A landscape with a dense forest and a cloudy sky.

Holiday Homes in Sherwood

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Sherwood holiday homes

A covered outdoor area with a hot tub, seating, and a sign indicating towels are available.

1. Wine Country • Sunroom Hot Tub • Walk to Old Town

Wine Country • Sunroom Hot Tub • Walk to Old Town
Sherwood - Tualatin South
9.2 out of 10, Wonderful, (10 reviews)
"This house has everything we needed for a great family gathering!"
United States
janie l.
Wine Country • Sunroom Hot Tub • Walk to Old Town
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

2. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (77 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is NZ$399
includes taxes & fees
31 Oct - 1 Nov
Creekside Haven
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

3. 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 NZ$666
includes taxes & fees
31 Oct - 1 Nov
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
A hot tub with two glasses and a bottle of champagne, set against a twilight cityscape.

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 NZ$1,603
includes taxes & fees
1 Nov - 2 Nov
Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views
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 NZ$265
includes taxes & fees
1 Nov - 2 Nov
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, (54 reviews)
"Great stay at Newberg!"
United States
Billy W.
The price is NZ$558
includes taxes & fees
2 Nov - 3 Nov
Newberg Getaway - Wineries, Weddings, GFU
A modern kitchen with stainless steel appliances, wooden cabinets, and a view to the backyard.

7. Family Friendly Listing in Portland

Family Friendly Listing in Portland
Southwest Portland
9.8 out of 10, Exceptional, (60 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 NZ$430
includes taxes & fees
9 Nov - 10 Nov
Family Friendly Listing in Portland
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

8. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (46 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 NZ$439
includes taxes & fees
1 Nov - 2 Nov
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A modern living room with a grey sectional sofa, a beige armchair, a coffee table, and a large window with blinds.

9. 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 NZ$711
includes taxes & fees
31 Oct - 1 Nov
Bright and Delightful Renovation, Single Level, Fenced Backyard, 3 Blocks to MAX, 25 Min to Portland
A hotel room with mirrored walls, multiple beds, and a modern design.

10. 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)
"We really enjoyed our stay. So fun for the kids!"
United States
Stephanie W.
The price is NZ$533
includes taxes & fees
2 Nov - 3 Nov
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
A wooden cabin with a deck overlooking a forested stream.

11. 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 NZ$372
includes taxes & fees
8 Nov - 9 Nov
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
A living room with a sofa, a coffee table, a TV, and a desk.

12. 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 NZ$640
includes taxes & fees
31 Oct - 1 Nov
2 bedroom / 1 bath entire house across from the food trucks of the Aloha mall!
A compact kitchen with white cabinets, a built-in microwave, a stove, and a dishwasher.

13. Cozy Home in Beaverton

Cozy Home in Beaverton
Aloha
Cozy Home in Beaverton
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a red kettle on the stove.

14. #StayinMyDistrict Modern Mid-Century Retreat

#StayinMyDistrict Modern Mid-Century Retreat
Vose
9.0 out of 10, Wonderful, (22 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 NZ$541
includes taxes & fees
1 Nov - 2 Nov
#StayinMyDistrict Modern Mid-Century Retreat
A compact room with a bed, a sofa, a small table, and a door.

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 NZ$466
includes taxes & fees
1 Nov - 2 Nov
Guest Suite with WiFi, AC, streaming
A wooden deck with a glass door leading to a forested area.

16. 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 NZ$451
includes taxes & fees
1 Nov - 2 Nov
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
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, (25 reviews)
"Very peaceful setting, the environment was very calm. We loved our stay here and will be back."
United States
Stephanie
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)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
The price is NZ$397
includes taxes & fees
2 Nov - 3 Nov
#StayinMyDistrict Sellwood Coco Rose Retreat
A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and chairs.

19. Entertainment Haven / Pool Table

Entertainment Haven / Pool Table
Garden Home-Whitford
9.8 out of 10, Exceptional, (9 reviews)
"House was comfortable, roomy and great location "
United States
Jim F.
The price is NZ$1,107
includes taxes & fees
4 Nov - 5 Nov
Entertainment Haven / Pool Table
A residential property with a covered porch, a dining area with outdoor furniture, and a brick pathway.

20. Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown

Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown
Northeast Portland
9.6 out of 10, Exceptional, (59 reviews)
"This place was clean and well maintained. It wasn't dark despite being in the basement and it was easy to get to public transportation. I would definitely stay here again."
United States
Michelle M.
The price is NZ$432
includes taxes & fees
2 Nov - 3 Nov
Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min 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.
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Top Sherwood Hotel Reviews

Heathman Hotel

Heathman Hotel

10/10 Excellent
"The accommodations exceeded my expectations, complemented by an exceptionally warm and professional staff who promptly resolved any concerns. I look forward to returning in the future. The location offers convenient access to various shops and cafes, and the valet service was exemplary. Furthermore, the newly opened restaurant and lounge area, featuring an inviting aesthetic with wood accents and a fireplace, provided an excellent experience."
anita 3-night trip
Posted 3 hours ago
Heathman Hotel

Find out more about Sherwood

Sherwood Holiday Homes information

Number of reviews
523
Accommodation
1024 Holiday Homes
Lowest Price
NZ$265
Highest Price
NZ$1,603