A landscape with a dense forest and a cloudy sky.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Sherwood vacation homes

A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

1. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (76 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is ￥23,118
￥36,177 total
includes taxes & fees
Oct 19 - Oct 20
Creekside Haven
A modern kitchen with white cabinetry, a wooden dining table, and a hanging copper pendant light.

2. Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center

Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center
Newberg
10.0 out of 10, Exceptional, (46 reviews)
"The property was clean and the photos accurately represented the house. It was close to downtown and George Fox University. The bed was comfortable and the kitchen was well stocked with cooking supplies."
United States
Rebecca
The price is ￥19,342
￥65,590 total
includes taxes & fees
Oct 20 - Oct 21
Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center
A hot tub with two glasses and a bottle of champagne, set against a twilight cityscape.

3. Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views

Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views
Newberg
10.0 out of 10, Exceptional, (137 reviews)
"Amazing property on amazing land with views that go on forever! Will be staying here again!"
United States
Bradley L.
The price is ￥79,800
￥146,597 total
includes taxes & fees
Nov 1 - Nov 2
Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

4. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
10.0 out of 10, Exceptional, (35 reviews)
"Lovely design, magnificent setting, plenty of coffee. Wonderful!"
United States
Jay L. F.
The price is ￥22,243
￥60,520 total
includes taxes & fees
Oct 20 - Oct 21
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

5. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.6 out of 10, Exceptional, (31 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is ￥13,432
￥22,629 total
includes taxes & fees
Oct 19 - Oct 20
Granny Flat in leafy SW Portland
A modern kitchen with white cabinetry, a central island with stools, a dishwasher, and a large window with blinds.

6. Newberg Getaway - Wineries, Weddings, GFU

Newberg Getaway - Wineries, Weddings, GFU
Newberg
9.8 out of 10, Exceptional, (53 reviews)
"Great stay at Newberg!"
United States
Billy W.
The price is ￥20,227
￥51,163 total
includes taxes & fees
Nov 3 - Nov 4
Newberg Getaway - Wineries, Weddings, GFU
A modern hotel interior with mirrored walls, multiple beds with pillows, and a glass floor.

7. The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Lake Oswego
9.8 out of 10, Exceptional, (26 reviews)
"Great location and super fun house. We really enjoyed it"
United States
Lauren B.
The price is ￥39,347
￥46,546 total
includes taxes & fees
Oct 25 - Oct 26
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
A patio with outdoor seating, a covered grill area, and a view of a hilly landscape.

8. Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country
Yamhill
10.0 out of 10, Exceptional, (84 reviews)
"This is a fantastic, very relaxing get-a-way. The folks onsite working the property were super friendly. Highly recommend."
United States
Russ W.
The price is ￥19,825
￥55,768 total
includes taxes & fees
Oct 19 - Oct 20
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country
A living room with a sofa, a coffee table, a TV, and a desk.

9. 2 bedroom / 1 bath entire house across from the food trucks of the Aloha mall!

2 bedroom / 1 bath entire house across from the food trucks of the Aloha mall!
Beaverton
9.2 out of 10, Wonderful, (28 reviews)
"I will never stay anywhere else in the Portland area!"
United States
Joshua S.
The price is ￥17,540
￥56,576 total
includes taxes & fees
Oct 20 - Oct 21
2 bedroom / 1 bath entire house across from the food trucks of the Aloha mall!
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

10. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (44 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is ￥23,387
￥52,110 total
includes taxes & fees
Nov 1 - Nov 2
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A playground with a slide, climbing structures, and a swing set.

11. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (22 reviews)
"This was a very handy place for my Portland visit with nearby services and a trail along the River you could run or walk on for many miles."
United States
Jim M.
The price is ￥10,203
￥40,841 total
includes taxes & fees
Oct 19 - Oct 20
Guest Suite with WiFi, AC, streaming
A modern kitchen with white cabinetry, a wooden island with bar stools, stainless steel appliances, and pendant lighting.

12. Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!

Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
Portland
10.0 out of 10, Exceptional, (25 reviews)
"Nice clean house. Great location!"
United States
Billy W.
The price is ￥26,310
￥67,838 total
includes taxes & fees
Oct 28 - Oct 29
Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
A wooden deck with a glass door leading to a forested area.

13. Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing

Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
Rosemont Summit
8.4 out of 10, Very good, (26 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is ￥25,457
￥43,964 total
includes taxes & fees
Oct 19 - Oct 20
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
A modern living room with a sectional sofa, a coffee table, a flat-screen TV, and a fireplace.

14. Most Family Friendly Listing in Portland - Keep the Conveniences of Home!

Most Family Friendly Listing in Portland - Keep the Conveniences of Home!
Southwest Portland
9.8 out of 10, Exceptional, (59 reviews)
"The rental was exactly what we needed. It had plenty of space, the beds were comfortable, the kitchen was well stocked, it was clean. It was in a great area. Would definitely stay again."
United States
Tracy M.
The price is ￥21,190
￥44,544 total
includes taxes & fees
Oct 26 - Oct 27
Most Family Friendly Listing in Portland - Keep the Conveniences of Home!
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a red kettle on the stove.

15. #StayinMyDistrict Modern Mid-Century Retreat

#StayinMyDistrict Modern Mid-Century Retreat
Vose
8.8 out of 10, Excellent, (21 reviews)
"Perfect location in downtown Beaverton. You can walk everywhere from this house. Yard was nice, the house was comfortable, especially the bed. I didn't cook while there but the kitchen seemed well stocked. I would stay here again for sure."
United States
Aileen Y.
The price is ￥16,434
￥56,332 total
includes taxes & fees
Oct 25 - Oct 26
#StayinMyDistrict Modern Mid-Century Retreat
A wooden cabin with a deck overlooking a forested stream.

16. Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
Cedar Hills
9.2 out of 10, Wonderful, (11 reviews)
"Peaceful great outdoor experience."
United States
Amber Y.
The price is ￥19,057
￥35,027 total
includes taxes & fees
Oct 25 - Oct 26
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
A spacious dining area with a long wooden table, multiple chairs, and pendant lighting.

17. Picturesque Lakeside Setting, Patio Seating w Fire-Pit, Surrounded by Vineyards, On Solena Estate

Picturesque Lakeside Setting, Patio Seating w Fire-Pit, Surrounded by Vineyards, On Solena Estate
Yamhill
10.0 out of 10, Exceptional, (24 reviews)
"Very peaceful setting, the environment was very calm. We loved our stay here and will be back."
United States
Stephanie
The price is ￥27,401
￥67,966 total
includes taxes & fees
Oct 19 - Oct 20
Picturesque Lakeside Setting, Patio Seating w Fire-Pit, Surrounded by Vineyards, On Solena Estate
A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

18. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Very clean, well equipted , great location, comfortable bed, great spot for coffee outside"
United States
Sorek Y.
The price is ￥11,535
￥37,651 total
includes taxes & fees
Oct 20 - Oct 21
#StayinMyDistrict Sellwood Coco Rose Retreat
A living room with a fireplace, a television, and a bookshelf.

19. Book NOW for Summer Fun! - Perfect for family! - Fully Loaded! - Fire Pit!

Book NOW for Summer Fun! - Perfect for family! - Fully Loaded! - Fire Pit!
Bethany
10.0 out of 10, Exceptional, (12 reviews)
"Great stay. Location and priced properly. "
United States
David P.
Book NOW for Summer Fun! - Perfect for family! - Fully Loaded! - Fire Pit!
A modern living room with a grey sectional sofa, a beige armchair, a coffee table, and a large window with blinds.

20. Bright and Delightful Renovation, Single Level, Fenced Backyard, 3 Blocks to MAX, 25 Min to Portland

Bright and Delightful Renovation, Single Level, Fenced Backyard, 3 Blocks to MAX, 25 Min to Portland
Downtown Hillsboro
9.6 out of 10, Exceptional, (48 reviews)
"Was a nice place to stay. Very clean very what we needed. "
United States
Rance Y.
The price is ￥12,894
￥65,622 total
includes taxes & fees
Oct 19 - Oct 20
Bright and Delightful Renovation, Single Level, Fenced Backyard, 3 Blocks to MAX, 25 Min to Portland
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 Sherwood Hotel Reviews

The Paramount Hotel

The Paramount Hotel

8/10 Good
"We stayed here for three nights and overall it was good. It’s in a good location to catch the MAX, nice selection of restaurants, and other things to check out. What I did not like was that the fan & shower plug in the bathroom of our room was broken. It makes me wonder how well their rooms are checked because it was not hard to miss the plug being crooked off the side of the drain. I also didn’t like that when I asked the valet if we had to use them or if there was somewhere else to park they pointed towards the garage north of them but then said “but I wouldn’t, it’s not great reviews.” So being out of town we trusted that, well when we went to pick up our car we noticed the next valet coming out of that garage. The garage we were told we shouldn’t use because of the bad reviews… we could have parked there ourselves and paid 1/2 the price. I wish we would have looked into parking around the area before arriving. It just kind of rubbed me the wrong way that they basically said we shouldn’t park there and then they valet park our vehicles there anyways. Kind of sketch. In all though, good experience. Would stay here again, just probably find parking that’s not $60 a night."
Carly 3-night trip
Posted 3 hours ago
The Paramount Hotel

Find out more about Sherwood

Sherwood Vacation Homes information

Number of reviews
625
Accommodation
1020 Vacation Homes
Lowest Price
￥22,629
Highest Price
￥146,597