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Essex, CT vacation rentals
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Best Vacation rentals and Airbnb offers in Essex, CT

Discover Family-Friendly Vacation Rentals in Essex, CT

These kid-friendly vacation rentals in Essex, CT keep you close to top city attractions for a stress-free family vacation.

1st Floor Westbrook Anchor | 2 Queen Beds | Ev Charger | Near Beach - Essex, CT
Essex, CT
07/23 – 07/26
$577/nighttotal: $1731 (3 )

1st Floor Westbrook Anchor | 2 Queen Beds | Ev Charger | Near Beach

2 4
apartment , Westbrook
This ground-floor apartment in Westbrook Center is a 4-minute drive from West Beach and less than 1 mile, or approximately 5,280 feet, from Westbrook Outlets.
This 540 square foot apartment accommodates up to 4 guests with 2 bedrooms, 1 bathroom, and features a full kitchen, air conditioning, dedicated parking, and is conveniently located near grocery stores, pharmacies, and gas stations.
Charming Country Retreat - Essex, CT
9.5 4 reviews
Essex, CT
08/17 – 08/29
$556/nighttotal: $6672 (12 )

Charming Country Retreat

1 6
apartment , Clinton
This secluded Clinton, IA home, nestled within a nature preserve and accessed via a long driveway, offers exceptional privacy and security.
The 3-bedroom, 2-bathroom house sleeps 8, features a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, and a large deck overlooking the surrounding nature preserve; amenities include high-speed internet access.
Woodsy Retreat With Fire Pit - Essex, CT
9.2 31 reviews
Essex, CT
07/23 – 07/26
$370/nighttotal: $1110 (3 )

Woodsy Retreat With Fire Pit

1 4
apartment , Westbrook
This pet-friendly apartment is in the heart of Westbrook, close to local landmarks. It has been rated excellent for its location, cleanliness, and user experience.
The apartment has 2 bathrooms and can accommodate up to 5 guests. It features a fully equipped kitchen, a private garden, and parking. Guests can enjoy free WiFi and amenities like a fridge, freezer, and dishwasher.
River Barn, Sidewalk Stroll Into Essex Village - Essex, CT
9.9 186 reviews
Essex, CT
07/23 – 07/26
$1015/nighttotal: $3045 (3 )

River Barn, Sidewalk Stroll Into Essex Village

2 4
farm , Essex
The River Barn is a charming farmhouse conversion located just a short distance from the Village of Essex and its picturesque waterfront. This property has consistently earned excellent ratings for its cleanliness, location, and overall guest experience.
This two-bedroom, two-bathroom farmhouse can accommodate up to four guests and features a modern kitchen, a dedicated office space with high-speed internet, a private fenced-in yard with a deck and fire pit, and luxurious amenities like organic toiletries and local coffee.

Best Essex, CT vacation rentals with parking

Old Lyme Pet Friendly Escape | Griswold Preserve - Essex, CT
10 1 review
Essex, CT
08/17 – 08/29
$662/nighttotal: $7944 (12 )

Old Lyme Pet Friendly Escape | Griswold Preserve

1 6
apartment , Old Lyme
This updated house is located less than 1 mile from Old Lyme's galleries and village district, backing onto a peaceful farm and the Griswold Preserve.
This residence offers 3 bedrooms, 2 bathrooms, and accommodates up to 6 guests with amenities including a wood-burning fireplace, in-unit laundry, and a gas grill, all within a peaceful setting with walking trails.
Old Lyme Pet Friendly Escape | Griswold Preserve + Beach Pass + Fireplace - Essex, CT
Essex, CT
08/17 – 08/29
$684/nighttotal: $8208 (12 )

Old Lyme Pet Friendly Escape | Griswold Preserve + Beach Pass + Fireplace

3 6
apartment , Old Lyme
This updated rental home is located under a mile from the galleries and village district of Old Lyme, backing onto a farm and the Griswold Preserve with walking trails.
This 1770 square foot residence accommodates up to 6 guests across 3 bedrooms and features a wood-burning fireplace, a full kitchen, a spacious backyard with outdoor seating and a grill, and laundry facilities.
Now Has Tv + Linens - Relaxing 4-bedroom Cottage In Westbrook, Ct At West Beach - Essex, CT
9.4 10 reviews
Essex, CT
08/17 – 08/29
$360/nighttotal: $4320 (12 )

Now Has Tv + Linens - Relaxing 4-bedroom Cottage In Westbrook, Ct At West Beach

4 6
cottage , Westbrook
This charming cottage is located in Westbrook Center, a short walk from West Beach and about 1.1 miles from the Shoreline East train station. It's a great option for families or groups looking for a comfortable and convenient place to stay near the beach. The cottage has received excellent user ratings, so you can be sure it's a good choice.
The cottage has four bedrooms and two bathrooms, with enough space to comfortably accommodate seven guests. Enjoy the outdoors with a protected porch, screened-in sleeping porch, enclosed side porch, and outdoor shower, as well as a large lawn perfect for family gatherings.
Peace Barn In The Heart Of The Ct River Valley - Essex, CT
9.1 38 reviews
Essex, CT
07/23 – 07/26
$518/nighttotal: $1554 (3 )

Peace Barn In The Heart Of The Ct River Valley

5 4
apartment , Deep River
The Peace Barn is a rustic retreat in Deep River, Connecticut, close to art and culture, state parks, and the Connecticut River. This studio has excellent user, location, and cleanliness ratings.
The studio can accommodate up to eight guests and has five bedrooms and two bathrooms. Enjoy a private 15-acre property with hiking trails, a camping area, a gazebo, open fields, meditation spots by the lake, and a 16x16 amphitheater.

Frequently Asked Questions about vacation rentals in Essex, CT

  • What other towns or cities can be easily accessed from Essex, CT?

    Essex is conveniently located near several other towns and cities. You can easily drive to Mystic, which is known for its aquarium and historic seaport. You can also visit New London, which has a vibrant downtown area and a beautiful waterfront. If you're looking for a bigger city, you can drive to Hartford, which is about an hour away.
  • What are the best Airbnb and vacation rentals in Essex, CT?

    Unique Apartment In Former Art Gallery, Historic Essex Home With Large Yard Near Downtown and Downtown Essex Apartment - Steps To River are the most popular Airbnb and vacation rentals in Essex, CT among travelers.

  • What amenities are commonly available in vacation rentals in Essex, CT?

    Vacation rentals in Essex typically offer a range of amenities, including fully equipped kitchens, comfortable bedrooms, and private bathrooms. Many rentals also have outdoor spaces like patios or decks, perfect for enjoying the fresh air. Some rentals might even offer additional amenities like fireplaces, hot tubs, or swimming pools.
  • What are the most popular Airbnbs in Essex, CT?

  • What time of year is best to rent a vacation rental Essex, CT?

    Essex is beautiful year-round, but the best time to visit really depends on your preferences. The summer months (June-August) are warm and sunny, perfect for swimming and enjoying the outdoors. Fall (September-November) is a beautiful time to visit, with vibrant foliage and cooler temperatures. Spring (April-May) is a great time to visit for a quieter experience, and you can enjoy the blooming flowers and the warmer weather.
  • What are the best vacation rentals with a pool in Essex, CT?

    The best vacation rental with a pool in Essex, CT is Privateers Boathouse (Village Waterfront).

  • What are the best rentals for families and kids in Essex, CT?

Destinations nearby

Top Vacation Rentals with Balconies in Essex, CT

Enjoy your own private terrace with city skyline views at these vacation rentals in Essex, CT.

Quarry House: Mid-century Modern - Essex, CT
9.0 2 reviews
Essex, CT
07/23 – 07/26
$1279/nighttotal: $3837 (3 )

Quarry House: Mid-century Modern

4 4
apartment , Haddam
This Haddam, Connecticut home, known as the Quarry House, sits atop a hill near the Connecticut River, offering easy access to attractions like the Goodspeed Opera House and the East Haddam Historical Society Museum.
The 2170-square-foot mid-century modern residence boasts four bedrooms, three bathrooms, and accommodates eight guests, featuring a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and proximity to the Sundial Herb Garden and Kidcity Children's Museum.
Postcard Cabins Machimoodus, Outdoor Collection By Marriott Bonvoy - Essex, CT
9.5 205 reviews
Essex, CT
08/17 – 08/29
$760/nighttotal: $9120 (12 )

Postcard Cabins Machimoodus, Outdoor Collection By Marriott Bonvoy

3 6
cabin , East Haddam
This East Haddam cabin rental is conveniently located in a regional park, 0.7 miles from Machimoodus State Park and within 6 miles of the Goodspeed Opera House and Comstock Bridge.
The pet-friendly cottage features a kitchenette with a stovetop, a private shower, a desk, a patio, and free parking; nearby attractions include Gillette Castle State Park and Cockaponset State Forest.
The Nest At Black Hall - Essex, CT
Essex, CT
07/23 – 07/26
$575/nighttotal: $1725 (3 )

The Nest At Black Hall

1 4
apartment , Old Lyme
This Old Lyme studio offers a prime waterfront location adjacent to a golf course, with the Florence Griswold Museum and Connecticut Valley Railroad State Park Trail nearby.
This 950 sq ft studio apartment accommodates up to 4 guests and features air conditioning, internet, a balcony, and garden access, with kayaking and ecotours available in the vicinity.
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included - Essex, CT
Essex, CT
07/23 – 07/26
$417/nighttotal: $1251 (3 )

Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included

1 4
apartment , Westbrook
This 1-bedroom, 1-bathroom apartment in Westbrook Center is located 4 minutes from West Beach and less than 1 mile (approximately 5,280 feet) from Westbrook Outlets, offering central access to Route 1 for day trips and proximity to attractions like the Connecticut Valley Railroad State Park. This 540 square foot dwelling accommodates up to 4 guests with air conditioning, a full kitchen including a dishwasher, and off-street parking with a Level 2 EV charger.

Find the Best Dog-Friendly Vacation Rentals in Essex, CT

Discover pet-friendly vacation rentals in Essex, CT that prioritize comfort for both you and your dog.

The Connecticut Cottage Historic Modern Charm - Essex, CT
Essex, CT
07/23 – 07/26
$588/nighttotal: $1764 (3 )

The Connecticut Cottage Historic Modern Charm

2 4
cottage , Clinton
This restored 1790s stone house in Clinton offers a prime shoreline location, just a 5-minute drive to Clinton Outlets and Town Beach, and within walking distance of the Allis-Bushnell House and Museum and Hyland House Museum.
This cottage accommodates up to 4 guests in 2 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and parking, with easy access to Madison Beaches (10 miles), Old Saybrook Historic Downtown (15 miles), Mystic Seaport (30 miles), and New Haven (20 miles).
“11:11” 🙏 Updated Stylish Retreat 🌊 2 Mi To Beach - Essex, CT
9.9 82 reviews
Essex, CT
07/23 – 07/26
$728/nighttotal: $2184 (3 )

“11:11” 🙏 Updated Stylish Retreat 🌊 2 Mi To Beach

4 4
apartment , Clinton
This four-bedroom house is located in Clinton, just two miles from the beach and close to grocery stores, restaurants, and outlet shopping. The apartment has received excellent ratings for location, cleanliness, and user experience.
This spacious home comfortably accommodates six guests and features a well-equipped kitchen, a sunroom, a large backyard, and a four-season enclosed porch. Enjoy the serene atmosphere, natural light from skylights, and the convenience of on-site parking and internet access.
The Dragon Fly Garden - Essex, CT
9.6 139 reviews
Essex, CT
07/23 – 07/26
$444/nighttotal: $1332 (3 )

The Dragon Fly Garden

1 4
apartment , Westbrook
This Westbrook apartment is located just off the trailhead to the Cocaponsette State Forest, across from Messerschmidt Pond and three miles from the saltwater marsh waterway, offering a tranquil escape into nature. The apartment consistently receives excellent ratings for cleanliness, location, and user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to five guests. Amenities include a fully equipped kitchen, internet access, parking, and pet-friendly accommodations, allowing for enjoyable outdoor activities like hiking, mountain biking, boating, and golfing.
Essex Village Carriage House - Essex, CT
9.9 15 reviews
Essex, CT
07/23 – 07/26
$541/nighttotal: $1623 (3 )

Essex Village Carriage House

1 4
apartment , Essex
This newly renovated Essex house, located atop Essex village, is a two-minute walk from Essex's downtown area, offering easy access to shops and restaurants.
The one-bedroom home features an open-concept design, sleeps four guests with two twin-size sofa beds, and includes a fully equipped kitchen with a refrigerator, freezer, microwave, and dishwasher, plus air conditioning and a fireplace.
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