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Gloucester and Annisquam House Rentals(84)

84 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 13
2 night minimum stay
(16)
$300
per night
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
(41)
  • 7 BR,
  • 3 BA,
  • Sleeps 16
4 - 7 night minimum stay
(20)
  • 6 BR,
  • 3 BA,
  • Sleeps 15
2 - 7 night minimum stay
(5)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night minimum stay
(5)
  • 6 BR,
  • 3 BA,
  • Sleeps 15
2 - 7 night minimum stay
$250 - $275
per night
4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
4 night minimum stay
$140 - $250
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night minimum stay
(5)
$410 - $450
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(3)
$50 - $185
per night
1 - 31 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
1 - 31 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(5)
$429 - $450
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 13
2 - 7 night minimum stay
(9)
$1,575 - $2,100
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
(21)
$2,450 - $3,250
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 11
7 night minimum stay
(9)
$110 - $414
per night
2 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 14 night minimum stay
$125
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 7 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
2 Reviews
$373 - $1,900
per week
7 - 30 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 30 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
$2,095 - $2,350
per week
7 night minimum stay
  • 4 BR,
  • 1 BA,
  • Sleeps 7
7 night minimum stay
(4)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
$385
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
$1,200 - $1,850
per week
7 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(6)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
$321 - $650
per night
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
1 - 7 night minimum stay
(6)
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 30 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 7 night minimum stay
(3)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
7 - 31 night minimum stay
(6)
$214 - $457
per night
5 - 7 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 7 night minimum stay
(6)
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Recent Gloucester and Annisquam Reviews

Wow!

5 of 5
Lisa's Lookout, I don't know why anyone would ever want to stay anywhere else, she has set the bar so high with so much attention to detail, comfort, ammenties, and extras. This is THE place to stay when in the area, whether your a couple, a family, or a group of friends there is certainly something for everyone and if you have a special request or need Lisa will make sure she has it there for you!
  • Submitted: Dec 18, 2014
  • Stayed: Jun 2014

Great location! Convenient to shopping, beach!

5 of 5
The cottage was perfect for our trip. We usually cram into a hotel, the 5 of us. Now that the kids are taller then me, we need more space. This gave us plenty of space! We walked to to the beach, ate lobstah' and visited friends, we would definitely recommend a stay here and hope to be back ourselves!
  • Submitted: Dec 2, 2014
  • Stayed: Nov 2014

Great spot for a long weekend with friends

5 of 5
This house was a pleasure! We were a group of adults meeting to plan an annual music event for the autumn, and to eat, drink, and have a fun weekend. So we needed a place with a lot of individual beds, a spacious, well-kept kitchen, big dining area, and open space to play music together. It was perfect for our purposes. It is nicely appointed, reasonably well maintained and a beautiful house and location. As it was winter, we didn't use the pool or hot tub, but we enjoyed walks around the pond, and wandering out to the deck when the weather permitted. We hope to return!
  • Submitted: Nov 15, 2014
  • Stayed: Jan 2014