Sherwood Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Sherwood holiday rentals

Cozy Wine Country Suite

Cozy Wine Country Suite
Sherwood - Tualatin South
9.2 out of 10, Wonderful, (20 reviews)
"The room was clean, well appointed,ina great location, and we enjoyed our short stay. Would definitely stay here again when in the area. "
United States
Brayden C.
The price is HK$494
HK$1,050 total
includes taxes & fees
10 May - 11 May
Cozy Wine Country Suite

Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV

Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV
Sherwood - Tualatin South
10.0 out of 10, Exceptional, (1 review)
"Clean room, friendly host, quiet house, plenty of street parking. "
United States
Bryan V.
The price is HK$458
HK$1,277 total
includes taxes & fees
29 Apr - 30 Apr
Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV

Cozy Willamette Valley Cabin With Modern Comforts

Cozy Willamette Valley Cabin With Modern Comforts
Sherwood - Tualatin South
10.0 out of 10, Exceptional, (15 reviews)
"Looking forward to returning. Such a wonderful and serene stay."
United States
Theresa S.
The price is HK$776
HK$1,459 total
includes taxes & fees
19 May - 20 May
Cozy Willamette Valley Cabin With Modern Comforts

Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.4 out of 10, Exceptional, (12 reviews)
"Was such a cute little getaway for my and my boyfriend was very clean and the aesthetic was very pretty. The owner was very nice and very helpful was a perfect stay ☺️"
United States
Jerikah
The price is HK$543
HK$1,161 total
includes taxes & fees
29 Apr - 30 Apr
Margaux · 1967 Airstream · Garden Glamping · PDX

Wynkoop: Taste of Europe | Walk to Wineries | Pet Friendly

Wynkoop: Taste of Europe | Walk to Wineries | Pet Friendly
Carlton
10.0 out of 10, Exceptional, (27 reviews)
"Perfect for a cozy overnight getaway close to great wine and food."
United States
Corey P.
The price is HK$1,144
HK$2,524 total
includes taxes & fees
30 Apr - 1 May
Wynkoop: Taste of Europe | Walk to Wineries | Pet Friendly

Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (66 reviews)
"Great stay, close to Portland. Clean and easy to get too. Would stay again. "
United States
Kathleen M.
The price is HK$952
HK$1,539 total
includes taxes & fees
10 May - 11 May
Creekside Haven

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Southwest Portland
9.2 out of 10, Wonderful, (12 reviews)
"Nice place for us to stay while visiting family in the area. "
United States
Chris W.
The price is HK$313
HK$1,680 total
includes taxes & fees
3 May - 4 May
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.6 out of 10, Exceptional, (112 reviews)
"Lovely peaceful property! Hope to stay there again. Everything was great. Host was attentive to all questions and needs! "
United States
Lydia S.
The price is HK$861
HK$2,544 total
includes taxes & fees
29 Apr - 30 Apr
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Yeti's Tree House: Where Dreams Come True

Yeti's Tree House: Where Dreams Come True
Cedar Hills
9.2 out of 10, Wonderful, (45 reviews)
"Our stay in the treehouse was awesome! The kids loved the zip line and the suspended net to watch movies was another favorite part of our stay! The place was clean and had all the things we needed for our stay!"
United States
Melissa S.
The price is HK$1,164
HK$2,065 total
includes taxes & fees
3 May - 4 May
Yeti's Tree House: Where Dreams Come True

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, (78 reviews)
"Very friendly, helpful, and attentive hosts. Beautiful grounds and area. Perfect location for wineries. Gorgeous views!"
United States
Joe E.
The price is HK$823
HK$2,500 total
includes taxes & fees
29 Apr - 30 Apr
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

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, (41 reviews)
"Second stay and love it even more. Clean, comfortable, safe and great communication!"
United States
Ann E.
The price is HK$959
HK$3,234 total
includes taxes & fees
6 May - 7 May
Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Rosemont Summit
8.6 out of 10, Excellent, (23 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is HK$980
HK$1,608 total
includes taxes & fees
29 Apr - 30 Apr
West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (37 reviews)
"The yard is great for dogs. Enough tools to really cook in the kitchen! "
United States
Anne R.
The price is HK$1,112
HK$2,407 total
includes taxes & fees
3 May - 4 May
#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (34 reviews)
"Great location and neighborhood!"
United States
Gary M.
The price is HK$452
HK$1,609 total
includes taxes & fees
29 Apr - 30 Apr
#StayinMyDistrict Sellwood Coco Rose Retreat

Newberg Wine Country Suites: Gris Room

Newberg Wine Country Suites: Gris Room
Newberg
9.6 out of 10, Exceptional, (25 reviews)
"Property was super clean and in a great location. The property had great amenities. It was perfect for a few day getaway."
United States
Kelly W.
The price is HK$1,042
HK$1,894 total
includes taxes & fees
29 Apr - 30 Apr
Newberg Wine Country Suites: Gris Room

Portland Sanctuary

Portland Sanctuary
Northeast Portland
9.8 out of 10, Exceptional, (110 reviews)
"Great place , clean and the host is super nice"
United States
Ru
The price is HK$635
HK$2,150 total
includes taxes & fees
29 Apr - 30 Apr
Portland Sanctuary

Country View Cottage #1: Uncorked

Country View Cottage #1: Uncorked
Carlton
9.6 out of 10, Exceptional, (120 reviews)
"Such a beautiful,peaceful cottage "
United States
Tammy W.
The price is HK$1,358
HK$2,716 total
includes taxes & fees
29 Apr - 30 Apr
Country View Cottage #1: Uncorked

Patio Cottage for 1-2 w/kitchen & gas firepit

Patio Cottage for 1-2 w/kitchen & gas firepit
Northeast Portland
10.0 out of 10, Exceptional, (98 reviews)
"Perfect little place, central location, just what I needed. Cozy, comfortable & private. Would definitely stay again. "
United States
claire t.
The price is HK$1,132
HK$1,515 total
includes taxes & fees
3 May - 4 May
Patio Cottage for 1-2 w/kitchen & gas firepit

Modern South Portland Luxury Condo Offering City & Mountain Views

Modern South Portland Luxury Condo Offering City & Mountain Views
Southwest Portland
10.0 out of 10, Exceptional, (12 reviews)
"This condo is perfectly located."
United States
Jody S.
The price is HK$853
HK$2,682 total
includes taxes & fees
3 May - 4 May
Modern South Portland Luxury Condo Offering City & Mountain Views

Country View Cottage #2: Unwined

Country View Cottage #2: Unwined
Carlton
9.6 out of 10, Exceptional, (105 reviews)
"Wonderful place!"
United States
Patricia
The price is HK$1,358
HK$2,716 total
includes taxes & fees
29 Apr - 30 Apr
Country View Cottage #2: Unwined
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sherwood Hotel Reviews

Find out more about Sherwood

Search for holiday rentals in Sherwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Sherwood using one of the methods below:

  • View our selection of featured holiday rentals in Sherwood
  • Use the map to find apartments and other holiday homes in the Sherwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sherwood while they last

Look no further and take a look at our great range of rental properties in Sherwood!

Frequently asked questions

Can I find holiday rentals in Sherwood?

Yes, there are holiday rentals in Sherwood close to Sherwood Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay. Sherwood is known for its forests and restaurants.

What are some of the best holiday rentals that Sherwood has to offer?

Pet friendly apartment with covered patio and fenced-in yard.: This holiday home rental outside of Sherwood is located in the city centre, and has a patio, a private garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle.

How many holiday rentals are there in Sherwood?

Choose from 9 Expedia holiday rentals in Sherwood for a memorable holiday.

What can I see and do in Sherwood?

Family-friendly attractions include Al's Garden Center, whereas Tualatin River National Wildlife Refuge is a spot to enjoy the outdoors. While here, Sherwood Center for the Arts and Quailhurst Vineyard Estate are other places worth a visit.

What are holiday rentals like in Sherwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sherwood. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.