Essex vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Essex

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Rental unit in Essex

NEW! Downtown Essex Apartment - Steps to River!

Embrace the essence of small-town living at this renovated apartment in Essex, Connecticut. With all the character and charm of a historic home, this 1-bedroom, 2-bathroom vacation rental is perfect for couples and small groups to enjoy a quiet stay by the Connecticut River. Filled with ornate details, this converted unit now boasts modern comforts like WiFi and Smart TVs. Climb up to the widow’s walk to enjoy a view of the water or relax on the patio for a peaceful evening under the stars.

$166 per night

Home in Essex

Historic Essex Home w/ Large Yard Near Downtown!

Brimming with small-town charm, Essex should be the next stop on your bucket list! This inviting 2-bedroom, 1.5-bathroom vacation rental is loaded with country charm as well as a fully equipped kitchen and outdoor living space, making it the perfect home base for your next coastal getaway. Spend your days riding the famous steam train or hiking the scenic trails at a nearby state park, followed by evenings exploring the abundance of local shops, eateries, and attractions that make up Essex.

$204 per night

Barn in Essex

Renovated Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

$398 per night

SUPERHOST