Monthly Rentals in Wingaersheek Beach

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

Nearby monthly rentals

Guest favorite
Guesthouse in Gloucester
4.97 out of 5 average rating, 262 reviews

Annisquam Village Bunny Cottage

MeghanRating, 5 stars1 month ago
Doug's place was absolutely stunning and cozy. It was exactly as depicted in the photos. This wasn't exactly an issue but perhaps worth noting that parking can be a little tight due to the cluster of homes. However, we didn't have any problems with navigating the streets. All in all, it was very peaceful and the design of the home was very inspired. Doug was also a fantastic host and very communicative, providing recommendations and very clear instructions. I've bookmarked his place for a future visit.
Top guest favorite
Guest suite in Gloucester
4.98 out of 5 average rating, 283 reviews

PrivateBeach for 2 Adults, Gloucester MA SquishInn

MarylouRating, 5 stars6 months ago
It was a lovely cozy space with a very comfortable bed and the greatest shower ever! The beach is a few yards walk thru the dunes and it’s gorgeous. Everything was easy and so well done. Kitchen nook really worked for making breakfast. Gwen made us feel happily at home.
Guest favorite
Home in Gloucester
4.95 out of 5 average rating, 133 reviews

Views over Lobster Cove! July 4 week still open!

CarolRating, 5 stars7 months ago
Property was just as pictured, which I find extremely important. This spot is off the beaten path and quiet with a nice little walking bridge for a stroll. Close enough by car, to all the attractions of Glouchester when your ready to get out and about.
Guest favorite
Cottage in Gloucester
4.97 out of 5 average rating, 125 reviews

Sunny & private cottage in Lanesville Village

KimRating, 5 stars4 months ago
The cottage is cozy and comfortable, including the beds. It's in a quiet neighborhood yet very accessible to hiking trails, beaches, restaurants, and shops. Fiona was extremely friendly and helpful. She is definitely a Super Host! We would happy have stayed longer if we could have! For those who like to ride your bike: Rt. 127, the main road that goes around Cape Ann, is very narrow and has no shoulder, so I don't recommend planning to bike there.

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 vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.