Holiday Homes in Sherwood

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Our top choices for Sherwood holiday homes

1. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (77 reviews)
"We loved it!!! Met all our needs!! Relaxing atmosphere, close to many activities in the willamette valley. Definitely will stay there again!! Thanks to the host"
United States
Karol C.
The price is AU$317
includes taxes & fees
13 Nov - 14 Nov
Creekside Haven

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, (47 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 AU$622
includes taxes & fees
11 Nov - 12 Nov
Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center

3. Newberg Getaway - Wineries, Weddings, GFU

Newberg Getaway - Wineries, Weddings, GFU
Newberg
9.8 out of 10, Exceptional, (54 reviews)
"Great stay at Newberg!"
United States
Billy W.
The price is AU$516
includes taxes & fees
11 Nov - 12 Nov
Newberg Getaway - Wineries, Weddings, GFU

4. 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, (138 reviews)
"Amazing property on amazing land with views that go on forever! Will be staying here again!"
United States
Bradley L.
The price is AU$1,318
includes taxes & fees
11 Nov - 12 Nov
Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views

5. 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, (36 reviews)
"Pretty area"
United States
Jennifer
The price is AU$585
includes taxes & fees
11 Nov - 12 Nov
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

6. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.6 out of 10, Exceptional, (31 reviews)
"The flat was clean and well-appointed. We stayed multiple nights as we were in Portland to see multiple groups of friends. Great location and close to I5. Bed was very comfy and checkin was a breeze. Communication with the host was seamless. The view from the balcony was serene and the kitchen was well-stocked. Great tasting coffee, too! We've found our go-to for our next trip to town. Thank you!"
United States
Lucy B.
The price is AU$239
includes taxes & fees
24 Nov - 25 Nov
Granny Flat in leafy SW Portland

7. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (47 reviews)
"Very nice stay. I would just recommend a making the address numbers more visible."
United States
Marlene P.
The price is AU$392
includes taxes & fees
15 Nov - 16 Nov
#StayInMyDistrict Lake Oswego Honey Bee Cottage

8. 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, (27 reviews)
"We really enjoyed our stay. So fun for the kids!"
United States
Stephanie W.
The price is AU$365
includes taxes & fees
11 Nov - 12 Nov
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

9. 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, (26 reviews)
"Very peaceful setting, the environment was very calm. We loved our stay here and will be back."
United States
Stephanie
The price is AU$504
includes taxes & fees
11 Nov - 12 Nov
Picturesque Lakeside Setting, Patio Seating w Fire-Pit, Surrounded by Vineyards, On Solena Estate

10. Modern comfort 2 Kings Big back yard

Modern comfort 2 Kings Big back yard
Bull Mountain
10.0 out of 10, Exceptional, (59 reviews)
"Great spot near Portland. Easy on and off the freeway and close to most everything. The firepit was an excellent way to unwind."
United States
Jeff Z.
The price is AU$791
includes taxes & fees
11 Nov - 12 Nov
Modern comfort 2 Kings Big back yard

11. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
The price is AU$317
includes taxes & fees
11 Nov - 12 Nov
#StayinMyDistrict Sellwood Coco Rose Retreat

12. #StayinMyDistrict Modern Mid-Century Retreat

#StayinMyDistrict Modern Mid-Century Retreat
Vose
9.0 out of 10, Wonderful, (22 reviews)
"Nice place!"
United States
Brad T.
The price is AU$463
includes taxes & fees
12 Nov - 13 Nov
#StayinMyDistrict Modern Mid-Century Retreat

13. 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, (85 reviews)
"Santos Farm is an amazing place to stay. It’s the perfect distance to explore wineries and you are able to walk their gorgeous property. Bonus: they sell their fresh produce and eggs on site so you can make amazing meals in the kitchen. The unit is beautiful and nicely set up and there’s a balcony to enjoy as well."
United States
Kathryn H.
The price is AU$534
includes taxes & fees
11 Nov - 12 Nov
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

14. 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 AU$501
includes taxes & fees
14 Nov - 15 Nov
2 bedroom / 1 bath entire house across from the food trucks of the Aloha mall!

15. 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 AU$348
includes taxes & fees
15 Nov - 16 Nov
Guest Suite with WiFi, AC, streaming

16. Family Friendly Listing in Portland

Family Friendly Listing in Portland
Southwest Portland
9.8 out of 10, Exceptional, (61 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 AU$331
includes taxes & fees
16 Nov - 17 Nov
Family Friendly Listing in Portland

17. 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 AU$404
includes taxes & fees
15 Nov - 16 Nov
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing

18. 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, (12 reviews)
"Peaceful great outdoor experience."
United States
Amber Y.
The price is AU$270
includes taxes & fees
16 Nov - 17 Nov
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

19. Modern & Cozy Home - EV Charger - Easy Access to PDX Metro

Modern & Cozy Home - EV Charger - Easy Access to PDX Metro
Metzger
10.0 out of 10, Exceptional, (3 reviews)
"Fabulous place. Very clean and comfy! Host was communicative and friendly!"
United States
Kimberly S.
Modern & Cozy Home - EV Charger - Easy Access to PDX Metro

20. Spacious Single Party B&B – walking distance to downtown!

Spacious Single Party B&B – walking distance to downtown!
Dundee
9.8 out of 10, Exceptional, (31 reviews)
"The property was exactly as it was described. Very clean and Donna was very helpful with advice about local wineries and restaurants."
United States
Chantel G.
The price is AU$430
includes taxes & fees
19 Nov - 20 Nov
Spacious Single Party B&B – walking distance to downtown!
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.

Learn more about Sherwood

Nestled between Portland and wine country, this charming town offers a perfect home base for exploring Oregon's natural wonders. Visit Old Town's local shops and cafes before heading to Tualatin River National Wildlife Refuge where rangers know which trails have fewer visitors.

A landscape with a dense forest and a cloudy sky.

Top reviews in Sherwood