Gray Beach Holiday Rentals

     

House

1 Mi to Beach! Family Gloucester Gem w/Yard

• Massachusetts
• ·
• Gloucester
• 1.33 mi to center

10.0

Exceptional

(43 Reviews)

2 Bedrooms 2 Baths 6 Guests 1376 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R6,230/Night 7 Nights - R43,607

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House

1 Mi to Beach! Family Gloucester Gem w/Yard

• Massachusetts
• ·
• Gloucester
• 1.33 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 2 Baths 6 Guests 1377.78 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

R6,215/Night 7 Nights - R43,509

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      Price Dropped

Hotel

Castle Manor Inn

• Massachusetts
• ·
• Gloucester
• 1.24 mi to center

8.4

Excellent

(1004 Reviews)

1 Bath

• 
  Breakfast
• 
  Parking
• 
  Balcony/Terrace
• 
  Air Conditioner

R4,165/Night 7 Nights - R29,164

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Apartment

Beach dreaming?

• Massachusetts
• ·
• Manchester-by-the-Sea
• 0.12 mi to center

10.0

Exceptional

(21 Reviews)

2 Bedrooms 1 Bath 4 Guests 1200 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  Parking
• 
  Ocean View

R8,593/Night 7 Nights - R60,151

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Apartment

Point Radio Cottage

• Massachusetts
• ·
• Gloucester
• 1.29 mi to center

9.3

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 4 Guests 1603.82 ft²

• 
  Oceanfront
• 
  Breakfast
• 
  Parking
• 
  Ocean View

R5,504/Night 7 Nights - R38,526

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House

Serenity

• Massachusetts
• ·
• Gloucester
• 3.01 mi to center

6.0

Good

(1 Review)

1 Bedroom 1 Bath

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Internet

R5,852/Night 7 Nights - R40,969

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      Highly Rated

Cottage

Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks

• Massachusetts
• ·
• Gloucester
• 1.29 mi to center

9.8

Exceptional

(60 Reviews)

1 Bedroom 1 Bath 4 Guests 1600 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R8,404/Night 7 Nights - R58,832

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House

Beach Gem

• Massachusetts
• ·
• Gloucester
• 1.02 mi to center

8.3

Excellent

(13 Reviews)

3 Bedrooms 1 Bath 5 Guests 1506.95 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

R7,849/Night 7 Nights - R54,940

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      Price Dropped

Cottage

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

• Massachusetts
• ·
• Gloucester
• 1.22 mi to center

9.8

Exceptional

(28 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R6,239/Night 7 Nights - R43,672

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House

Magnolia Tides

• Massachusetts
• ·
• Gloucester
• 3.16 mi to center

3 Bedrooms 3 Baths 6 Guests 3648.97 ft²

• 
  Oceanfront
• 
  Breakfast
• 
  Parking
• 
  Ocean View

R15,355/Night 7 Nights - R107,487

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Apartment

Blue Magnolia - A quiet apartment in a quaint Gloucester MA village

• Gloucester
• ·
• Magnolia
• 0.14 mi to center

9.8

Exceptional

(13 Reviews)

2 Bedrooms 1 Bath 6 Guests 1400 ft²

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

R5,247/Night 7 Nights - R36,735

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House

North Shore Townhome: 1 Mi to Singing Beach!

• Massachusetts
• ·
• Manchester-by-the-Sea
• 0.26 mi to center

3 Bedrooms 2 Baths 6 Guests 2098.96 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

R11,360/Night 7 Nights - R79,528

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      Highly Rated

House

4 Bedroom LUX House/with Pool Next Door

• Massachusetts
• ·
• Gloucester
• 1.56 mi to center

10.0

Exceptional

(212 Reviews)

4 Bedrooms 2 Baths 6 Guests 2501 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

R2,310/Night 7 Nights - R16,169

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      Highly Rated

House

Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown

• Massachusetts
• ·
• Gloucester
• 2.27 mi to center

10.0

Exceptional

(80 Reviews)

4 Bedrooms 3 Baths 7 Guests 2438 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R10,113/Night 7 Nights - R70,784

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House

4 Bedroom Cottage With Singing Beach Access

• Massachusetts
• ·
• Manchester-by-the-Sea
• 0.67 mi to center

10.0

Exceptional

(45 Reviews)

4 Bedrooms 3 Baths 5 Guests 2300 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R13,788/Night 7 Nights - R96,512

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      Price Dropped

House

Grafton Estate: Ultimate Luxury With Private Beach

• Massachusetts
• ·
• Manchester-by-the-Sea
• 1.10 mi to center

10.0

Exceptional

(29 Reviews)

8 Bedrooms 6 Baths 13 Guests 5459 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R33,853/Night 7 Nights - R236,972

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House

Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach

• Gloucester
• ·
• Magnolia
• 0.08 mi to center

10.0

Exceptional

(21 Reviews)

4 Bedrooms 2 Baths 10 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R9,864/Night 7 Nights - R69,058

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      Price Dropped

House

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

• Massachusetts
• ·
• Gloucester
• 0.76 mi to center

10.0

Exceptional

(17 Reviews)

3 Bedrooms 2 Baths 8 Guests 1335 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R10,500/Night 7 Nights - R73,503

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House

5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!

• Massachusetts
• ·
• Gloucester
• 1.05 mi to center

10.0

Exceptional

(15 Reviews)

3 Bedrooms 2 Baths 10 Guests

• 
  Oceanfront
• 
  Hot Tub
• 
  Ocean View
• 
  Balcony/Terrace

R10,261/Night 7 Nights - R71,826

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      Price Dropped

House

Stay at Little River

• Massachusetts
• ·
• Gloucester
• 2.11 mi to center

10.0

Exceptional

(8 Reviews)

4 Bedrooms 1 Bath 7 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R9,567/Night 7 Nights - R66,974

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House

Waterfront Home! Stunning sunsets, swimming, paddling!

• Massachusetts
• ·
• Gloucester
• 1.96 mi to center

10.0

Exceptional

(6 Reviews)

4 Bedrooms 2 Baths 13 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

R15,578/Night 7 Nights - R109,050

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Cottage

1886 Captains Carriage House Secluded Luxury Eastern Point Gloucester MA

• Massachusetts
• ·
• Gloucester
• 1.79 mi to center

10.0

Exceptional

(5 Reviews)

3 Bedrooms 2 Baths 10 Guests

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

R21,603/Night 7 Nights - R151,224

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House

Beautiful Harbor View Walk to Beach 3b2bKings4beds

• Massachusetts
• ·
• Gloucester
• 1.43 mi to center

10.0

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 6 Guests

• 
  Kitchen
• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly

R16,133/Night 7 Nights - R112,925

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House

Charming 5-bedroom Home by the Sea

• Massachusetts
• ·
• Manchester-by-the-Sea
• 0.69 mi to center

10.0

Exceptional

(2 Reviews)

5 Bedrooms 3 Baths 9 Guests 3400 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R32,409/Night 7 Nights - R226,860

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