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Essex Vacation Rentals

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49 rentals in Essex.
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Rustic Luxe FarmHouse Just a Few Miles To Crane Beach: Jacuzzi overlooking pond!, vacation rental in Essex
Rustic Luxe FarmHouse Just a Few Miles To Crane Beach: Jacuzzi overlooking pond!, vacation rental in Essex
Rustic Luxe FarmHouse Just a Few Miles To Crane Beach: Jacuzzi overlooking pond!, vacation rental in Essex

Rustic Luxe FarmHouse Just a Few Miles To Crane Beach: Jacuzzi overlooking pond!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Newly Built Waterfront Home, vacation rental in Essex
Newly Built Waterfront Home, vacation rental in Essex
Newly Built Waterfront Home, vacation rental in Essex

Newly Built Waterfront Home

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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NEW -Lakefront 2 Bed/1 bath + Extra Loft sleeps 6, vacation rental in Essex
NEW -Lakefront 2 Bed/1 bath + Extra Loft sleeps 6, vacation rental in Essex
NEW -Lakefront 2 Bed/1 bath + Extra Loft sleeps 6, vacation rental in Essex

NEW -Lakefront 2 Bed/1 bath + Extra Loft sleeps 6

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Relaxing Rivers Edge Main Street Retreat, vacation rental in Essex
Relaxing Rivers Edge Main Street Retreat, vacation rental in Essex
Relaxing Rivers Edge Main Street Retreat, vacation rental in Essex

Relaxing Rivers Edge Main Street Retreat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Clamshell Landing: Bring your game to its squash & tennis courts!, vacation rental in Essex
Clamshell Landing: Bring your game to its squash & tennis courts!, vacation rental in Essex
Clamshell Landing: Bring your game to its squash & tennis courts!, vacation rental in Essex

Clamshell Landing: Bring your game to its squash & tennis courts!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Spacious all 1 level living  with 3 or possible 4 bedrooms very private., vacation rental in Essex
Spacious all 1 level living  with 3 or possible 4 bedrooms very private., vacation rental in Essex
Spacious all 1 level living  with 3 or possible 4 bedrooms very private., vacation rental in Essex

Spacious all 1 level living with 3 or possible 4 bedrooms very private.

Condo/Apartment
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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4 Bedroom Cottage With Singing Beach Access, vacation rental in Essex
4 Bedroom Cottage With Singing Beach Access, vacation rental in Essex
4 Bedroom Cottage With Singing Beach Access, vacation rental in Essex

4 Bedroom Cottage With Singing Beach Access

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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*PREMIUM PROPERTY* - Private 2-Acre Retreat (MODERN 4 Bedrooms) **See Video Tour, vacation rental in Essex
*PREMIUM PROPERTY* - Private 2-Acre Retreat (MODERN 4 Bedrooms) **See Video Tour, vacation rental in Essex
*PREMIUM PROPERTY* - Private 2-Acre Retreat (MODERN 4 Bedrooms) **See Video Tour, vacation rental in Essex

*PREMIUM PROPERTY* - Private 2-Acre Retreat (MODERN 4 Bedrooms) **See Video Tour

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Spacious Beach House with Spectacular Ocean Views and Private Beach Access, vacation rental in Essex
Spacious Beach House with Spectacular Ocean Views and Private Beach Access, vacation rental in Essex
Spacious Beach House with Spectacular Ocean Views and Private Beach Access, vacation rental in Essex

Spacious Beach House with Spectacular Ocean Views and Private Beach Access

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Estate, min. to Beach, pool - options, vacation rental in Essex
Spacious Estate, min. to Beach, pool - options, vacation rental in Essex
Spacious Estate, min. to Beach, pool - options, vacation rental in Essex

Spacious Estate, min. to Beach, pool - options

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Home, 9BR/5BA, Pool, Walk to beach and town., vacation rental in Essex
Spacious Home, 9BR/5BA, Pool, Walk to beach and town., vacation rental in Essex
Spacious Home, 9BR/5BA, Pool, Walk to beach and town., vacation rental in Essex

Spacious Home, 9BR/5BA, Pool, Walk to beach and town.

Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family, vacation rental in Essex
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family, vacation rental in Essex
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family, vacation rental in Essex

Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach, vacation rental in Essex
Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach, vacation rental in Essex
Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach, vacation rental in Essex

Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 13
Match: Sleeps
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Stanwood Point:  Waterfront cottage with large screened porch, yard and dock, vacation rental in Essex
Stanwood Point:  Waterfront cottage with large screened porch, yard and dock, vacation rental in Essex
Stanwood Point:  Waterfront cottage with large screened porch, yard and dock, vacation rental in Essex

Stanwood Point: Waterfront cottage with large screened porch, yard and dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 Mile from Cranes Beach, vacation rental in Essex
1 Mile from Cranes Beach, vacation rental in Essex
1 Mile from Cranes Beach, vacation rental in Essex

1 Mile from Cranes Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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3 Bedroom Cozy Cape with Singing Beach Access, vacation rental in Essex
3 Bedroom Cozy Cape with Singing Beach Access, vacation rental in Essex
3 Bedroom Cozy Cape with Singing Beach Access, vacation rental in Essex

3 Bedroom Cozy Cape with Singing Beach Access

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6, vacation rental in Essex
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6, vacation rental in Essex
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6, vacation rental in Essex

Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Wingaersheek Beach - Newly Renovated!, vacation rental in Essex
Wingaersheek Beach - Newly Renovated!, vacation rental in Essex
Wingaersheek Beach - Newly Renovated!, vacation rental in Essex

Wingaersheek Beach - Newly Renovated!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Wonderful 4 Bedroom, 2 Full Bath Restored 1917 Home, vacation rental in Essex
Wonderful 4 Bedroom, 2 Full Bath Restored 1917 Home, vacation rental in Essex
Wonderful 4 Bedroom, 2 Full Bath Restored 1917 Home, vacation rental in Essex

Wonderful 4 Bedroom, 2 Full Bath Restored 1917 Home

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront Ipswich Escape: 2 Miles to Crane Beach!, vacation rental in Essex
Waterfront Ipswich Escape: 2 Miles to Crane Beach!, vacation rental in Essex
Waterfront Ipswich Escape: 2 Miles to Crane Beach!, vacation rental in Essex

Waterfront Ipswich Escape: 2 Miles to Crane Beach!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beach dreaming??, vacation rental in Essex
Beach dreaming??, vacation rental in Essex
Beach dreaming??, vacation rental in Essex

Beach dreaming??

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed, vacation rental in Essex
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed, vacation rental in Essex
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed, vacation rental in Essex

Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming apt -2 Bedroom -Close to Beach/Sleeps 6, vacation rental in Essex
Charming apt -2 Bedroom -Close to Beach/Sleeps 6, vacation rental in Essex
Charming apt -2 Bedroom -Close to Beach/Sleeps 6, vacation rental in Essex

Charming apt -2 Bedroom -Close to Beach/Sleeps 6

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Sea Fox: Custom-designed home with rights to private Coffins Beach., vacation rental in Essex
Sea Fox: Custom-designed home with rights to private Coffins Beach., vacation rental in Essex
Sea Fox: Custom-designed home with rights to private Coffins Beach., vacation rental in Essex

Sea Fox: Custom-designed home with rights to private Coffins Beach.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Steps to Wingaersheek's 1.5 Mile White Dune Private Beach, vacation rental in Essex
Steps to Wingaersheek's 1.5 Mile White Dune Private Beach, vacation rental in Essex
Steps to Wingaersheek's 1.5 Mile White Dune Private Beach, vacation rental in Essex

Steps to Wingaersheek's 1.5 Mile White Dune Private Beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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♥A-Frame by the Sea|Perfect Retreat Space|Peaceful+Private |3 Floors|Firepit♥, vacation rental in Essex
♥A-Frame by the Sea|Perfect Retreat Space|Peaceful+Private |3 Floors|Firepit♥, vacation rental in Essex
♥A-Frame by the Sea|Perfect Retreat Space|Peaceful+Private |3 Floors|Firepit♥, vacation rental in Essex

♥A-Frame by the Sea|Perfect Retreat Space|Peaceful+Private |3 Floors|Firepit♥

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sea Fox: Custom-designed home with rights to private Coffins Beach, vacation rental in Essex
Sea Fox: Custom-designed home with rights to private Coffins Beach, vacation rental in Essex
Sea Fox: Custom-designed home with rights to private Coffins Beach, vacation rental in Essex

Sea Fox: Custom-designed home with rights to private Coffins Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront Home, Private Dock, Ocean Access, 4+ Bedroom, 2 Bath, Porch, Sunsets, vacation rental in Essex
Waterfront Home, Private Dock, Ocean Access, 4+ Bedroom, 2 Bath, Porch, Sunsets, vacation rental in Essex
Waterfront Home, Private Dock, Ocean Access, 4+ Bedroom, 2 Bath, Porch, Sunsets, vacation rental in Essex

Waterfront Home, Private Dock, Ocean Access, 4+ Bedroom, 2 Bath, Porch, Sunsets

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Spectacular Setting In The Dunes, 360' Views, Private Beach, Amazing House!, vacation rental in Essex
Spectacular Setting In The Dunes, 360' Views, Private Beach, Amazing House!, vacation rental in Essex
Spectacular Setting In The Dunes, 360' Views, Private Beach, Amazing House!, vacation rental in Essex

Spectacular Setting In The Dunes, 360' Views, Private Beach, Amazing House!

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Booth Cottage: Walk down a private path to fabled Singing Beach., vacation rental in Essex
Booth Cottage: Walk down a private path to fabled Singing Beach., vacation rental in Essex
Booth Cottage: Walk down a private path to fabled Singing Beach., vacation rental in Essex

Booth Cottage: Walk down a private path to fabled Singing Beach.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom), vacation rental in Essex
Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom), vacation rental in Essex
Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom), vacation rental in Essex

Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ipswich Cottage w/Beautiful Views, 5 Mins to Beach, vacation rental in Essex
Ipswich Cottage w/Beautiful Views, 5 Mins to Beach, vacation rental in Essex
Ipswich Cottage w/Beautiful Views, 5 Mins to Beach, vacation rental in Essex

Ipswich Cottage w/Beautiful Views, 5 Mins to Beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spectacular Sunsets And Private Beach In A Nantucket Style Summer Cottage., vacation rental in Essex
Spectacular Sunsets And Private Beach In A Nantucket Style Summer Cottage., vacation rental in Essex
Spectacular Sunsets And Private Beach In A Nantucket Style Summer Cottage., vacation rental in Essex

Spectacular Sunsets And Private Beach In A Nantucket Style Summer Cottage.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Elegant Italian Villa On The Scenic Coast of New England, vacation rental in Essex
Elegant Italian Villa On The Scenic Coast of New England, vacation rental in Essex
Elegant Italian Villa On The Scenic Coast of New England, vacation rental in Essex

Elegant Italian Villa On The Scenic Coast of New England

Holiday Rental House
10 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Historical Hideaway - 1 BR, 1 1/2 BATHS, vacation rental in Essex
Historical Hideaway - 1 BR, 1 1/2 BATHS, vacation rental in Essex
Historical Hideaway - 1 BR, 1 1/2 BATHS, vacation rental in Essex

Historical Hideaway - 1 BR, 1 1/2 BATHS

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Private, Light Filled & Convenient Wingaersheek Beach Home, vacation rental in Essex
Private, Light Filled & Convenient Wingaersheek Beach Home, vacation rental in Essex
Private, Light Filled & Convenient Wingaersheek Beach Home, vacation rental in Essex

Private, Light Filled & Convenient Wingaersheek Beach Home

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Bray Cottage: A charming cottage close to Wingaersheek Beach., vacation rental in Essex
Bray Cottage: A charming cottage close to Wingaersheek Beach., vacation rental in Essex
Bray Cottage: A charming cottage close to Wingaersheek Beach., vacation rental in Essex

Bray Cottage: A charming cottage close to Wingaersheek Beach.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Bray Cottage: A charming cottage close to Wingaersheek Beach., vacation rental in Essex
Bray Cottage: A charming cottage close to Wingaersheek Beach., vacation rental in Essex
Bray Cottage: A charming cottage close to Wingaersheek Beach., vacation rental in Essex

Bray Cottage: A charming cottage close to Wingaersheek Beach.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Take the A-Frame: Close to Wingaersheek Beach!, vacation rental in Essex
Take the A-Frame: Close to Wingaersheek Beach!, vacation rental in Essex
Take the A-Frame: Close to Wingaersheek Beach!, vacation rental in Essex

Take the A-Frame: Close to Wingaersheek Beach!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded 20 acre 10BR ultra contemporary retreat, vacation rental in Essex
Secluded 20 acre 10BR ultra contemporary retreat, vacation rental in Essex
Secluded 20 acre 10BR ultra contemporary retreat, vacation rental in Essex

Secluded 20 acre 10BR ultra contemporary retreat

Holiday Rental House
10 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Charming Home by the Sea, vacation rental in Essex
Charming Home by the Sea, vacation rental in Essex
Charming Home by the Sea, vacation rental in Essex

Charming Home by the Sea

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family Friendly Home Minutes from Singing Beach!, vacation rental in Essex
Family Friendly Home Minutes from Singing Beach!, vacation rental in Essex
Family Friendly Home Minutes from Singing Beach!, vacation rental in Essex

Family Friendly Home Minutes from Singing Beach!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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2 Bedrooms in Elegant Farm House - Near Crane Estate, vacation rental in Essex
2 Bedrooms in Elegant Farm House - Near Crane Estate, vacation rental in Essex
2 Bedrooms in Elegant Farm House - Near Crane Estate, vacation rental in Essex

2 Bedrooms in Elegant Farm House - Near Crane Estate

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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New! Elegant farmhouse and horse property in Ipswich near Crane beach and estate, vacation rental in Essex
New! Elegant farmhouse and horse property in Ipswich near Crane beach and estate, vacation rental in Essex
New! Elegant farmhouse and horse property in Ipswich near Crane beach and estate, vacation rental in Essex

New! Elegant farmhouse and horse property in Ipswich near Crane beach and estate

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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5-10 min walk to private beach in Coffin's/Wingaersheek Beach neighborhood!, vacation rental in Essex
5-10 min walk to private beach in Coffin's/Wingaersheek Beach neighborhood!, vacation rental in Essex
5-10 min walk to private beach in Coffin's/Wingaersheek Beach neighborhood!, vacation rental in Essex

5-10 min walk to private beach in Coffin's/Wingaersheek Beach neighborhood!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stanwood Point: Waterfront cottage with dock, large screened porch, and yard, vacation rental in Essex
Stanwood Point: Waterfront cottage with dock, large screened porch, and yard, vacation rental in Essex
Stanwood Point: Waterfront cottage with dock, large screened porch, and yard, vacation rental in Essex

Stanwood Point: Waterfront cottage with dock, large screened porch, and yard

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Booth Cottage: Walk down a private path to fabled Singing Beach., vacation rental in Essex
Booth Cottage: Walk down a private path to fabled Singing Beach., vacation rental in Essex
Booth Cottage: Walk down a private path to fabled Singing Beach., vacation rental in Essex

Booth Cottage: Walk down a private path to fabled Singing Beach.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Halcyon Days on the Atlantic, vacation rental in Essex
Halcyon Days on the Atlantic, vacation rental in Essex
Halcyon Days on the Atlantic, vacation rental in Essex

Halcyon Days on the Atlantic

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Perfect home for family gatherings on a dead-end street, walk to town, beach & T, vacation rental in Essex
Perfect home for family gatherings on a dead-end street, walk to town, beach & T, vacation rental in Essex
Perfect home for family gatherings on a dead-end street, walk to town, beach & T, vacation rental in Essex

Perfect home for family gatherings on a dead-end street, walk to town, beach & T

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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Hotel Quality and Confy, close to the beach, sleeps 6, vacation rental in Essex
Hotel Quality and Confy, close to the beach, sleeps 6, vacation rental in Essex
Hotel Quality and Confy, close to the beach, sleeps 6, vacation rental in Essex

Hotel Quality and Confy, close to the beach, sleeps 6

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 1
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Frequently Asked Questions about Essex