Essex holiday rentals

We found 706 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Essex that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Essex

Showing deals for:15 Jan - 22 Jan

Dining
Outdoor deck #2 next to master suite
Room
Water views from master suite
Exceptional
(64 reviews)

Elevate your New England beach retreat experience - Mystic / Foxwoods / Mohegan

Groton

8% off
AU$8,270
for 7 nights, 1 home
AU$1,181 per night
includes taxes & fees
Elevate your New England beach retreat experience - Mystic / Foxwoods / Mohegan
Dining
Exterior
Interior
Room
Exceptional
(68 reviews)

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Westbrook

8% off
AU$10,224
for 7 nights, 1 home
AU$1,461 per night
includes taxes & fees
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Living Room
Outdoor sitting area
Living Room
Entrance
Exceptional
(21 reviews)

Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace

New London

8% off
AU$9,492
for 7 nights, 1 villa
AU$1,356 per night
includes taxes & fees
Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace
Interior
Exterior
Living area
Exterior detail
Exceptional
(56 reviews)

2Bdr Beachfront; 11B second floor, Old Colony Beach , CT

Old Lyme

8% off
AU$3,650
for 7 nights, 1 cottage
AU$521 per night
includes taxes & fees
2Bdr Beachfront; 11B second floor, Old Colony Beach , CT
Main Kitchen/Dining/Living Room
Main Kitchen/Dining/Living Room
Relaxing Pond on property
Main Kitchen/Dining/Living Room
Exceptional
(9 reviews)

Luxury Beach House in Giants Neck Beach - Perfect for Large Families!

Niantic

8% off
AU$7,852
for 7 nights, 1 home
AU$1,122 per night
includes taxes & fees
Luxury Beach House in Giants Neck Beach - Perfect for Large Families!
Kitchen
Front of House
Side of House with outdoor shower to rinse off from the beach.
Living Room
Exceptional
(11 reviews)

4 BED/2 BATH -PRIVATE BEACH: OLD COLONY

Old Lyme

7% off
AU$6,978
for 7 nights, 1 home
AU$997 per night
includes taxes & fees
4 BED/2 BATH -PRIVATE BEACH: OLD COLONY
LIVINGROOM
FOYER
MAIN ENTRANCE
KITCHEN
Exceptional
(58 reviews)

Historical New England coastal holiday home-2 min. from Ocean Beach

New London

8% off
AU$11,869
for 7 nights, 1 home
AU$1,696 per night
includes taxes & fees
Historical New England coastal holiday home-2 min. from Ocean Beach
Room
Interior
Interior
Living area
Exceptional
(54 reviews)

Large Charming Historic House close to Beaches

Clinton

7% off
AU$4,673
for 7 nights, 1 home
AU$668 per night
includes taxes & fees
Large Charming Historic House close to Beaches
Living area
Winter afternoon from the boathouse
Ipe deck in the morning sun
Winter blaze
Exceptional
(6 reviews)

Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet

Old Lyme

16% off
AU$8,580
for 7 nights, 1 home
AU$1,226 per night
includes taxes & fees
Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet
Living area
Exterior
Private kitchen
Room
Exceptional
(5 reviews)

Charming 4-bedroom house with AC, WiFi in New London. Walk to the beach!

New London

8% off
AU$4,095
for 7 nights, 1 home
AU$585 per night
includes taxes & fees
Charming 4-bedroom house with AC, WiFi in New London. Walk to the beach!
Dining
Beach
Living area
Room
Wonderful
(5 reviews)

PRIVATE BEACH: A PALACE IN PARADISE @ NIANTIC W/ 6 QUEENS 1 TWIN BED

Niantic

11% off
AU$5,812
for 7 nights, 1 home
AU$830 per night
includes taxes & fees
PRIVATE BEACH: A PALACE IN PARADISE @ NIANTIC W/ 6 QUEENS 1 TWIN BED
Interior
Dining
Exterior
Outdoor dining
Exceptional
(10 reviews)

Cheerful 3bd Cape yards from beach/ river access

Waterford

7% off
AU$4,465
for 7 nights, 1 home
AU$638 per night
includes taxes & fees
Cheerful 3bd Cape yards from beach/ river access
Room
Beach
Living area
Private kitchen
Exceptional
(35 reviews)

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

Clinton

11% off
AU$5,915
for 7 nights, 1 home
AU$845 per night
includes taxes & fees
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Exterior detail
Living area
Dining
Outdoor dining
Exceptional
(41 reviews)

Cottage near the beach

Niantic

7% off
AU$2,522
for 7 nights, 1 cottage
AU$360 per night
includes taxes & fees
Cottage near the beach
Room
Beach
Interior
Living area
Exceptional
(37 reviews)

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC W/ 6 QUEENS 1 FULL BED

Niantic

11% off
AU$5,812
for 7 nights, 1 home
AU$830 per night
includes taxes & fees
PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC W/ 6 QUEENS 1 FULL BED
Living room, bathed in morning light
Back deck
Kitchen
Interior
Wonderful
(91 reviews)

Historic New England home ,Reunions Beach pass

Guilford

8% off
AU$3,716
for 7 nights, 1 home
AU$531 per night
includes taxes & fees
Historic New England home ,Reunions Beach pass
Dressings.
Dining and living room
Apartment located on the second floor
Living room with 55-inch smart Tv
Exceptional
(57 reviews)

The Town line apartment

Waterford

7% off
AU$1,881
for 7 nights, 1 apartment
AU$269 per night
includes taxes & fees
The Town line apartment
master bedroom, king bed.
Interior
Home from the water. (Blue house in center of photo)
(new photo 6/25/2011)
Exceptional
(54 reviews)

Beautiful Waterfront Beach House for Family Vacations

Branford

8% off
AU$8,765
for 7 nights, 1 home
AU$1,252 per night
includes taxes & fees
Beautiful Waterfront Beach House for Family Vacations
Many-a-guest has enjoyed a nice chardonnay from the Adirondack chairs.
The new splash pad will be a hit with the little ones.
Welcoming living room for quiet conversations.
Special sunsets overlook the harbor and the Lobster Pound.
Exceptional
(34 reviews)

Great home walkable to everything!

Guilford

8% off
AU$5,903
for 7 nights, 1 home
AU$843 per night
includes taxes & fees
Great home walkable to everything!
Very large upstairs bedroom with King bed.   portable bed option; 2 dressers
new kitchen in 2017
Back of house with large deck/ BBQ grill
back deck with table/umbrella/chairs
Exceptional
(13 reviews)

Discover Clinton charm, near premium outlet shopping and private beaches

Clinton

16% off
AU$3,714
for 7 nights, 1 home
AU$531 per night
includes taxes & fees
Discover Clinton charm, near premium outlet shopping and private beaches
Room
Exterior detail
Room
Room
Exceptional
(6 reviews)

Comfort room

New London

8% off
AU$823
for 7 nights, 1 room
AU$118 per night
includes taxes & fees
Comfort room
Bedroom 2
Interior
Exterior detail
Entryway
Exceptional
(34 reviews)

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Waterford

8% off
AU$2,639
for 7 nights, 1 cottage
AU$377 per night
includes taxes & fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Deck
Exterior
Loft View of Living Room
Dining
Exceptional
(92 reviews)

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Clinton

7% off
AU$1,948
for 7 nights, 1 cottage
AU$278 per night
includes taxes & fees
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Chef's kitchen with cooking supplies, large island, and ample cabinet space.
Enter into the open floor plan with updated kitchen, living, and family room.
Gateway to tranquility at the private beach is only a 5 minute walk.
Covered patio is well lit with overhead lighting.
Exceptional
(84 reviews)

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

Westbrook

8% off
AU$5,603
for 7 nights, 1 home
AU$800 per night
includes taxes & fees
UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Take in the waterfront beauty of Essex

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

Activities and attractions in and around Essex

Are you hoping to find attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Essex a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Dinosaur Place at Nature's Art (10.8 mi / 17.4 km)
  • Machimoodus State Park (10.8 mi / 17.4 km)
  • Kontokosta Winery (16.4 mi / 26.4 km)
  • Chamard Vineyards (8.2 mi / 13.3 km)
  • Chatfield Hollow State Park (10 mi / 16 km)
  • The Book Barn (10.2 mi / 16.3 km)

Exploring the natural landscape of Essex

Whether you're looking for adventure or just want to spend some time taking in the scenery, Essex is a great spot to appreciate mother nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Goose Island (2.8 mi / 4.5 km)
  • Harvey's Beach (5.3 mi / 8.6 km)
  • Westbrook Town Beach (5.8 mi / 9.4 km)
  • Clinton Town Beach (8.4 mi / 13.5 km)
  • Hammonasset Beach (10.3 mi / 16.6 km)
  • McCook Point Beach (10.7 mi / 17.2 km)

How to get to and around Essex

The nearest airport is in New London, CT (GON-Groton - New London), located 18.4 mi (29.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Fishers Island, NY (FID-Elizabeth Field), which is 20.4 mi (32.8 km) away.

Frequently asked questions

What is the best area to stay in Essex when booking a holiday rental?
When considering a holiday rental in Essex, Connecticut, a popular area to stay is the charming village centre, which offers a delightful mix of historic architecture and scenic waterfront views. This picturesque area boasts a collection of quaint shops, cosy cafés, and restaurants that provide a warm, welcoming atmosphere. The village is home to a number of properties, ranging from charming cottages to more spacious homes, making it an ideal spot for families or couples looking for a romantic getaway.In addition to its lovely accommodations, the village centre is conveniently located near top attractions such as the Connecticut River Museum, where visitors can learn about the region's rich maritime history, and the beautiful Essex Steam Train, which offers a nostalgic ride through the stunning countryside. The surrounding neighbourhoods also feature lovely parks and trails, superb for leisurely strolls or outdoor activities.
Where are the best areas for renting a beach house in Essex?
For renting a beach house in Essex, the area along the Connecticut River and near the Long Island Sound is particularly appealing. The neighbourhood around the Essex Town Dock provides access to beautiful waterfront properties, many of which come equipped with amenities such as private decks, outdoor dining areas, and stunning views of the river. These homes often feature spacious interiors with modern kitchens and comfortable living spaces, ideal for families or groups seeking a relaxing getaway.Further along the coastline, the area near the Essex Ferry offers additional options for beach rentals. Here, visitors can find charming cottages and larger houses that typically include amenities like fire pits, barbecue grills, and easy access to nearby beaches and parks. This location is also convenient for exploring local attractions, including quaint shops and restaurants in the centre of Essex, providing a great mix of leisure and convenience.Additionally, the picturesque landscapes and opportunities for water activities, such as kayaking and sailing, make Essex an excellent destination for beach house rentals. Properties in this area often come with private docks or moorings, suiting those looking to enjoy the beauty of the water while having comfortable accommodations to return to after a day of adventure.
What is the most popular type of holiday rental accomodation in Essex?
In Essex, holiday houses are the most popular type of holiday rental, with around 20 available throughout the area. These houses typically provide spacious layouts, featuring multiple bedrooms, fully equipped kitchens, and private outdoor spaces for enjoying the picturesque surroundings. Many are situated near the charming downtown area, which offers quaint shops and restaurants, as well as access to the scenic Connecticut River. Additionally, there are about 12 apartments and 12 cottages, which offer a more compact and homely feel, ideal for couples or smaller groups. Apartments usually come equipped with a kitchen and living area, while cottages often provide a quaint atmosphere with rustic decor.
Are there any family house rentals in Essex?
In Essex, Connecticut, there are several family-friendly holiday rentals available, making it a delightful choice for families seeking a memorable getaway. The charming town features a mix of properties, often found in picturesque neighbourhoods close to the Connecticut River. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to enjoy.Visitors can explore the local area with ease, as nearby attractions include the Essex Steam Train, offering scenic rides and a glimpse into the region's history, and the quaint shops and eateries along Main Street. Additionally, families can take advantage of local parks and recreational areas, providing opportunities for outdoor activities.
Are there any remote work holiday rentals in Essex?
In Essex, Connecticut, there are numerous holiday rentals suitable for remote work, with around 44 options available. The charming town offers a picturesque setting along the Connecticut River, making it a peaceful retreat for those looking to balance work and relaxation. Many properties come equipped with amenities tailored for productivity, such as dedicated office spaces, desks, and reliable Wi-Fi connections.Travellers can expect comfortable living areas that provide a conducive environment for working, alongside features like fully equipped kitchens for preparing meals during long workdays. The scenic surroundings also allow for breaks, with opportunities to explore local parks and waterfront areas, enhancing the overall experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Essex?
In Essex, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare meals with ease. Onsite parking is commonly available, providing convenience for those travelling by car. Many rentals feature coffee and tea makers for a comforting start to the day, and outdoor spaces such as decks or patios are superb for enjoying the picturesque surroundings.
When is the best time to visit Essex for a holiday rental?
The best time to visit Essex for a holiday rental is during the peak season from July to September, when the charming coastal town comes alive with vibrant summer energy. This period is great for those who appreciate outdoor activities such as sailing, kayaking, and exploring scenic waterfront parks. With temperatures typically ranging from 20 to 30 degrees Celsius, visitors can enjoy comfortable weather while indulging in the beautiful surroundings.July stands out as the most popular month, drawing families and friends eager to embrace the local culture. You'll find a variety of events, including art festivals and farmers' markets, providing a great opportunity to mingle with locals and sample fresh produce.For those seeking a more budget-friendly experience, visiting in January can be a wise choice. While this is the low season, the tranquil atmosphere allows for peaceful walks along the Connecticut River and opportunities to enjoy cozy indoor activities, such as visiting local galleries and cafes.Ultimately, your ideal visit to Essex depends on whether you prefer the lively summer atmosphere filled with outdoor adventures or the serene charm of winter's quieter moments.
What are the top attractions in Essex?
In Essex, Connecticut, visitors can enjoy a variety of charming attractions. The historic Essex Village offers picturesque views along the Connecticut River and is home to the Connecticut River Museum, which showcases the area's maritime heritage. Nearby, the Essex Steam Train & Riverboat provides a great experience, allowing guests to explore the scenic landscapes of the Connecticut River Valley, combining a nostalgic train ride with a leisurely boat trip.The town also boasts beautiful parks such as the Essex Town Park, which features walking paths and picnic areas, superb for a relaxing day outdoors. For those interested in arts and culture, the Ivoryton Playhouse, located just a short distance away, hosts a range of theatrical performances throughout the year.
Are all fees included in the Essex holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Essex holiday homes with parking?
Stayz offers a wide selection of holiday homes in Essex with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Essex holiday homes?
You can find great discounts on holiday homes in Essex on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Essex holiday home booking on Stayz?
To find Essex holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Essex?
A long-stay holiday home in Essex is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Essex holiday home?
Book your Essex holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Essex?
Prices for holiday homes in Essex vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Essex to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas