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Grasonville Vacation Rentals

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50 rentals in Grasonville.
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Cass-Away Luxury Houseboat, vacation rental in Grasonville
Cass-Away Luxury Houseboat, vacation rental in Grasonville
Cass-Away Luxury Houseboat, vacation rental in Grasonville

Cass-Away Luxury Houseboat

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Windward Cove - Close to Annapolis, Waterfront, Kayaks, Bikes, Game Room, vacation rental in Grasonville
Windward Cove - Close to Annapolis, Waterfront, Kayaks, Bikes, Game Room, vacation rental in Grasonville
Windward Cove - Close to Annapolis, Waterfront, Kayaks, Bikes, Game Room, vacation rental in Grasonville

Windward Cove - Close to Annapolis, Waterfront, Kayaks, Bikes, Game Room

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Abay Palace of Kent Narrows in a King Bed, vacation rental in Grasonville
Abay Palace of Kent Narrows in a King Bed, vacation rental in Grasonville
Abay Palace of Kent Narrows in a King Bed, vacation rental in Grasonville

Abay Palace of Kent Narrows in a King Bed

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Waterfront property on 3/4 acres with private beach, pool, hot tub, and pier., vacation rental in Grasonville
Waterfront property on 3/4 acres with private beach, pool, hot tub, and pier., vacation rental in Grasonville
Waterfront property on 3/4 acres with private beach, pool, hot tub, and pier., vacation rental in Grasonville

Waterfront property on 3/4 acres with private beach, pool, hot tub, and pier.

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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NEW! Grasonville Home w/ Private Pool on the Water, vacation rental in Grasonville
NEW! Grasonville Home w/ Private Pool on the Water, vacation rental in Grasonville
NEW! Grasonville Home w/ Private Pool on the Water, vacation rental in Grasonville

NEW! Grasonville Home w/ Private Pool on the Water

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Wye Island View, vacation rental in Grasonville
Tentrr Signature Site - Wye Island View, vacation rental in Grasonville
Tentrr Signature Site - Wye Island View, vacation rental in Grasonville

Tentrr Signature Site - Wye Island View

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront 4 BR home with private pier and boat dock, vacation rental in Grasonville
Waterfront 4 BR home with private pier and boat dock, vacation rental in Grasonville
Waterfront 4 BR home with private pier and boat dock, vacation rental in Grasonville

Waterfront 4 BR home with private pier and boat dock

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Bay Breeze - The Perfect Escape!, vacation rental in Grasonville
Bay Breeze - The Perfect Escape!, vacation rental in Grasonville
Bay Breeze - The Perfect Escape!, vacation rental in Grasonville

Bay Breeze - The Perfect Escape!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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240' Private Beachfront *Kent Island Love Point - Great for Large Groups, vacation rental in Grasonville
240' Private Beachfront *Kent Island Love Point - Great for Large Groups, vacation rental in Grasonville
240' Private Beachfront *Kent Island Love Point - Great for Large Groups, vacation rental in Grasonville

240' Private Beachfront *Kent Island Love Point - Great for Large Groups

Rental Home
5 bedrooms
5 bathrooms
Sleeps 26
Match: Sleeps
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Private Waterfront Retreat, vacation rental in Grasonville
Private Waterfront Retreat, vacation rental in Grasonville
Private Waterfront Retreat, vacation rental in Grasonville

Private Waterfront Retreat

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Peaceful, Waterfront Home On 3 Acres (pier + western view w/gorgeous sunsets), vacation rental in Grasonville
Peaceful, Waterfront Home On 3 Acres (pier + western view w/gorgeous sunsets), vacation rental in Grasonville
Peaceful, Waterfront Home On 3 Acres (pier + western view w/gorgeous sunsets), vacation rental in Grasonville

Peaceful, Waterfront Home On 3 Acres (pier + western view w/gorgeous sunsets)

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Waterfront Cottage on 200 acre farm near Queenstown, vacation rental in Grasonville
Secluded Waterfront Cottage on 200 acre farm near Queenstown, vacation rental in Grasonville
Secluded Waterfront Cottage on 200 acre farm near Queenstown, vacation rental in Grasonville

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres, vacation rental in Grasonville
ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres, vacation rental in Grasonville
ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres, vacation rental in Grasonville

ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serene Waterfront Apartment on Kent Island, vacation rental in Grasonville
Serene Waterfront Apartment on Kent Island, vacation rental in Grasonville
Serene Waterfront Apartment on Kent Island, vacation rental in Grasonville

Serene Waterfront Apartment on Kent Island

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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HUGE SANDBOX! Play Beach Volleyball by the Marina, CrabHouse, Tiki Bar, & Beach, vacation rental in Grasonville
HUGE SANDBOX! Play Beach Volleyball by the Marina, CrabHouse, Tiki Bar, & Beach, vacation rental in Grasonville
HUGE SANDBOX! Play Beach Volleyball by the Marina, CrabHouse, Tiki Bar, & Beach, vacation rental in Grasonville

HUGE SANDBOX! Play Beach Volleyball by the Marina, CrabHouse, Tiki Bar, & Beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cape Cod Bed and Bath, vacation rental in Grasonville
Cape Cod Bed and Bath, vacation rental in Grasonville
Cape Cod Bed and Bath, vacation rental in Grasonville

Cape Cod Bed and Bath

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Picturesque Panoramic View of Kentmorr Marina. Walk to Boat, Beach, & CrabHouse, vacation rental in Grasonville
Picturesque Panoramic View of Kentmorr Marina. Walk to Boat, Beach, & CrabHouse, vacation rental in Grasonville
Picturesque Panoramic View of Kentmorr Marina. Walk to Boat, Beach, & CrabHouse, vacation rental in Grasonville

Picturesque Panoramic View of Kentmorr Marina. Walk to Boat, Beach, & CrabHouse

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Million$ Chesapeake Bay Sunsets across the Bay from Annapolis. Wildlife & Water., vacation rental in Grasonville
Million$ Chesapeake Bay Sunsets across the Bay from Annapolis. Wildlife & Water., vacation rental in Grasonville
Million$ Chesapeake Bay Sunsets across the Bay from Annapolis. Wildlife & Water., vacation rental in Grasonville

Million$ Chesapeake Bay Sunsets across the Bay from Annapolis. Wildlife & Water.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wye River Cottage and Horse Barn, vacation rental in Grasonville
Wye River Cottage and Horse Barn, vacation rental in Grasonville
Wye River Cottage and Horse Barn, vacation rental in Grasonville

Wye River Cottage and Horse Barn

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private home near Golf, Wedding Venues, Beaches, Fishing, Tiki Bars, and Seafood, vacation rental in Grasonville
Private home near Golf, Wedding Venues, Beaches, Fishing, Tiki Bars, and Seafood, vacation rental in Grasonville
Private home near Golf, Wedding Venues, Beaches, Fishing, Tiki Bars, and Seafood, vacation rental in Grasonville

Private home near Golf, Wedding Venues, Beaches, Fishing, Tiki Bars, and Seafood

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Wye Escape, vacation rental in Grasonville
Waterfront Wye Escape, vacation rental in Grasonville
Waterfront Wye Escape, vacation rental in Grasonville

Waterfront Wye Escape

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Overton Farm Cottage, vacation rental in Grasonville
Overton Farm Cottage, vacation rental in Grasonville
Overton Farm Cottage, vacation rental in Grasonville

Overton Farm Cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Love Point Waterfront, vacation rental in Grasonville
Love Point Waterfront, vacation rental in Grasonville
Love Point Waterfront, vacation rental in Grasonville

Love Point Waterfront

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Chesapeake Bay Waterfront ARTectural Home, vacation rental in Grasonville
Chesapeake Bay Waterfront ARTectural Home, vacation rental in Grasonville
Chesapeake Bay Waterfront ARTectural Home, vacation rental in Grasonville

Chesapeake Bay Waterfront ARTectural Home

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Kent Island House with Pool and Bay Views!, vacation rental in Grasonville
Kent Island House with Pool and Bay Views!, vacation rental in Grasonville
Kent Island House with Pool and Bay Views!, vacation rental in Grasonville

Kent Island House with Pool and Bay Views!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Bentons Pleasure- Cox Creek, Pier and Sunsets!, vacation rental in Grasonville
Bentons Pleasure- Cox Creek, Pier and Sunsets!, vacation rental in Grasonville
Bentons Pleasure- Cox Creek, Pier and Sunsets!, vacation rental in Grasonville

Bentons Pleasure- Cox Creek, Pier and Sunsets!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Golf..Fish..Hunt..Shop - A PAR for the Course & Mile to Beach on Kent Island, vacation rental in Grasonville
Golf..Fish..Hunt..Shop - A PAR for the Course & Mile to Beach on Kent Island, vacation rental in Grasonville
Golf..Fish..Hunt..Shop - A PAR for the Course & Mile to Beach on Kent Island, vacation rental in Grasonville

Golf..Fish..Hunt..Shop - A PAR for the Course & Mile to Beach on Kent Island

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets), vacation rental in Grasonville
Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets), vacation rental in Grasonville
Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets), vacation rental in Grasonville

Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets)

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!, vacation rental in Grasonville
Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!, vacation rental in Grasonville
Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!, vacation rental in Grasonville

Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Mill Creek - Cool Contemporary Waterfront - Pool, Grill, Dock!, vacation rental in Grasonville
Mill Creek - Cool Contemporary Waterfront - Pool, Grill, Dock!, vacation rental in Grasonville
Mill Creek - Cool Contemporary Waterfront - Pool, Grill, Dock!, vacation rental in Grasonville

Mill Creek - Cool Contemporary Waterfront - Pool, Grill, Dock!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Waterfront Kent Island home with Hot Tub (Fall-Spring)!, vacation rental in Grasonville
Waterfront Kent Island home with Hot Tub (Fall-Spring)!, vacation rental in Grasonville
Waterfront Kent Island home with Hot Tub (Fall-Spring)!, vacation rental in Grasonville

Waterfront Kent Island home with Hot Tub (Fall-Spring)!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12, vacation rental in Grasonville
KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12, vacation rental in Grasonville
KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12, vacation rental in Grasonville

KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12, vacation rental in Grasonville
DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12, vacation rental in Grasonville
DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12, vacation rental in Grasonville

DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Creek Cottage at Reed Creek Farm - Idyllic, Pet-Friendly Waterfront Farm - Pool,, vacation rental in Grasonville
Creek Cottage at Reed Creek Farm - Idyllic, Pet-Friendly Waterfront Farm - Pool,, vacation rental in Grasonville
Creek Cottage at Reed Creek Farm - Idyllic, Pet-Friendly Waterfront Farm - Pool,, vacation rental in Grasonville

Creek Cottage at Reed Creek Farm - Idyllic, Pet-Friendly Waterfront Farm - Pool,

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can, vacation rental in Grasonville
Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can, vacation rental in Grasonville
Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can, vacation rental in Grasonville

Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Serene Waterfront Apartment on Kent Island, vacation rental in Grasonville
Serene Waterfront Apartment on Kent Island, vacation rental in Grasonville
Serene Waterfront Apartment on Kent Island, vacation rental in Grasonville

Serene Waterfront Apartment on Kent Island

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 10-12-PETS ALLOWED, vacation rental in Grasonville
DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 10-12-PETS ALLOWED, vacation rental in Grasonville
DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 10-12-PETS ALLOWED, vacation rental in Grasonville

DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 10-12-PETS ALLOWED

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Come explore Maryland's Eastern Shore. Near Annapolis, Wash. D.C. and Baltimore, vacation rental in Grasonville
Come explore Maryland's Eastern Shore. Near Annapolis, Wash. D.C. and Baltimore, vacation rental in Grasonville
Come explore Maryland's Eastern Shore. Near Annapolis, Wash. D.C. and Baltimore, vacation rental in Grasonville

Come explore Maryland's Eastern Shore. Near Annapolis, Wash. D.C. and Baltimore

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Kent Island House with Pool and Bay Views!, vacation rental in Grasonville
Kent Island House with Pool and Bay Views!, vacation rental in Grasonville
Kent Island House with Pool and Bay Views!, vacation rental in Grasonville

Kent Island House with Pool and Bay Views!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Waterfront Kent Island home with Hot Tub (Fall-Spring)!, vacation rental in Grasonville
Waterfront Kent Island home with Hot Tub (Fall-Spring)!, vacation rental in Grasonville
Waterfront Kent Island home with Hot Tub (Fall-Spring)!, vacation rental in Grasonville

Waterfront Kent Island home with Hot Tub (Fall-Spring)!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Circa 1700 Chesapeake Colonial home on the National Register., vacation rental in Grasonville
Circa 1700 Chesapeake Colonial home on the National Register., vacation rental in Grasonville
Circa 1700 Chesapeake Colonial home on the National Register., vacation rental in Grasonville

Circa 1700 Chesapeake Colonial home on the National Register.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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New! Stylish downtown home w/awesome outdoor area!, vacation rental in Grasonville
New! Stylish downtown home w/awesome outdoor area!, vacation rental in Grasonville
New! Stylish downtown home w/awesome outdoor area!, vacation rental in Grasonville

New! Stylish downtown home w/awesome outdoor area!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Stunning Waterfront Guest Cottage- Sunsets, Pool, Pier, vacation rental in Grasonville
Stunning Waterfront Guest Cottage- Sunsets, Pool, Pier, vacation rental in Grasonville
Stunning Waterfront Guest Cottage- Sunsets, Pool, Pier, vacation rental in Grasonville

Stunning Waterfront Guest Cottage- Sunsets, Pool, Pier

Rental Home
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Tentrr Signature Site - Wye Island View, vacation rental in Grasonville
Tentrr Signature Site - Wye Island View, vacation rental in Grasonville
Tentrr Signature Site - Wye Island View, vacation rental in Grasonville

Tentrr Signature Site - Wye Island View

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Blue Bay Haven - Stunning Newly Renovated Waterfront Home near Annapolis!, vacation rental in Grasonville
Blue Bay Haven - Stunning Newly Renovated Waterfront Home near Annapolis!, vacation rental in Grasonville
Blue Bay Haven - Stunning Newly Renovated Waterfront Home near Annapolis!, vacation rental in Grasonville

Blue Bay Haven - Stunning Newly Renovated Waterfront Home near Annapolis!

Rental Home
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Kent Island - Gorgeous Waterfront Home, vacation rental in Grasonville
Kent Island - Gorgeous Waterfront Home, vacation rental in Grasonville
Kent Island - Gorgeous Waterfront Home, vacation rental in Grasonville

Kent Island - Gorgeous Waterfront Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12, vacation rental in Grasonville
LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12, vacation rental in Grasonville
LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12, vacation rental in Grasonville

LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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NEW! Charming Farm House in Historic Kent Island, vacation rental in Grasonville
NEW! Charming Farm House in Historic Kent Island, vacation rental in Grasonville
NEW! Charming Farm House in Historic Kent Island, vacation rental in Grasonville

NEW! Charming Farm House in Historic Kent Island

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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BAY VIEWS-LUXE Family stay w/ GAMEROOM/FIREPIT/CROWS NEST, vacation rental in Grasonville
BAY VIEWS-LUXE Family stay w/ GAMEROOM/FIREPIT/CROWS NEST, vacation rental in Grasonville
BAY VIEWS-LUXE Family stay w/ GAMEROOM/FIREPIT/CROWS NEST, vacation rental in Grasonville

BAY VIEWS-LUXE Family stay w/ GAMEROOM/FIREPIT/CROWS NEST

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Chester River Waterfront Cottage (Love Point Bay), vacation rental in Grasonville
Chester River Waterfront Cottage (Love Point Bay), vacation rental in Grasonville
Chester River Waterfront Cottage (Love Point Bay), vacation rental in Grasonville

Chester River Waterfront Cottage (Love Point Bay)

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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