Holiday Homes in Oregon

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Oregon holiday homes

Balcony
The Landing at Newport

The Landing at Newport

The Landing at Newport
3.0 star property
Bayfront
9.4 out of 10, Exceptional, (533)
"Great staff and there was an area for our family of 15 to gather together. "
United States
Lorna
The price is ₹10,815
₹12,275 total
includes taxes & fees
19 Dec - 20 Dec
The Landing at Newport
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery

The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is ₹14,789
₹23,631 total
includes taxes & fees
18 Dec - 19 Dec
The Rellik House and Winery
House, 1 Queen Bed, Patio, Garden View (Harmony Hills Retreat) | Private kitchen | Fridge, microwave, oven, stovetop
Harmony Hills Retreat

Harmony Hills Retreat

Harmony Hills Retreat
4.0 star property
Bend
10.0 out of 10, Exceptional, (3)
"I really enjoyed this property. Location was quiet and peaceful. The unit was super clean and decorated cute. I will definitely stay again. It had everything you needed."
United States
Deshawnda
Harmony Hills Retreat
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Wren 2 Bedroom Home by RedAwning

Wren 2 Bedroom Home by RedAwning

Wren 2 Bedroom Home by RedAwning
3.0 star property
Redmond
Wren 2 Bedroom Home by RedAwning
House, 1 Bedroom | Property grounds
Big Bear Home features Private Entrance and Patio with Fire Pit by RedAwning

Big Bear Home features Private Entrance and Patio with Fire Pit by RedAwning

Big Bear Home features Private Entrance and Patio with Fire Pit by RedAwning
3.5 star property
Bend
Big Bear Home features Private Entrance and Patio with Fire Pit by RedAwning
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
20 Red Cedar 3 Bedroom Home

20 Red Cedar 3 Bedroom Home

20 Red Cedar 3 Bedroom Home
3.0 star property
Sunriver
20 Red Cedar 3 Bedroom Home
House, 5 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop
3 Blue Grouse 5 Bedroom Home by RedAwning

3 Blue Grouse 5 Bedroom Home by RedAwning

3 Blue Grouse 5 Bedroom Home by RedAwning
3.5 star property
Sunriver
3 Blue Grouse 5 Bedroom Home by RedAwning
Premium Condo, 2 Bedrooms, Partial Ocean View | Private kitchen | Fridge, microwave, oven, stovetop
Rockaway Shores

Rockaway Shores

Rockaway Shores
3.0 star property
Rockaway Beach
9.0 out of 10, Wonderful, (42)
"Very clean and we had alot of space, parking not ideal if you drive a full size pick-up."
United States
Kim
The price is ₹13,800
₹38,492 total
includes taxes & fees
21 Dec - 22 Dec
Rockaway Shores
Terrace/patio
Grandview of Ashland

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (2)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
United States
Monica
The price is ₹18,614
₹34,918 total
includes taxes & fees
12 Jan - 13 Jan 2026
Grandview of Ashland
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is ₹10,516
₹23,765 total
includes taxes & fees
7 Jan - 8 Jan 2026
Barclay Klum House by WanderLodges
House, 4 Bedrooms | Living room
Quail On Sunset 4 Bedroom Home by RedAwning

Quail On Sunset 4 Bedroom Home by RedAwning

Quail On Sunset 4 Bedroom Home by RedAwning
3.5 star property
Hood River
Quail On Sunset 4 Bedroom Home by RedAwning
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster
Hanna's House by WanderLodges

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (3)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is ₹10,650
₹18,856 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hanna's House by WanderLodges
House, Accessible, Private Bathroom (Headland) | Exterior
Headland at Crook Point

Headland at Crook Point

Headland at Crook Point
4.0 star property
Brookings
Headland at Crook Point
Property entrance
River Vista Vacation Homes

River Vista Vacation Homes

River Vista Vacation Homes
3.0 star property
Idleyld Park
9.2 out of 10, Wonderful, (45)
"The place was right on the river which was beautiful and it had everything that we would need. It was clean and pretty roomy for my family and I to spend the weekend there and we absolutely loved it! We’re already trying to make another trip out here!"
United States
Emily
River Vista Vacation Homes
House, Multiple Beds, Patio, Garden View (Hollygrape Hideaway) | Terrace/patio
Charming Bend Sanctuary for 6!

Charming Bend Sanctuary for 6!

Charming Bend Sanctuary for 6!
4.0 star property
Southwest Bend
9.0 out of 10, Wonderful, (2)
"Property is nice for a family and safe area. Maintained well. Great response. Not walking distance to restaurants or shopping which could be a plus. "
United States
nitish
Charming Bend Sanctuary for 6!
Exterior
Amazing Riverfront on the Water- Big Sky Bend

Amazing Riverfront on the Water- Big Sky Bend

Amazing Riverfront on the Water- Big Sky Bend
4.0 star property
Deschutes River Woods
Amazing Riverfront on the Water- Big Sky Bend
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
Eugene - Close To Everything 3 Bedroom Home by RedAwning

Eugene - Close To Everything 3 Bedroom Home by RedAwning

Eugene - Close To Everything 3 Bedroom Home by RedAwning
3.0 star property
Cal Young
10.0 out of 10, Exceptional, (1)
"We were here for a softball tournament and the house was perfect for us and friends who came to visit!"
United States
Laurie
Eugene - Close To Everything 3 Bedroom Home by RedAwning
House, Private Bathroom, Ocean View (Byrdies) | Exterior
Byrdies Beach House at Crook Point

Byrdies Beach House at Crook Point

Byrdies Beach House at Crook Point
3.5 star property
Brookings
Byrdies Beach House at Crook Point
House, 5 Bedrooms | Terrace/patio
12 Siskin 5 Bedroom Home

12 Siskin 5 Bedroom Home

12 Siskin 5 Bedroom Home
3.0 star property
Sunriver
12 Siskin 5 Bedroom Home
House, 2 Bedrooms | Private kitchen | Fridge, oven, stovetop, coffee/tea maker
Devon Court 2 Bedroom Home by RedAwning

Devon Court 2 Bedroom Home by RedAwning

Devon Court 2 Bedroom Home by RedAwning
3.5 star property
Hood River
Devon Court 2 Bedroom Home by RedAwning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oregon Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"The hotel staff were all very friendly, especially the breakfast team, who were also very good with children."
wei 1-night trip
Posted 20 hours ago
DoubleTree by Hilton Hotel Portland

Find out more about Oregon

Oregon Holiday Homes information

Number of reviews
633
Accommodation
998 Holiday Homes
Lowest Price
₹12,275
Highest Price
₹38,492

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