Monthly and Weekly Rentals in Grimstead【 30+ DAYS 】Rent By Owner

Grimstead Monthly Stay

Gwynn's Island Cottage - Private Beach on the Chesapeake Bay!

Highly Rated

Cottage

Gwynn's Island Cottage - Private Beach on the Chesapeake Bay!

10.0

Exceptional

(224 Reviews)

2 Bedrooms 1 Bath 4 Guests 1200 ft²

AU $418/Night 7 Nights - AU $2,923

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Adventures on the Bay - Bayfront Escape, Private Dock, Large Deck, and Lake Views!

House

Adventures on the Bay - Bayfront Escape, Private Dock, Large Deck, and Lake Views!

3 Bedrooms 2 Baths 6 Guests 2002.09 ft²

AU $668/Night 7 Nights - AU $4,673

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House

Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!

10.0

Exceptional

(35 Reviews)

3 Bedrooms 1 Bath 6 Guests

AU $415/Night 7 Nights - AU $2,907

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Gwynn's Island Gem | Private Beach & Bay Views

New

House

Gwynn's Island Gem | Private Beach & Bay Views

3 Bedrooms 2 Baths 8 Guests 1302.43 ft²

AU $521/Night 7 Nights - AU $3,649

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MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Highly Rated

House

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

9.8

Exceptional

(163 Reviews)

3 Bedrooms 1 Bath 6 Guests 825 ft²

AU $586/Night 7 Nights - AU $4,105

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House

Beautiful Golden View Bayfront Retreat

10.0

Exceptional

(28 Reviews)

6 Bedrooms 3 Baths 13 Guests 3800 ft²

AU $765/Night 7 Nights - AU $5,356

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Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.

Highly Rated

House

Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.

10.0

Exceptional

(217 Reviews)

3 Bedrooms 1 Bath 6 Guests 904 ft²

AU $253/Night 7 Nights - AU $1,771

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House

Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!

10.0

Exceptional

(31 Reviews)

3 Bedrooms 3 Baths 6 Guests 1100 ft²

AU $663/Night 7 Nights - AU $4,639

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Oyster Haven/Waterfront Retreat on Lanes Creek/Mathews, VA

Price Dropped

House

Oyster Haven/Waterfront Retreat on Lanes Creek/Mathews, VA

2 Bedrooms 1 Bath 4 Guests

AU $374/Night 7 Nights - AU $2,619

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House

Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access

10.0

Exceptional

(4 Reviews)

2 Bedrooms 2 Baths 5 Guests

AU $364/Night 7 Nights - AU $2,547

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House

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6

Exceptional

(18 Reviews)

2 Bedrooms 1 Bath 4 Guests 1460 ft²

AU $213/Night 7 Nights - AU $1,492

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Highly Rated

House

PRIVATE BEACH on the Chesapeake Bay

10.0

Exceptional

(140 Reviews)

5 Bedrooms 3 Baths 12 Guests 2760 ft²

AU $875/Night 7 Nights - AU $6,126

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More Top-Rated Monthly Stay in Grimstead Area

Why Choose Rent By Owner for your Grimstead Monthly Stay?

What makes our Monthly Stay special?

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How to Book Your Grimstead Monthly Stay

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Booking Steps

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More Top-Rated Monthly Stay in Grimstead Area

Common Monthly Stay Amenities

What amenities can you expect?

Our Monthly Stay 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 Monthly Stays

1. What are the top Monthly Stays 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 Monthly Stays in Grimstead:

2. How many Monthly Stays are available in Grimstead?

Currently, the total number of properties listed by RBO in 2026 is over 8 in the Grimstead area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Monthly Stays in Grimstead. 