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Churchton Vacation Rentals

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50 rentals in Churchton.
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The Perfect Relaxing, Fun, Dog-Friendly Get-Away for Families, Groups or Couples

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sunrise * Chesapeake, vacation rental in Churchton
Sunrise * Chesapeake, vacation rental in Churchton
Sunrise * Chesapeake, vacation rental in Churchton

Sunrise * Chesapeake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, vacation rental in Churchton
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, vacation rental in Churchton
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, vacation rental in Churchton

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Rental Home
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Spacious house with great deck close to boardwalk, shops, and restaurants.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!, vacation rental in Churchton
Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!, vacation rental in Churchton
Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!, vacation rental in Churchton

Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chesapeake Bay Cottage, vacation rental in Churchton
Chesapeake Bay Cottage, vacation rental in Churchton
Chesapeake Bay Cottage, vacation rental in Churchton

Chesapeake Bay Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Waterfront Home w/ Pier and 2+ Acres!, vacation rental in Churchton
Private Waterfront Home w/ Pier and 2+ Acres!, vacation rental in Churchton
Private Waterfront Home w/ Pier and 2+ Acres!, vacation rental in Churchton

Private Waterfront Home w/ Pier and 2+ Acres!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Million Dollar View on the Chesapeake Bay, vacation rental in Churchton
Million Dollar View on the Chesapeake Bay, vacation rental in Churchton
Million Dollar View on the Chesapeake Bay, vacation rental in Churchton

Million Dollar View on the Chesapeake Bay

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming 3 Bedroom 3 Bath Beach Front Property, vacation rental in Churchton
Charming 3 Bedroom 3 Bath Beach Front Property, vacation rental in Churchton
Charming 3 Bedroom 3 Bath Beach Front Property, vacation rental in Churchton

Charming 3 Bedroom 3 Bath Beach Front Property

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BeachWalk Cottage  - Charm by the Chesapeake Bay., vacation rental in Churchton
BeachWalk Cottage  - Charm by the Chesapeake Bay., vacation rental in Churchton
BeachWalk Cottage  - Charm by the Chesapeake Bay., vacation rental in Churchton

BeachWalk Cottage - Charm by the Chesapeake Bay.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC, vacation rental in Churchton
Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC, vacation rental in Churchton
Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC, vacation rental in Churchton

Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC

Rental Home
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Rockhold Creek Cottage, Water Front, Vacation Home, Docks, vacation rental in Churchton
Rockhold Creek Cottage, Water Front, Vacation Home, Docks, vacation rental in Churchton
Rockhold Creek Cottage, Water Front, Vacation Home, Docks, vacation rental in Churchton

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WATERFRONT - DRIFTWOOD LODGE, vacation rental in Churchton
WATERFRONT - DRIFTWOOD LODGE, vacation rental in Churchton
WATERFRONT - DRIFTWOOD LODGE, vacation rental in Churchton

WATERFRONT - DRIFTWOOD LODGE

Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Lovely 3 bedroom 2 bath fully renovated cottage Sleeps 6, vacation rental in Churchton
Lovely 3 bedroom 2 bath fully renovated cottage Sleeps 6, vacation rental in Churchton
Lovely 3 bedroom 2 bath fully renovated cottage Sleeps 6, vacation rental in Churchton

Lovely 3 bedroom 2 bath fully renovated cottage Sleeps 6

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bayfront Home with Amazing Rooftop Deck!, vacation rental in Churchton
Bayfront Home with Amazing Rooftop Deck!, vacation rental in Churchton
Bayfront Home with Amazing Rooftop Deck!, vacation rental in Churchton

Bayfront Home with Amazing Rooftop Deck!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Stunning Cottage Newly Renovated 2 Bed 2 Bath Sleeps 6 with an AMAZING Yard, vacation rental in Churchton
Stunning Cottage Newly Renovated 2 Bed 2 Bath Sleeps 6 with an AMAZING Yard, vacation rental in Churchton
Stunning Cottage Newly Renovated 2 Bed 2 Bath Sleeps 6 with an AMAZING Yard, vacation rental in Churchton

Stunning Cottage Newly Renovated 2 Bed 2 Bath Sleeps 6 with an AMAZING Yard

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront, Water All Around, Peaceful Family Getaway, vacation rental in Churchton
Waterfront, Water All Around, Peaceful Family Getaway, vacation rental in Churchton
Waterfront, Water All Around, Peaceful Family Getaway, vacation rental in Churchton

Waterfront, Water All Around, Peaceful Family Getaway

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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407 Southwinds - Renovated with Direct Chesapeake Bay View near DC and Annapolis, vacation rental in Churchton
407 Southwinds - Renovated with Direct Chesapeake Bay View near DC and Annapolis, vacation rental in Churchton
407 Southwinds - Renovated with Direct Chesapeake Bay View near DC and Annapolis, vacation rental in Churchton

407 Southwinds - Renovated with Direct Chesapeake Bay View near DC and Annapolis

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Unbelievable Home Newly Renovated Sleeps Up to 9, vacation rental in Churchton
Unbelievable Home Newly Renovated Sleeps Up to 9, vacation rental in Churchton
Unbelievable Home Newly Renovated Sleeps Up to 9, vacation rental in Churchton

Unbelievable Home Newly Renovated Sleeps Up to 9

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Relax in our cottage within walking distance of Herrington on the Bay events.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Cottage by the Beach, vacation rental in Churchton
Cozy Cottage by the Beach, vacation rental in Churchton
Cozy Cottage by the Beach, vacation rental in Churchton

Cozy Cottage by the Beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!, vacation rental in Churchton
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!, vacation rental in Churchton
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!, vacation rental in Churchton

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Waterfront Chesapeake Cottage in Oyster Bay - Dock, vacation rental in Churchton
Waterfront Chesapeake Cottage in Oyster Bay - Dock, vacation rental in Churchton
Waterfront Chesapeake Cottage in Oyster Bay - Dock, vacation rental in Churchton

Waterfront Chesapeake Cottage in Oyster Bay - Dock

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sweet Spot Cottage on the Bay, vacation rental in Churchton
Sweet Spot Cottage on the Bay, vacation rental in Churchton
Sweet Spot Cottage on the Bay, vacation rental in Churchton

Sweet Spot Cottage on the Bay

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Crystal Cove Retreat, vacation rental in Churchton
Crystal Cove Retreat, vacation rental in Churchton
Crystal Cove Retreat, vacation rental in Churchton

Crystal Cove Retreat

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!, vacation rental in Churchton
NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!, vacation rental in Churchton
NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!, vacation rental in Churchton

NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Annapolis WaterVIEW Home, vacation rental in Churchton
Charming Annapolis WaterVIEW Home, vacation rental in Churchton
Charming Annapolis WaterVIEW Home, vacation rental in Churchton

Charming Annapolis WaterVIEW Home

Rental Home
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Adorable waterside cottage with pool Beach community, vacation rental in Churchton
Adorable waterside cottage with pool Beach community, vacation rental in Churchton
Adorable waterside cottage with pool Beach community, vacation rental in Churchton

Adorable waterside cottage with pool Beach community

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3BR/3BA Waterfront Retreat With Private Pier, vacation rental in Churchton
3BR/3BA Waterfront Retreat With Private Pier, vacation rental in Churchton
3BR/3BA Waterfront Retreat With Private Pier, vacation rental in Churchton

3BR/3BA Waterfront Retreat With Private Pier

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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BEST Exposure on the Bay for SUNSETS with Pool, Dock & Spa, vacation rental in Churchton
BEST Exposure on the Bay for SUNSETS with Pool, Dock & Spa, vacation rental in Churchton
BEST Exposure on the Bay for SUNSETS with Pool, Dock & Spa, vacation rental in Churchton

BEST Exposure on the Bay for SUNSETS with Pool, Dock & Spa

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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UNFORGETTABLE FAMILY GETAWAY. This fully renovated home has it all.  3 sides of, vacation rental in Churchton
UNFORGETTABLE FAMILY GETAWAY. This fully renovated home has it all.  3 sides of, vacation rental in Churchton
UNFORGETTABLE FAMILY GETAWAY. This fully renovated home has it all.  3 sides of, vacation rental in Churchton

UNFORGETTABLE FAMILY GETAWAY. This fully renovated home has it all. 3 sides of

Rental Home
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Ultra Contemporary waterfront home very close to downtown Annapolis with stunnin, vacation rental in Churchton
Ultra Contemporary waterfront home very close to downtown Annapolis with stunnin, vacation rental in Churchton
Ultra Contemporary waterfront home very close to downtown Annapolis with stunnin, vacation rental in Churchton

Ultra Contemporary waterfront home very close to downtown Annapolis with stunnin

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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AMAZING WATERFRONT DESTINATION FOR ROMANTIC AND FAMILY VACATIONS., vacation rental in Churchton
AMAZING WATERFRONT DESTINATION FOR ROMANTIC AND FAMILY VACATIONS., vacation rental in Churchton
AMAZING WATERFRONT DESTINATION FOR ROMANTIC AND FAMILY VACATIONS., vacation rental in Churchton

AMAZING WATERFRONT DESTINATION FOR ROMANTIC AND FAMILY VACATIONS.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lovely Chesapeake Waterfront Flat Just 26 Mi to DC, vacation rental in Churchton
Lovely Chesapeake Waterfront Flat Just 26 Mi to DC, vacation rental in Churchton
Lovely Chesapeake Waterfront Flat Just 26 Mi to DC, vacation rental in Churchton

Lovely Chesapeake Waterfront Flat Just 26 Mi to DC

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches, vacation rental in Churchton
NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches, vacation rental in Churchton
NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches, vacation rental in Churchton

NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Get Away On The Bay!, vacation rental in Churchton
Get Away On The Bay!, vacation rental in Churchton
Get Away On The Bay!, vacation rental in Churchton

Get Away On The Bay!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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This beautiful home at Arundel on the Bay features a community beach, boat slips, vacation rental in Churchton
This beautiful home at Arundel on the Bay features a community beach, boat slips, vacation rental in Churchton
This beautiful home at Arundel on the Bay features a community beach, boat slips, vacation rental in Churchton

This beautiful home at Arundel on the Bay features a community beach, boat slips

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy cottage with expansive backyard and firepit! , vacation rental in Churchton
Cozy cottage with expansive backyard and firepit! , vacation rental in Churchton
Cozy cottage with expansive backyard and firepit! , vacation rental in Churchton

Cozy cottage with expansive backyard and firepit!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely water-privileged contemporary, vacation rental in Churchton
Lovely water-privileged contemporary, vacation rental in Churchton
Lovely water-privileged contemporary, vacation rental in Churchton

Lovely water-privileged contemporary

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Annapolis Waterview home, vacation rental in Churchton
Charming Annapolis Waterview home, vacation rental in Churchton
Charming Annapolis Waterview home, vacation rental in Churchton

Charming Annapolis Waterview home

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spacious and Comfortable Basement Apartment, vacation rental in Churchton
Spacious and Comfortable Basement Apartment, vacation rental in Churchton
Spacious and Comfortable Basement Apartment, vacation rental in Churchton

Spacious and Comfortable Basement Apartment

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Commissioning Week Property - New on Market - 4 Miles to USNA, vacation rental in Churchton
Commissioning Week Property - New on Market - 4 Miles to USNA, vacation rental in Churchton
Commissioning Week Property - New on Market - 4 Miles to USNA, vacation rental in Churchton

Commissioning Week Property - New on Market - 4 Miles to USNA

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Chesapeake Bay Getaway™ | Waterfront Experience with Pier!, vacation rental in Churchton
Chesapeake Bay Getaway™ | Waterfront Experience with Pier!, vacation rental in Churchton
Chesapeake Bay Getaway™ | Waterfront Experience with Pier!, vacation rental in Churchton

Chesapeake Bay Getaway™ | Waterfront Experience with Pier!

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Two Master Suites in this newly-renovated waterfront community home!, vacation rental in Churchton
Two Master Suites in this newly-renovated waterfront community home!, vacation rental in Churchton
Two Master Suites in this newly-renovated waterfront community home!, vacation rental in Churchton

Two Master Suites in this newly-renovated waterfront community home!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Waterfront Cottage on all one level in waterfront community, vacation rental in Churchton
Waterfront Cottage on all one level in waterfront community, vacation rental in Churchton
Waterfront Cottage on all one level in waterfront community, vacation rental in Churchton

Waterfront Cottage on all one level in waterfront community

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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BYOB Bring Your Own Bikes!!, vacation rental in Churchton
BYOB Bring Your Own Bikes!!, vacation rental in Churchton
BYOB Bring Your Own Bikes!!, vacation rental in Churchton

BYOB Bring Your Own Bikes!!

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier, vacation rental in Churchton
Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier, vacation rental in Churchton
Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier, vacation rental in Churchton

Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Charming Herrington Harbor & Bay Cottage, vacation rental in Churchton
Charming Herrington Harbor & Bay Cottage, vacation rental in Churchton
Charming Herrington Harbor & Bay Cottage, vacation rental in Churchton

Charming Herrington Harbor & Bay Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spectacular Private Waterview Resort with 4 Master Suites, vacation rental in Churchton
Spectacular Private Waterview Resort with 4 Master Suites, vacation rental in Churchton
Spectacular Private Waterview Resort with 4 Master Suites, vacation rental in Churchton

Spectacular Private Waterview Resort with 4 Master Suites

Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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New home in waterfront Edgewater neighborhood, vacation rental in Churchton
New home in waterfront Edgewater neighborhood, vacation rental in Churchton
New home in waterfront Edgewater neighborhood, vacation rental in Churchton

New home in waterfront Edgewater neighborhood

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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