Discover a selection of 500 vacation rentals in Essex, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $182 per night, and houses and cottages are popular options for a stay in Essex. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Essex
Destination guide

Take in the waterfront beauty of Essex

The riverfront and wildlife provide a pleasant backdrop to your vacation home in Essex. This city is well-known for its boating and bars. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

Activities and attractions in and around Essex

Do you want to discover attractions to visit while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Essex a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Essex Steam Train (0.1 mi / 0.1 km)
  • Chamard Vineyards (7.9 mi / 12.7 km)
  • Machimoodus State Park (10.8 mi / 17.3 km)
  • Dinosaur Place at Nature's Art (11.1 mi / 17.8 km)
  • Bishops Orchard and Winery (15.6 mi / 25.1 km)
  • Kontokosta Winery (16.4 mi / 26.4 km)
Natural features

Exploring the natural landscape of Essex

Whether you're looking for fun outdoor activities or just want to take in the scenery, Essex is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Goose Island (3 mi / 4.9 km)
  • Crystal Lake Town Park (3.6 mi / 5.8 km)
  • Harvey's Beach (5.4 mi / 8.6 km)
  • Gillette Castle State Park (5.4 mi / 8.8 km)
  • Rocky Neck State Park (9.3 mi / 14.9 km)
  • Devil's Hopyard State Park (9.3 mi / 15 km)
How to get there

How to get to and around Essex

The nearest airport is in Bradley Intl. Airport (BDL), located 42.6 mi (68.5 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 25.8 mi (41.6 km) away.

What are the top vacation rentals in or near Essex?

Whether you're after a cozy escape for you and your honey or somewhere spacious to fit friends and family, you'll find some top vacation rentals in and around Essex. Here are a couple to get you inspired:

  • "Classic Lake House With Private Waterfront" is a hit with guests. Around 18 miles from Essex, it has 3 bedrooms and loads of handy amenities, including a kitchen and a water park.
  • Alternatively, unpack your bags at "Beachfront Classic New England Home With Direct Views Of Long Island Sound". Around 6 miles from the heart of Essex, it has 5 bedrooms and features a barbecue grill and a balcony.

For even more great options, use the search bar at the top of the page to find the perfect Essex vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Essex?

Escape the treadmill of daily life at one of our weekend getaways in or near Essex. Whether you'd like to catch up with pals or spend quality time with the fam, we'll have something to suit your needs. Try these top-rated properties on for size:

  • "Renovated Barn, Sidewalk Stroll Into Essex Village And Marina" is perfect for a long weekend of fun and relaxation. It comes with a range of amenities, such as a TV and a playground, and is located roughly 1 mile to the southeast of Essex.
  • Or, throw a spare set of clothes into your bag and enjoy a mini break at "Mansion On The Hill". This top property is around 2 miles north of Essex and comes with internet services and a washing machine.

Can I find studio apartments for rent in and around Essex?

Studio apartments may be small in size, but they pack a mighty punch when it comes to location and convenience. Unpack your bags and settle into one of these welcoming studio apartments in and around Essex:

  • Get away on your own or take a buddy along to "Marina Guest House". You'll have plenty of amenities to make your stay comfortable, including a kitchen and a nearby beach.
  • "Cottage At The Marina" is another superb stay, providing all you could want for a great Essex escape. Handy amenities here include heating and a kitchen.

Can I find short term rentals in or near Essex?

From simple studio apartments to extravagant houses, Vrbo has your mini vacation sorted. Here are some of our favorite stays in and around Essex:

  • Within close reach of central Essex, "100’ Of Deep Water Dock" rolls out the welcome mat for short-term guests. When you're not enjoying your cozy digs, get out and discover everything that's around you.
  • Alternatively, spend a couple of relaxing nights at "Gorgeous Top Floor, High Ceiling And Brand New Apartment". This comfy, centrally located property makes it easy to explore the area's sights.

What are the best romantic weekend getaways in or near Essex?

Nothing says "I love you" quite like a romantic weekend together. If you'd like to spend a couple of nights away with your honey, we've got some romantic getaways in and around Essex that will get your heart racing:

  • Put on some mellow music and chill together at "Classic Lake House With Private Waterfront". Around 18 miles from Essex, this property has everything you need for a romantic getaway, including a fireplace and winery tours.
  • Another option where you can spend a few idyllic days together is "Beachfront Classic New England Home With Direct Views Of Long Island Sound". Located around 6 miles from Essex, beauty services and a fireplace add to the ambiance here.

Are there mansions for rent in or near Essex?

If you're looking for somewhere to reconnect with your nearest and dearest this vacation, why not a place with a little glitz and glamour? These mansions for rent in or near Essex will easily fit your entire crew while doing it in style:

  • Located 13 miles to the northwest of Essex, "Historic Mansion 1841" is the place to go to unwind and relax in luxury. Amenities offered here include a firepit and a garden.
  • With a fireplace, golf and a host of other awesome amenities, "Magnificent Victorian Mansion On Bashan Lake Connecticut Direct Lakefront" will get your squad's stamp of approval. This opulent stay is roughly 10 miles to the north of Essex.

What are the best large group vacation rentals in or near Essex?

Big groups mean massive fun. They also mean finding someplace that'll effortlessly fit your whole squad. Browse our large group vacation rentals in or around Essex and spend time with your favorite people under one roof:

  • Offering space, comfort and privacy, you'll get everyone's seal of approval at "Beachfront Classic New England Home With Direct Views Of Long Island Sound". Up to 12 people can be accommodated at this escape which has 5 bedrooms, a garden and a fireplace. It's around 6 miles to the south of Essex.
  • "5 Bedroom Cottage Steps From The Beach @ Great Hammock Beach" is another impressive option. It's around 5 miles to the south of Essex, has 5 bedrooms and accommodates up to 12 guests. A kitchen and a beach view are among the things designed to make your group getaway more comfortable.

What are the best houses for rent with a pool in or near Essex?

Of all the conveniences a vacation rental can offer, a pool is one of the most desired. Browse these houses for rent with a pool in or near Essex and spend your days splashing around. Just remember to bring your inflatable doughnut:

  • Treat the gang to an unforgettable stay at "A Saybrook Manor Vacation Beach House". There's plenty to love about this getaway apart from its pool, such as a nearby bay and a kitchen.
  • Alternatively, spend your break at "Chalker Beach - Old Saybrook Beach House". Along with a refreshing pool, make use of outdoor furniture and a TV.

Don't know how to pack your bags for your Essex break? This leading destination has an oceanic climate. During summer, you can expect average temperatures ranging from 65 ºF to 80 ºF. Look up our selection of Essex vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more ideas about where to stay.

What are the best large family vacation rentals in or near Essex?

Whether you're escaping with the kiddos or you're taking your cousins, aunts and uncles along, family vacations equal fun. These large rentals in and around Essex have room for everyone — and everything you need to keep them all happy:

  • Make your visit one you won't forget at "One Bedroom Apartment With Balcony And Sea View Maslenica". This getaway has 3 bedrooms, can fit up to 10 guests and features lots of handy amenities, including coffee and tea making facilities and a garden. It's around 18 miles north of Essex.
  • "Beachfront Classic New England Home With Direct Views Of Long Island Sound" is another property your guests will love. Invite as many as 12 people to this escape which comes with 5 bedrooms, a kitchen, a dishwasher and more. It's located 6 miles to the south of central Essex.

It may be tempting, but don't spend your entire vacay relaxing indoors. Get out and explore the area's family-friendly attractions, starting with Stay and Play LLC.

Can I find two-bedroom vacation rentals in or near Essex?

You sure can! From trendy apartments to cozy cabin retreats, Vrbo offers a selection of vacation rentals. Small families will love these two-bedroom properties in or near Essex:

  • With a garden and a kitchen, "Renovated Barn, Sidewalk Stroll Into Essex Village And Marina" has everything you need for a superb stay. Unpack your luggage and then venture out and explore the neighborhood.
  • "Historic Essex Home With Large Yard Near Downtown" is another terrific two-bedroom rental in the Essex area. It comes packed with useful amenities like a kitchen and a garden.