Manchester-by-the-Sea Vacation Rentals, Houses & More


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Areas near Manchester-by-the-Sea

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1 / 4

Booth Cottage

  • 4
  • 10
  • 7 nights min

$900

Details

1 / 16

Second Floor: 2+ Bedroom, 1.25 Bath

  • 3
  • 5
  • Min stay varies

$250

Details

1 / 22

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

  • 4
  • 8
  • Min stay varies

$833

Details

1 / 17

The Cottage

  • 3
  • 6
  • 7 nights min

$358

Details

1 / 15

Beautiful First Floor 2 BR Condo in Manchester

  • 2
  • 4
  • Min stay varies

$275

Details

1 / 44

Wonderful 4 Bedroom, 2 Full Bath Restored 1917 Home

  • 4
  • 7
  • 5 nights min

$480

Details

1 / 15

Beautiful 3-4 Bedroom Home in Manchester

  • 4
  • 7
  • Min stay varies

$400

Details

Great rentals within 30 miles that match your search

1 / 29

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

  • 6
  • 14
  • Min stay varies

$1400

Details

1 / 25

Way Point:In the heart of historic waterfront Essex

  • 2
  • 4
  • Min stay varies

$150

Details

1 / 13

Loft Apartment A at Cedar Hill Farm B&B

  • 1
  • 4
  • 2 nights min

$175

Details

1 / 8

The Quirky Cow Room at Cedar Hill Farm B&B

  • 1
  • 4
  • 2 nights min

$160

Details

1 / 13

The Friendship Room at Cedar Hill Farm B & B

  • 3
  • 3
  • 2 nights min

$150

Details

1 / 6

One Bedroom Loft Apartment B at Cedar Hill Farm B & B

  • 1
  • 4
  • Min stay varies

$175

Details

1 / 34

Strawberry Cove House: Multi-level waterfront home

  • 4
  • 10
  • Min stay varies

$750

Details

1 / 9

Entire Home + short walk to the beach

  • 2
  • 6
  • 1 night min

$65

Details

1 / 28

Little Red House: Close to Gloucester's historic Stage Fort Park & beaches

  • 3
  • 5
  • Min stay varies

$250

Details

1 / 40

Beachmont: Easy access to Stagefort Park, Beaches & Downtown Gloucester

  • 5
  • 9
  • Min stay varies

$470

Details

1 / 12

Close to Half Moon Bay

  • 1
  • 2
  • 2 nights min

$120

Details

1 / 41

Remodeled 3BR Gloucester Annisquam River Cottage

  • 3
  • 6
  • Min stay varies

$209

Details

10
1 / 25

The Pratt House on the Boulevard

  • 5
  • 12
  • Min stay varies

$325

Details

1 / 28

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

  • 4
  • 8
  • Min stay varies

$400

Details

1 / 12

Jacob Wirth House: Historic elegance in a stunning Conomo point location.

  • 4
  • 8
  • Min stay varies

$583

Details

1 / 5

Quiet cottage near beach

  • 3
  • 6
  • 3 nights min

$170

Details

1 / 15

Within minutes of Gloucester's fabled Stacy Boulevard and Stage Fort Park

  • 3
  • 6
  • 3 nights min

$310

Details

1 / 17

Barlovento, the Spanish name for windward, is also the name of one of Eastern

  • 5
  • 10
  • Min stay varies

$1195

Details

1 / 23

Eastern Point on the Sea: Water views, private beach and gorgeous sunrises

  • 4
  • 7
  • Min stay varies

$841

Details

1 / 5

Le Beauport By The Sea, Gloucester, Ma.

  • 1
  • 2
  • 7 nights min

$200

Details

1 / 21

Welcome Home: Walk to Gloucester's historic harbor and beaches.

  • 5
  • 12
  • Min stay varies

$520

Details

1 / 19

Riverview: Freshly renovated home overlooking the Annisquam River.

  • 2
  • 4
  • 3 nights min

$350

Details

2
1 / 12

Vintage Home directly on the Annisquam River

  • 6
  • 12
  • 4 nights min

$314

Details

4
1 / 32

"Misselthwaite Manor" House Rental & B&B

  • 4
  • 8
  • 7 nights min

$379

Details

1 / 21

Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches

  • 2
  • 4
  • Min stay varies

$270

Details

2
1 / 26

The Harborfront, Beverly/Salem, Boston North Shore

  • 2
  • 5
  • Min stay varies

$250

Details

8
1 / 46

Gloucester Harborscape View 1 & 1/2 BR; walk to beach & town

  • 2
  • 7
  • Min stay varies

$111

Details

1 / 37

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

  • 4
  • 8
  • Min stay varies

$550

Details

1 / 23

Perrywinkle: Waterfront on Gloucester’s Rocky Neck.

  • 4
  • 6
  • 3 nights min

$660

Details

1 / 23

Relax at Rocky Neck Hideaway

  • 1
  • 3
  • 7 nights min

$129

Details

1 / 31

Wonson Cove House: Rocky Neck, Eastern Point and Beaches

  • 4
  • 10
  • Min stay varies

$633

Details

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