Owner Direct Vacation
Rentals in Sherwood
The Best Owner Direct Vacation Rentals in Sherwood. Explore thousands of vacation home rentals, large cabins, and villas near Sherwood
GUESTS
Explore the Best Sherwood Vacation Homes
Looking for the perfect place to stay in Sherwood? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Sherwood character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- Parking
- Accessibility
- Security/Safety
- Parking
- View
- Ocean View
- Air Conditioner
- Parking
- Pool
- Parking
- Security/Safety
- Fireplace/Heating
- Parking
- Pet Friendly
- View
- Parking
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Pool
- Parking
- View
- Ocean View
- Parking
- Pet Friendly
- View
- Air Conditioner
- Pet Friendly
- Pool
- Parking
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- TV
- Parking
- Accessibility
- Security/Safety
- Parking
- View
- Ocean View
- Air Conditioner
- Parking
- Pool
- Parking
- Security/Safety
- Fireplace/Heating
- Parking
- Pet Friendly
- View
- Parking
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- Pool
Why Travelers Love Using
Owner Direct to
Find Sherwood Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Sherwood
- Parking
- Accessibility
- Security/Safety
- Parking
- View
- Ocean View
- Air Conditioner
- Parking
- Pool
- Parking
- Security/Safety
- Fireplace/Heating
- Parking
- Pet Friendly
- View
- Parking
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- Pool
Popular Neighborhoods for Sherwood Vacation Rentals
What are the best areas to stay in Sherwood
Discover the top neighborhoods in Sherwood and choose a place that suits your stay.
Saturday Jan 24
Sherwood, Oregon
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Sherwood vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Sherwood
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- View
How to Reserve Your Sherwood Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Sherwood Vacation Rental FAQs
1. What are the top vacation rentals in Sherwood?
There are a lot of options in Sherwood. If you plan on staying in the Sherwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sherwood:
- Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views
- Tasteful Tualatin Home: 40 Mi to Willamette Valley
- Oregon Wine Country Retreat: Sip & Dine Outside
- Dreamy Wine Country Retreat: Sherwood 'Rose Cabin'
- Luxury and Cozy Villa in the Vineyard (Pet Friendly!)
- Vineyard Farmhouse Stay with Mt. Hood Views. Spacious and Ideal for Large Groups
- Spacious Colorful Family Friendly Cottage w/Two Kitchens - Unique Northwest Vacation Rentals
- Tuscan home in NW wine country
- Sip and Stay Here! Close to Oregon Wineries - Unique Northwest Vacation Rentals
- Colorful Eclectic Cottage for Two - Unique Northwest Vacation Rentals
2. Which vacation homes in Sherwood are best for families?
If you are looking for a family-friendly vacation home in Sherwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sherwood:
3. How many vacation rentals are available in Sherwood?
Currently, the total number of properties listed in 2026 is over 45 in the Sherwood area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Sherwood.