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Gloucester and Annisquam Cottage Rentals(20)

20 Results
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(11)
$350 - $1,960
per week
3 - 90 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 90 night minimum stay
(12)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
(6)
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 7 night minimum stay
(18)
$1,680
per week
4 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 4
4 - 7 night minimum stay
1 Review
$714 - $750
per night
2 - 7 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 7 night minimum stay
$3,200
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
7 night minimum stay
$1,400
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
(5)
$250 - $350
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
  • 7 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night minimum stay
(20)
$400 - $500
per night
3 - 6 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
3 - 6 night minimum stay
1 Review
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 5
5 - 7 night minimum stay
(6)
$350 - $2,985
per week
7 - 90 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 8
7 - 90 night minimum stay
1 Review
$1,350
per month
2 - 31 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 31 night minimum stay
(10)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
$1,000
per month
7 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 - 31 night minimum stay
1 Review
$300 - $400
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
$1,900
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
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Recent Gloucester and Annisquam Reviews

Great Vacation

5 of 5
We loved our stay at Joni's cottage this past July. The cottage was unique and perfect. It was so relaxing to sit on the warm granite rocks and enjoy the beautiful sunsets. Rockport and Glouscester are short drives and we enjoyed awesome seafood the entire week. The cottage is simple yet one of the nicest rentals we have enjoyed as a family. As funny as it sounds the shower was the highlight of our stay...it is amazing!! My husband and I will return without our kids for a romantic getaway.
  • Submitted: Oct 21, 2014
  • Stayed: Jul 2014

Wonderful place!

5 of 5
We spent the weekend in Annisquam for a wedding and loved the cottage. It is completely updated, tastefully decorated, comfortable, cozy, and clean! The neighborhood is lovely and we may have to return next summer!
  • Submitted: Sep 17, 2014
  • Stayed: Sep 2014

Peaceful and Picture Perfect!

5 of 5
If you are looking for an as advertised, PEACEFUL, clean, comfortable perfect location for exploring the area (including an easy one hour train ride into Boston) this is the place. My wife and I spent a week here and wished we had booked more! The property sits right on the water and the sounds of the waves from the deck and the views from inside the house are wonderful. We found the beds to be comfortable and enjoyed the higher quality sheets and towels provided. Having a washer and dryer was great. It allowed us to pack less. It is the perfect location to visit the surrounding area. Our favorite was Marblehead. It was very easy to catch the train to Boston (if you are a Seniors, as we are, do not forget to mention it when buying your train ticket. Seniors are 1/2 off) and the T connections from the North Station easily connected you to any place in Boston. We have used VRBO/Homeaway over 45 times and would place this property near the top.
  • Submitted: Sep 16, 2014
  • Stayed: Sep 2014