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Deep River Holiday Rentals

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50 rentals in Deep River.
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Peace Barn in the heart of the CT River Valley, holiday rental in Deep River

Peace Barn in the heart of the CT River Valley

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront beauty all year round. Enjoy a weekend getaway on Long Island Sound!, holiday rental in Deep River

Waterfront beauty all year round. Enjoy a weekend getaway on Long Island Sound!

3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful getaway cape by the lake, holiday rental in Deep River

Beautiful getaway cape by the lake

3 bedrooms
3 bathrooms
Sleeps 8
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Wake up with Views of the Ocean, holiday rental in Deep River

Wake up with Views of the Ocean

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Saybrook Point Cottage  - Charming and Private, holiday rental in Deep River

Saybrook Point Cottage - Charming and Private

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Family Friendly, Newly Renovated Cottage - Chalker Beach, holiday rental in Deep River

Family Friendly, Newly Renovated Cottage - Chalker Beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Year Round Cottage, all you need.  Self Care, Social distance and Sunrises!, holiday rental in Deep River

Cozy Year Round Cottage, all you need. Self Care, Social distance and Sunrises!

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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adorable ranch in beach community, holiday rental in Deep River

adorable ranch in beach community

3 bedrooms
1 bathroom
Sleeps 6
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Seasonal cottage rental,waterview, holiday rental in Deep River

Seasonal cottage rental,waterview

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Convenient CT Shoreline 3 Bedroom Ranch. Cozy Fireplace, walk to Beach, Sleeps 8, holiday rental in Deep River

Convenient CT Shoreline 3 Bedroom Ranch. Cozy Fireplace, walk to Beach, Sleeps 8

3 bedrooms
2 bathrooms
Sleeps 8
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Charming Beach House - Steps to private beach! Near outlets & casinos, sleeps 4, holiday rental in Deep River

Charming Beach House - Steps to private beach! Near outlets & casinos, sleeps 4

2 bedrooms
1 bathroom
Sleeps 4
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Cozy cottage near Clinton Marina on CT Shoreline, holiday rental in Deep River

Cozy cottage near Clinton Marina on CT Shoreline

3 bedrooms
1 bathroom
Sleeps 6
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Relaxing summer rental, walking distance to the beach, short ride to the outlets, holiday rental in Deep River

Relaxing summer rental, walking distance to the beach, short ride to the outlets

3 bedrooms
1 bathroom
Sleeps 6
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3+BR/ 2 bath in Exclusive Grove Beach Association Community... Central AC, holiday rental in Deep River

3+BR/ 2 bath in Exclusive Grove Beach Association Community... Central AC

3 bedrooms
2 bathrooms
Sleeps 7
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3 Bedroom House Westbrook, Connecticut, West Beach, holiday rental in Deep River

3 Bedroom House Westbrook, Connecticut, West Beach

3 bedrooms
1 bathroom
Sleeps 8
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Upscale Beach Home!!, holiday rental in Deep River

Upscale Beach Home!!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Romantic Cottage by the Sea, steps to private beach, sleeps 2!, holiday rental in Deep River

Romantic Cottage by the Sea, steps to private beach, sleeps 2!

0 bedrooms
1 bathroom
Sleeps 2
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Great family home, big back yard with grill and fire pit., holiday rental in Deep River

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

3 bedrooms
2 bathrooms
Sleeps 6
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The Osprey - South Cove, Old Saybrook, CT - water views & close to town., holiday rental in Deep River

The Osprey - South Cove, Old Saybrook, CT - water views & close to town.

1 bedroom
1 bathroom
Sleeps 4
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Private beautiful setting, Lyme's best kept secret,  Swim, Boat, Fish, Hike, holiday rental in Deep River

Private beautiful setting, Lyme's best kept secret, Swim, Boat, Fish, Hike

3 bedrooms
4 bathrooms
Sleeps 6
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Steps from private beach, screened-in wraparound porch, water views., holiday rental in Deep River

Steps from private beach, screened-in wraparound porch, water views.

4 bedrooms
3 bathrooms
Sleeps 7
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Convenience and Privacy in Exclusive North Cove!  Close to beaches and downtown!, holiday rental in Deep River

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

3 bedrooms
2 bathrooms
Sleeps 8
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Pristine Water-view Beach Home - Steps away from the beach, holiday rental in Deep River

Pristine Water-view Beach Home - Steps away from the beach

4 bedrooms
3 bathrooms
Sleeps 8
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Cozy home with ocean views in private beach community Off season rates now!, holiday rental in Deep River

Cozy home with ocean views in private beach community Off season rates now!

2 bedrooms
2 bathrooms
Sleeps 6
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Old Lyme Hawks Nest Beach, Old Lyme, holiday rental in Deep River

Old Lyme Hawks Nest Beach, Old Lyme

3 bedrooms
3 bathrooms
Sleeps 8
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Adorable large beach cottage, holiday rental in Deep River

Adorable large beach cottage

4 bedrooms
2 bathrooms
Sleeps 8
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SeaStar Beach House -Knollwood Private beach association, holiday rental in Deep River

SeaStar Beach House -Knollwood Private beach association

4 bedrooms
1 bathroom
Sleeps 6
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Beautiful views from private deck. Overlooking the Hammock  River Marsh wildlife, holiday rental in Deep River

Beautiful views from private deck. Overlooking the Hammock River Marsh wildlife

2 bedrooms
1 bathroom
Sleeps 6
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Remodeled Clinton 2 BR/1 Bath Shore Cottage, Walk To Private Beach, holiday rental in Deep River

Remodeled Clinton 2 BR/1 Bath Shore Cottage, Walk To Private Beach

2 bedrooms
1 bathroom
Sleeps 5
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Gorgeous Designer Contemporary Beach House with Views, holiday rental in Deep River

Gorgeous Designer Contemporary Beach House with Views

3 bedrooms
2 bathrooms
Sleeps 7
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Inquire about winter rates Jan Feb March, holiday rental in Deep River

Inquire about winter rates Jan Feb March

3 bedrooms
2 bathrooms
Sleeps 8
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Waterfront Relaxation!, holiday rental in Deep River

Waterfront Relaxation!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Weekly Summer Beach Rental, holiday rental in Deep River

Weekly Summer Beach Rental

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Heaven is a Little Beach House!, holiday rental in Deep River

Heaven is a Little Beach House!

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Welcome to Cornfield Coop, holiday rental in Deep River

Welcome to Cornfield Coop

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Quaint Coastal Cottage in Beautiful White Sands Beach, holiday rental in Deep River

Quaint Coastal Cottage in Beautiful White Sands Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Steps to beach 4bd 2 bth Sleeps 13, holiday rental in Deep River

Steps to beach 4bd 2 bth Sleeps 13

3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Waterfront cottage on Long Island Sound with awesome Salt Island out front, holiday rental in Deep River

Waterfront cottage on Long Island Sound with awesome Salt Island out front

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Fabulous private gated estate in Old Lyme CT with breathtaking views, holiday rental in Deep River

Fabulous private gated estate in Old Lyme CT with breathtaking views

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Quaint CT Shore Cottage - Ocean View, holiday rental in Deep River

Quaint CT Shore Cottage - Ocean View

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 bedroom Apartment Brand New Listing Close to Beach & Downtown!, holiday rental in Deep River

2 bedroom Apartment Brand New Listing Close to Beach & Downtown!

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxurious living on a bucolic alpaca farm, holiday rental in Deep River

Luxurious living on a bucolic alpaca farm

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Life's at ease, with an ocean breeze!, holiday rental in Deep River

Life's at ease, with an ocean breeze!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Saybrook Manor House, Walk to Cove Beach!, holiday rental in Deep River

Saybrook Manor House, Walk to Cove Beach!

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Time to book your beach vacation for Summer 2020!, holiday rental in Deep River

Time to book your beach vacation for Summer 2020!

5 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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NEW! Historic Home w/ Large Yard Near Dwtn Essex!, holiday rental in Deep River

NEW! Historic Home w/ Large Yard Near Dwtn Essex!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tranquil East Lyme Log Home on 12 Acre Woodland!, holiday rental in Deep River

Tranquil East Lyme Log Home on 12 Acre Woodland!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The perfect family beach house, holiday rental in Deep River

The perfect family beach house

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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4BR Directly on the Beach Bring the Family and Start making memories, holiday rental in Deep River

4BR Directly on the Beach Bring the Family and Start making memories

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Idyllic Getaway on the CT Shore - Quiet, Peaceful, Stylish, holiday rental in Deep River

Idyllic Getaway on the CT Shore - Quiet, Peaceful, Stylish

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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