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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Sherwood holiday 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, (75 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is AU$293
includes taxes & fees
28 Sept - 29 Sept
Creekside Haven
A deck with outdoor furniture, a grill, and a view of tall trees.

2. Private and Quiet Couples Escape, New Construction, Décor, and Furnishings, Gorgeous Deck & BBQ

Private and Quiet Couples Escape, New Construction, Décor, and Furnishings, Gorgeous Deck & BBQ
Ladd Hill
9.4 out of 10, Exceptional, (32 reviews)
"Nice spot centrally located in Willamette Valley wine country. While it’s just tucked in off a main road, it remained quiet and felt restful. We appreciated the electric fireplace."
United States
Carrie D.
The price is AU$570
includes taxes & fees
28 Sept - 29 Sept
Private and Quiet Couples Escape, New Construction, Décor, and Furnishings, Gorgeous Deck & BBQ
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

3. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (29 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 AU$199
includes taxes & fees
29 Sept - 30 Sept
Granny Flat in leafy SW Portland
A living room with a sofa, a coffee table, and a dining area with chairs. There is a plant on a side table and a painting on the wall.

4. Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Bull Mountain
9.6 out of 10, Exceptional, (56 reviews)
"Great location"
United States
norm s.
The price is AU$460
includes taxes & fees
21 Oct - 22 Oct
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
A modern kitchen with white cabinetry, a central island with stools, a dishwasher, and a large window with blinds.

5. Newberg Getaway - Wineries, Weddings, GFU

Newberg Getaway - Wineries, Weddings, GFU
Newberg
9.8 out of 10, Exceptional, (52 reviews)
"Great stay at Newberg!"
United States
Billy W.
The price is AU$501
includes taxes & fees
26 Oct - 27 Oct
Newberg Getaway - Wineries, Weddings, GFU
A modern hotel interior with mirrored walls, multiple beds with pillows, and a glass floor.

6. 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, (23 reviews)
"Great location and super fun house. We really enjoyed it"
United States
Lauren B.
The price is AU$419
includes taxes & fees
28 Sept - 29 Sept
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a red kettle on the stove.

7. #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 AU$539
includes taxes & fees
29 Sept - 30 Sept
#StayinMyDistrict Modern Mid-Century Retreat
A backyard with a wooden deck, a table with chairs, a large umbrella, and a fire pit.

8. 2 King Beds, Quiet Neighborhood, Near It All

2 King Beds, Quiet Neighborhood, Near It All
Bull Mountain
10.0 out of 10, Exceptional, (59 reviews)
"Third time we have stayed at this property. That says it all. Nice amenities and convenient location."
United States
Anonymous traveller
The price is AU$901
includes taxes & fees
30 Sept - 1 Oct
2 King Beds, Quiet Neighborhood, Near It All
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

9. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (42 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 AU$452
includes taxes & fees
27 Sept - 28 Sept
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and chairs.

10. 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 AU$862
includes taxes & fees
28 Sept - 29 Sept
Entertainment Haven / Pool Table
A hot tub with two glasses and a bottle of champagne, set against a twilight cityscape.

11. 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 AU$1,493
includes taxes & fees
7 Oct - 8 Oct
Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views
A wooden deck with a glass door leading to a forested area.

12. 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$314
includes taxes & fees
27 Sept - 28 Sept
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
A living room with a sofa, a coffee table, a TV, and a desk.

13. 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$504
includes taxes & fees
20 Oct - 21 Oct
2 bedroom / 1 bath entire house across from the food trucks of the Aloha mall!
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. Spacious 5BR Beaverton Home, Game Room, Near Portland

Spacious 5BR Beaverton Home, Game Room, Near Portland
Aloha
10.0 out of 10, Exceptional, (22 reviews)
"Good for a large group!"
United States
Louise D.
The price is AU$1,020
includes taxes & fees
27 Sept - 28 Sept
Spacious 5BR Beaverton Home, Game Room, Near Portland
A modern living room with a grey sectional sofa, a beige armchair, a coffee table, and a large window with blinds.

15. 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 AU$579
includes taxes & fees
26 Sept - 27 Sept
Bright and Delightful Renovation, Single Level, Fenced Backyard, 3 Blocks to MAX, 25 Min to Portland
A spacious living room with a fireplace, a dining area with a wooden cabinet, and a large window offering a view of greenery.

16. Spacious SW Portland home with Fire Pit

Spacious SW Portland home with Fire Pit
Portland
9.0 out of 10, Wonderful, (13 reviews)
"This was a cute, clean property with thoughtful amenities! Thank you for the great stay!"
United States
Sarah B.
Spacious SW Portland home with Fire Pit
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

17. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
9.8 out of 10, Exceptional, (19 reviews)
"The house was clean and really cute. The set up was great for our stay and host was super helpful. Really enjoyed our stay!"
United States
Dana F.
The price is AU$312
includes taxes & fees
28 Sept - 29 Sept
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A patio with outdoor seating, a covered grill area, and a view of a hilly landscape.

18. 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 AU$492
includes taxes & fees
27 Sept - 28 Sept
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country
A gray front door with a glass panel, a black doorbell, and a small wooden step.

19. The Grove - A Family Friendly Modern Studio in Portland/Beaverton/Hillsboro

The Grove - A Family Friendly Modern Studio in Portland/Beaverton/Hillsboro
Oak Hills
10.0 out of 10, Exceptional, (3 reviews)
"Super clean studio apartment. Very modern and up-to-date. Fabulous shower. Quality appliances and BBQ were great to have! It is helpful to have access to a car due to location. Host and family were super friendly and checked in a couple of times during my stay. Overall a wonderful experience."
United States
Michael M.
The price is AU$385
includes taxes & fees
29 Sept - 30 Sept
The Grove - A Family Friendly Modern Studio in Portland/Beaverton/Hillsboro
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 Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

10/10 Excellent
"NOTHING can rival the price and the decorations of this hotel, definitly coming back here next time!!!"
Ryean 1-night trip
Posted less than an hour ago
The Royal Sonesta Portland Downtown

Find out more about Sherwood

Sherwood Holiday Homes information

Number of reviews
664
Accommodation
1020 Holiday Homes
Lowest Price
AU$199
Highest Price
AU$1,493