Discover the 70 Best Resorts in Sherwood
About Sherwood Cottage Resorts on Vacation Cottage
Looking for accommodations? Numerous resorts offer condos and apartment-style units for reservation. Sherwood boasts a variety of nearby resorts, offering plentiful options for travelers. Access over 70 options resorts in the vicinity of Sherwood, along with exciting activities to enjoy during your stay.
In the Sherwood region, you'll find multiple resorts equipped with amenities such as gyms, WiFi, spas, private pools, and pet-friendly rooms. These resorts cater to various types of travelers: from honeymooners seeking romance to couples planning destination weddings, golf enthusiasts, or those attending conferences and business meetings.
Additionally, all-inclusive resorts in Sherwood cater to couples, families, and groups, accommodating both short-term and long-term stays. Vacation Cottage offers a wide array of resorts in or near Sherwood, serving as an excellent alternative to traditional vacation rentals and ensuring you discover the perfect lodging for your next trip.
Frequently Asked Questions About Sherwood Cottage Resorts
What are the top rated Resort 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 Resort Rentals in Sherwood:
- Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St. Michaels
- Hurry, reserve your stay for nSummer & Fall of 2025nSTR #22-30
- Secluded Waterfront Property on 3 acres with swimming pool and dock.
- Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
- Private Retreat with HUGE Water Views!
- Eastern Shore Waterside Cottage Near St. Michaels
- Waterfront Home on Chesapeake Bay with Dock, Bikes & Sunset Views
- 6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
- House on the Chesapeake Bay
- Minutes from Downtown St. Michaels | Waterfront | Pet Friendly | Private Dock
What is the best all-inclusive resort for families in Sherwood?
Most of our listed resorts are suitable for families in Sherwood. Filter your all-inclusive resorts Sherwood with a family-friendly option to see which ones are right for you.
Are there pools in resorts near Sherwood?
Yes, there are more than 70 resorts in Sherwood that have indoor and private swimming pools. Check out our filter option and find your best resort near Sherwood.
What is the price for luxury resorts in Sherwood?
At Vacation Cottage, the rate for luxury resorts in Sherwood per night starts from $110. Our partner provides these prices & we calculated the average daily rate in Sherwood. Please see our partner's price for more details.
Do you have resorts in Sherwood that allow pets?
Yes. We have all-inclusive resorts in Sherwood that allow pets. Some of the top pet-friendly resorts in Sherwood are:
- Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St. Michaels
- St Michaels Area Cottage - Walk to Water and Marina
- The Tilghman Island Inn
- "Point of View" Waterfront cottage with panoramic views on Tilghman Island
You can see all pet-friendly places to stayin Sherwood on Vacation Cottage
What are the best resorts in Sherwood?
Most of the resorts are perfect for travelers, but based on guest reviews in 2025, the best resorts in or near Sherwood are:
- Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St. Michaels
- St Michaels Area Cottage - Walk to Water and Marina
- The Tilghman Island Inn
- "Point of View" Waterfront cottage with panoramic views on Tilghman Island
Which resorts in Sherwood are romantic?
Some of the resorts in Sherwood have been described as romantic by other travelers:
