Best Vacation Homes in Sherwood
Cottage
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
1200 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $275/Night
7 Nights - US $1,923
House
3 Bedrooms
2 Baths
6 Guests
1560.77 ft²
Spa- Fireplace/Heating
- Parking
Internet
US $177/Night
7 Nights - US $1,239
Hotel
9.0(561 Reviews)
1 Bath
- Fireplace/Heating
Pool- Balcony/Terrace
Breakfast
US $117/Night
7 Nights - US $820
House
10.0(1 Review)
5 Bedrooms
7 Baths
16 Guests
- Fireplace/Heating
Pet Friendly- Kitchen
- Parking
US $1,581/Night
7 Nights - US $11,064
House
4 Bedrooms
2 Baths
10 Guests
1205.56 ft²
- Fireplace/Heating
- Parking
- Internet
Child Friendly
US $333/Night
7 Nights - US $2,333
House
10.0(144 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
US $212/Night
7 Nights - US $1,486
Cottage
10.0(7 Reviews)
1 Bedroom
1 Bath
2 Guests
576 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Air Conditioner
US $239/Night
7 Nights - US $1,670
House
9.6(19 Reviews)
1 Bedroom
1 Bath
3 Guests
165 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $99/Night
7 Nights - US $695
Sherwood Luxury Rentals
Hotel
4 Baths
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $721/Night
7 Nights - US $5,045
Hotel
4 Baths
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $713/Night
7 Nights - US $4,989
House
9.8(20 Reviews)
3 Bedrooms
3 Baths
8 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $632/Night
7 Nights - US $4,424
Other
9.2(11 Reviews)
4 Bedrooms
3 Baths
8 Guests
3593 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $593/Night
7 Nights - US $4,152
Other
10.0(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $564/Night
7 Nights - US $3,945
Hotel
3 Baths
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $540/Night
7 Nights - US $3,782
Hotel
3 Baths
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $539/Night
7 Nights - US $3,774
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $433/Night
7 Nights - US $3,032
Sherwood Pet Friendly Vacation Rentals
House
5.0(8 Reviews)
4 Bedrooms
4 Baths
10 Guests
3000 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $425/Night
7 Nights - US $2,975
Hotel
8.3(110 Reviews)
1 Bath
464.64 ft²
Private Pool
Oceanfront- Fireplace/Heating
- Pool
US $179/Night
7 Nights - US $1,255
House
4.8(51 Reviews)
6 Bedrooms
5 Baths
15 Guests
4000 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $625/Night
7 Nights - US $4,375
House
4 Bedrooms
3 Baths
8 Guests
2553 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $443/Night
7 Nights - US $3,098
House
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $330/Night
7 Nights - US $2,310
Sherwood Large Vacation Homes
House
4 Bedrooms
4 Baths
10 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $354/Night
7 Nights - US $2,478
Other
10.0(1 Review)
5 Bedrooms
3 Baths
13 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $530/Night
7 Nights - US $3,710
Why Choose Rent By Owner for your Sherwood Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Sherwood Vacation Rentals
Where are the best neighborhoods to stay in Sherwood?
When planning your stay in Sherwood, Oregon, exploring the different neighborhoods can greatly enhance your visit. Each area offers a unique atmosphere, making it easy to find the perfect place to unwind and enjoy local charm. Whether you're seeking a quiet residential setting or convenient access to nearby attractions, choosing the right neighborhood ensures a comfortable and memorable experience. With reliable vacation rentals available throughout Sherwood, you can comfortably settle into an area that suits your travel style and preferences.
Sherwood - Tualatin North
In this part of the region, you can enjoy easy access to local amenities while staying close to nature. It offers a convenient base for exploring the surrounding areas with a relaxed community atmosphere.
View 24+ Rentals in Sherwood - Tualatin NorthFar West
Here, you'll find a peaceful neighborhood that provides a quiet retreat within the region, ideal for those seeking tranquility during their stay. It’s perfect for relaxing after days of exploring nearby attractions or outdoor activities.
View 66+ Rentals in Far WestSherwood - Tualatin South
This southern part of the area offers a charming environment with convenient access to local shops and parks. It’s an excellent choice for travelers wanting a balance of comfort and accessibility in their vacation experience.
View 56+ Rentals in Sherwood - Tualatin SouthBull Mountain
Perched on higher ground, this neighborhood provides stunning views and a tranquil setting away from busy city life. It’s ideal for visitors seeking privacy and scenic surroundings during their stay.
View 76+ Rentals in Bull MountainBest Times to Visit Sherwood
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation here can enhance your experience, as the region offers inviting weather and seasonal events that cater to various preferences throughout the year.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll experience warm weather perfect for outdoor activities and exploring the scenic region.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
Autumn offers vibrant foliage and pleasant temperatures, making it an ideal time to enjoy the area's natural beauty.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures, providing a peaceful atmosphere away from busy travel times for those seeking quiet retreats.
Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
Spring (March to May)
Spring arrives with blooming flowers and mild weather, offering a serene environment before the busy summer season begins.
Average Temperature Daytime: 55-65°F - Nighttime: 40-50°F
Weekly Weather Forecast for Sherwood
How to Book Your Sherwood Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Sherwood
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for meals al fresco amid the area's scenic surroundings.
- Relish a private backyard with lush landscaping, ideal for relaxing or entertaining outdoors.
- Take advantage of a spacious patio or deck to unwind and soak in the natural beauty of the region.
- Make the most of a barbecue grill setup for outdoor cooking experiences during your stay here.
- Discover well-maintained lawn spaces suitable for family games or casual gatherings.
- Explore nearby walking trails or landscaped gardens that enhance your outdoor experience in this destination.
- Utilize outdoor fire pits or fireplaces to enjoy cozy evenings under the stars in the area’s pleasant climate.
Top Attractions Around Sherwood
What attractions are nearby?
Within this charming region, you can enjoy a variety of outdoor activities, scenic parks, and local wineries that showcase the best of Sherwood’s natural beauty and community spirit.
Family Activities
- Sherwood's Tualatin River National Wildlife Refuge: Explore a family-friendly natural area where you can enjoy bird watching, scenic walks, and educational programs in the region's diverse habitat.
- Sherwood Old Town: Stroll through the historic downtown district with its charming shops, local eateries, and regular community events perfect for family outings.
- Local Community Parks: Spend quality time at well-maintained parks offering playgrounds, picnic spots, and open spaces ideal for outdoor activities with children.
- Family-Friendly Trails: Discover gentle walking and biking paths that wind through the area, providing safe and enjoyable routes for all ages to experience nature together.
Adult Activities
- Wine Tasting Tours: Explore local wineries and enjoy tasting sessions that highlight the region’s renowned vineyards, perfect for a relaxing adult outing.
- Golfing Adventures: Spend your day on scenic golf courses designed to challenge enthusiasts while offering beautiful views of the surrounding landscape.
- Farmers Markets: Visit vibrant farmers markets to browse fresh produce and artisanal goods, immersing yourself in the area's local flavors and community spirit.
- Dining Experiences: Indulge in diverse culinary options at upscale restaurants and cozy eateries that showcase the region’s farm-to-table cuisine.
Other Places to Stay in Sherwood, OR
Al's Garden Center
Tualatin River National Wildlife Refuge
Far West
Quailhurst Vineyard Estate
Safari Sam's
Hawks View Cellars
Sherwood - Tualatin North
Sherwood Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During the Off-Peak Seasons: Visiting outside of peak times can help you enjoy more tranquility and better access to local attractions in this charming destination.
- Explore Local Dining Options: Take advantage of the area's renowned eateries and farm-to-table restaurants to experience authentic regional flavors during your stay.
- Schedule Outdoor Activities Early in the Day: Making the most of the pleasant weather, especially in the region’s scenic areas, allows for a more relaxed and enjoyable experience.
- Utilize Nearby Transportation Resources: Using local transit or rental services makes it easier to explore the area’s highlights and hidden gems without hassle.
Transportation Options
- Portland International Airport (PDX): This major airport offers convenient domestic and international flights, making arrivals and departures straightforward for travelers staying in the area.
- Public Transit - TriMet Light Rail: The local light rail system provides an efficient way to navigate here, connecting you to Portland and other key destinations in the region.
- Private Car Services and Taxis: Reliable transportation options like taxis and ride-sharing services help you explore this destination at your own pace with ease.
- Rental Car Agencies: Numerous rental agencies operate nearby, offering flexible mobility for discovering the area's scenic spots and attractions at your convenience.
Local Customs Options
- Community Events and Festivals: Participating in local events is a cherished tradition, offering you an authentic experience of the area's friendly spirit.
- Farmers' Markets: Visiting farmers' markets allows you to enjoy fresh, regional produce while engaging with local vendors in the community.
- Respect for Nature and Outdoor Etiquette: Embracing outdoor customs, such as trail etiquette and conservation efforts, helps preserve the natural beauty that draws visitors here.
- Local Dining Customs: Savoring regional cuisine at neighborhood eateries provides a taste of the area’s culinary traditions and hospitality.
Frequently Asked Questions About Sherwood?
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
- Portland Area Retreat in North Wine Country!
- Oregon Wine Country Retreat: Sip & Dine Outside
- Dreamy Wine Country Retreat: Sherwood 'Rose Cabin'
- Vineyard Farmhouse Stay with Mt. Hood Views. Spacious and Ideal for Large Groups
- Luxury and Cozy Villa in the Vineyard (Pet Friendly!)
- Tuscan home in NW wine country
- Charming Winery Getaway ~ Comfy and Cozy
- Harmony Estate: Spacious Home with Mt Hood Views
- Hampton Inn Sherwood Portland
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 Rentbyowner vacation rentals are available in Sherwood?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 43 in the Sherwood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sherwood.
4. What is the cancellation policy for vacation rentals in Sherwood, Oregon?
Cancellation policies vary by property, so it’s important to review the specific listing details. You can find the policy outlined in the booking terms or contact the owner directly for clarification.
5. How do I secure my reservation at a vacation rental in Sherwood, Oregon?
Reservations are typically confirmed through the platform upon payment. Be sure to read the booking instructions carefully and communicate with the owner if needed to ensure your stay is secured.
6. Are there any house rules or restrictions I should be aware of in Sherwood vacation rentals?
Yes, each property has its own set of house rules which are listed on the property page. It’s advisable to review these before booking to make sure your plans align with the owner’s requirements.
7. What amenities are usually included in vacation rentals here?
Amenities vary depending on the property, but many vacation rentals in the area offer features like Wi-Fi, kitchens, outdoor spaces, and parking. Check the listing details for the complete list of available amenities.
8. How do I contact the property owner if I have questions about my stay in this destination?
You can reach out to the owner directly through the messaging feature on the booking platform. They can provide additional information about the property, local area, and any special requests you may have.
Sherwood Top Rated Vacation Rentals
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $361/Night
7 Nights - US $2,526
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $354/Night
7 Nights - US $2,479
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $192/Night
7 Nights - US $1,342
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $192/Night
7 Nights - US $1,342
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $180/Night
7 Nights - US $1,263
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $180/Night
7 Nights - US $1,263
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $175/Night
7 Nights - US $1,224
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $170/Night
7 Nights - US $1,192
