Holiday rentals in Sherwood

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Top-rated holiday rentals in Sherwood

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Hillsboro

4.98 out of 5 average rating, 156 reviews

Willamette Valley Wine Country Hub

Located in the heart of the Willamette Valley wine country the 1100 SqFt private unit provides a unique opportunity to experience the north west. We are at the center of a hub with equal access to Hillsboro, Sherwood, Newberg and Beaverton for all of the night life and restaurants while being within a few miles of 100+ wineries. We also offer a wood fired pizza making experience (see below for details). All of this while experiencing rural Oregon. We are on 6 acres with only a few neighbors.

16–23 Jul

€ 119 per night
Guest favourite

Guest house in Wilsonville

4.95 out of 5 average rating, 400 reviews

Willow Creek Cottage

Enjoy country living in our charming and unique 1890s guest house. Situated on 12 acres in horse country. Great location - 20 minutes to Portland, 25 minutes to Oregon Wine Country, 90 minutes to the coast and five minutes from I-5 and Wilsonville. Bedroom with comfy pillow top queen bed. Breakfast nook with refrigerator, microwave and Keurig coffee maker. Direct TV and WiFi. **Please be assured that we continue to take all steps necessary to sanitize and air the cottage before your visit.

10–17 Aug

€ 102 per night
Guest favourite

Cottage in Newberg

4.97 out of 5 average rating, 116 reviews

Oxberg Lake Retreat, lake & farm view in wine ctry

A storybook oasis with lake/farm views. Enjoy your morning coffee or evening wine while listening to the sheep and chickens. One loft bedroom, one full bath with large living room/kitchen. * 5 min to George Fox University * 2 min to The Allison Inn & Spa * 50+ wineries within 10 min drive *Walk to Farm Craft brews at Wolves and People on Benjamin *Enjoy canoeing, feeding the sheep, or reading a book by the fire pit. (wood provided) We also have a roll-away bed that is available upon request.

6–13 Jan

€ 121 per night

Popular amenities for Sherwood holiday rentals

Stay near Sherwood's top sights

Walmart Supercenter4 locals recommend
Regal Sherwood7 locals recommend
Fat Milo's Family Kitchen13 locals recommend
Langer's Entertainment Center12 locals recommend
Handels Homemade Ice Cream6 locals recommend
Crazy Sushi Restaurant4 locals recommend

Other great holiday rentals in Sherwood

Guest favourite

Farm stay in Hillsboro

5.0 out of 5 average rating, 260 reviews

Oakwood Gardens Retreat• Alpaca Farm •Wine Country

15–22 Aug

€ 134 per night
Guest favourite

Flat in Newberg

4.94 out of 5 average rating, 831 reviews

Bright, Unique Apartment in Heart of Wine Country

28 Jul – 4 Aug

€ 138 per night
Guest favourite

Guest suite in Newberg

4.84 out of 5 average rating, 249 reviews

Hoover Park Studio-Great Wine tasting location

26 Dec – 2 Jan

€ 107 per night
Guest favourite

Guest house in Beaverton

5.0 out of 5 average rating, 115 reviews

~The Backyard Bounty ADU~*Private 5 Star Space*

22–29 Apr

€ 123 per night
Guest favourite

Guest house in Canby

4.95 out of 5 average rating, 177 reviews

Cozy Country Bungalow

15–22 Oct

€ 106 per night
Superhost

Tiny home in Sherwood

4.96 out of 5 average rating, 178 reviews

Quaint and Quiet Sip and Stay in Wine Country

26 Apr – 3 May

€ 100 per night
Guest favourite

Flat in Tigard

4.93 out of 5 average rating, 136 reviews

Private Apartment at the Farmhouse

17–24 Apr

€ 102 per night
Guest favourite

Cabin in Beaverton

4.98 out of 5 average rating, 325 reviews

Cooper Mountain Tiny Cabin

10–17 Apr

€ 138 per night
Guest favourite

Guest house in Beaverton

4.98 out of 5 average rating, 132 reviews

SCHOLLS VALLEY RETREAT

18–25 Jul

€ 122 per night
Guest favourite

Guest house in Sherwood

4.98 out of 5 average rating, 97 reviews

Cozy Willamette Valley Cabin With Modern Comforts

28 Apr – 5 May

€ 132 per night
Guest favourite

Guest suite in Sherwood

4.97 out of 5 average rating, 78 reviews

Bacchus Fields - Oregon Wine Country Studio

11–18 Dec

€ 104 per night
Guest favourite

Townhouse in Sherwood

4.9 out of 5 average rating, 71 reviews

Cozy 2 bed, 1 bath, private backyard in Sherwood

21–28 Jan

€ 121 per night

Quick stats about holiday rentals in Sherwood

Total rentals

30 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.2K reviews

Nightly prices starting at

€ 28 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Washington County
  5. Sherwood