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Gloucester - Annisquam Vacation Home Rentals(85)

85 Results
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(40)
2 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • Sleeps 15
(5)
4 - 7 night minimum stay
  • 7 BR,
  • 3 BA,
  • Sleeps 16
(18)
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
(4)
2 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 14
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
  • 2 BR,
  • 1 BA,
  • Sleeps 4
14 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
1 - 31 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(6)
7 night minimum stay
  • 4 BR,
  • 1 BA,
  • Sleeps 7
(4)
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 13
(6)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
1 - 2 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(19)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 11
(9)
2 - 90 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(5)
$327 - $1,900
per week
7 - 30 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 Reviews
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(6)
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
(3)
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
(6)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 Reviews
7 - 30 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(6)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 7
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(6)
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Recent Gloucester - Annisquam Reviews

A great place for a family reunion

5 of 5
Our expectations were exceeded. The swimming pool and hot tub were wonderful features that are not usually available in a large house rental.. The large deck, swimming pool and four large interior rooms gave us plenty of places to congregate. Were had 12 full time people and the house's proximity to Boston and Maine allowed other relatives to visit for a day. We enjoyed many activities in the area. We went whale watching, deep sea fishing and sailing. We visited Rockport and walked out to Eastern Point Lighthouse. Some of us toured Beauport which is an historic estate within walking distance. Although there are beaches nearby, the water is cold but the pool was heated. Take pictures at the beach, but swim in the pool. Lobster dinners and meals on the outdoor grill provided all of our evening food. The owner travels a lot and may be difficult to reach when you start your reservation process, but be persistent and you will be able to reserve a wonderful rental. When your actually there Sam has hired a local pool service, a handyman and a housekeeper who live nearby. They will quickly resolve any maintenance issues that occur during your visit.
  • Submitted: Aug 26, 2014
  • Stayed: Aug 2014

Beautiful, character filled home in DT Gloucester!

5 of 5
I didn't want to leave and already booked for next year! The house is clean and well appointed. The owner takes wonderful care of the house and property and is very easy to communicate with. The house is located right in downtown Gloucester, so it is walking distance to restaurants and shops. Quick drive to world class beaches, Good Harbor and Wingearsheek. Great home for families or for a couples get away. The sun porch overlooking the harbor is my favorite room.
  • Submitted: Aug 21, 2014
  • Stayed: Jul 2014

Wonderful Week

5 of 5
This is just a wonderful place to stay. This lovely home is immaculate and very well stock with basic kitchen necessities. The owners are welcoming and helpful. My children and grandchildren love to spend time with each other,. Pete's place allows all of us to be together again. The beach is moments away. Our grandchildren loved finding sand dollars and even got to see a horseshoe crab. They also loved surfing at Good Harbor.
  • Submitted: Aug 21, 2014
  • Stayed: Aug 2014