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Holiday Rentals in Gwynn

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
49 rentals in Gwynn.
PRIVATE BEACH on the Chesapeake Bay, holiday rental in Gwynn
PRIVATE BEACH on the Chesapeake Bay, holiday rental in Gwynn
PRIVATE BEACH on the Chesapeake Bay, holiday rental in Gwynn

PRIVATE BEACH on the Chesapeake Bay

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beachfront Home on Chesapeake Bay - Gwynn’s Island, holiday rental in Gwynn
Beachfront Home on Chesapeake Bay - Gwynn’s Island, holiday rental in Gwynn
Beachfront Home on Chesapeake Bay - Gwynn’s Island, holiday rental in Gwynn

Beachfront Home on Chesapeake Bay - Gwynn’s Island

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Relax at the Mystic Seahorse Cottage on Gwynn's Island!, holiday rental in Gwynn
Relax at the Mystic Seahorse Cottage on Gwynn's Island!, holiday rental in Gwynn
Relax at the Mystic Seahorse Cottage on Gwynn's Island!, holiday rental in Gwynn

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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Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!, holiday rental in Gwynn
Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!, holiday rental in Gwynn
Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!, holiday rental in Gwynn

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gwynn's Island Renovated 1910 Farm House & Sand Beach, holiday rental in Gwynn
Gwynn's Island Renovated 1910 Farm House & Sand Beach, holiday rental in Gwynn
Gwynn's Island Renovated 1910 Farm House & Sand Beach, holiday rental in Gwynn

Gwynn's Island Renovated 1910 Farm House & Sand Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Gwynn’s Island Waterfront Home, holiday rental in Gwynn
Beautiful Gwynn’s Island Waterfront Home, holiday rental in Gwynn
Beautiful Gwynn’s Island Waterfront Home, holiday rental in Gwynn

Beautiful Gwynn’s Island Waterfront Home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New 5 bedroom home on private, sandy beach with game room and elevator., holiday rental in Gwynn
New 5 bedroom home on private, sandy beach with game room and elevator., holiday rental in Gwynn
New 5 bedroom home on private, sandy beach with game room and elevator., holiday rental in Gwynn

New 5 bedroom home on private, sandy beach with game room and elevator.

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home, holiday rental in Gwynn
Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home, holiday rental in Gwynn
Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home, holiday rental in Gwynn

Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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The following properties within 32 kms of Gwynn match all your filters:
15 Mi to Gloucester: Waterfront Mathews Home!, holiday rental in Gwynn
15 Mi to Gloucester: Waterfront Mathews Home!, holiday rental in Gwynn
15 Mi to Gloucester: Waterfront Mathews Home!, holiday rental in Gwynn

15 Mi to Gloucester: Waterfront Mathews Home!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cozy cottage on the Chesapeake Bay, holiday rental in Gwynn
Cozy cottage on the Chesapeake Bay, holiday rental in Gwynn
Cozy cottage on the Chesapeake Bay, holiday rental in Gwynn

Cozy cottage on the Chesapeake Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Golden View Bayfront Retreat, holiday rental in Gwynn
Beautiful Golden View Bayfront Retreat, holiday rental in Gwynn
Beautiful Golden View Bayfront Retreat, holiday rental in Gwynn

Beautiful Golden View Bayfront Retreat

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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MILLION $ VIEWS NO EXTRA CHARGE!  HOT TUB! POOL! BEACH!  RESORT-LIKE AMENITIES!, holiday rental in Gwynn
MILLION $ VIEWS NO EXTRA CHARGE!  HOT TUB! POOL! BEACH!  RESORT-LIKE AMENITIES!, holiday rental in Gwynn
MILLION $ VIEWS NO EXTRA CHARGE!  HOT TUB! POOL! BEACH!  RESORT-LIKE AMENITIES!, holiday rental in Gwynn

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Romantic Waterfront Abode with Patio & Dock!, holiday rental in Gwynn
Romantic Waterfront Abode with Patio & Dock!, holiday rental in Gwynn
Romantic Waterfront Abode with Patio & Dock!, holiday rental in Gwynn

Romantic Waterfront Abode with Patio & Dock!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Fire Pit� Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!, holiday rental in Gwynn
Fire Pit� Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!, holiday rental in Gwynn
Fire Pit� Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!, holiday rental in Gwynn

Fire Pit� Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Ships Watch On The Bay With Endless Water Views, holiday rental in Gwynn
Ships Watch On The Bay With Endless Water Views, holiday rental in Gwynn
Ships Watch On The Bay With Endless Water Views, holiday rental in Gwynn

Ships Watch On The Bay With Endless Water Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Amazing views of the Chesapeake Bay., holiday rental in Gwynn
Amazing views of the Chesapeake Bay., holiday rental in Gwynn
Amazing views of the Chesapeake Bay., holiday rental in Gwynn

Amazing views of the Chesapeake Bay.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and Private Beach, holiday rental in Gwynn
Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and Private Beach, holiday rental in Gwynn
Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and Private Beach, holiday rental in Gwynn

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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Experience the Chesapeake Bay At Gwynn's Island Cottage, holiday rental in Gwynn
Experience the Chesapeake Bay At Gwynn's Island Cottage, holiday rental in Gwynn
Experience the Chesapeake Bay At Gwynn's Island Cottage, holiday rental in Gwynn

Experience the Chesapeake Bay At Gwynn's Island Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Sweet Suite Escape: Luxury Comfort, Stunning Views, and Private River Access, holiday rental in Gwynn
The Sweet Suite Escape: Luxury Comfort, Stunning Views, and Private River Access, holiday rental in Gwynn
The Sweet Suite Escape: Luxury Comfort, Stunning Views, and Private River Access, holiday rental in Gwynn

The Sweet Suite Escape: Luxury Comfort, Stunning Views, and Private River Access

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Kimary Cove - Waterfront Relaxation and NO CLEANING FEE, holiday rental in Gwynn
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE, holiday rental in Gwynn
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE, holiday rental in Gwynn

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Riverfront Cottage: Fire Pit & Kayaks, holiday rental in Gwynn
Riverfront Cottage: Fire Pit & Kayaks, holiday rental in Gwynn
Riverfront Cottage: Fire Pit & Kayaks, holiday rental in Gwynn

Riverfront Cottage: Fire Pit & Kayaks

Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Fantastic waterfront home on Jackson Creek, holiday rental in Gwynn
Fantastic waterfront home on Jackson Creek, holiday rental in Gwynn
Fantastic waterfront home on Jackson Creek, holiday rental in Gwynn

Fantastic waterfront home on Jackson Creek

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Island Getaway with a Private Beach, holiday rental in Gwynn
Island Getaway with a Private Beach, holiday rental in Gwynn
Island Getaway with a Private Beach, holiday rental in Gwynn

Island Getaway with a Private Beach

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Retreat on 4 acres with boat slips., holiday rental in Gwynn
Waterfront Retreat on 4 acres with boat slips., holiday rental in Gwynn
Waterfront Retreat on 4 acres with boat slips., holiday rental in Gwynn

Waterfront Retreat on 4 acres with boat slips.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach, holiday rental in Gwynn
Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach, holiday rental in Gwynn
Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach, holiday rental in Gwynn

Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Unique 2-bedroom waterfront cottage, holiday rental in Gwynn
Unique 2-bedroom waterfront cottage, holiday rental in Gwynn
Unique 2-bedroom waterfront cottage, holiday rental in Gwynn

Unique 2-bedroom waterfront cottage

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Beach House on Chesapeake Bay!, holiday rental in Gwynn
Beach House on Chesapeake Bay!, holiday rental in Gwynn
Beach House on Chesapeake Bay!, holiday rental in Gwynn

Beach House on Chesapeake Bay!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Coco’s Cabana, holiday rental in Gwynn
Coco’s Cabana, holiday rental in Gwynn
Coco’s Cabana, holiday rental in Gwynn

Coco’s Cabana

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!, holiday rental in Gwynn
COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!, holiday rental in Gwynn
COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!, holiday rental in Gwynn

COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Spectacular waterfront  property with breathtaking views of the Chesapeake Bay!, holiday rental in Gwynn
Spectacular waterfront  property with breathtaking views of the Chesapeake Bay!, holiday rental in Gwynn
Spectacular waterfront  property with breathtaking views of the Chesapeake Bay!, holiday rental in Gwynn

Spectacular waterfront property with breathtaking views of the Chesapeake Bay!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Home on Jackson Creek Home w/kayaks, bike, dock. Available guest cottage extra., holiday rental in Gwynn
Home on Jackson Creek Home w/kayaks, bike, dock. Available guest cottage extra., holiday rental in Gwynn
Home on Jackson Creek Home w/kayaks, bike, dock. Available guest cottage extra., holiday rental in Gwynn

Home on Jackson Creek Home w/kayaks, bike, dock. Available guest cottage extra.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Camp Rappahannock - Deltaville Waterfront Living, holiday rental in Gwynn
Camp Rappahannock - Deltaville Waterfront Living, holiday rental in Gwynn
Camp Rappahannock - Deltaville Waterfront Living, holiday rental in Gwynn

Camp Rappahannock - Deltaville Waterfront Living

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Jackson Creek Cottage with Private Pier, holiday rental in Gwynn
Waterfront Jackson Creek Cottage with Private Pier, holiday rental in Gwynn
Waterfront Jackson Creek Cottage with Private Pier, holiday rental in Gwynn

Waterfront Jackson Creek Cottage with Private Pier

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Home With Million Dollar Bay & River Views!, holiday rental in Gwynn
Waterfront Home With Million Dollar Bay & River Views!, holiday rental in Gwynn
Waterfront Home With Million Dollar Bay & River Views!, holiday rental in Gwynn

Waterfront Home With Million Dollar Bay & River Views!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spacious home on the waterfront with kayaks, SUP's and fishing and more!, holiday rental in Gwynn
Spacious home on the waterfront with kayaks, SUP's and fishing and more!, holiday rental in Gwynn
Spacious home on the waterfront with kayaks, SUP's and fishing and more!, holiday rental in Gwynn

Spacious home on the waterfront with kayaks, SUP's and fishing and more!

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Hyco House Manor-Private and Stately Entire House, holiday rental in Gwynn
Hyco House Manor-Private and Stately Entire House, holiday rental in Gwynn
Hyco House Manor-Private and Stately Entire House, holiday rental in Gwynn

Hyco House Manor-Private and Stately Entire House

Holiday Rental House
16 bedrooms
9 bathrooms
Sleeps 16
Match: Sleeps
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Small Town Getaway - close to in-town Mathews with a casual rural life, holiday rental in Gwynn
Small Town Getaway - close to in-town Mathews with a casual rural life, holiday rental in Gwynn
Small Town Getaway - close to in-town Mathews with a casual rural life, holiday rental in Gwynn

Small Town Getaway - close to in-town Mathews with a casual rural life

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lovely 4-bedroom house in Mathews on Stutts Creek with gourmet kitchen, holiday rental in Gwynn
Lovely 4-bedroom house in Mathews on Stutts Creek with gourmet kitchen, holiday rental in Gwynn
Lovely 4-bedroom house in Mathews on Stutts Creek with gourmet kitchen, holiday rental in Gwynn

Lovely 4-bedroom house in Mathews on Stutts Creek with gourmet kitchen

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mid-century modern meets classic cape on the coast., holiday rental in Gwynn
Mid-century modern meets classic cape on the coast., holiday rental in Gwynn
Mid-century modern meets classic cape on the coast., holiday rental in Gwynn

Mid-century modern meets classic cape on the coast.

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Berryville Shores : Deltaville Riverfront Getaway, holiday rental in Gwynn
Berryville Shores : Deltaville Riverfront Getaway, holiday rental in Gwynn
Berryville Shores : Deltaville Riverfront Getaway, holiday rental in Gwynn

Berryville Shores : Deltaville Riverfront Getaway

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!, holiday rental in Gwynn
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!, holiday rental in Gwynn
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!, holiday rental in Gwynn

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Teenie House in Deltaville, holiday rental in Gwynn
Teenie House in Deltaville, holiday rental in Gwynn
Teenie House in Deltaville, holiday rental in Gwynn

Teenie House in Deltaville

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Deltaville Cottage w/ Fire Pit!, holiday rental in Gwynn
Waterfront Deltaville Cottage w/ Fire Pit!, holiday rental in Gwynn
Waterfront Deltaville Cottage w/ Fire Pit!, holiday rental in Gwynn

Waterfront Deltaville Cottage w/ Fire Pit!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Blanchard Farm Camper Stay, holiday rental in Gwynn
Blanchard Farm Camper Stay, holiday rental in Gwynn
Blanchard Farm Camper Stay, holiday rental in Gwynn

Blanchard Farm Camper Stay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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2 Teenie Houses, 2BR House & 1BR Studio GuestHouse, holiday rental in Gwynn
2 Teenie Houses, 2BR House & 1BR Studio GuestHouse, holiday rental in Gwynn
2 Teenie Houses, 2BR House & 1BR Studio GuestHouse, holiday rental in Gwynn

2 Teenie Houses, 2BR House & 1BR Studio GuestHouse

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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TeenieWeenie House Deltaville, holiday rental in Gwynn
TeenieWeenie House Deltaville, holiday rental in Gwynn
TeenieWeenie House Deltaville, holiday rental in Gwynn

TeenieWeenie House Deltaville

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access, holiday rental in Gwynn
Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access, holiday rental in Gwynn
Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access, holiday rental in Gwynn

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Farm Overlook Treehouse At Blanchard Farm, holiday rental in Gwynn
The Farm Overlook Treehouse At Blanchard Farm, holiday rental in Gwynn
The Farm Overlook Treehouse At Blanchard Farm, holiday rental in Gwynn

The Farm Overlook Treehouse At Blanchard Farm

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Luxurious Waterfront Paradise with gorgeous water views& private deck 4bd/3bath, holiday rental in Gwynn
Luxurious Waterfront Paradise with gorgeous water views& private deck 4bd/3bath, holiday rental in Gwynn
Luxurious Waterfront Paradise with gorgeous water views& private deck 4bd/3bath, holiday rental in Gwynn

Luxurious Waterfront Paradise with gorgeous water views& private deck 4bd/3bath

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Showing results 1-49 of 49
Frequently Asked Questions about Gwynn