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Grimstead Holiday Rentals

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50 rentals in Grimstead.
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Experience the Chesapeake Bay At Gwynn's Island Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Craving small town comfort. Private riverfront for miles, beach, nature for all

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Remote Island Rejuvenation + Enhanced Cleaning. WiFi. Pets Welcome!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Chesapeake Bay Boating, Fishing, and Private Beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chesapeake Bay Waterfront Cottage Pool, Pier, Kayaks, Wifi 2 Bd/2 Ba, Mini Golf

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Exquisite Riverfront Living! Newly renovated; convenient to historic sites.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Updated Waterfront Farmhouse on 3 Acres

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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PRIVATE BEACH on the Chesapeake Bay with 300 feet of shoreline

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Quiet Retreat on North River in Historic Gloucester, Virginia

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beach House on Chesapeake Bay!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vacation Getaway on Chesapeake Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A 1763 Georgian Manor near Williamsburg and Virginia's Historic Triangle

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private Waterfront Retreat on Winter Harbor

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relax at the Mystic Seahorse Cottage on Gwynn's Island!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Living Overlooking Private Pier-picturesque Views And Sunsets!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Fantastic waterfront home on Jackson Creek

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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The River House Getaway! Come Relax and Enjoy!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chesapeake Bay/Rappahannock River with Private Sandy Beach and

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chesapeake Bay Cottage, Private Pool, Pier and Kayaks

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Teenie House in Deltaville

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Waterfront Retreat

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Historic Sea Captain’s Haven on Mobjack Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private, secluded waterfront cottage - pool and hot tub feet from the back door.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and Private Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Teenie Weenie House in Deltaville

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Big Bay- A Private Beach front Home on the Chesapeake Bay

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Beachfront Home on Chesapeake Bay - Gwynn’s Island

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Chesapeake Bay Luxury Beachfront Retreat

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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River House looking at the Chesapeake Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Starlight Inlet, a quiet getaway on beautiful Gwynn's Island, VA.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Welcome to 'The Happy Soul'

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Riverfront Cottage: Fire Pit, Kayaks & Paddle Boat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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NEW! Romantic Waterfront Abode with Patio & Dock!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Love Shack - A Private Beachfront Home on the Chesapeake Bay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Mobjack Bay Beach House in Gloucester!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Chesapeake Bay Secluded Waterfront Log Cabin

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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My Pan-O-Sea-A on the Chesapeake Bay.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront, Private Beach, Mid Century Style

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Rappahannock River waterfront property for rent with Pier & Pool access

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Oceanfront White Stone Cottage w/Private Beach!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mobjack Bay Cottage Overlooking East River & Mobjack Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Home with Pier, 2bds/1ba

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Windmill Point Beachfront 5 BR House on 2 acre lot

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Spacious home on the waterfront with kayaks, SUP's and fishing and more!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Waterfront Modern Farmhouse, Privacy on 22 Acres

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Guest Cottage on Jackson Creek w/kayaks and bikes available!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Get away to the Heart of Deltaville!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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