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SPECIAL OFFER! June Sale May 31 - June 28

Gloucester - Annisquam Cape Ann, Annisquam panoramic ocean views from every room.

  • 4 BR/2 BA House (sleeps 11)
    $2,400 - $2,995/wk
    per property, pets considered, Beach, Near The Ocean, Jacuzzi, Lawn / Garden, terrace, Air Conditioning, Internet, Satellite / Cable
SPECIAL OFFER! June Bargain Week 15% off - $3,825 June 1 - June 30

Gloucester - Annisquam Private, spacious waterfront home on prestigious Eastern Point - pool, hot tub

  • 7 BR/3 BA House (sleeps 15)
    $400 - $425/nt
    $2,800 - $5,100/wk
    $6,500 - $17,500/month
    per property, pets considered, Hot Tub, Beach, Waterfront, Private Pool, Jacuzzi, Tennis Court, Lawn / Garden, Balcony

Gloucester - Annisquam Serenity at Folly Point . . . A Peaceful Escape in Gloucester!

  • 5 BR/3 BA House (sleeps 10)
    $450/nt
    $3,150/wk
    per property, Hot Tub, Village, Lawn / Garden, Balcony, Internet, Television, DVD Player, Parking

Gloucester - Annisquam New For 2014 Season: Cozy Cottage In The Woods...Close To Gloucester & Beaches

  • 2 BR/1 BA Cottage (sleeps 5)
    $1,100/wk
    $4,000/month
    per property, pets considered, Downtown, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Gloucester - Annisquam Steps to Good Habor Beach, 5 bedrooms, large deck and outdoor shower, fire pit.

  • 5 BR/2 BA House (sleeps 13)
    $400 - $450/nt
    $2,800 - $3,000/wk
    $10,000/month
    per property, pets considered, Lawn / Garden, Balcony, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Stunning Oceanfront w/ Wall to Wall Windows over the Atlantic! Walk to Beach!

  • 4 BR/2 BA House (sleeps 8)
    $186 - $486/nt
    $1,100 - $3,400/wk
    per property, accept credit card, pets considered, Beach, Near The Ocean, Waterfront, Balcony, Internet, Satellite / Cable, Television, DVD Player

Gloucester - Annisquam A Sunset Serenade - Delightful Studio with Deck Overlooking Scenic Harbor

  • 1 BR1 BA Studio (sleeps 2)
    $900 - $1,000/wk
    per property, accept credit card, Beach, Waterfront, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player

Gloucester - Annisquam Water Views overlooking Gloucester's inner harbor

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $285 - $330/nt
    $1,995/wk
    per property, Downtown, Town, Jacuzzi, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam 'Ever Nice' in Diamond Cove - Annisquam

  • 4 BR/1 BA, 1 half bath House (sleeps 10)
    $1,000 - $1,800/wk
    per property, Beach, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Direct Waterfront Home with Sweeping Ocean Views, Deep Water Dock

  • 4 BR/1 BA, 1 half bath House (sleeps 10)
    $214 - $443/nt
    $3,100/wk
    per property, Beach, Waterfront, Lawn / Garden, terrace, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Gloucester - Annisquam Violets Beach House - Steps from Coffins Beach; 3 bed/ 2 bath w/central A/C.

  • 3 BR/2 BA House (sleeps 8)
    $2,500 - $2,750/wk
    per property, Air Conditioning, Internet, Satellite / Cable, Television

Gloucester - Annisquam Somsersette: 5BR with views on Brier Neck! Only 0.1 mile to Good Harbor Beach

  • 5 BR/2 BA, 1 half bath Cottage (sleeps 9)
    $550/nt
    $2,650 - $3,850/wk
    $10,000/month
    per property, Beach, Resort, Internet, Satellite / Cable, DVD Player

Gloucester - Annisquam Lobster Cove House: Picturesque views of the cove! Walk to Lighthouse Beach!

  • 4 BR/2 BA, 1 half bath House (sleeps 8)
    $5,500 - $5,775/wk
    per property, Hot Tub, Beach, Near The Ocean, Village, Waterfront, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Gloucester - Annisquam Dale's Cove House: Waterfront and private beach!

  • 6 BR/6 BA, 1 half bath House (sleeps 10)
    $1,143 - $2,500/nt
    $8,000 - $16,500/wk
    $43,250 - $49,500/month
    per property, Hot Tub, Beach, Near The Ocean, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Gloucester - Annisquam Rosemarc House: Direct beachfront on Good Harbor!

  • 3 BR/3 BA, 1 half bath House (sleeps 6)
    $1,300/nt
    $6,250 - $9,350/wk
    $24,000/month
    per property, Hot Tub, Beach, Near The Ocean, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Gloucester - Annisquam Annie's Place: Just 0.2 miles to beautiful Plum Cove Beach!

  • 3 BR/1 BA House (sleeps 6)
    $250/nt
    $1,150 - $1,595/wk
    $4,500/month
    per property, Beach, Waterfront, Internet, Satellite / Cable, Television, DVD Player

Gloucester - Annisquam Romantic Hideaway near Beach in Lanesville section of Gloucseter

  • 2 BR/2 BA House (sleeps 4)
    $210/nt
    $1,470/wk
    per property, Village, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Beachmont: Classic New England beauty! 0.2 miles from Cressy Beach

  • 5 BR/2 BA House (sleeps 8)
    $350 - $421/nt
    $1,800 - $2,950/wk
    $2,000/month
    per property, Beach, Downtown, Near The Ocean, Town, Internet, Television, DVD Player, Fireplace

Gloucester - Annisquam Private beach house- walk to Good Harbor Beach, shops; near Gloucester events

  • 2 BR/1 BA, 1 half bath House (sleeps 9)
    $1,700/wk
    per property, pets considered, Beach, Town, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Luxury 1900's romantic retreat steps from the beach

  • 1 BR/1 BA Cottage (sleeps 2)
    $45 - $200/nt
    $1,350/wk
    $1,395/month
    per property, Beach, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 5 BR/2 BA, 1 half bath House (sleeps 14)
    $700/nt
    $2,500 - $4,900/wk
    per property, Beach, Lake, Near The Ocean, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Gloucester - Annisquam Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam

  • 6 BR/3 BA House (sleeps 15)
    $700 - $750/nt
    $2,500 - $5,100/wk
    per property, accept credit card, Hot Tub, limited accessibility, Beach, Near The Ocean, Waterfront, Tennis Court, Lawn / Garden, terrace, Balcony

Gloucester - Annisquam Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA.

  • 4 BR/1 BA, 1 half bath House (sleeps 6)
    $467 - $1,700/wk
    $2,000/month
    per property, accept credit card, pets considered, Beach, Near The Ocean, Tennis Court, Lawn / Garden, terrace, Air Conditioning, Internet

Gloucester - Annisquam Beautiful home for rent on Wingaersheek Beach in the private section

  • 5 BR/3 BA House (sleeps 13)
    $300 - $743/nt
    $2,100 - $3,000/wk
    per property, Beach, Waterfront, Tennis Court, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Buoy 23: Direct waterfront cottage with deepwater dock on the Annisquam River

  • 4 BR/1 BA, 1 half bath Cottage (sleeps 7)
    $285 - $428/nt
    $1,500 - $2,995/wk
    $6,200 - $12,000/month
    per property, pets considered, wheelchair accessible, Beach, Near The Ocean, River, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Gloucester - Annisquam Steps from the Beach, Relaxing Family Beach Home

  • 5 BR/2 BA House (sleeps 10)
    $4,000/wk
    per property, Beach, Near The Ocean, Waterfront, Lawn / Garden, Television, DVD Player, Parking

Gloucester - Annisquam Sun-filled waterfront house with sweeping views of Annisquam, with private dock

  • 2 BR/2 BA House (sleeps 4)
    $2,250 - $3,950/wk
    $6,000/month
    per property, pets considered, Near The Ocean, River, Village, Waterfront, Lawn / Garden, terrace, Air Conditioning, Internet, Satellite / Cable, Television

Gloucester - Annisquam Waterfront, elegant 8 year old Contemp. Serene, open, master suite, FP,dock.

  • 3 BR/2 BA House (sleeps 6)
    $1,900 - $2,905/wk
    per property, Waterfront, Lawn / Garden, Balcony, Internet, Satellite / Cable, Television, Parking, Fireplace

Gloucester - Annisquam Wingaersheek, Private 1 1/4 Mile Beach, LUXURY HOME, Views - Cranes to Annisquam

  • 5 BR/2 BA, 1 half bath House (sleeps 15)
    $117 - $800/nt
    $2,500 - $3,500/wk
    $3,617/month
    per property, Beach, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Overlooking Good Harbor Beach In A Bright Spacious Family Home

  • 3 BR/3 BA House (sleeps 10)
    $500 - $550/nt
    $3,450 - $3,500/wk
    $13,500 - $13,800/month
    per property, Beach, Near The Ocean, Town, Lawn / Garden, Balcony, Internet, Television, DVD Player, Parking

Gloucester - Annisquam Pristine New England Beach House

  • 3 BR/2 BA House (sleeps 8)
    $2,500/wk
    per property, pets considered, Beach, Near The Ocean, Lawn / Garden, Balcony, Internet, Satellite / Cable, Television, DVD Player

Gloucester - Annisquam Charming 1900's historic, colonial escape just steps from the beach

  • 2 BR/1 BA House (sleeps 4)
    $50 - $200/nt
    $1,015 - $1,400/wk
    $1,550 - $5,250/month
    per property, Beach, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Romantic SUMMERWIND COTTAGE - Scenic Harbor View w/Large Deck

  • 2 BR/1 BA House (sleeps 5)
    $1,500 - $1,800/wk
    per property, accept credit card, Beach, Near The Ocean, Village, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Gloucester - Annisquam Direct Ocean Front three season cottage

  • 2 BR/1 BA Cottage (sleeps 4)
    $250 - $350/nt
    $2,050 - $2,400/wk
    $9,600/month
    per property, accept credit card, Beach, Waterfront, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Private Waterfront Cottage Directly on Ipswich Bay - Only Sept & Oct Weeks Avail

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 8)
    $1,500 - $1,800/wk
    per property, Waterfront, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Gloucester - Annisquam Victorian house on private estate with beaches, tennis and views

  • 5 BR/2 BA, 1 half bath House (sleeps 9)
    $3,700/wk
    per property, Beach, Near The Ocean, Waterfront, Tennis Court, Lawn / Garden, Internet, Satellite / Cable, Television, Parking

Gloucester - Annisquam Idyllic ocean-front Gloucester cottage

  • 2 BR/2 BA Cottage (sleeps 7)
    $1,960/wk
    per property, Beach, Waterfront, Lawn / Garden, Internet, Satellite / Cable, Television, Parking, barbecue, Fireplace

Gloucester - Annisquam SPECTACULAR VIEWS OVER LOBSTER COVE

  • 4 BR/2 BA House (sleeps 10)
    $2,400/wk
    $8,000/month
    per property, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Gloucester - Annisquam New England Cottage on private road near village center in Seaside Lanesville

  • 2 BR/1 BA House (sleeps 4)
    $373/wk
    per property, Beach, Village, Lawn / Garden, terrace, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam 'MISSELTHWAITE MANOR at EASTERN POINT'

  • 4 BR/3 BA, 1 half bath Chateau / Country House (sleeps 10)
    $99 - $500/nt
    $2,999 - $3,500/wk
    per property, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Gloucester - Annisquam Annisquam/Gloucester sun-filled waterfront house with dock and great views

  • 3 BR/1 BA, 2 half baths Cottage (sleeps 5)
    $200 - $421/nt
    $1,350 - $2,950/wk
    per property, Waterfront, Lawn / Garden, Balcony, Internet, Television, DVD Player, Parking, Fireplace

Gloucester - Annisquam Family Beach Home, Annisquam's Diamond Cove - Winter Rental Available

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $2,500/wk
    $9,000/month
    per property, pets considered, Beach, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Gloucester - Annisquam Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)

  • 3 BR/1 BA, 1 half bath House (sleeps 8)
    $225 - $275/nt
    $1,400 - $1,925/wk
    $7,500/month
    per property, Beach, Near The Ocean, Balcony, Internet, Satellite / Cable, Television, DVD Player, Parking, barbecue

Gloucester - Annisquam Wingaersheek Beachfront. FULLY BOOKED for 2014.

  • 4 BR/2 BA, 1 half bath House (sleeps 9)
    $725/nt
    per property, accept credit card, Beach, Downtown, Near The Ocean, River, Village, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Gloucester - Annisquam RANCH WITH AWESOME WATER VIEWS

  • 4 BR/2 BA House (sleeps 9)
    $1,000 - $2,500/wk
    $3,000 - $9,000/month
    per property, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Gloucester - Annisquam Charming Carriage House in Annisquam Village with tennis court

  • 2 BR/1 BA House (sleeps 7)
    $1,500 - $2,000/wk
    per property, accept credit card, pets considered, Near The Ocean, Village, Tennis Court, Balcony, Internet, Satellite / Cable, Television

Gloucester - Annisquam Charming Bayview Cottage overlooking Ipswich Bay

  • 2 BR/1 BA Cottage (sleeps 4)
    $1,225/wk
    per property, Near The Ocean, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television

Gloucester - Annisquam Now Booking Summer 2014 Charming Waterfront Cottage on Curtis Cove

  • 2 BR/1 BA Cottage (sleeps 4)
    $186/nt
    $5,000/month
    per property, Beach, River, Waterfront, Air Conditioning

Gloucester - Annisquam Charming studio apartment in antique colonial home with private patio

  • 1 BA Studio (sleeps 2)
    $99 - $100/nt
    $2,016/month
    per property, Beach, Near The Ocean, Resort, Village, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, barbecue

Gloucester - Annisquam DRIFTWOOD AT NILES BEACH..BOOK NOW FOR SEPT/OCT. RECEIVE A DISCOUNT

  • 4 BR/2 BA, 1 half bath (sleeps 14) Beach, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, barbecue
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