House
10.0(11 Reviews)
2 Bedrooms
2 Baths
5 Guests
Hot Tub
Parking
Balcony/Terrace
Kitchen
US $326/Night
7 Nights - US $2,285
Grimstead Resorts
10.0
House
3 Bedrooms
2 Baths
6 Guests
2002.09 ft²
- Parking
View
Air Conditioner
Internet
US $307/Night
7 Nights - US $2,148
House
9.4(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
1460 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $144/Night
7 Nights - US $1,005
House
3 Bedrooms
2 Baths
8 Guests
1302.43 ft²
Private Beach- Parking
Ocean View- View
US $457/Night
7 Nights - US $3,201
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $355/Night
7 Nights - US $2,484
House
10.0(145 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $646/Night
7 Nights - US $4,519
House
10.0(61 Reviews)
3 Bedrooms
3 Baths
8 Guests
1800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $378/Night
7 Nights - US $2,646
House
10.0(47 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $378/Night
7 Nights - US $2,643
House
10.0(9 Reviews)
5 Bedrooms
4 Baths
11 Guests
3500 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,016/Night
7 Nights - US $7,114
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $447/Night
7 Nights - US $3,131
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $623/Night
7 Nights - US $4,362
House
10.0(1 Review)
4 Bedrooms
2 Baths
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $824/Night
7 Nights - US $5,768
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.
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.
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
Grimstead Resorts Frequently Asked Questions
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!
- Gwynn's Island Renovated 1910 Farm House & Sand Beach
- 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!
- 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 32 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(63 Reviews)
3 Bedrooms
2 Baths
6 Guests
1000 ft²
- Parking
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Cottage
10.0(67 Reviews)
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4 Guests
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10.0(24 Reviews)
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4 Guests
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US $160/Night
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House
10.0(28 Reviews)
6 Bedrooms
3 Baths
13 Guests
3800 ft²
- Oceanfront
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House
10.0(2 Reviews)
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8 Guests
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House
9.8(7 Reviews)
5 Bedrooms
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16 Guests
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House
4 Bedrooms
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8 Guests
- Parking
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- Kitchen
US $483/Night
7 Nights - US $3,381
House
3 Bedrooms
2 Baths
8 Guests
2100 ft²
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US $403/Night
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