Sherwood Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Sherwood, Oregon, USA

Hampton Inn Sherwood Portland
9.0 (580 Reviews)
1 Bedroom 2 Guests
Luxury and Cozy Villa in the Vineyard (Pet Friendly!)
10.0 (1 Review)
5 Bedrooms 16 Guests
Cozy Wine Country Suite
New
1 Bedroom 2 Guests
Wine Country Horse Farm Cabin Near Wineries!
New
5 Bedrooms 10 Guests
Hampton Inn Sherwood Portland
|
8.3 (110 Reviews)
70 Bedrooms 20 Guests
Oregon Wine Country Retreat: Sip & Dine Outside
10.0 (8 Reviews)
1 Bedroom 2 Guests
Winery Getaway Pets Welcome BBQ & Fresh Air Shower
9.6 (20 Reviews)
1 Bedroom 3 Guests
Cozy Wine Country Suite
9.2 (22 Reviews)
1 Bedroom 2 Guests
Portland Area Retreat in North Wine Country!
10.0 (9 Reviews)
3 Bedrooms 6 Guests
Pet Friendly Vineyard Home with Mountain Views
10.0 (2 Reviews)
4 Bedrooms 8 Guests
Tuscan home in NW wine country
9.8 (20 Reviews)
3 Bedrooms 8 Guests
Harmony Estate: Spacious Home with Mt Hood Views
9.2 (11 Reviews)
4 Bedrooms 10 Guests

About Sherwood Vacation Rentals

With more than 52 Sherwood vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Sherwood.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Sherwood, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Sherwood. Places to stay near Sherwood are 988.19 ft² on average, with prices averaging £278 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Sherwood with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Sherwood?

What are the top vacation rentals in Sherwood?

How many Rentbyowner vacation rentals are available in Sherwood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 52 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. 

Nearby Neighborhood (4)

NeighborhoodProperty Count
Bull Mountain Vacation Rentals in Portland, Oregon 47
Sherwood - Tualatin North Vacation Rentals in Portland, Oregon 59
Sherwood - Tualatin South Vacation Rentals in Portland, Oregon 54
Far West Vacation Rentals in Portland, Oregon 62