Grimstead Resorts
Cottage
10.0(226 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $317/Night
7 Nights - US $2,218
House
3 Bedrooms
2 Baths
6 Guests
2002.09 ft²
- Fireplace/Heating
- View
Parking
Air Conditioner
US $480/Night
7 Nights - US $3,362
House
9.6(25 Reviews)
2 Bedrooms
1 Bath
4 Guests
1460 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $140/Night
7 Nights - US $977
New
House
3 Bedrooms
2 Baths
8 Guests
1302.43 ft²
Private Beach- Fireplace/Heating
- Ocean View
- View
US $375/Night
7 Nights - US $2,625
House
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $289/Night
7 Nights - US $2,026
House
10.0(138 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $646/Night
7 Nights - US $4,519
House
10.0(53 Reviews)
3 Bedrooms
3 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $386/Night
7 Nights - US $2,703
House
10.0(40 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $340/Night
7 Nights - US $2,381
House
10.0(18 Reviews)
3 Bedrooms
2 Baths
8 Guests
2100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $409/Night
7 Nights - US $2,861
House
10.0(6 Reviews)
5 Bedrooms
4 Baths
11 Guests
3500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $965/Night
7 Nights - US $6,756
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $296/Night
7 Nights - US $2,074
House
10.0(1 Review)
4 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $630/Night
7 Nights - US $4,410
Why Choose Rent By Owner for your Grimstead Resorts?
What makes our Resorts 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.
Weekly Weather Forecast for Grimstead
How to Book Your Grimstead Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. 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 Grimstead
Common Resorts Amenities
What amenities can you expect?
Our Resorts 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
Frequently Asked Questions About Grimstead Resorts
1. What are the top Resorts 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 Resorts in Grimstead:
- Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
- Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!
- Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home
- Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
- Chesapeake Bay Boating, Fishing, and Private Beach
- Boaters Paradise! Large Fenced in Yard - Relax on Island Time in Private Pool!
- The Big Boathouse on a Point- Quick access to Chesapeake Bay; Kayakers love it.n
- Island Oasis!
- Cottage on Hudgins Creek looks out Stutts Creek to the Chesapeake Bay
2. How many Resorts are available in Grimstead?
Currently, the total number of properties listed by RBO in 2026 is over 33 in the Grimstead area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Grimstead.
More Rentals You May Like Near Grimstead
House
9.8(56 Reviews)
3 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $188/Night
7 Nights - US $1,316
House
9.6(9 Reviews)
4 Bedrooms
2 Baths
8 Guests
2500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $379/Night
7 Nights - US $2,656
House
5 Bedrooms
4 Baths
13 Guests
Hot Tub- Fireplace/Heating
- Air Conditioner
Internet
US $1,385/Night
7 Nights - US $9,694
New
House
3 Bedrooms
2 Baths
8 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $448/Night
7 Nights - US $3,138
New
House
3 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $434/Night
7 Nights - US $3,040
House
9.8(18 Reviews)
3 Bedrooms
2 Baths
6 Guests
1452 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $274/Night
7 Nights - US $1,919
Cottage
10.0(67 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $197/Night
7 Nights - US $1,382
House
10.0(24 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $160/Night
7 Nights - US $1,120
House
10.0(6 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $262/Night
7 Nights - US $1,832
House
10.0(28 Reviews)
6 Bedrooms
3 Baths
13 Guests
3800 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $550/Night
7 Nights - US $3,853
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $296/Night
7 Nights - US $2,075
House
9.8(7 Reviews)
5 Bedrooms
6 Baths
16 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,346/Night
7 Nights - US $9,420
