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Gloucester and Annisquam House Rentals(73)

73 Results
  • 6 BR,
  • 2 BA,
  • Sleeps 11
2 night min stay
(18)
  • 6 BR,
  • 3 BA,
  • Sleeps 15
2 - 7 night min stay
1 Review
$300
per night
4 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night min stay
(43)
  • 5 BR,
  • 2 BA,
  • Sleeps 12
2 - 7 night min stay
(4)
  • 6 BR,
  • 3 BA,
  • Sleeps 15
2 - 7 night min stay
(6)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night min stay
(5)
  • 7 BR,
  • 3 BA,
  • Sleeps 16
4 - 7 night min stay
(22)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 180 night min stay
(6)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
$165 - $250
per night
2 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night min stay
(8)
  • 5 BR,
  • 3 BA,
  • Sleeps 10
4 - 7 night min stay
(3)
  • 4 BR,
  • 1 BA,
  • Sleeps 8
7 night min stay
(5)
  • 5 BR,
  • 3 BA,
  • Sleeps 11
7 night min stay
$200 - $250
per night
3 - 4 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 - 4 night min stay
$1,400 - $1,800
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night min stay
(21)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 7 night min stay
(7)
$2,450 - $3,250
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 11
7 night min stay
(9)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 14 night min stay
$414 - $450
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
2 Reviews
$500 - $550
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
$1,600 - $1,900
per week
7 - 30 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 30 night min stay
1 Review
$357 - $385
per night
3 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(6)
$429 - $450
per night
2 - 7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 13
2 - 7 night min stay
(9)
  • 3 BR,
  • 1 BA,
  • Sleeps 5
6 night min stay
(3)
$1,200 - $1,850
per week
7 night min stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(6)
$225 - $282
per night
4 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night min stay
(3)
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 30 night min stay
(8)
$350 - $650
per night
1 - 180 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
1 - 180 night min stay
(6)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
3 - 14 night min stay
(6)
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 7 night min stay
(6)
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Recent Gloucester and Annisquam Reviews

Great place to stay for our group of 15

5 of 5
We had a wonderful time celebrating our daughter's graduation from Gordon College with our extended family in this lovely home. We took advantage of the spacious game room, the large dining room as well as the outside deck area for meals, and being able to gather with everyone together in the great room. The master bedroom was lovely with the two floor-length mirrors and attached bathroom. This was especially helpful as our four girls were able to get ready in there so the rest of our guests could use the other two bathrooms in the house. We would definitely love to return again!
  • Submitted: May 21, 2015
  • Stayed: May 2015

Perfect girls weekend

5 of 5
This cottage was in a wonderful neighborhood in Gloucester and had everything we could possible need for our annual girls' weekend. We walked to the beach, ate at the picnic tables, and played games all evening in the living room.
  • Submitted: May 20, 2015
  • Stayed: May 2015

This home was perfect for our week stay.

5 of 5
My daughter ran the Boston Marathon this year, and we needed space for six adults for a week. This home in Gloucester fit our needs perfectly. My wife and I arrived first and found the house easily. Maneuvering our seven passenger van into the garage was accomplished easily enough. Then she and I began our visit immediately with a nap in the comfortable chaise lounges in the sun room. A FABULOUS way to recover from a day of travel. Our son and daughter arrived soon after with their partners. There was plenty of room for us all. We spent most of our time in the family room just off the spacious kitchen. We enjoyed fires in the wood stove a couple of nights and there were intense games of Chinese Checkers played throughout the week! Occasionally the sounds of someone playing the piano would come from the living room. We made many breakfasts in the well equipped kitchen and one evening we made grilled chicken on the JennAire grill. We made two day trips to Boston. Driving to Boston was an easy trip. Another day trip was to York Harbor, Maine with many sights to see along the way. The rest of the week we enjoyed the area of Cape Ann. Hiking and bouldering in Dogtown was a highlight. We also enjoyed the walk out from the Gloucester lighthouse. Treasures to bring home were purchased in the downtown shops, (an easy walk from this home). In Gloucester we enjoyed visiting the brewery, and we had excellent food at all the restaurants we visited on Cape Ann. On our last night in Gloucester we went to the Seaport Grille, just down the hill from the house. We wish we had found this restaurant sooner during our stay, because we wanted to eat there again! We had a relaxing home to return to each day after our adventures. I can't think of anything I would change to make our experience with this owner and house better. I will definitely seek out this home again if my travels bring me back to Gloucester. Thank you, Kathy Eckles, for a great experience.
  • Submitted: May 10, 2015
  • Stayed: Apr 2015