Sherwood holiday homes

We found 1,993 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Sherwood that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include a fireplace and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Sherwood

Showing deals for:6 Nov - 13 Nov

nice details, fun lighting.
Living area
Approach to guesthouse
clean and fully stocked professional kitchen
Exceptional
(46 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland

7% off
NZ$1,994
for 7 nights, 1 room
NZ$285 per night
includes taxes & fees
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Interior
Living area
Room
Dining
Exceptional
(6 reviews)

Remodeled cozy farmhouse on a 100 acre hazelnut orchard!

Saint Paul

8% off
NZ$5,987
for 7 nights, 1 home
NZ$855 per night
includes taxes & fees
Remodeled cozy farmhouse on a 100 acre hazelnut orchard!
Looking out to upstairs deck.
1944 sister house on same property, built by same builder.
Upstairs hallway outside second floor king bedroom.
Two-level deck with table seating for ten or more, gas barbecue on upper deck.
Exceptional
(205 reviews)

Carefully Restored Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5

Wilsonville

25% off
NZ$2,633
for 7 nights, 1 cottage
NZ$376 per night
includes taxes & fees
Carefully Restored Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5
Our Kitchen on the second level.
Double oven is handy for delicious meals!
Foyer and stairs leading up to the second level.
Master bedroom. King bed with patio and bathroom access, on the second level.
Walk score: 97 Step out our front door and experience NE PDXs best neighborhood!
Exceptional
(180 reviews)

THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

Portland

6% off
NZ$7,454
for 7 nights, 1 villa
NZ$1,065 per night
includes taxes & fees
THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District
Outdoor dining
Interior
Exterior
Private kitchen
Exceptional
(57 reviews)

Cozy Modern Farmhouse, King bed, great yard, pets!

Milwaukie

17% off
NZ$3,505
for 7 nights, 1 home
NZ$501 per night
includes taxes & fees
Cozy Modern Farmhouse, King bed, great yard, pets!
Living area
Newly renovated kitchen with all the essentials, a coffee bar and stylish design
Outdoor dining
Living area
Exceptional
(18 reviews)

Oregon-Themed Retreat, Walkable, AC, Serene Yard with Deck

Portland

7% off
NZ$8,734
for 7 nights, 1 home
NZ$1,248 per night
includes taxes & fees
Oregon-Themed Retreat, Walkable, AC, Serene Yard with Deck
Private kitchen
Exterior
Outdoor spa tub
Interior
Exceptional
(27 reviews)

Huge Luxury Home with huge Deck near Powell Butte Park

Portland

7% off
NZ$11,359
for 7 nights, 1 home
NZ$1,623 per night
includes taxes & fees
Huge Luxury Home with huge Deck near Powell Butte Park
Room
Interior
Watch a movie or show on the huge 65” Smart 4k TV in the cozy upstairs lounge.
Use the fully outfitted kitchen to cook a meal, make a snack, or serve take-out.
Exceptional
(26 reviews)

Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry

Portland

7% off
NZ$7,673
for 7 nights, 1 home
NZ$1,096 per night
includes taxes & fees
Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry
Enjoy a sunset cocktail or morning coffee on the roof deck with a stunning view.
Private kitchen
Dining
Expansive open-concept main floor has room to spare.
Exceptional
(21 reviews)

King Beds, Roofdeck, AC, Best Area with 95 WalkScore

Portland

7% off
NZ$9,138
for 7 nights, 1 home
NZ$1,305 per night
includes taxes & fees
King Beds, Roofdeck, AC, Best Area with 95 WalkScore
Living area
Private kitchen
Outdoor dining
Interior
Exceptional
(10 reviews)

Luxury 4BR Retreat with Hot Tub & Sauna, Walkable

West Linn

8% off
NZ$6,351
for 7 nights, 1 home
NZ$907 per night
includes taxes & fees
Luxury 4BR Retreat with Hot Tub & Sauna, Walkable
Property grounds
Interior
Private kitchen
Living area
Exceptional
(111 reviews)

Great guest house in Portland, Oregon

Portland

5% off
NZ$2,238
for 7 nights, 1 home
NZ$320 per night
includes taxes & fees
Great guest house in Portland, Oregon
Interior
Private kitchen
Private kitchen
Room
Exceptional
(12 reviews)

Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

Portland

7% off
NZ$9,190
for 7 nights, 1 home
NZ$1,313 per night
includes taxes & fees
Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.
Terrace/patio
Private kitchen
Dining
Interior
Exceptional
(21 reviews)

Spacious 5BR Beaverton Home, Game Room, Near Portland

Aloha

7% off
NZ$5,088
for 7 nights, 1 home
NZ$727 per night
includes taxes & fees
Spacious 5BR Beaverton Home, Game Room, Near Portland
Living area
Room
Interior
Dining
Exceptional
(43 reviews)

Brookwood Manor (5 Bedroom, 14 Guests)

Hillsboro

11% off
NZ$4,143
for 7 nights, 1 home
NZ$592 per night
includes taxes & fees
Brookwood Manor (5 Bedroom, 14 Guests)
Private kitchen
Outdoor dining
Exterior
Living area
Exceptional
(44 reviews)

Songbirds Landing- a charming cottage by George Fox -1 block to shops and dining

Newberg

12% off
NZ$2,606
for 7 nights, 1 cottage
NZ$372 per night
includes taxes & fees
Songbirds Landing- a charming cottage by George Fox -1 block to shops and dining
Property grounds
Terrace/patio
Living area
Interior
Wonderful
(63 reviews)

Stafford River House

West Linn

8% off
NZ$4,316
for 7 nights, 1 home
NZ$617 per night
includes taxes & fees
Stafford River House
36" Kitchen Aid french door fridge H20 & ice, windows to hot tub.
Exterior detail
Formal living room with floor to ceiling curtains for privacy.
Tiled entry with original wood trim.
Very good
(7 reviews)

Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings

Portland

7% off
NZ$6,193
for 7 nights, 1 home
NZ$885 per night
includes taxes & fees
Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings
Living area
Interior
Room
Private kitchen
Exceptional
(140 reviews)

Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!

Portland

8% off
NZ$2,624
for 7 nights, 1 cottage
NZ$375 per night
includes taxes & fees
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Private kitchen
Outdoor dining
Interior
Exterior
Exceptional
(31 reviews)

Room for Everyone! 7BR, 6.5BA Wine Country Retreat near Downtown

McMinnville

15% off
NZ$14,608
for 7 nights, 1 home
NZ$2,087 per night
includes taxes & fees
Room for Everyone! 7BR, 6.5BA Wine Country Retreat near Downtown
Front of home
Gazebo on the desk
Back yard
Living room
Exceptional
(28 reviews)

Spectacular Valley View in Wine Country

Newberg

8% off
NZ$3,764
for 7 nights, 1 home
NZ$538 per night
includes taxes & fees
Spectacular Valley View in Wine Country
Kitchen w food processors, blender, lots of spices, krups coffee maker, &toaster
Terrace/patio
Property grounds
Living room with a 60" Smart TV and a Multi-Phone Charger.
Exceptional
(39 reviews)

Main Suite, Koi Fish Pond & Fenced Backyard

Beaverton

7% off
NZ$4,845
for 7 nights, 1 home
NZ$692 per night
includes taxes & fees
Main Suite, Koi Fish Pond & Fenced Backyard
Exterior
Outdoor dining
Living area
Dining
Exceptional
(123 reviews)

Historic Victorian estate in the heart of Willamette Valley wine country

Dayton

15% off
NZ$5,961
for 7 nights, 1 home
NZ$852 per night
includes taxes & fees
Historic Victorian estate in the heart of Willamette Valley wine country
Private kitchen
Terrace/patio
Living area
Room
Exceptional
(7 reviews)

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna

Milwaukie

8% off
NZ$1,144
for 7 nights, 1 apartment
NZ$163 per night
includes taxes & fees
Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna
Living Room from entry way looking to French doors to deck.
Our home on a snowy day in winter
Stairways to path to enter house/ Six steps, inclined path and another two step
Garden room private deck looking to Council Crest.  Deck seats two.
Exceptional
(175 reviews)

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland

7% off
NZ$2,902
for 7 nights, 1 home
NZ$415 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Sherwood

  • Charming community vibe: Experience the warm hospitality of Sherwood's friendly locals in a picturesque town setting.
  • Outdoor adventures: Enjoy beautiful parks and nature reserves that offer family-friendly activities and scenic walks.
  • Cultural attractions: Explore notable sites like Sherwood High School, the Heritage Center, and Sherwood Baptist Church.
  • Majestic oak trees: Take in the stunning landscapes adorned with grand oak trees that enhance the area's beauty.
  • Excursions nearby: Discover nearby cities that provide additional recreation and excursions for a full holiday experience.

Top attractions near Sherwood

Sherwood, Oregon, offers a delightful blend of outdoor adventures and entertainment for a romantic getaway. Explore urban parks, modern college campuses, and nature reserves while enjoying family-friendly activities. Notable attractions include Sherwood High School, HMS Sherwood, Sherwood Forest, Sherwood Baptist Church, and the Sherwood Heritage Center. This charming town caters to diverse interests, making it an ideal destination for a memorable holiday experience.

  • Jenkins Estate: An urban park located 12.9km from Sherwood, Jenkins Estate offers a serene escape with beautiful gardens, walking trails, and family-friendly spaces, perfect for picnics and outdoor activities.
  • Hamilton City Park: Situated 17.7km from Sherwood, Hamilton City Park features lush greenery and playgrounds, making it an ideal spot for families to enjoy outdoor fun and relaxation amidst city vibes.
  • Oregon Health and Science University: This modern university, located 19.3km away, showcases impressive architecture and a vibrant campus atmosphere, providing a unique glimpse into academic life and innovation in the heart of the city.

Things to do recommended for couples

For a romantic getaway in Sherwood, indulge in wine tasting at Quailhurst Vineyard Estate, relish luxury at Tualatin Country Club, or embark on an adventure with panoramic views from the Portland Aerial Tram. Each experience offers a unique vibe perfect for couples.

Things to do recommended for families

During your family trip to Sherwood, you can have a blast at the Wilsonville Family Fun Center and Bullwinkle's Restaurant, enjoy the serene atmosphere at Cook Park, and catch a game at the Darnel Wright Softball Complex, all within a short drive from your accommodation.

Things to do recommended for groups

Your group can enjoy a shopping spree at Washington Square Mall, just 11.3km from Sherwood, or tee off at Tualatin Island Greens, a mere 3.2km away. For a fun movie night, catch a flick at Cinetopia Progress Ridge 14, located 8.0km from Sherwood.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Sherwood

If you're travelling with a group, your family, bringing pets along, or planning for an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Sherwood with a group: Think about how many bedrooms you’ll require, as well as features like a full kitchen or outdoor area for group get-togethers. Luckily, you can easily sort through all of these options and more on Vrbo.
  • Traveling to Sherwood with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with ensuring there are suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are enjoyable for the whole family.
  • Taking your pets with you to Sherwood: For many families, a getaway isn’t truly complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sherwood: If you're in search of holiday rentals with special rates for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Sherwood

Sherwood, Oregon, offers a delightful blend of outdoor adventures and entertainment for all types of travellers. Explore the charming residential communities, take in the majestic oak trees, and enjoy the family-friendly atmosphere. Nearby cities provide a mix of recreation and excursions, making it perfect for a romantic getaway or a fun family holiday. Experience the warm hospitality of the locals and discover the unique vibes of this lovely region in the western hemisphere.

  • Wilsonville: Located a mere 8.0km from Sherwood, Wilsonville is a vibrant city that caters to families and business travellers alike. Known for its lively shopping mall centre and golf courses, this city offers a delightful blend of urban convenience and outdoor activities. Highlights include a scenic national state park ideal for leisurely strolls, as well as an event conference venue that hosts various gatherings. Whether you're looking to shop or unwind, Wilsonville's inviting atmosphere makes it a worthwhile stop on your journey.
  • Tigard: Just 9.7km from Sherwood, Tigard is another charming city perfect for families and those on business. Its expansive shopping centre and mall provide ample retail therapy, while the presence of a modern college university adds a youthful vibe to the area. Sports enthusiasts will appreciate the local stadium and sports facilities, which offer thrilling events throughout the year. Tigard's balanced mix of education, entertainment, and commerce creates a dynamic experience for all visitors.
  • Newberg: Situated 12.9km from Sherwood, Newberg is a picturesque city known for its outdoor and romantic experiences. Rich in natural beauty, this area features recreational spots and a shopping centre to cater to your leisure needs. Newberg is home to a historic college university and is close to a national state park, making it ideal for nature lovers. The nearby beach adds to the allure, providing a perfect setting for a relaxing day out. With its charming atmosphere and diverse attractions, Newberg offers a memorable escape.

Best time to go to Sherwood

If you're planning a trip to Sherwood, it's a good idea to check both the weather and property rates. The warmest month is August.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly CloudyAverage
February41.4°F (5.2°C)Light RainMostly CloudyAverage
March45.0°F (7.2°C)Light RainMostly CloudyAverage
April49.5°F (9.7°C)Light RainMostly CloudySlightly High
May56.5°F (13.6°C)Light RainMostly SunnyAverage
June62.2°F (16.8°C)No Rain (Dry)Mostly SunnySlightly High
July69.3°F (20.7°C)No Rain (Dry)SunnySlightly High
August70.5°F (21.4°C)No Rain (Dry)SunnyAverage
September64.2°F (17.9°C)Light RainMostly SunnyAverage
October54.7°F (12.6°C)Light RainMostly SunnySlightly Low
November45.5°F (7.5°C)Light RainMostly CloudySlightly Low
December40.1°F (4.5°C)Moderate RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Want to save some cash on your next adventure? Think about being a bit flexible with your travel dates, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you’re likely to enjoy significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or easily view and manage your travel arrangements. You can now find all the properties you’ve saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

The lush setting of Sherwood is ready to explore

The forests and wildlife create a pretty picture of Sherwood. Renowned for its cycling, bird watching and restaurants, this city welcomes all visitors. Oregon Zoo and Oregon Convention Center are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Sherwood

Are you hoping to discover things to do during your stay? Venture out of your cosy holiday rental and experience everything that makes Sherwood a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oregon Zoo (12.2 mi / 19.6 km)
  • Chehalem Winery (4.8 mi / 7.7 km)
  • Wilsonville Family Fun Center and Bullwinkle's Restaurant (4.8 mi / 7.8 km)
  • Charbonneau Golf Course (6.1 mi / 9.9 km)
  • Cooper Mountain Vineyards (6.9 mi / 11 km)
  • Langdon Farms Golf Club (6.9 mi / 11.1 km)

Exploring the natural landscape of Sherwood

Whether you're an active traveller or just want to appreciate the scenery, Sherwood is a great place to get outside. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Wilsonville Memorial Park (5.6 mi / 9.1 km)
  • Molalla River (9.7 mi / 15.6 km)
  • Tualatin Hills Nature Park (9.9 mi / 15.9 km)
  • Pendleton Park (10.1 mi / 16.2 km)
  • Willamette Falls (10.7 mi / 17.3 km)
  • Sellwood Riverfront Park (11.5 mi / 18.5 km)

Travelling to and around Sherwood

The nearest airport is in Portland International Airport (PDX), located 20.1 mi (32.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Salem, OR (SLE-McNary Field), which is 32.1 mi (51.7 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Sherwood?
According to our data, houses are considered the most popular holiday property type in Sherwood. But as you know, everyone's idea of the perfect trip will differ. Bookabach has holiday homes with every shape, size and budget in mind, so you're sure to find your perfect match.
How much does it cost to rent a holiday home in Sherwood?
The average price for a holiday home in Sherwood is based on several factors, including length of stay, property type and season. Whether you'd like a villa with space for extended family or a cosy cabin for you and your other half, just enter your travel dates to view stays that offer great value.
How much does it cost to rent a beach house in Sherwood?
Prices for beach houses in Sherwood vary depending on the type and size of the property and time of year you're travelling. Simply enter your travel dates into Bookabach and how many guests to see available options and prices. From there you can use our filters to tailor your search by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday homes in Sherwood?
With 29 properties that welcome four-legged guests, your furry little friend can join in the fun on your Sherwood holiday. Use our filter tool to search our pet-friendly holiday homes and find a pad that'll set tails wagging on Bookabach.
Can I rent a house with a pool in Sherwood?
Add a whole other level of fun to your getaway by booking your group into one of the 24 houses with a private pool in Sherwood. Use our search filter to find properties with pools on Bookabach, then spend leisurely days splashing around in a swimming pool that's all yours.
What are popular home amenities in Sherwood?
When it comes to home amenities that people are searching for in Sherwood, a chef, a firepit and a fireplace are at the top of the list. With Bookabach holiday homes, you'll enjoy options to suit your taste and style, whether you're going on a trip with family members, friends or even pets.
Are there large group holiday homes in Sherwood?
With eight holiday homes that can sleep 10 people or more in Sherwood, there's no need to limit the invite list. From family holidays to special events like anniversary parties and weddings, Bookabach will help you find a large group home that fits the occasion.
Are there holiday homes in Sherwood that welcome kids?
With 29 family-friendly holiday homes available in Sherwood, now is a fantastic time to introduce your little ones to the thrills of travel. Click on our "Properties good for families" filter box to view stays that come with conveniences ideal for holidaying families, like living rooms, patios, entertainment areas and hot tubs.
What are the top attractions for families in Sherwood?
Keep your kids occupied at these fabulous family-friendly attractions in Sherwood:
  • Cinetopia Progress Ridge 14
  • Tualatin River National Wildlife Refuge
  • Cooper Mountain Nature Park
Are there one-bedroom holiday homes in Sherwood?
You can pick from nine one-bedroom homes in Sherwood. Whether you want a comfy cottage or a fancy condo, our one-bedroom properties are perfect if you don't require huge amounts of space. One of the best things about having your own place? You won't have to share your getaway with strangers.
Can I find two-bedroom holiday homes in Sherwood?
Gather your nearest and dearest and relax in total privacy and comfort in one of the eight two-bedroom holiday properties Sherwood has to offer.
Are there holiday homes with WiFi in Sherwood?
You can choose from two holiday homes with WiFi in Sherwood. If you'd like to disconnect from daily life during your escape, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Sherwood?
Select your travel dates and then use our filter tool to view holiday homes with air conditioning in Sherwood on Bookabach. With 29 air-conditioned properties available here, you can enjoy a cool and comfortable stay.
How old do you have to be to rent a holiday home in Sherwood?
We recommend you check with the Sherwood holiday home you're considering on Bookabach as the minimum age varies. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Sherwood for?
How long you can book a holiday home in Sherwood differs according to the property. Just enter your selected dates to look at a list of options offering extended stays. With lots of amenities like laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to discover a terrific place to call your home away from home in Sherwood.

More holiday ideas