Essex, MA, USA

Essex, MA, USA

We found 502 vacation rentals — enter your dates for availability


Find the best place to stay — Essex

Where to stay around Essex, MA?

Our 2018 property listings offer a large selection of 502 vacation rentals near Essex. From 277 houses to 77 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Essex for a holiday or a weekend are on HomeAway.

Essex is a quaint old sea dog

It was the Puritan descendants of the first passengers to the New World that settled Essex to begin with. Then, the town boomed as an important fishing hub on the North Shore. These days it's an old sea dog full of history and heritage, touting enchanting antiques emporiums in old 19th-century mariner mansions, and a medley of salty New England seafood joints. Throw in those homey Essex vacation rentals, some with views over the Atlantic bays, others with cozy lounges and decks, and it's easy to see how anyone could be content vacationing in this corner of MA.

Watery adventures in Essex

You can start by getting wet, just like the sailors of old did up and down the North Shore coast of Massachusetts. You can go out to the Atlantic and SUP between the Cape Ann coves. You can go up the Essex River on guided wildlife spotting tours by boat. And you can kayak through the estuaries, birding and basking in the New England countryside as you go. Then there's Essex's famous wealth of hawker antique shops and vintage emporiums – perfect haunts for the intrepid bargain hunter.

Ships and centuries-old homes in Essex

No trip to salt-washed Essex could possibly be complete without at least a short jaunt through the intriguing exhibits of the Essex Shipbuilding Museum. It's packed with centuries-old tools and navigation equipment used on the schooners that once drifted in and out of the local harbor. From there, it's on to the "time-stood-still" relic that is the Choate House over on Choate Island. It dates from the 1730s and promises a journey into the past. Cogswell's Grant is another historic must, brimming with curious decorative arts and trinkets.

Easy summer living in Essex

With all that boating and kayaking and river cruising on the menu, you'll surely want to visit Essex when the New England sun is shining and the weather's pleasantly warm. That means coming in the summertime. Booking Essex vacation rentals between the months of May and September is the best bet for a trip when the temperatures are between 70 and 80, and for getting the driest conditions for hitting the waters of Cape Ann. Winter might mean some great deals on stays, but as much as 26 inches of snow falls between November and April here.

Essex eases into the Atlantic

With the rocky coast of Cape Ann close by, and the winding creeks and wetlands that come off its eponymous river to the north, Essex is a place surrounded by water. You can get Essex vacation rentals that have sweeping views over the cobalt-blue bays on the Atlantic Ocean, or you can get little boltholes nestled between the waterways around Choate Island. Wherever you are, the landscapes are soft and blustery, with plenty of seabirds and sandbanks, dune habitats and marine wildlife to look out for.