Monthly Rentals in Heartbreak Hill

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
Apartment in Ipswich
4.97 out of 5 average rating, 150 reviews

Cozy Wade Carriage House Studio

ZoeyRating, 5 stars3 months ago
Perfect stay for family members who didn't fit in our house for the holidays! Walkable to town and close to all the North Shore has to offer.
Superhost
Apartment in Ipswich
4.85 out of 5 average rating, 276 reviews

Comfortable house, close to beach and downton IPSW

JosephRating, 5 stars3 weeks ago
Very cozy and convenient to local attractions as well as the Boston area. Will definitely stay again next time visiting the area.
Guest favourite
Home in Ipswich
4.89 out of 5 average rating, 100 reviews

Hillside Ocean View 2BR with Private Beach Access

TaniaRating, 5 stars1 week ago
We love Ipswich and are so glad to find this gem of Airbnb. Mark's communications are topnotched and he proactively checked in with us to ensure that everything is alright. The house has everything we needed and more....not just for short stays but equally suitable for longer stays too. The bed and pillows were very comfortable. The house heating system is very efficient and heats up the whole house quickly and comfortably for the few cold days we were staying there. My husband loved having a dedicated work space which had a beautiful water view. There were plenty of supplies in the kitchen, bathroom and laundry. Everything is very well thought out. It might be an older house but it's very quaint, cosy and quintessentially New England. Although we had several days of lousy weather.... we still managed to do plenty out of the few half days when the skies cleared out. Oh and thank you for the very lovely cranberry banana bread... its one of the best that we've ever eaten.
Top Guest favourite
Apartment in Ipswich
4.99 out of 5 average rating, 127 reviews

Unit 2~Garden Getaway Close to Beach & Downtown

RaviRating, 5 stars6 days ago
Denise is a great host! Very responsive and flexible. We had requested early check in and a little later checkout. She was flexible and worked with us which made our trip much more enjoyable. The property was well appointed and clean.

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.*

Book with confidence

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

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi 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.
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