Essex holiday lettings

We found 845 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Essex that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, including air conditioning and Wi-Fi. You're 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:13 Mar - 20 Mar

Image gallery for C by the Sea - Ocean View Penthouse

Living area
10 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)

C by the Sea - Ocean View Penthouse

Gloucester, MA

8% off
Price is £2,802
for 7 nights, 1 apartment
£400 per night
includes taxes & fees
C by the Sea - Ocean View Penthouse

Find spaces that suit your style

Why visit Essex

  • Scenic coastal beauty: Essex boasts picturesque beaches and stunning coastal views, perfect for relaxation and outdoor activities.
  • Rich history: Explore charming historic houses that showcase the area's fascinating past, adding cultural depth to your visit.
  • Family-friendly atmosphere: The welcoming community and family-oriented attractions make Essex an ideal destination for travellers of all ages.
  • Diverse accommodation options: Choose from quaint holiday cottages to modern apartments, ensuring a comfortable stay tailored to your preferences.
  • Outdoor adventures: Enjoy a variety of outdoor activities, including hiking and nature reserves, perfect for adventure enthusiasts.

Popular types of accommodation in Essex

If you're planning a getaway to Essex, selecting the perfect accommodation is key to a memorable experience. From charming holiday cottages to modern apartments and spacious houses, Essex offers a variety of comfortable stays to suit your needs. Explore the best holiday lettings and rentals in the area, ensuring you find the ideal base for your adventures in this beautiful region.

  • Houses: The top choice for holiday rentals in Essex, these homes provide a spacious and private retreat for families or groups.
  • Apartments: A popular option for visitors seeking convenience, offering a comfortable and self-catering stay in the heart of Essex.
  • Condos: These modern accommodations blend luxury with practicality, making them a great choice for couples or small families.
  • Cottages: Quaint and charming, cottages provide a cosy atmosphere, perfect for those wanting a traditional New England experience.
  • House Boats: Unique and delightful, house boats offer a distinctive stay on the water for those looking to enjoy scenic views.**

Top attractions near Essex

Essex, Massachusetts, offers a delightful blend of beach, outdoor, and scenic experiences perfect for a relaxing holiday. Visitors can explore captivating points of interest such as picturesque beaches, charming historic houses, and serene nature reserves. This charming destination caters to those seeking cultural enrichment and outdoor adventures, ensuring a memorable stay for all who visit.

  • Wingaersheek Beach: A stunning beach located 3.1km from Essex, Wingaersheek Beach offers a tranquil escape with soft sands and gentle waves, perfect for sunbathing and leisurely strolls along the shore.
  • Castle Hill on the Crane Estate: Situated 2.5km from Essex, this historic estate boasts breathtaking gardens and impressive architecture, immersing visitors in rich culture and history.
  • Hammond Castle: Located 3.7km from Essex, Hammond Castle is a romantic fortress filled with medieval charm, offering captivating views and a glimpse into the past.

Things to do recommended for couples

For a romantic getaway in Essex, consider an evening at the Shalin Liu Performance Center for a delightful music concert. Alternatively, embark on an adventurous whale watching trip with Capt Bill & Sons, or savour a wine tasting at Mill River Winery, perfect for couples seeking charm and intimacy.

Things to do recommended for families

Your family will have a splendid time at the Water Park of New England, just 6.2km from Essex, enjoying thrilling slides and splash zones. Visit Salem Willows Park, 5.0km away, for arcade fun, or unwind at Halibut Point Reservation, also 5.0km distant, amidst tranquil nature.

Things to do recommended for groups

Experience the vibrant North Shore Music Theatre for captivating performances, indulge in a romantic evening at the Ipswich Bar brewery, or embark on an adventurous hike at Dogtown, where stunning scenery awaits. These activities in Essex promise a memorable group getaway.

What do I need to keep in mind when booking a vacation in 'Essex

If you're travelling with a group, family, or pets, or if you're seeking longer stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Essex with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Fortunately, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Essex with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Essex: For many, a family holiday wouldn't be the same without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Essex: If you’re searching for holiday rentals with special offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Essex

Essex, Massachusetts, offers a delightful blend of beach and outdoor experiences, perfect for a scenic holiday. Explore the picturesque Essex coastline and countryside, where you can find charming holiday cottages. The area is family-friendly, rich in history, and filled with friendly locals. Nearby cities provide a romantic atmosphere and a vibrant business vibe, making it an ideal destination for all types of travellers seeking relaxation and adventure.

  • Manchester-by-the-Sea: Located a mere 2.5km from Essex, Manchester-by-the-Sea is a picturesque coastal town that enchants visitors with its stunning beaches and outdoor recreational opportunities. This charming locale offers a delightful blend of scenic beauty and vibrant community life. You can enjoy a leisurely stroll along the sandy shores, indulge in water sports, or explore the scenic hiking trails. The town is also known for its educational and cultural venues, including music concerts that enliven the local atmosphere. Don't miss the iconic Cape Ann views that make this area a true gem.
  • South Hamilton: Also situated 2.5km from Essex, South Hamilton is perfect for those seeking a romantic escape amidst nature. This town features an abundance of outdoor activities, making it ideal for hiking, skiing, and enjoying peaceful lakeside moments. The scenic landscapes are captivating, offering a serene backdrop for couples and families alike. South Hamilton boasts a welcoming community and is close to beautiful beaches, ensuring that you can easily mix relaxation with adventure during your visit.
  • Ipswich: Just 2.5km away from Essex, Ipswich is a vibrant town known for its rich history and stunning natural scenery. Visitors flock here for the outdoor experiences, particularly along its beautiful beaches and tranquil lakes. Ipswich offers numerous recreational areas for hiking and enjoyment of the great outdoors. The town is also home to educational attractions, enhancing your travel experience. Whether you are looking to soak up the sun on the beach or explore local history, Ipswich provides an engaging and picturesque environment.

Best time to go to Essex

If you're planning a trip to Essex, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.4°F (-0.9°C)Light RainMostly SunnySlightly LowSlightly Low
February31.3°F (-0.4°C)Light RainMostly SunnyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostly SunnyAverageSlightly Low
April45.7°F (7.6°C)Light RainMostly SunnyAverageAverage
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.4°C)Light RainMostly SunnySlightly HighSlightly High
July70.5°F (21.4°C)Light RainMostly SunnySlightly HighSlightly High
August70.2°F (21.2°C)Light RainMostly SunnySlightly HighSlightly High
September64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
October55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
November44.4°F (6.9°C)Light RainMostly SunnySlightly LowAverage
December36.5°F (2.5°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? It might be worth considering some flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to narrow down your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up where you last left off, or organise your travel arrangements. You can easily access properties you’ve previously saved and booked, which are now conveniently sorted into Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The scenic area of Essex awaits your stay

Enjoy the history and other features of Essex. This scenic city is known for its riverfront, seafood restaurants and beaches. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Essex

Are you hoping to find top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Essex has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Dogs by Design & Cats Too (6.2 mi / 10 km)
  • Salem Willows Park (8.1 mi / 13 km)
  • Mill River Winery (9 mi / 14.4 km)
  • Water Park of New England (9.8 mi / 15.8 km)
  • Ski Bradford (15.9 mi / 25.6 km)
  • Bewitched in Salem (9.4 mi / 15.2 km)

Exploring the natural landscape of Essex

Whether you're an outdoor enthusiast or just want to take in the scenery, Essex is a great place to spend some time outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Hampton Beach (18.9 mi / 30.4 km)
  • Castle Hill on the Crane Estate (3.7 mi / 5.9 km)
  • Crane Beach (3.9 mi / 6.3 km)
  • Ipswich River (4.2 mi / 6.7 km)
  • Singing Beach (4.5 mi / 7.2 km)
  • Wingaersheek Beach (5.2 mi / 8.3 km)

Travelling to and around Essex

Fly into Beverly, MA (BVY-Beverly Municipal), the closest airport, located 7.3 mi (11.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 18.1 mi (29.1 km) away.

Frequently asked questions

What is the best area to stay in Essex when booking a holiday rental?
When looking for the best area to stay in Essex, Massachusetts for a holiday rental, the charming village itself is an excellent choice. Known for its picturesque scenery and welcoming atmosphere, Essex offers a delightful blend of coastal beauty and rich history. Staying in the heart of the village provides easy access to a variety of local attractions and points of interest.

One of the highlights of this area is the Essex River and its stunning marshlands, superb for kayaking or simply enjoying a leisurely stroll along the waterfront. Additionally, those with a penchant for the culinary arts will appreciate the nearby restaurants that specialise in fresh seafood, reflecting the town's maritime heritage. The Essex Shipbuilding Museum is another must-visit, showcasing the town's historical significance in shipbuilding with fascinating exhibits and artefacts.
How much does it cost to rent a holiday home in Essex?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Essex to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Essex holiday house rentals?
You can find great discounts on house rentals in Essex on Vrbo, 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.
Where are the best areas for renting a beach house in Essex?
For renting a beach house in Essex, Massachusetts, the area around Crane Beach is particularly appealing. This spectacular stretch of coastline is renowned for its soft sands and picturesque dunes, making it a prime location for holiday rentals. Properties in this vicinity often come with amenities such as private decks, outdoor grills, and easy access to the beach, ideal for families or groups looking to enjoy sun-soaked days by the sea.

Additionally, the nearby town of Gloucester, just a short drive away, offers a variety of rental options with views of the harbour and access to local attractions. Many houses here feature modern kitchens, spacious living areas, and sometimes even hot tubs, providing a superb retreat after a day of exploring. Gloucester is known for its rich maritime history and vibrant arts scene, with local galleries and seafood restaurants adding to the charm.
What is the most popular type of holiday rental accomodation in Essex?
In Essex, holiday houses are quite popular, with several available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the pleasant coastal surroundings. Additionally, cottages are a common choice, providing a charming, rustic atmosphere with amenities like cosy living areas and sometimes even gardens or patios. Apartments also add to the mix, offering convenient locations close to local attractions and the waterfront, typically equipped with the essentials for a comfortable stay.
Are there any family house rentals in Essex?
In Essex, Massachusetts, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area is known for its charming coastal atmosphere and proximity to beautiful beaches, superb for family outings. Many of these homes come with spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.
Can I rent a holiday home with a pool or hot tub in Essex?
In Essex, Massachusetts, there are several holiday homes available for rent that feature pools and hot tubs. This charming coastal town offers a serene atmosphere with easy access to the scenic beauty of Cape Ann. Many of the properties provide amenities such as outdoor swimming pools, hot tubs, and spacious backyards, superb for families or groups seeking relaxation.
Can I find long-stay holiday rentals in Essex?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Essex?
In Essex, Massachusetts, there are several pet-friendly house rentals available, providing an inviting space for both travellers and their furry companions. Many of these homes are situated near the scenic coastline, offering easy access to beautiful beaches and charming local attractions. Expect to find amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or gardens where pets can enjoy the fresh air.
Are there any remote work holiday rentals in Essex?
In Essex, Massachusetts, there are several remote work holiday rentals available, providing a great setting for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Essex holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Essex?
In Essex, popular holiday rental amenities typically include kitchens equipped with essential appliances such as microwaves and coffee makers, allowing guests to prepare their own meals and enjoy a homely atmosphere. Many rentals also provide cookware, dishware, and utensils, making it convenient for travellers who prefer dining in. These amenities cater to a variety of visitors, from couples seeking a romantic getaway to families looking for a comfortable base to explore the charming coastal town and its scenic 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 summer months, specifically from June to August, when the town comes alive with vibrant energy and an array of activities. July is particularly popular, drawing in families and beachgoers eager to explore the beautiful coastline and partake in local festivals. With pleasant temperatures averaging in the mid-20s Celsius, it's the ideal time for outdoor adventures, including kayaking, sailing, and enjoying the picturesque views of the Essex River.

During these peak months, visitors can indulge in the region's unique charm, exploring its historic sites, quaint shops, and delightful seafood restaurants. The warm weather also makes it great for leisurely strolls along the scenic waterfront, where you can soak up the sun and take in the coastal beauty.

For those looking to enjoy a more budget-friendly experience, consider a visit in November. This month offers a peaceful reprieve from the summer crowds, allowing for a more intimate exploration of Essex's enchanting landscapes and rich history. The tranquil atmosphere is great for enjoying the local arts scene and sampling seasonal dishes at cozy eateries.
How early should I book a Essex holiday rental?
Book your Essex holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Essex?
In Essex, Massachusetts, visitors can enjoy a charming blend of coastal attractions and natural beauty. The town is famous for its antique shops and the renowned Essex Shipbuilding Museum, which highlights the area's rich maritime history and shipbuilding heritage. Holiday rentals in the vicinity often provide easy access to these local sites and a quintessential New England atmosphere.

Nearby, the scenic landscape of Cape Ann offers stunning views and opportunities for outdoor adventures. The beautiful beaches of Good Harbor and Wingaersheek are just a short drive away, superb for sunbathing and swimming in the summer months. For those interested in hiking, the nearby Cape Ann Trail offers picturesque routes through lush woodlands and along the coastline, showcasing the area's natural beauty.
Can I change or cancel my Essex home rental booking on Vrbo?
To find Essex holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Essex holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

More holiday ideas