Oregon Villa Holidays

Escape to Oregon's stunning coastline! Discover luxurious villas perfect for relaxation, adventure & exploration. From Cannon Beach to Portland, find your dream villa getaway in the Pacific Northwest.

Villas in Oregon

Luxury Villa with King Beds, Game Room, Sleeps 11
4.9/5
£156  night
11
4
3
Details View Offers
Luxury Mansion near Crater Lake!
5.0/5
£597  night
14
6
6
Details View Offers
The Commons Pond View Assignment 1
4.4/5
£207  night
6
2
2
Details View Offers
The Commons - Courtyard - U
5.0/5
£196  night
6
2
2
Details View Offers
Pacific Edge Oceanfront Luxury Home with staircase to secluded sandy beach
5.0/5
£399  night
6
4
3
Details View Offers
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean
5.0/5
£249  night
7
3
2
Details View Offers
9,500 sq ft, 6 bdrm Villa, Pool, Hot Tub, Theater. At the top of a vineyard.
5.0/5
£1129  night
12
6
5
Details View Offers
The Cottage: One bedroom wThe Cottage: One bedroom w/mini fridge & private bath./mini fridge & private bath.
5.0/5
£128  night
2
1
1
Details View Offers
Home with Chalet 2-kitchens,Sleeps 15,Near OldMill
£240  night
15
3
3
Details View Offers
Waterfront Coos Bay Retreat wWaterfront Coos Bay Retreat w/ Boat Ramp, Kayaks!/ Boat Ramp, Kayaks!
4.8/5
£207  night
8
7
3
Details View Offers
Relaxing FallCreek Vacation Yurt
4.8/5
£102  night
4
2
1
Details View Offers
26,000 sqft Villa on 46 acres in the heart of Oregon Wine Country
5.0/5
£2357  night
30
11
10
Details View Offers
The Commons Pond View Assignment 2
4.5/5
£145  night
6
2
2
Details View Offers
The Commons Pond View Assignment 7
5.0/5
£199  night
6
2
2
Details View Offers
Luxury Ashland Mountain Escape: Pool, Hot Tub
5.0/5
£762  night
12
4
4
Details View Offers
3 Bed Private Villa in Wine Country with Pool + Hot Tub
5.0/5
£395  night
6
3
2
Details View Offers
5 Bed Private Villa in Wine Country w5 Bed Private Villa in Wine Country w/ Pool, Sauna, Hot Tub/ Pool, Sauna, Hot Tub
£575  night
10
5
3
Details View Offers
The Commons - Courtyard - S
£181  night
6
2
2
Details View Offers
The Gem Estate by AvantStay | Modern Farmhouse wThe Gem Estate by AvantStay | Modern Farmhouse w/ Lavender Fields + Hot Tub/ Lavender Fields + Hot Tub
5.0/5
£389  night
10
5
5
Details View Offers
The Big Pink House, a University of Oregon Favorite
5.0/5
£1204  night
16
7
5
Details View Offers

Why a holiday villa in Oregon

Oregon is a nature lover's paradise, with its rugged coastline, scenic forests, and tranquil lakes offering endless opportunities for outdoor adventure. A villa holiday in Oregon provides the perfect base from which to explore this stunning region, with many villas located close to popular attractions such as Cannon Beach, Ecola State Park, and the Columbia River Gorge.

Whether you're looking to relax on a secluded beach, hike through ancient forests, or explore the charming towns and cities of Oregon, a villa holiday provides the freedom and flexibility to create your own itinerary. Many villas in Oregon also offer luxurious amenities such as private pools, saunas, and outdoor kitchens, making them the perfect choice for families, couples, and groups of friends looking to unwind and enjoy some quality time together.

When to rent a villa in Oregon

Oregon's temperate climate makes it an attractive destination year-round, but the best time to visit depends on your preferences. If you're looking for warm weather and outdoor activities like hiking and beachcombing, consider visiting during the summer months (June to August). This is also the peak tourist season, with schools out and families enjoying their vacations. However, if you prefer milder temperatures and fewer crowds, spring (April to May) or autumn (September to October) might be a better time for your villa holiday in Oregon.

If you're interested in whale watching, storm-watching, or simply experiencing the dramatic coastal scenery that Oregon is famous for, consider visiting during the winter months (December to February). While it's true that some beachfront activities like surfing and swimming may not be possible during this time, there are plenty of indoor attractions and cozy villa amenities to enjoy. Additionally, the lower demand during this period can often result in better deals on villas, making it a more affordable option for travelers. Whatever time of year you choose, be sure to pack layers, as Oregon's weather can be quite changeable!

Where to go in Oregon

Oregon's stunning coastline offers a diverse range of destinations perfect for a villa holiday. Cannon Beach is a popular choice, with its iconic Haystack Rock and charming shops and restaurants. If you're looking for something more relaxed, consider renting a villa in Manzanita or Neahkahnie, where you can enjoy peaceful walks on the beach and stunning ocean views. For those who want to experience the state's vibrant arts and culture scene, consider staying in the coastal city of Coos Bay or the college town of Eugene.

For a more laid-back atmosphere, head to the southern coast of Oregon, where villas in Brookings and Gold Beach offer easy access to beautiful beaches, scenic hiking trails, and water sports. If you're looking for a more urban experience, consider renting a villa in Portland, which offers a wide range of restaurants, bars, and cultural attractions. However, be aware that prices can be higher in this region due to the city's popularity. Alternatively, consider staying in the charming towns of Hood River or McMinnville, which offer a more relaxed pace of life and easy access to outdoor activities like hiking, biking, and skiing.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Villas near golf course
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Villas in Oregon

Luxury Villa with King Beds, Game Room, Sleeps 11
4.9/5
£156  night
11
4
3
Details View Offers
Luxury Mansion near Crater Lake!
5.0/5
£597  night
14
6
6
Details View Offers
The Commons Pond View Assignment 1
4.4/5
£207  night
6
2
2
Details View Offers
The Commons - Courtyard - U
5.0/5
£196  night
6
2
2
Details View Offers
Pacific Edge Oceanfront Luxury Home with staircase to secluded sandy beach
5.0/5
£399  night
6
4
3
Details View Offers
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean
5.0/5
£249  night
7
3
2
Details View Offers
9,500 sq ft, 6 bdrm Villa, Pool, Hot Tub, Theater. At the top of a vineyard.
5.0/5
£1129  night
12
6
5
Details View Offers
The Cottage: One bedroom wThe Cottage: One bedroom w/mini fridge & private bath./mini fridge & private bath.
5.0/5
£128  night
2
1
1
Details View Offers
Home with Chalet 2-kitchens,Sleeps 15,Near OldMill
£240  night
15
3
3
Details View Offers
Waterfront Coos Bay Retreat wWaterfront Coos Bay Retreat w/ Boat Ramp, Kayaks!/ Boat Ramp, Kayaks!
4.8/5
£207  night
8
7
3
Details View Offers
Relaxing FallCreek Vacation Yurt
4.8/5
£102  night
4
2
1
Details View Offers
26,000 sqft Villa on 46 acres in the heart of Oregon Wine Country
5.0/5
£2357  night
30
11
10
Details View Offers
The Commons Pond View Assignment 2
4.5/5
£145  night
6
2
2
Details View Offers
The Commons Pond View Assignment 7
5.0/5
£199  night
6
2
2
Details View Offers
Luxury Ashland Mountain Escape: Pool, Hot Tub
5.0/5
£762  night
12
4
4
Details View Offers
3 Bed Private Villa in Wine Country with Pool + Hot Tub
5.0/5
£395  night
6
3
2
Details View Offers
5 Bed Private Villa in Wine Country w5 Bed Private Villa in Wine Country w/ Pool, Sauna, Hot Tub/ Pool, Sauna, Hot Tub
£575  night
10
5
3
Details View Offers
The Commons - Courtyard - S
£181  night
6
2
2
Details View Offers
The Gem Estate by AvantStay | Modern Farmhouse wThe Gem Estate by AvantStay | Modern Farmhouse w/ Lavender Fields + Hot Tub/ Lavender Fields + Hot Tub
5.0/5
£389  night
10
5
5
Details View Offers
The Big Pink House, a University of Oregon Favorite
5.0/5
£1204  night
16
7
5
Details View Offers