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Vacation Homes in Oregon

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Top Cities in Oregon

Our top choices for Oregon vacation homes

1. The Landing at Newport

The Landing at Newport
3.0 star property
Bayfront
9.4 out of 10, Exceptional, (562 reviews)
"Very nice condo with fantastic view, kitchen, beds and deck."
United States
Marilyn
The price is P8,969
P10,179 total
includes taxes & fees
Oct 2 - Oct 3
The Landing at Newport

2. Basecamp GP Private Unit in Quiet Duplex

Basecamp GP Private Unit in Quiet Duplex
3.5 star property
Grants Pass
10.0 out of 10, Exceptional, (1 review)
The price is P7,059
P12,925 total
includes taxes & fees
Sep 27 - Sep 28
Basecamp GP Private Unit in Quiet Duplex

3. Rockaway Shores

Rockaway Shores
3.0 star property
Rockaway Beach
9.0 out of 10, Wonderful, (43 reviews)
"Very clean and we had alot of space, parking not ideal if you drive a full size pick-up."
United States
Kim
Rockaway Shores

4. Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home. My truck didn’t fit in the garage but there’s a gate that I was able to park it behind. Support staff were super helpful."
United States
Braden
The price is P8,753
P16,462 total
includes taxes & fees
Sep 28 - Sep 29
Redwoods Stopover by WanderLodges

5. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is P8,753
P18,246 total
includes taxes & fees
Sep 29 - Sep 30
Starwood Sanctuary

6. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is P8,737
P17,773 total
includes taxes & fees
Sep 27 - Sep 28
Barclay Klum House by WanderLodges

7. Villa Manzanita by Avantstay Hot Tub, 1 Block to Beach/town, Chef's Kitchen

Villa Manzanita by Avantstay Hot Tub, 1 Block to Beach/town, Chef's Kitchen
3.5 star property
Manzanita
10.0 out of 10, Exceptional, (1 review)
Villa Manzanita by Avantstay Hot Tub, 1 Block to Beach/town, Chef's Kitchen

8. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
United States
David
The price is P14,220
P20,674 total
includes taxes & fees
Oct 4 - Oct 5
Hanna's House by WanderLodges

9. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is P13,591
P25,559 total
includes taxes & fees
Sep 28 - Sep 29
Savage Upon Siskiyou

10. Eaglewood Condo 8

Eaglewood Condo 8
4.0 star property
Sunriver
8.0 out of 10, Very good, (1 review)
"Beautiful home! Very large and comfortable. The kitchen was very well appointed, beds were comfortable, and the hot tub was lovely. The bikes they provide are a very nice touch. It’s right across from the pool, so that was a little annoying when we tried to take an afternoon nap one day, and we couldn’t really sleep very late because the kids started playing loudly as soon as it opened. Minor inconveniences, though. Overall, the home is a great space."
United States
Katharine
Eaglewood Condo 8

11. Klamath by Avantstay Premier Lakeside Cabin w/ Spa, Fire Pit & Lake Views

Klamath by Avantstay Premier Lakeside Cabin w/ Spa, Fire Pit & Lake Views
3.5 star property
Sunriver
10.0 out of 10, Exceptional, (1 review)
Klamath by Avantstay Premier Lakeside Cabin w/ Spa, Fire Pit & Lake Views

12. Pine Needle Lane 7

Pine Needle Lane 7
4.0 star property
Sunriver
Pine Needle Lane 7

13. Towhee Lane 5

Towhee Lane 5
3.5 star property
Sunriver
Towhee Lane 5

14. 3 Br Sleep 8 Hot Tub Fire Pit Stunning Views

3 Br Sleep 8 Hot Tub Fire Pit Stunning Views
2.0 star property
Government Camp
3 Br Sleep 8 Hot Tub Fire Pit Stunning Views

15. Beach Bungalow at Crook Point

Beach Bungalow at Crook Point
3.5 star property
Brookings
10.0 out of 10, Exceptional, (2 reviews)
"It was amazing and this is our second stay and our expectations are always met!!!"
United States
Beverly G.
Beach Bungalow at Crook Point

16. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is P14,593
P25,619 total
includes taxes & fees
Sep 28 - Sep 29
The Rellik House and Winery

17. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is P6,720
P10,736 total
includes taxes & fees
Sep 28 - Sep 29
Rosewood Studio by WanderLodges

18. Byrdies Beach House at Crook Point

Byrdies Beach House at Crook Point
3.5 star property
Brookings
Byrdies Beach House at Crook Point

19. Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is P16,854
P36,114 total
includes taxes & fees
Sep 28 - Sep 29
Meadowsweet Farm by WanderLodges

20. Honeymoon Cove at Crook Point

Honeymoon Cove at Crook Point
3.5 star property
Brookings
Honeymoon Cove at Crook Point
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

Find out more about Oregon

Oregon Vacation Homes information

Number of reviews
637
Accommodation
784 Vacation Homes
Lowest Price
P10,179
Highest Price
P36,114

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