North Shore Massachusetts Vacation Rentals

Compare 32 vacation rentals.
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Make North Shore Massachusetts your next getaway

Explore our vacation rentals in North Shore Massachusetts. Our private accommodations include everything you need to have the perfect getaway, whether you're here for a family vacation, couples retreat, or making memories with friends.

Top North Shore Massachusetts property types

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House rentals

View 25 House rentals
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Apartments

View 2 Apartments
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Cottages

View 2 Cottages

Popular amenities for North Shore Massachusetts vacation rentals

Popular
Dog-friendly Hot tub Internet
Paula's Suite
2 Bedroom | 2 Bath | Sleeps 4

Paula's Suite - Gloucester, MA

$210 avg / night
(excludes fees and taxes)
4.77 (31)
Great Ledges Studio
0 Bedroom | 1 Bath | Sleeps 2

Great Ledges Studio - Rockport, MA

$111 avg / night
(excludes fees and taxes)
4.8 (10)
Longview House
4 Bedroom | 2.5 Bath | Sleeps 9

Longview House - Gloucester, MA

$246 avg / night
(excludes fees and taxes)
4.38 (8)
La Casa De La Playa
5 Bedroom | 3 Bath | Sleeps 10

La Casa De La Playa - Gloucester, MA

$1,077 avg / night
(excludes fees and taxes)
Bianca's House
2 Bedroom | 1 Bath | Sleeps 4

Bianca's House - Gloucester, MA

$122 avg / night
(excludes fees and taxes)
3.94 (18)

View 27 more homes

Recent North Shore Massachusetts guest reviews

Unusual decor was a positive
Bill R. | Dec 2025
7 adults and one almost 11 year old had a fantastic Thanksgiving holiday at the Longview House. The Vacasa team left us a lovely note along with coffee, treats, AND a roasting pan. Very thoughtful! The house was immaculate. The beds were comfortable. All of the linens and towels were in great shape. The location was so convenient. We walked down to the Rhumb Line and back to see some live music. Got lobsters, crabs and oysters from the Cape Ann Lobsterman and hiked in the Ravenswood Park. We will be back for sure!
Elizabeth M. | Nov 2025
This is a wonderful home. We 😍 😍 😍 it!!
Barbara L. | Nov 2025
North Shore Massachusetts vacation rental FAQ

Yes, 11 of our North Shore Massachusetts homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 32 of our North Shore Massachusetts vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our North Shore Massachusetts vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local North Shore Massachusetts team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for North Shore Massachusetts, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning