Discover a selection of 1,500 vacation rentals in Sherwood, OR that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $130 per night, and houses and cottages are popular options for a stay in Sherwood. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Sherwood
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Destination guide

The lush setting of Sherwood is ready to explore

The forests and wildlife create a pretty picture of Sherwood. Renowned for its biking, bird watching and restaurants, this city welcomes all visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Things to do

Activities and attractions in Sherwood

Do you want to find attractions to see in the city? Venture out of your vacation home and experience everything that makes Sherwood a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Jaquith Park (7.4 mi / 11.9 km)
  • Wineries of Washington County Oregon (7.5 mi / 12 km)
Natural features

Exploring the natural landscape of Sherwood

Whether you're an active traveler or just want to appreciate the scenery, Sherwood is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Tualatin River National Wildlife Refuge (1.7 mi / 2.8 km)
  • Cook Park (4.3 mi / 7 km)
  • Wilsonville Memorial Park (5.6 mi / 9.1 km)
  • Cooper Mountain Nature Park (6.8 mi / 11 km)
  • Jaquith Park (7.4 mi / 11.9 km)
  • Champoeg State Park (7.9 mi / 12.7 km)
How to get there

Traveling to and around Sherwood

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

What are the top vacation rentals in or near Sherwood?

Whether you're in search of a cozy retreat for you and your sweetie or somewhere roomy to fit friends and family, you'll find some top vacation rentals in and around Sherwood. Here are a couple to get you inspired:

  • Make use of handy extras like a chef and an electric kettle at "5 Acre Country Estate, Wifi, Beautiful Views". Situated around 2 miles from Sherwood, this unique option has 6 bedrooms and is a hit with guests.
  • Alternatively, get comfortable at "Gateway To Wine Country Near Outdoor Attractions". Around 1 mile from the heart of Sherwood, it has 1 bedroom and features heating and internet services.

For even more great options, use the search bar at the top of the page to find the perfect Sherwood vacation rental for you.

What are the best tiny house vacation rentals in or near Sherwood?

You need only take a peek inside Vrbo's tiny house vacation rentals in Sherwood to discover that cool things really do come in small packages. Sensibly designed to maximize every inch of space, these fun-sized digs promise a big vacation experience:

  • Take a couple of days off to recharge at "A Tiny House On A Lavender Farm In Oregon's Wine Country". Located in Hillsboro, cookware, dishware and utensils and a kitchen are just a couple of the amenities included here.
  • "Southwest Portland Tiny House - Near The Max" comes with plenty of conveniences, such as internet services and a dryer. Located in Portland, you'll be able to live large in this small but well-designed hideaway.

What are the top-rated vacation rentals for weekend getaways in or near Sherwood?

We all need an escape from the daily grind from time to time. If you're eager to spend a couple of mornings lingering in your pajamas with a coffee and a good book, you'll find some awesome weekend getaways in and near Sherwood. Check out some of our favorites:

  • Make yourself at home at "Lovely "wine Country Casita" - Private Guesthouse". About 1 mile to the northwest of Sherwood, this delightful retreat has everything you need for a chilled out stay, including shopping and off-street parking options.
  • Otherwise, make memories with your crew at "5 Acre Country Estate 4 Bedrooms Beautiful Views", which is around 2 miles to the southeast of Sherwood. Take advantage of high-speed internet services, a microwave oven and more here.

Can I find studio apartments for rent in and around Sherwood?

Studio apartments are a simple yet stylish choice, perfectly suited for traveling couples or solo stays. Spend your days getting to know your surroundings and your nights relaxing in your cozy hideaway. The following options in or near Sherwood are guaranteed to please:

  • After a day filled with urban exploration, enjoy peace, quiet and privacy at "Gateway To Wine Country Near Outdoor Attractions". A fridge and coffee and tea making facilities are among the useful amenities on offer here.
  • Another cool property is "Lovely "wine Country Casita" - Private Guesthouse". Don't let it's compact size fool you — this comfy apartment is loaded with handy amenities like a fridge, a barbecue grill and much more.

Can I find short term rentals in or near Sherwood?

Whether you're searching for a cabin for you and a friend or a villa with room for the whole family, short-term rentals are easy to find in and around Sherwood. These retreats are an ideal base for a flying visit:

  • For a fantastic few nights away, it's hard to go past "Wine Country 180° View Fitness And Game Room". It's nice and close to the center of Sherwood, along with lots of things to put on your itinerary.
  • "Gorgeous And Comfortable, Pet Friendly" is also well located. Bunk down here and discover why many guests rate this property highly.

What are the best romantic weekend getaways in or near Sherwood?

Whether spent in a cottage, a cabin or a condo, a romantic weekend getaway is one of the best ways to add some zing to your relationship. Whisk your partner away for a couple of leisurely days at one of these top escapes in or near Sherwood:

  • Put on some mellow music and kick back together at "5 Acre Country Estate, Wifi, Beautiful Views". Around 2 miles from Sherwood, this property has all you need for a romantic getaway, including massage services and winery tours.
  • "Gateway To Wine Country Near Outdoor Attractions" is another top option that'll woo you. It's approximately 1 mile from Sherwood and comes with daily housekeeping services and shopping facilities.

What are the best large group vacation rentals in or near Sherwood?

Vacation with others and have more fun. Whether you're planning an active getaway with your besties for a family get-together, you'll have your pick of large group vacation rentals in and near Sherwood:

  • You'll have loads of space to move around at "5 Acre Country Estate, Wifi, Beautiful Views". Around 2 miles southeast of Sherwood, this generous property has 6 bedrooms accommodating up to 15 guests. Amenities include a garden and a kitchen.
  • "Newly Renovated Urban Boho 5bedroom Cabin In Private 6 Acre Forest" is another terrific option. It's around 7 miles to the north of Sherwood, has 5 bedrooms and sleeps as many as 12 guests. Mountain views and a kitchen are just a couple of things designed to make your stay more comfortable.

What are the best houses for rent with a pool in or near Sherwood?

Of all the amenities a vacation rental can offer, a pool delivers the most fun. Take a peek at these houses for rent with a pool in or near Sherwood and spend your days splashing around. Just don't forget your inflatable pizza slice:

  • Get comfortable at "A Tiny House On A Lavender Farm In Oregon's Wine Country", where your main priority will be hanging out by the pool. Amenities such as a kitchen and nearby ecotour services help make this escape a guest favorite.
  • Otherwise, unpack your bags at "Cozy 4b House With Pool Table, Near Nike". As well as its inviting pool, you'll also have use of a fridge and a barbecue grill.

Sherwood has a mediterranean climate, with average summertime temperatures hovering between 55 ºF and 80 ºF. But there's no need to wait until summertime to visit. Check out the search bar at the top of the page and adjust the filters to find the ideal Sherwood vacation rental and plan your escape for whatever season you like.

What are the best large family vacation rentals in or near Sherwood?

Every family get-together should be memorable. Whether you're planning an action-packed escape with the kids or a reunion with relatives, Vrbo's large family vacation rentals in or near Sherwood offer a comfy home away from home with ample space for everyone:

  • Located around 2 miles to the southeast of Sherwood, "5 Acre Country Estate, Wifi, Beautiful Views" has 6 bedrooms and sleeps up to 15 guests. It's equipped with a range of amenities, including childrens activities and a stereo.
  • "5 Acre Country Estate 4 Bedrooms Beautiful Views" also has the space you need to live it up with loved ones. This rental is around 2 miles to the southeast of Sherwood, and accommodates as many as 10 guests in its 4 bedrooms. A kitchen and a travel crib will help keep everyone comfortable and content.

If you want to see some family-friendly attractions in the area, you won't have to go far. Safari Sam's, Reedville Creek Skate Park and Shute Park Aquatic and Recreation Center offer fun for both adults and kids.

Can I find family cabin rentals in or near Sherwood?

Vacation with your kiddos in a family cabin rental in or near Sherwood and get set to make some fantastic memories together. Here are a couple we think you'll love:

  • "Private Tiny Forest Cabin Near Portland And Local Wineries" - Enjoy great times with your gang at this getaway, which is around 6 miles north of central Sherwood. A TV and a kitchenette are among its family-friendly amenities.
  • "Newly Renovated Urban Boho 5bedroom Cabin In Private 6 Acre Forest" - Another fabulous choice, this cabin comes with cable/satellite TV services, childrens activities and more. You'll find it around 7 miles to the north of Sherwood.

For more options, use the search bar at the top of the page and adjust the filters to find the Sherwood vacation rental that's perfect for your needs.