Holiday rentals in Essex

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Essex

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

Renovated Barn, Sidewalk Stroll into Essex Village
SUPERHOST
Barn · 4 guests · 2 beds · 2 bathrooms

Renovated Barn, Sidewalk Stroll into Essex VillageWelcome to the River Barn in Essex, Connecticut: A Small Town Where History Lives On (NYT July 2019). 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.

Bungalow on the pond
SUPERHOST
Entire bungalow · 2 guests · 1 bed · 1 bathroom

Bungalow on the pondFishing blackhall pond... ... kayaks.. canoe on premises...life jackets and paddles ...great setting.. sunsets...quiet... peaceful slice of heaven. No extra charge for the Bullfrog!!!

Unique Coastal Chalet: Private Beach Community!
SUPERHOST
Entire chalet · 4 guests · 2 beds · 1 bathroom

Unique Coastal Chalet: Private Beach Community!Welcome to A Shore Thing beach chalet. This sparkling condition chalet located in a private beach community. Perfectly located for exploring the coastline or enjoying the beautiful sandy beach which is located within walking distance (approximately 3/4 of a mile).

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Essex holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Essex

SUPERHOST
  1. Entire cottage
  2. Lyme
Year-round Waterfront Contemporary/Antique Retreat
SUPERHOST
  1. Entire house
  2. Chester
Stunning Artisan Waterfall Escape, Walk Downtown
SUPERHOST
  1. Entire house
  2. East Lyme
PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC
SUPERHOST
  1. Private room
  2. Westbrook
Serene Getaway with Private Amenities
SUPERHOST
  1. Entire bungalow
  2. Old Lyme
Insta-worthy * Couples Retreat
SUPERHOST
  1. Entire house
  2. Chester
Unique, fun riverfront cottage
SUPERHOST
  1. Barn
  2. Old Lyme
Town's End Farm
SUPERHOST
  1. Entire cottage
  2. Chester
Brand new cottage "Beriozka" on Cedar Lake
SUPERHOST
  1. Entire house
  2. Chester
Chester Cottage Waterfall House
SUPERHOST
  1. Private room
  2. Westbrook
Coastal Getaway with Private Amenities
SUPERHOST
  1. Entire cottage
  2. Haddam
Private Cottage Retreat with Pool
  1. Entire cottage
  2. Madison
~Beach Getaway~ | Close to Town & Trails!
Show all

Nearby destinations