Looking for house rentals in Massachusetts during the year? The off-season is a great time to enjoy Cape Ann and Boston’s North Shore. Atlantic Vacation Homes has many vacation rental homes that are available on a weekly or monthly basis between September and June at reduced rates. Find winter rentals in Gloucester MA, Rockport MA and beyond.
Check our featured Winter Rentals list below to submit an inquiry online or call our office at (855) 853-9143. For longer term & year round rentals, check our Long Term Rentals page.
Treehouse by the Sea
Gloucester MA Winter Rental
2 Bedrooms
1.5 Bathrooms
Sleeps 4
$1,650/mo plus utilities
Avail. 11/1/2020Learn More 
Lady Bug House
Rockport MA Winter Rental
2 Bedrooms
1 Bathroom
Sleeps 4
$1,800/mo, utilities included
PENDING
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Annisquam River Sunsets
Gloucester MA Winter Rental
2 Bedrooms
1 Bathroom
Sleeps 4
$2,000/mo, utilities included
PENDING
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Rocky Neck Lookout
Gloucester MA Winter Rental
2 Bedrooms
1 Bathrooms
Sleeps 4
$1,800/mo utilities included
Avail. 9/1/2020Learn More 
Todd Cottage
Rockport MA Winter Rental
2 Bedrooms
1.5 Bathrooms
Sleeps 4
$1,700/mo, plus utilities
Avail. 10/1/2020Learn More 
The John Butman House
Rockport MA Winter Rental
2.5 Bedrooms
2 Bathrooms
Sleeps 6
$2,200/mo, plus utilities
Avail. 8/15/2020Learn More 
Boulevard Bungalow
Gloucester MA Winter Rental
3 Bedrooms
2 Bathrooms
Sleeps 6
$2,000/mo, plus utilities
Avail. 11/1/2020Learn More 
Helena House
Gloucester MA Winter Rental
3 Bedrooms
3 Bathrooms
Sleeps 7
$2,200/mo, plus utilities
PENDING
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Sage Hill
Rockport MA Winter Rental
3 Bedrooms
3 Bathrooms
Sleeps 7
$2,800/mo, plus utilities
Avail. 10/1/2020Learn More 
Ships Bell
Gloucester MA Winter Rental
3 Bedrooms
2 Bathrooms
Sleeps 6
$2,700/mo, plus utilities
Avail. 10/5/2020Learn More 
The Garden House
Rockport MA Winter Rental
3 Bedrooms
2.5 Bathrooms
Sleeps 6
$2300/mo, plus utilities
PENDING
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Sunset Cove
Gloucester MA Winter Rental
2 Bedrooms
2.5 Bathrooms
Sleeps 6
$2500/mo, plus utilities
PENDING
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Seacroft
Rockport MA Winter Rental
5 Bedrooms
2.5 Bathrooms
Sleeps 10
$2,300/mo, plus utilities
PENDING
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Quarry Crest
Rockport MA Winter Rental
3 Bedrooms (in Winter)
2 Bathrooms
Sleeps 10
$2,100/mo, plus utilities
PENDING
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Straitsmouth Cove
Rockport MA Winter Rental
5 Bedrooms
2 Bathrooms
Sleeps 9
$3,000/mo, plus utilties
PENDING
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