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Old Saybrook Beach Rentals

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5 mi
66 rentals in Old Saybrook.
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�, vacation rental in Old Saybrook
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�, vacation rental in Old Saybrook
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�, vacation rental in Old Saybrook

⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�

Rental Home
5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT, vacation rental in Old Saybrook
Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT, vacation rental in Old Saybrook
Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT, vacation rental in Old Saybrook

Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Saybrook Point Cottage  - Charming and Private, vacation rental in Old Saybrook
Saybrook Point Cottage  - Charming and Private, vacation rental in Old Saybrook
Saybrook Point Cottage  - Charming and Private, vacation rental in Old Saybrook

Saybrook Point Cottage - Charming and Private

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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�� Steps to the Beach ⚓ Cozy Year Round Cottage � Pet Friendly, vacation rental in Old Saybrook
�� Steps to the Beach ⚓ Cozy Year Round Cottage � Pet Friendly, vacation rental in Old Saybrook
�� Steps to the Beach ⚓ Cozy Year Round Cottage � Pet Friendly, vacation rental in Old Saybrook

�� Steps to the Beach ⚓ Cozy Year Round Cottage � Pet Friendly

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Wonderful location, walk to beach, private yard, credit cards, vacation rental in Old Saybrook
Wonderful location, walk to beach, private yard, credit cards, vacation rental in Old Saybrook
Wonderful location, walk to beach, private yard, credit cards, vacation rental in Old Saybrook

Wonderful location, walk to beach, private yard, credit cards

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW, vacation rental in Old Saybrook
OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW, vacation rental in Old Saybrook
OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW, vacation rental in Old Saybrook

OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy cottage in Old Saybrook beach community, walking distance to private beach., vacation rental in Old Saybrook
Cozy cottage in Old Saybrook beach community, walking distance to private beach., vacation rental in Old Saybrook
Cozy cottage in Old Saybrook beach community, walking distance to private beach., vacation rental in Old Saybrook

Cozy cottage in Old Saybrook beach community, walking distance to private beach.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible, vacation rental in Old Saybrook
3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible, vacation rental in Old Saybrook
3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible, vacation rental in Old Saybrook

3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible

Rental Home
3 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook, vacation rental in Old Saybrook
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook, vacation rental in Old Saybrook
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook, vacation rental in Old Saybrook

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy Yacht with Marina Views, vacation rental in Old Saybrook
Cozy Yacht with Marina Views, vacation rental in Old Saybrook
Cozy Yacht with Marina Views, vacation rental in Old Saybrook

Cozy Yacht with Marina Views

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful waterfront home with private sand beach and amazing views, vacation rental in Old Saybrook
Beautiful waterfront home with private sand beach and amazing views, vacation rental in Old Saybrook
Beautiful waterfront home with private sand beach and amazing views, vacation rental in Old Saybrook

Beautiful waterfront home with private sand beach and amazing views

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach, vacation rental in Old Saybrook
Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach, vacation rental in Old Saybrook
Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach, vacation rental in Old Saybrook

Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lovely 3 BR Beach house with beach just a 1 block walk away, vacation rental in Old Saybrook
Lovely 3 BR Beach house with beach just a 1 block walk away, vacation rental in Old Saybrook
Lovely 3 BR Beach house with beach just a 1 block walk away, vacation rental in Old Saybrook

Lovely 3 BR Beach house with beach just a 1 block walk away

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Quaint Cottage--Private Beach Access with Parking, vacation rental in Old Saybrook
Quaint Cottage--Private Beach Access with Parking, vacation rental in Old Saybrook
Quaint Cottage--Private Beach Access with Parking, vacation rental in Old Saybrook

Quaint Cottage--Private Beach Access with Parking

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Storybook Cottage, vacation rental in Old Saybrook
Storybook Cottage, vacation rental in Old Saybrook
Storybook Cottage, vacation rental in Old Saybrook

Storybook Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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adorable ranch in beach community, vacation rental in Old Saybrook
adorable ranch in beach community, vacation rental in Old Saybrook
adorable ranch in beach community, vacation rental in Old Saybrook

adorable ranch in beach community

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A GETAWAY TO REMEMBER AT THE JEWEL BOX * NORTH COVE, vacation rental in Old Saybrook
A GETAWAY TO REMEMBER AT THE JEWEL BOX * NORTH COVE, vacation rental in Old Saybrook
A GETAWAY TO REMEMBER AT THE JEWEL BOX * NORTH COVE, vacation rental in Old Saybrook

A GETAWAY TO REMEMBER AT THE JEWEL BOX * NORTH COVE

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Grandma's Cottage' w/ Sunroom: Walk to Beach, vacation rental in Old Saybrook
'Grandma's Cottage' w/ Sunroom: Walk to Beach, vacation rental in Old Saybrook
'Grandma's Cottage' w/ Sunroom: Walk to Beach, vacation rental in Old Saybrook

'Grandma's Cottage' w/ Sunroom: Walk to Beach

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy 3-bedroom house, front porch & super close to ocean., vacation rental in Old Saybrook
Cozy 3-bedroom house, front porch & super close to ocean., vacation rental in Old Saybrook
Cozy 3-bedroom house, front porch & super close to ocean., vacation rental in Old Saybrook

Cozy 3-bedroom house, front porch & super close to ocean.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Recently Updated, Old Saybrook Beach Cottage, vacation rental in Old Saybrook
Recently Updated, Old Saybrook Beach Cottage, vacation rental in Old Saybrook
Recently Updated, Old Saybrook Beach Cottage, vacation rental in Old Saybrook

Recently Updated, Old Saybrook Beach Cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning cottage, vacation rental in Old Saybrook
Stunning cottage, vacation rental in Old Saybrook
Stunning cottage, vacation rental in Old Saybrook

Stunning cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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SeaStar Beach House -Knollwood Private beach -CLOSE WALK TO BEACH/OCEAN, vacation rental in Old Saybrook
SeaStar Beach House -Knollwood Private beach -CLOSE WALK TO BEACH/OCEAN, vacation rental in Old Saybrook
SeaStar Beach House -Knollwood Private beach -CLOSE WALK TO BEACH/OCEAN, vacation rental in Old Saybrook

SeaStar Beach House -Knollwood Private beach -CLOSE WALK TO BEACH/OCEAN

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Saybrook Manor House, Walk to Cove Beach!, vacation rental in Old Saybrook
NEW! Saybrook Manor House, Walk to Cove Beach!, vacation rental in Old Saybrook
NEW! Saybrook Manor House, Walk to Cove Beach!, vacation rental in Old Saybrook

NEW! Saybrook Manor House, Walk to Cove Beach!

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Fully Updated Cornfield Point Beach House, Old Saybrook, CT, vacation rental in Old Saybrook
Fully Updated Cornfield Point Beach House, Old Saybrook, CT, vacation rental in Old Saybrook
Fully Updated Cornfield Point Beach House, Old Saybrook, CT, vacation rental in Old Saybrook

Fully Updated Cornfield Point Beach House, Old Saybrook, CT

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Newly Renovated Private Quiet Cape 1/2 mile from the beach, vacation rental in Old Saybrook
Newly Renovated Private Quiet Cape 1/2 mile from the beach, vacation rental in Old Saybrook
Newly Renovated Private Quiet Cape 1/2 mile from the beach, vacation rental in Old Saybrook

Newly Renovated Private Quiet Cape 1/2 mile from the beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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August & Sept weeks available- Beach Cottage in Old Saybrook CT, vacation rental in Old Saybrook
August & Sept weeks available- Beach Cottage in Old Saybrook CT, vacation rental in Old Saybrook
August & Sept weeks available- Beach Cottage in Old Saybrook CT, vacation rental in Old Saybrook

August & Sept weeks available- Beach Cottage in Old Saybrook CT

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Cozy Beach House - 5 min walk!  to  Knollwood Beach, vacation rental in Old Saybrook
Cozy Beach House - 5 min walk!  to  Knollwood Beach, vacation rental in Old Saybrook
Cozy Beach House - 5 min walk!  to  Knollwood Beach, vacation rental in Old Saybrook

Cozy Beach House - 5 min walk! to Knollwood Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱, vacation rental in Old Saybrook
⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱, vacation rental in Old Saybrook
⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱, vacation rental in Old Saybrook

⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱

Rental Home
4 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Saltwater Gospel-Indian Town, Old Saybrook CT, vacation rental in Old Saybrook
Saltwater Gospel-Indian Town, Old Saybrook CT, vacation rental in Old Saybrook
Saltwater Gospel-Indian Town, Old Saybrook CT, vacation rental in Old Saybrook

Saltwater Gospel-Indian Town, Old Saybrook CT

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Beachfront, vacation rental in Old Saybrook
Waterfront Beachfront, vacation rental in Old Saybrook
Waterfront Beachfront, vacation rental in Old Saybrook

Waterfront Beachfront

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Academic Rental: 3-Bedroom Home w/large 4-season sun room, Walk to Beach, vacation rental in Old Saybrook
Perfect Academic Rental: 3-Bedroom Home w/large 4-season sun room, Walk to Beach, vacation rental in Old Saybrook
Perfect Academic Rental: 3-Bedroom Home w/large 4-season sun room, Walk to Beach, vacation rental in Old Saybrook

Perfect Academic Rental: 3-Bedroom Home w/large 4-season sun room, Walk to Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated House - 5 Minute Walk to Private Beach!, vacation rental in Old Saybrook
Newly Renovated House - 5 Minute Walk to Private Beach!, vacation rental in Old Saybrook
Newly Renovated House - 5 Minute Walk to Private Beach!, vacation rental in Old Saybrook

Newly Renovated House - 5 Minute Walk to Private Beach!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pristine cottage at Cornfield Point, vacation rental in Old Saybrook
Pristine cottage at Cornfield Point, vacation rental in Old Saybrook
Pristine cottage at Cornfield Point, vacation rental in Old Saybrook

Pristine cottage at Cornfield Point

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great family home, big back yard with grill and fire pit., vacation rental in Old Saybrook
Great family home, big back yard with grill and fire pit., vacation rental in Old Saybrook
Great family home, big back yard with grill and fire pit., vacation rental in Old Saybrook

Great family home, big back yard with grill and fire pit.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1910 Beach home: CT's most exquisite private beach!, vacation rental in Old Saybrook
1910 Beach home: CT's most exquisite private beach!, vacation rental in Old Saybrook
1910 Beach home: CT's most exquisite private beach!, vacation rental in Old Saybrook

1910 Beach home: CT's most exquisite private beach!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc., vacation rental in Old Saybrook
3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc., vacation rental in Old Saybrook
3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc., vacation rental in Old Saybrook

3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Cottage near Saybrook Point Marina- Dog Friendly!, vacation rental in Old Saybrook
Luxury Cottage near Saybrook Point Marina- Dog Friendly!, vacation rental in Old Saybrook
Luxury Cottage near Saybrook Point Marina- Dog Friendly!, vacation rental in Old Saybrook

Luxury Cottage near Saybrook Point Marina- Dog Friendly!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cape Overlooking South Cove of Old Saybrook, vacation rental in Old Saybrook
Cape Overlooking South Cove of Old Saybrook, vacation rental in Old Saybrook
Cape Overlooking South Cove of Old Saybrook, vacation rental in Old Saybrook

Cape Overlooking South Cove of Old Saybrook

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pickleball, Tennis, Basketball, Kids Playground, Kayak, Jog, Walk. & Bike, vacation rental in Old Saybrook
Pickleball, Tennis, Basketball, Kids Playground, Kayak, Jog, Walk. & Bike, vacation rental in Old Saybrook
Pickleball, Tennis, Basketball, Kids Playground, Kayak, Jog, Walk. & Bike, vacation rental in Old Saybrook

Pickleball, Tennis, Basketball, Kids Playground, Kayak, Jog, Walk. & Bike

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Oceanfront sleeps 12 ~ 3bds 2bth Linens included, vacation rental in Old Saybrook
Private Oceanfront sleeps 12 ~ 3bds 2bth Linens included, vacation rental in Old Saybrook
Private Oceanfront sleeps 12 ~ 3bds 2bth Linens included, vacation rental in Old Saybrook

Private Oceanfront sleeps 12 ~ 3bds 2bth Linens included

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Charming Old Saybrook Home: Half-Mi to Sand & Sea!, vacation rental in Old Saybrook
Charming Old Saybrook Home: Half-Mi to Sand & Sea!, vacation rental in Old Saybrook
Charming Old Saybrook Home: Half-Mi to Sand & Sea!, vacation rental in Old Saybrook

Charming Old Saybrook Home: Half-Mi to Sand & Sea!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly, Newly Renovated Cottage - Chalker Beach, vacation rental in Old Saybrook
Family Friendly, Newly Renovated Cottage - Chalker Beach, vacation rental in Old Saybrook
Family Friendly, Newly Renovated Cottage - Chalker Beach, vacation rental in Old Saybrook

Family Friendly, Newly Renovated Cottage - Chalker Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chalker Beach House Steps to the Water!, vacation rental in Old Saybrook
Chalker Beach House Steps to the Water!, vacation rental in Old Saybrook
Chalker Beach House Steps to the Water!, vacation rental in Old Saybrook

Chalker Beach House Steps to the Water!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Paradise in Old Saybrook, vacation rental in Old Saybrook
Paradise in Old Saybrook, vacation rental in Old Saybrook
Paradise in Old Saybrook, vacation rental in Old Saybrook

Paradise in Old Saybrook

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Convenience and Privacy in Exclusive North Cove!  Close to beaches and downtown!, vacation rental in Old Saybrook
Convenience and Privacy in Exclusive North Cove!  Close to beaches and downtown!, vacation rental in Old Saybrook
Convenience and Privacy in Exclusive North Cove!  Close to beaches and downtown!, vacation rental in Old Saybrook

Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach community with private beaches, vacation rental in Old Saybrook
Beach community with private beaches, vacation rental in Old Saybrook
Beach community with private beaches, vacation rental in Old Saybrook

Beach community with private beaches

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Home with Deep Water Dock, vacation rental in Old Saybrook
Spectacular Home with Deep Water Dock, vacation rental in Old Saybrook
Spectacular Home with Deep Water Dock, vacation rental in Old Saybrook

Spectacular Home with Deep Water Dock

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Saybrook Almost Beach-Front, Private Beach,  Boat Launch, Shallow Dock, Secluded, vacation rental in Old Saybrook
Saybrook Almost Beach-Front, Private Beach,  Boat Launch, Shallow Dock, Secluded, vacation rental in Old Saybrook
Saybrook Almost Beach-Front, Private Beach,  Boat Launch, Shallow Dock, Secluded, vacation rental in Old Saybrook

Saybrook Almost Beach-Front, Private Beach, Boat Launch, Shallow Dock, Secluded

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Marsh Views in a Beach Community, vacation rental in Old Saybrook
Beautiful Marsh Views in a Beach Community, vacation rental in Old Saybrook
Beautiful Marsh Views in a Beach Community, vacation rental in Old Saybrook

Beautiful Marsh Views in a Beach Community

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Marsh View Home!, vacation rental in Old Saybrook
Marsh View Home!, vacation rental in Old Saybrook
Marsh View Home!, vacation rental in Old Saybrook

Marsh View Home!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 66