Sherwood Vacation Rentals

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Our top choices for Sherwood vacation rentals

Apartment in Sherwood - Tualatin South

Cozy Wine Country Suite
9.4 out of 10, Exceptional, (16)
"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.
$105 nightly
The price is $119
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Wine Country Suite

Vacation Home in Sherwood - Tualatin South

Luxe Wine Country Stay • HotTub • Walk to Downtown
10.0 out of 10, Exceptional, (5)
"We had a wonderful stay. The house had everything we needed to have a fabulous time. The location was ideal. We would definitely stay here again.Janie"
United States
janie l.
$1,825 nightly
The price is $2,071
Jan 1 - Jan 2, 2026
Total with taxes and fees
Luxe Wine Country Stay • HotTub • Walk to Downtown
2.0 star property
9.6 out of 10, Exceptional, (7)
"Amazing host with great communication, a gorgeous and perfectly placed spot, and a fun, cozy place that had everything I needed. The commissary was incredible, and the whole experience was perfect!"
United States
Kierra P.
$127 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
3.0 star property
8.2 out of 10, Very Good, (2038)
" Excellent for our weekend stay."
United States
MEREDITH
$84 nightly
The price is $96
Jan 1 - Jan 2, 2026
Total with taxes and fees
Larkspur Landing Extended Stay Suites Hillsboro
9.8 out of 10, Exceptional, (152)
"Great location, comfortable and well stocked!"
United States
Edla P.
$216 nightly
The price is $255
Jan 2 - Jan 3, 2026
Total with taxes and fees
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

Vacation Home in Southeast Portland

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
$174 nightly
The price is $205
Jan 6 - Jan 7, 2026
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat
9.8 out of 10, Exceptional, (20)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
$128 nightly
The price is $152
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private, cozy, airy garden studio suite, for 1 or 2 guests
9.8 out of 10, Exceptional, (6)
"Patty was very clear on check in. The place was clean and comfy. We just needed a place to rest our heads while visiting our son and future daughter in law. "
United States
Virginia A.
$130 nightly
The price is $155
Jan 2 - Jan 3, 2026
Total with taxes and fees
Cool basement apartment with WiFi in vibrant Portland, Oregon.

Vacation Home in Wilsonville

Creekside Haven
10.0 out of 10, Exceptional, (63)
"Outstanding property—warm and inviting. Great location to the ocean, Mountains, Columbia River Gorge. "
United States
James F.
$196 nightly
The price is $198
Jan 2 - Jan 3, 2026
Total with taxes and fees
Creekside Haven

Apartment in Downtown Vancouver

#StayInMyDistrict Downtown Loft
9.6 out of 10, Exceptional, (7)
"Great location highly recommended"
United States
John B.
$167 nightly
The price is $183
Jan 4 - Jan 5, 2026
Total with taxes and fees
#StayInMyDistrict Downtown Loft

Vacation Home in Southeast Portland

Vibrant Portland Getaway - Chic Flat
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great spot right in the heart of SE Portland!"
United States
Scotty S.
$221 nightly
The price is $254
Jan 5 - Jan 6, 2026
Total with taxes and fees
Vibrant Portland Getaway - Chic Flat

Apartment in Northeast Portland

Private Greenhouse Suite for 1 or 2 Guests
10.0 out of 10, Exceptional, (17)
"Nice neighborhood, very convenient for us"
United States
Ted B.
$175 nightly
The price is $207
Jan 20 - Jan 21, 2026
Total with taxes and fees
Private Greenhouse Suite for 1 or 2 Guests
2.0 star property
9.4 out of 10, Exceptional, (8)
"The best dwelling/building in the neighborhood is Marcus's unit ! Very clean. Well decorated and comfortable. Spacious. Lots of windows and natural light. It was perfect for meeting up with my adult daughters as a base for family time. "
United States
Callas R.
$293 nightly
The price is $304
Jan 1 - Jan 2, 2026
Total with taxes and fees
Luxury Scandinavian Home - Near PDX/Waterfront
8.4 out of 10, Very Good, (16)
"Nice townhouse and a quiet neighborhood!"
United States
Roungaloune T.
$310 nightly
The price is $340
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stylish Entire Townhome w/ greenspace throughout!! Serene!
2.0 star property
10.0 out of 10, Exceptional, (6)
"Great property in a fantastic location in North Portland!"
United States
Anish D.
$190 nightly
The price is $203
Jan 4 - Jan 5, 2026
Total with taxes and fees
Modern & Bright Walkable Alberta Condo, Fast WiFi
9.8 out of 10, Exceptional, (42)
"Great feel and well furnished. "
United States
Donna S.
$244 nightly
The price is $276
Jan 2 - Jan 3, 2026
Total with taxes and fees
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
10.0 out of 10, Exceptional, (120)
"Check in was easy - and kitchen had everything necessary to make our stay enjoyable. We especially appreciated the electric kettle!"
United States
Lynne R.
$341 nightly
The price is $374
Jan 3 - Jan 4, 2026
Total with taxes and fees
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
9.8 out of 10, Exceptional, (53)
"Cute, clean apartment with everything we needed to visit wine country."
United States
Kara I.
$199 nightly
The price is $219
Jan 2 - Jan 3, 2026
Total with taxes and fees
Experience historic Newberg at Yamhill Flats: Suite 2
9.2 out of 10, Wonderful, (15)
"What a little slice of heaven! Perfect location and comfortable. I’ll be back:)"
United States
Amy C.
$164 nightly
The price is $194
Jan 4 - Jan 5, 2026
Total with taxes and fees
#StayinMyDistrict Sellwood Private Garden Casita

Vacation Home in North Portland

#StayInMyDistrict St. Johns Bungalow
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great property. Comfortable, clean, and easy communication with the host. I am looking forward to staying here again in the future."
United States
Sarah J.
$270 nightly
The price is $316
Jan 8 - Jan 9, 2026
Total with taxes and fees
#StayInMyDistrict St. Johns Bungalow
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sherwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sherwood vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sherwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sherwood rentals

At Expedia, we put the best Sherwood vacation 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 vacation.

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 vacation rentals in Sherwood?

Yes, we give you a choice of vacation rentals in Sherwood near Al's Garden Center, or you can go with a secluded option if you're looking for extra privacy while you relax. Sherwood is known for its forests and restaurants.

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

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This vacation home rental outside of Sherwood is located on a river and has a patio, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Sherwood?

Choose from 10 Expedia vacation rentals in Sherwood for a memorable vacation.

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, Quailhurst Vineyard Estate and Hawks View Cellars are other places worth a visit.

What are vacation rentals like in Sherwood?

Vacation rentals are privately owned properties you can reserve for several days or more in Sherwood. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family getaway.