Photo by Amber Petersen

Sherwood Vacation Rentals

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Sherwood Vacation Homes

Exquisite Historic Suite Close to Downtown 14-21673
Exterior

Exquisite Historic Suite Close to Downtown 14-21673

10.0 out of 10, Exceptional, (471)
"Beautiful house, great experience, lovely host. "
The price is CA $187
CA $254 total
includes taxes & fees
Apr 20 - Apr 21
Exquisite Historic Suite Close to Downtown 14-21673
Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.
Fridge, microwave, oven, stovetop

Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.

10.0 out of 10, Exceptional, (5)
"We loved the location of our stay. The space is as described and very clean. The plants and orchid helped the space feel like home. "
Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.
Casa del Sol - Walk to Alberta Arts District
2 bedrooms, desk, iron/ironing board, travel crib

Casa del Sol - Walk to Alberta Arts District

9.4 out of 10, Exceptional, (23)
"Wonderful, clean, and pet-friendly house in easy walking distance of restaurants and bars. A great option for staying in Portland. Would definitely stay there again when in town."
The price is CA $176
CA $585 total
includes taxes & fees
Apr 22 - Apr 23
Casa del Sol - Walk to Alberta Arts District
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Smart TV, fireplace

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

9.8 out of 10, Exceptional, (42)
"The view is beautiful! It's so relaxing to wake up and have a cup of coffee while taking in the river! The neighborhood was pretty and quiet. The dogs enjoyed morning and evening walks with lots to sniff!Our multigenerational family had a great visit and explored Portland and the area and got to come home to a comfy beautiful house!At night, the mattresses were super comfortable and everyone ages 11 to 72 had only good things to say about their sleep!"
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Spacious 5 Bedroom Wine Country Retreat & Hot tub
Pool

Spacious 5 Bedroom Wine Country Retreat & Hot tub

Spacious 5 Bedroom Wine Country Retreat & Hot tub
Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc
Fridge, microwave, oven, stovetop

Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc

9.2 out of 10, Wonderful, (41)
"This property perfectly fit our family’s needs with a lot of space, many sleeping rooms, a large dining area and two living areas for quiet sitting spaces. When we arrived there was no iron, only 1 kitchen towel, and the dishwasher was broken and had food in the bottom of it. However, the property managers were quick to remedy the issues even giving us the choice of when they would fix the dishwasher (we opted for after our departure). The water temperature was extremely hot, so be careful. Our...
Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc
Exquisite Wine Country Escape, New Décor Throughout, Patio & Fire Table, 1.5 Miles to McMinnville
Beach

Exquisite Wine Country Escape, New Décor Throughout, Patio & Fire Table, 1.5 Miles to McMinnville

10.0 out of 10, Exceptional, (43)
"The property is in a convenient location and had everything we needed for a short stay. We had a number of unexpected guests--ants in our luggage--but it appeared that they were already aware of the issue and attempting to fix it."
Exquisite Wine Country Escape, New Décor Throughout, Patio & Fire Table, 1.5 Miles to McMinnville
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Terrace/patio

Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

9.0 out of 10, Wonderful, (137)
"Okay, I'm not even that old, but the process for checking in and dealing with issues was all handled by AI, which sucked. You can't park the car in the garage until you get the key for the condo and then he garage door opener to park the car. The lockbox for Vacasa is down a hallway you would never know to go to. Luckily we saw a person, and she told us where to go. The building is odd that you have to get the key and then go back outside to find your condo door. So finally, we got in and parked...
The price is CA $111
CA $502 total
includes taxes & fees
Apr 30 - May 1
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Luxury Smart System Enabled Home on the Hill with Beautiful View
4 bedrooms, in-room safe, iron/ironing board, WiFi

Luxury Smart System Enabled Home on the Hill with Beautiful View

9.0 out of 10, Wonderful, (36)
"very nice "
Luxury Smart System Enabled Home on the Hill with Beautiful View
La Casa with Luxury Amenities -hot tub and massage chair
Terrace/patio

La Casa with Luxury Amenities -hot tub and massage chair

10.0 out of 10, Exceptional, (99)
"The property was beautiful. The house was really nice and the beds were super comfy. The hot tub and backyard were the best part of our trip. 🧡"
The price is CA $332
CA $506 total
includes taxes & fees
May 5 - May 6
La Casa with Luxury Amenities -hot tub and massage chair
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Fridge, microwave, oven, stovetop

Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

9.2 out of 10, Wonderful, (113)
"This property overall is a really good rental with lots of space and a very open and airy feel to the apartment. It has all of the things you need to have a good stay. There are a few things that might need improving to make this a 5 Star Stay. If you are staying here and need to work from home using Wi-Fi I would look for another location that has better Wi-Fi. The Wi-Fi (both 2.4ghz and 5ghz frequencies) was completely...
The price is CA $111
CA $503 total
includes taxes & fees
Apr 23 - Apr 24
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Vintage Luxury Retreat
Outdoor dining

Vintage Luxury Retreat

10.0 out of 10, Exceptional, (219)
"Plenty of room for two couples to spread out. We loved the patio and fire pit. Quick walk to downtown. Safe area. The sitting room and fireplace was lovely for morning coffee. Loved to read about the history of this place. Street noise is a minor nuisance but a noise machine solved that at night. We would stay again. "
Vintage Luxury Retreat
NEW!Beaverton Haven with yard; Pets Allowed
Fridge, microwave, oven, stovetop

NEW!Beaverton Haven with yard; Pets Allowed

10.0 out of 10, Exceptional, (13)
"Lovely home! The place was super clean and had everything we needed for a comfortable stay. Thanks so much. "
NEW!Beaverton Haven with yard; Pets Allowed
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Exterior detail

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

10.0 out of 10, Exceptional, (291)
"This place is fantastic. It's so cute, cleverly designed, and well laid out. The host was easy to work with and a good communicator. The space was perfect for our family of four, including two teens. We took advantage of the great restaurants and shops within walking distance. "
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Property grounds

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

9.6 out of 10, Exceptional, (79)
"Great location in a quiet neighborhood. The property was very clean and spacious."
The price is CA $179
CA $478 total
includes taxes & fees
May 6 - May 7
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Charming Downtown Home, fully fenced yard, pet friendly!
Exterior

Charming Downtown Home, fully fenced yard, pet friendly!

9.2 out of 10, Wonderful, (15)
"The house was absolutely perfect for us. Cute cozy and comfy all the important C's. There was a bit of dog hair that I wasn't expecting but nothing major... She thought of so many essentials in case we forgot something. The location was amazing!! We walked to downtown Hillsboro and it was close to so many other restaurants and things to do. "
The price is CA $65
CA $313 total
includes taxes & fees
Apr 20 - Apr 21
Charming Downtown Home, fully fenced yard, pet friendly!
Redlands farm
Exterior

Redlands farm

10.0 out of 10, Exceptional, (2)
"The property was an amazing place to stay. "
The price is CA $229
CA $738 total
includes taxes & fees
Apr 22 - Apr 23
Redlands farm
Spacious 5-bedroom house in Vancouver with nice decks and beautiful view
Living area

Spacious 5-bedroom house in Vancouver with nice decks and beautiful view

Spacious 5-bedroom house in Vancouver with nice decks and beautiful view
Swanky Historic Farmhouse in Downtown Carlton
Fridge, microwave, oven, stovetop

Swanky Historic Farmhouse in Downtown Carlton

10.0 out of 10, Exceptional, (52)
"Ruth's Cottage is as advertised - a charming farmhouse which has plenty of vintage touches AND is comfortable, cozy, and with all the amenities one needs. And its location can't be beat - just a short walk to downtown Carlton, an easy drive to McMinnville, and convenient access to everything that Willamette Valley wine country has to offer. I can't wait to return to Ruth's Cottage!"
The price is CA $157
CA $534 total
includes taxes & fees
Apr 20 - Apr 21
Swanky Historic Farmhouse in Downtown Carlton
Walk to Williams District: Home w/ Hot Tub & Patio
Highchair, cookware/dishes/utensils

Walk to Williams District: Home w/ Hot Tub & Patio

9.8 out of 10, Exceptional, (135)
"It felt like staying at grandma’s house in the best possible way. Beds were the most comfy I’ve ever experienced in a rental. Gary has thought of everything. Loved it! Would rent again. "
Walk to Williams District: Home w/ Hot Tub & Patio
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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Other property types in Sherwood

Larkspur Landing Extended Stay Suites Hillsboro
Exterior

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
8.2 out of 10, Very good, (1824)
"We really enjoyed our stay. "
The price is CA $114
CA $130 total
includes taxes & fees
Apr 22 - Apr 23
Larkspur Landing Extended Stay Suites Hillsboro
Inn at Northrup Station
Building design

Inn at Northrup Station

3.0 star property
9.4 out of 10, Exceptional, (2026)
"Super clean, funky decor, lovely breakfast"
The price is CA $215
CA $249 total
includes taxes & fees
Apr 21 - Apr 22
Inn at Northrup Station
Memoir Buckman
Rooftop terrace

Memoir Buckman

4.0 star property
9.6 out of 10, Exceptional, (35)
"Nice place to stay."
Memoir Buckman
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.