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Ipswich, MA
Generally Investor Friendly

Short-term rentals (STRs) are currently allowed in Ipswich, MA. The Town of Ipswich has implemented a new mandatory safety inspection requirement effective July 1, 2025 that applies to all STRs, including Airbnb-style rentals for stays not longer than 30 days. Investors must obtain a Certificate of Inspection from the Building Department before or at the time of operation. Additionally, Massachusetts’ Affordable Homes Act (2025) now permits accessory dwelling units (ADUs) up to 900 square feet by-right in single-family districts statewide. While ADUs are permissible, municipalities—including Ipswich—may impose additional restrictions, including whether ADUs may be used as STRs. Ipswich is currently updating its local bylaws to align with state law; local rules may change following future town meetings and could affect ADU use as STRs.
Ipswich hosts earn a median $36,117/year with $224 ADR and 65% occupancy.
Top performers pull in $46,163+ per year.
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Ipswich is a historic coastal town in Essex County, Massachusetts, home to roughly 13,000 to 14,000 residents. Set along the Atlantic just north of Boston, it is widely regarded as one of New England's most architecturally intact colonial towns, with a stock of First Period homes that is among the largest in the country. The town carries a quiet, small-scale New England character—leafy streets, a compact downtown, working salt marshes, and an agricultural feel—while serving as a popular gateway to the Massachusetts North Shore. Boston sits about thirty miles to the south, reachable by car or commuter rail, while the harbors and galleries of Cape Ann are only a short drive to the east.
A signature draw is the Crane Estate, the former summer property of the Crane family, whose landscaped grounds and early twentieth-century mansion at Castle Hill overlook Ipswich Bay. Managed by The Trustees of Reservations, the property shares its long, dune-backed stretch of Atlantic shoreline with Crane Beach, roughly a five-minute drive from the town center. The combination of rolling lawns, walking trails, formal gardens, and a broad sandy beach makes this one of the most visited historic landscapes on the North Shore.
A short drive inland, the Ipswich River Wildlife Sanctuary protects more than two thousand acres of wetlands, forest, and former farmland along the Ipswich River, with over twelve miles of trails used for hiking, cross-country skiing, and wildlife watching. Run by Mass Audubon, the sanctuary offers a calm, wooded counterpoint to the coastal scenery, with herons, beavers, and river otters among the species that draw birders and families year-round.
Downtown Ipswich is itself a destination, lined with brick storefronts, a nineteenth-century meeting house, and a remarkable concentration of First Period houses that includes the John Whipple House on the South Green, the best-documented and oldest surviving home in town. Visitors come for the antique shops, independent bookstores, and the unhurried rhythm of a New England town center that has changed little in generations.
A few miles south, Appleton Farms, the oldest continuously operating farm in America, opens more than a thousand acres of rolling pasture, woodland, and crop fields to the public. The property combines a working dairy and farm store with miles of multi-use trails, offering another side of the Ipswich experience—pastoral, family-friendly, and rooted in the agricultural heritage of the region.
Together, these natural and historic assets give Ipswich a layered appeal that suits both short beach getaways and longer North Shore vacations. Its blend of protected coastline, wildlife habitat, working farmland, and one of the country's most authentic colonial town centers, all within easy reach of Boston, makes it a versatile base for travelers and a fitting setting for a short-term rental that speaks to first-time visitors and returning New Englanders alike.
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