Discover the 31 Best Resorts in Grimstead
About Grimstead Cottage Resorts on Vacation Cottage
Looking for accommodations? Numerous resorts offer condos and apartment-style units for reservation. Grimstead boasts a variety of nearby resorts, offering plentiful options for travelers. Access over 31 options resorts in the vicinity of Grimstead, along with exciting activities to enjoy during your stay.
In the Grimstead 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 Grimstead 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 Grimstead, serving as an excellent alternative to traditional vacation rentals and ensuring you discover the perfect lodging for your next trip.
Frequently Asked Questions About Grimstead Cottage Resorts
What are the top rated Resort Rentals in Grimstead?
There are a lot of options in Grimstead. If you plan on staying in the Grimstead area, consider making a reservation for a few nights at one of these properties as these have been rated the top Resort Rentals in Grimstead:
- Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
- Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!
- Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
- Chesapeake Bay Boating, Fishing, and Private Beach
- The Big Boathouse on a Point- Quick access to Chesapeake Bay; Kayakers love it.
- Island Oasis!
- Cottage on Hudgins Creek looks out Stutts Creek to the Chesapeake Bay
What is the best all-inclusive resort for families in Grimstead?
Most of our listed resorts are suitable for families in Grimstead. Filter your all-inclusive resorts Grimstead with a family-friendly option to see which ones are right for you.
Are there pools in resorts near Grimstead?
Yes, there are more than 31 resorts in Grimstead that have indoor and private swimming pools. Check out our filter option and find your best resort near Grimstead.
What is the price for luxury resorts in Grimstead?
At Vacation Cottage, the rate for luxury resorts in Grimstead per night starts from $128. Our partner provides these prices & we calculated the average daily rate in Grimstead. Please see our partner's price for more details.
Do you have resorts in Grimstead that allow pets?
Yes. We have all-inclusive resorts in Grimstead that allow pets. Some of the top pet-friendly resorts in Grimstead are:
- Waterfront Cottage on Chesapeake Bay w Private Beach-nBOOK YOUR SUMMER '26 WEEK!
- Adventures on the Bay - Bayfront Escape, Private Dock, Large Deck, and Lake Views!
- Starlight Inlet, a quiet getaway on beautiful Gwynn's Island, VA.
- Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access
You can see all pet-friendly places to stayin Grimstead on Vacation Cottage
What are the best resorts in Grimstead?
Most of the resorts are perfect for travelers, but based on guest reviews in 2026, the best resorts in or near Grimstead are:
- Waterfront Cottage on Chesapeake Bay w Private Beach-nBOOK YOUR SUMMER '26 WEEK!
- Adventures on the Bay - Bayfront Escape, Private Dock, Large Deck, and Lake Views!
- Starlight Inlet, a quiet getaway on beautiful Gwynn's Island, VA.
- Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access
Which resorts in Grimstead are romantic?
Some of the resorts in Grimstead have been described as romantic by other travelers:
- Waterfront Cottage on Chesapeake Bay w Private Beach-nBOOK YOUR SUMMER '26 WEEK!
- Adventures on the Bay - Bayfront Escape, Private Dock, Large Deck, and Lake Views!
- Starlight Inlet, a quiet getaway on beautiful Gwynn's Island, VA.
- Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access
