1. USA
  2. Oregon
  3. Portland
  4. Sherwood
  5. Cottage Rentals

Sherwood Cottage Rentals & Holiday Homes

Find the best cottages in Sherwood - We found 43 exact matches

About Sherwood Luxury Rental on Wine Country Villas

Searching for cottages to rent near Sherwood? Wine Country Villas features more than 43 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Sherwood have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Wine Country Villas’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Sherwood.

Are you planning to travel to the lakeside, beach, or mountain area? Wine Country Villas’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

Wine Country Villas boasts of 43 holiday cottages and places to stay in Sherwood. The site provides unique Airbnb, VRBO, Wine Country Villas-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.

Frequently Asked Questions About Sherwood Cottage Rentals

What are the top rated Cottage 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 Cottage Rentals in Sherwood:

How much does it cost to rent a cottage in Sherwood?

The average cost for a cottage rental in Sherwood is $362 per night. Winecountryvillas has a wide list of great cottages near Sherwood that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Sherwood that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Sherwood to find one that works for you.

Are there quality cottages in Sherwood that have indoor swimming pools?

As of 2026, the data from Winecountryvillas shows that there are Over 43 private swimming pools or cottages with indoor pools in the Sherwood area along with other great amenities.