Monthly Rentals in Annisquam River

Discover long-term rentals that feel like home, for stays of a month or longer.

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Top Guest favourite
Guesthouse in Gloucester
4.96 out of 5 average rating, 269 reviews

Annisquam Village Bunny Cottage

ElizabethRating, 5 stars2 weeks ago
Beautiful one night stay to celebrate my best friend’s birthday. Doug let us check in earlier on Friday as no guests there before us. That was a huge bonus as We went for a four mile walk after we got there then walked to a later dinner. Home is so cozy ~ we had a drink out front on the orange chairs and then wandered out back with the beautiful string lights and private space. It was Exactly as described and in a quiet neighborhood. The shutters on the port window upstairs were beautiful. As were all the small Touches such as the shades and the heart shaped rocks ! Next day we drove to Rockport, found Halibut state park and ate at My place by the Sea. Trip was fabulous and Doug’s place was the perfect spot. The shower was luxurious !!
Guest favourite
Condo in Gloucester
4.96 out of 5 average rating, 157 reviews

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

SteveRating, 5 stars2 weeks ago
What more can I say that hasn't already been said by other guests? The place was perfect for our 35th anniversary get-a-way. Darryl was so on top of things. We had a question and it was answered within 2 minutes. He really is a SUPER HOST.
Top Guest favourite
Guest suite in Rockport
4.98 out of 5 average rating, 688 reviews

Halibut Point State Park. Nature Lovers Retreat

ColemanRating, 5 stars1 week ago
Soul rest! That is what my wife and I felt while we were at Emily’s place. It was quiet, a place to breathe and feel embraced by the surroundings. All the wildlife made for enjoyable watching and added greatly to the simple and restful atmosphere. Being right next door to Halibut Point State Park and the beautiful New England seashore offered space to walk and enjoy. Emily was a fantastic host! She was very responsive, helpful and kind. She gave us all the privacy we wanted but made sure she was available when needed. We loved our time here and hope to return.
Guest favourite
Apartment in Gloucester
4.97 out of 5 average rating, 117 reviews

Beautifully remodeled unit in heart of Gloucester

BillRating, 5 stars3 weeks ago
The reserved parking place at the church really made a difference. It was nice being able to walk to the Beauport Hotel and downtown waterfront Gloucester.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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*Some exclusions may apply in certain geographies and for some properties.