Sherwood Holiday Rentals

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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 NZ$227
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 NZ$278
includes taxes & fees
12 May - 13 May
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 NZ$336
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 NZ$263
includes taxes & fees
4 May - 5 May
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 NZ$554
includes taxes & fees
19 May - 20 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 NZ$329
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 NZ$363
includes taxes & fees
30 Apr - 1 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 NZ$537
includes taxes & fees
30 Apr - 1 May
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 NZ$446
includes taxes & fees
30 Apr - 1 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.
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 NZ$687
includes taxes & fees
30 Apr - 1 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 NZ$349
includes taxes & fees
30 Apr - 1 May
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 NZ$526
includes taxes & fees
4 May - 5 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 NZ$386
includes taxes & fees
3 May - 4 May
#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 NZ$409
includes taxes & fees
13 May - 14 May
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 NZ$485
includes taxes & fees
10 May - 11 May
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 NZ$615
includes taxes & fees
7 May - 8 May
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 NZ$327
includes taxes & fees
5 May - 6 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 NZ$581
includes taxes & fees
5 May - 6 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 NZ$608
includes taxes & fees
5 May - 6 May
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.
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Top Sherwood Hotel Reviews

Find out more about Sherwood

Everything you need to know about Sherwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sherwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sherwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sherwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sherwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sherwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sherwood holiday rentals we have selected for you start as low as NZ$186 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sherwood rentals

At Expedia, we put the best Sherwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sherwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sherwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sherwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.