Top Private Holiday Homes in Oregon in 2026

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Our top choices for Oregon holiday homes

A multi-story hotel with balconies, outdoor seating, and potted plants.

1. The Landing at Newport

Bayfront

lori

RM590 total

includes taxes & fees

28 Oct - 29 Oct

A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

2. Basecamp GP Private Unit in Quiet Duplex

Grants Pass

Anonymous traveller

RM700 total

includes taxes & fees

27 Oct - 28 Oct

A spacious living area with a large window overlooking the beach, a cozy seating arrangement, and a kitchen area.

3. Rockaway Shores

Rockaway Beach

Olivia

A modern living room with a wooden dining table, a bench, and a fireplace.

4. Redwoods Stopover by WanderLodges

Cave Junction

Braden

RM982 total

includes taxes & fees

4 Nov - 5 Nov

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

5. Barclay Klum House by WanderLodges

Ashland

Melissa

RM1,061 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

6. Starwood Sanctuary

Medford

Erin

RM1,039 total

includes taxes & fees

27 Oct - 28 Oct

A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

7. Hanna's House by WanderLodges

Historic Railroad District

Robert

RM827 total

includes taxes & fees

2 Nov - 3 Nov

A modern house with a stone facade, a red door, and a garage.

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

Manzanita

A modern kitchen with wooden beams, a dining area with a rug, and a large island.

9. The Mountain Ave House by WanderLodges

Ashland

Joyce

RM1,408 total

includes taxes & fees

1 Nov - 2 Nov

A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

10. Savage Upon Siskiyou

Siskiyou-Hargadine Historic District

megan

RM1,408 total

includes taxes & fees

27 Oct - 28 Oct

A fire pit with two Adirondack chairs, a pond, and a lodge in the background.

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

Sunriver

A cozy cabin with a hot tub, wooden deck, and outdoor seating area surrounded by trees.

12. Pine Needle Lane 7

Sunriver

A large outdoor swimming pool with a central rock feature, surrounded by a forested area and a small building.

13. Eaglewood Condo 8

Sunriver

"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."

Katharine

14. Towhee Lane 5

Sunriver

A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

15. The Rellik House and Winery

Central Point

Kimberlee

RM1,509 total

includes taxes & fees

1 Nov - 2 Nov

A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

16. Rosewood Studio by WanderLodges

Medford

RM649 total

includes taxes & fees

29 Oct - 30 Oct

A hot tub on a wooden deck with a view of the ocean.

17. Byrdies Beach House at Crook Point

Brookings

A residential property with a hot tub, wooden deck, and a view of mountains.

18. Meadowsweet Farm by WanderLodges

Medford

A spacious room with a large window overlooking the sea, a cozy seating area with a sofa and chairs, and a dining table with chairs.

19. Honeymoon Cove at Crook Point

Brookings

A deck with a fire pit, outdoor seating, and a view of the countryside.

20. Grandview of Ashland

Ashland

Jose

RM1,583 total

includes taxes & fees

1 Nov - 2 Nov

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Top Oregon Hotel Reviews

Valley River Inn

10/10 Excellent

"The customer service by the staff is amazing. Mike informed us of shopping near by and the restaurant onsite. We had a balcony room overlooking the river. The trail along the river was a bonus. We definitely will stay here again."

Mark Spencer Hotel

8/10 Good

"The Mark Spencer Hotel was definitely an experience I won't soon forget. By a textbook definition, the property would more likely be a 3 star hotel, but the staff really bumped it up to where I'd consider it a 4 star hotel. Let's start by saying the location was a major consideration. Public transport was easy and speedy (being able to take the MAX from PDX to DT was crazy convenient, making it $2.80, instead of $40+. There are a lot of restaurants, bars, and grocery stores within walking distance, It's a quick walk to the waterfront, PSU, and any number of sightseeing destinations. And with the MAX/FX2 just a few blocks away, I was able to easily go to Vancouver, WA, and east of the Willamette. The room itself was lovely. Comfortable bed (with lots of pillows), efficiency kitchen with cooking and dining utensils, black out shade for sleeping in, clean restroom, etc. I have zero complaints here. She's may be time-worn and storied, but I appreciate heirloom architecture far more than the pizzazz and blinding lights of the newer, "chic-er" area hotels. I read reviews about stains and mold, so I searched - I really searched, and found none. But the best part of my stay was the people who welcomed me, took care of me, and always had a smile. Particular shout out to Harrison and Tim, who went above and beyond. And Brent(?), who really followed up. Downtown anywhere is going to have challenges; theses guys really stepped up to make a pleasant stay. ❤️🤘💪"

Find out more about Oregon

Oregon Private Holiday Homes information

Number of reviews	659
Accommodation	784 Private Holiday Homes
Lowest Price	RM590
Highest Price	RM1,583

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Check prices for these dates

Our top choices for Oregon holiday homes

1. The Landing at Newport

2. Basecamp GP Private Unit in Quiet Duplex

3. Rockaway Shores

4. Redwoods Stopover by WanderLodges

5. Barclay Klum House by WanderLodges

6. Starwood Sanctuary

7. Hanna's House by WanderLodges

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

9. The Mountain Ave House by WanderLodges

10. Savage Upon Siskiyou

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

12. Pine Needle Lane 7

13. Eaglewood Condo 8

14. Towhee Lane 5

15. The Rellik House and Winery

16. Rosewood Studio by WanderLodges

17. Byrdies Beach House at Crook Point

18. Meadowsweet Farm by WanderLodges

19. Honeymoon Cove at Crook Point

20. Grandview of Ashland

Find holiday rentals that suit your style

Top Oregon Hotel Reviews

Valley River Inn

Promenade Inn & Suites Oceanfront

Tolovana Inn

Riverhouse Lodge

The Paramount Hotel

Mark Spencer Hotel

Find out more about Oregon

Oregon Private Holiday Homes information

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