North Shore Massachusetts Vacation Rentals

Compare 26 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 21 House rentals
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Cottages

View 2 Cottages
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Studios

View 2 Studios

Popular amenities for North Shore Massachusetts vacation rentals

Popular
Dog-friendly Hot tub Internet
Longview House
4 Bedroom | 2.5 Bath | Sleeps 9

Longview House - Gloucester, MA

$330 avg / night
(excludes fees and taxes)
4.5 (10)
Vintage Rockport Escape
3 Bedroom | 2 Bath | Sleeps 6

Vintage Rockport Escape - Rockport, MA

$221 avg / night
(excludes fees and taxes)
4.48 (128)
Great Ledges Studio
0 Bedroom | 1 Bath | Sleeps 2

Great Ledges Studio - Rockport, MA

$139 avg / night
(excludes fees and taxes)
4.82 (11)
Paula's Suite
2 Bedroom | 2 Bath | Sleeps 4

Paula's Suite - Gloucester, MA

$267 avg / night
(excludes fees and taxes)
4.77 (31)
Point Radio Cottage
1 Bedroom | 1.5 Bath | Sleeps 4 (2 Adults Max)

Point Radio Cottage - Gloucester, MA

$335 avg / night
(excludes fees and taxes)
4.83 (58)

View 21 more homes

Browse more vacation rental amenities in North Shore Massachusetts

Electric vehicle charger | Ocean view | Oceanfront | Riverfront | Sound view | Soundfront | Water view | Waterfront | A/C | Fireplace

Recent North Shore Massachusetts guest reviews

We loved the art. The home radiated beauty and love. It is so clear how deeply the owners must care about this space.
Kermit M. | May 2026
This was a gorgeous home full of character. We enjoyed our honeymoon here and the top floor room with the tub was amazing! The only things I would note are, having a TV in the top floor room would have been amazing and there was a stair on the top floor staircase that felt like it was going to cave in, so we avoided that step just as an FYI!
Madison W. | May 2026
We just did a short 2 night stay with the kids and our small dog, but we would love to return. The views are amazing and it feels so quiet and private, even though it’s only a few mins walk to parks and beaches. There’s so much to do, so close by. The landscaping and outdoor spaces are incredibly stunning. Very special place to stay while in Gloucester!
Vicky G. | May 2026
North Shore Massachusetts vacation rental FAQ

Yes, 8 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. 26 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

Nearby destinations

New England   |   Plum Island   |   Gloucester   |   Rockport   |   Manchester-by-the-Sea   |   Ipswich   |   Newburyport   |   Newbury   |   Massachusetts
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