Essex vacation rentals

We found 860 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Essex that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a pool. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Essex

Showing deals for:Jun 12 - Jun 19

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

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

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Essex

Why visit Essex

  • Beautiful Beaches: Essex boasts charming beaches perfect for relaxation and scenic sunsets.
  • Rich History: Explore historic houses and museums that showcase the town's fascinating past.
  • Outdoor Activities: Enjoy a variety of outdoor adventures, from hiking to kayaking in picturesque surroundings.
  • Welcoming Community: Experience the friendly atmosphere with locals eager to share their town's treasures.
  • Diverse Accommodations: Choose from cozy vacation homes, apartments, and spacious rentals to suit your needs.

Popular types of accommodation in Essex

Planning a getaway to Essex? You're in for a treat. Discover a variety of vacation rentals, including houses, apartments, and condos, perfect for your stay. Whether you're looking for cozy holiday cottages or spacious house rentals, Essex offers a range of options to suit your needs. Explore our selection of Essex vacation rentals and find the ideal home base for your adventures.

  • Houses: The top choice for visitors in Essex, offering spacious and comfortable accommodations for families, couples, or groups.
  • Apartments: A popular option for those seeking convenience and independence, providing all the essentials for a delightful stay.
  • Condos: Ideal for travelers wanting a blend of luxury and amenities, these rentals often feature shared facilities.
  • Cottages: Charming and cozy, cottages provide a quaint retreat surrounded by nature, perfect for a peaceful getaway.
  • House Boats: A unique lodging experience, allowing you to enjoy the water and stunning views while staying in Essex.**

Top attractions near Essex

Essex, Massachusetts, is a fantastic destination for beach lovers and outdoor enthusiasts. With its charming beaches, historic houses, and museums, this coastal town offers a perfect blend of culture and nature. Whether you're looking to relax by the shore or explore the rich history of the area, Essex has something for everyone. Don't miss out on the scenic views and unique attractions that make this vacation spot truly special.

  • Wingaersheek Beach: A beautiful stretch of sandy shoreline, perfect for sunbathing and swimming. The gentle waves and scenic views create a relaxing atmosphere, making it an ideal spot for families and beach lovers alike.
  • Castle Hill on the Crane Estate: This grand historic estate features stunning architecture and beautifully landscaped gardens. Visitors can explore the rich history and culture while enjoying breathtaking views of the surrounding coastline.
  • Hammond Castle: A charming medieval-style castle filled with art and antiques, offering a romantic ambiance. The picturesque grounds and unique architecture make it a must-visit for history and culture enthusiasts.

Things to do recommended for couples

Planning a romantic getaway in Essex? Enjoy an unforgettable whale watch adventure with Capt Bill & Sons, savor exquisite wines at Mill River Winery, and catch a captivating performance at the Shalin Liu Performance Center. These experiences promise to create cherished memories for you and your partner.

Things to do recommended for families

During your family vacation in Essex, enjoy thrilling splashes at Water Park of New England, just 10 miles away. Experience fun at Salem Willows Park's arcade, 8 miles from Essex, and unwind with relaxing grass rides at Appleton Farms, located only 5 miles from town.

Things to do recommended for groups

Enjoy a night at the North Shore Music Theatre for a memorable performance, hike the scenic trails of Dogtown for an adventurous day outdoors, and browse unique finds at the Todd Farm Flea Market for a taste of local culture and shopping excitement.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, or pets, or if you're interested in extended stays, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Essex with a group: Take into account how many bedrooms you’ll require, along with features like a full kitchen or outdoor areas for group get-togethers. Thankfully, you can easily sort for all these options and more on Vrbo.
  • Traveling to Essex with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Essex: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Essex: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Essex

Essex, Massachusetts, is a picturesque destination perfect for a beach and outdoor getaway. Enjoy serene vacations in charming vacation homes while soaking in breathtaking sunsets. Explore the family-friendly atmosphere and rich historical sites nearby, where friendly locals welcome you with open arms. Discover the beauty of Essex and its surrounding neighborhoods, offering a delightful mix of scenery and romance for an unforgettable experience.

  • Hamilton: Located 3 miles from Essex, Hamilton offers a serene escape into nature with its picturesque landscapes and outdoor activities. This charming neighborhood is ideal for those seeking a blend of recreation and relaxation. Explore the local parks, enjoy a round of golf, or take advantage of the ski facilities in winter. The nearby beaches provide a perfect spot for family outings, where you can bask in the sun or take a leisurely stroll along the shoreline. Hamilton's scenic beauty makes it a wonderful destination for outdoor enthusiasts.
  • Manchester-by-the-Sea: Just 4 miles from Essex, Manchester-by-the-Sea is a coastal gem known for its stunning beaches and vibrant outdoor scene. Visitors can enjoy a variety of activities, from attending local music concerts to exploring educational venues. The town's beautiful family-friendly beaches and scenic views of the cape make it a fantastic spot for relaxation and adventure. Whether you're sunbathing, swimming, or enjoying the local arts, Manchester-by-the-Sea promises a delightful coastal experience.
  • Gloucester: Situated 6 miles from Essex, Gloucester is a historic fishing city that boasts a rich maritime heritage. This city is perfect for beach lovers and outdoor adventurers alike, offering a variety of attractions including music concerts and resorts. Explore the picturesque beaches and take in breathtaking views of the cape. Gloucester's vibrant arts scene and local education opportunities add to its charm, making it an ideal destination for both relaxation and cultural exploration.

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

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. Being the trip organizer truly has its perks. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient platform to plan new adventures, manage your travel arrangements, or review and organize your existing reservations. You can easily keep track of your saved or booked properties, which are categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Essex is a quaint old sea dog

It was the Puritan descendants of the first passengers to the New World that settled Essex to begin with. Then, the town boomed as an important fishing hub on the North Shore. These days it's an old sea dog full of history and heritage, touting enchanting antiques emporiums in old 19th-century mariner mansions, and a medley of salty New England seafood joints. Throw in those homey Essex vacation rentals, some with views over the Atlantic bays, others with cozy lounges and decks, and it's easy to see how anyone could be content vacationing in this corner of MA.

Ships and centuries-old homes in Essex

No trip to salt-washed Essex could possibly be complete without at least a short jaunt through the intriguing exhibits of the Essex Shipbuilding Museum. It's packed with centuries-old tools and navigation equipment used on the schooners that once drifted in and out of the local harbor. From there, it's on to the "time-stood-still" relic that is the Choate House over on Choate Island. It dates from the 1730s and promises a journey into the past. Cogswell's Grant is another historic must, brimming with curious decorative arts and trinkets.

Easy summer living in Essex

With all that boating and kayaking and river cruising on the menu, you'll surely want to visit Essex when the New England sun is shining and the weather's pleasantly warm. That means coming in the summertime. Booking Essex vacation rentals between the months of May and September is the best bet for a trip when the temperatures are between 70 and 80, and for getting the driest conditions for hitting the waters of Cape Ann. Winter might mean some great deals on stays, but as much as 26 inches of snow falls between November and April here.

Essex eases into the Atlantic

With the rocky coast of Cape Ann close by, and the winding creeks and wetlands that come off its eponymous river to the north, Essex is a place surrounded by water. You can get Essex vacation rentals that have sweeping views over the cobalt-blue bays on the Atlantic Ocean, or you can get little boltholes nestled between the waterways around Choate Island. Wherever you are, the landscapes are soft and blustery, with plenty of seabirds and sandbanks, dune habitats and marine wildlife to look out for.

Traveling to and around Essex

Fly into Logan International Airport (BOS), the closest airport, located 22 mi (35.3 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 22.5 mi (36.2 km) away.

Frequently asked questions

What is the best area to stay in Essex, Massachusetts, United States of America when booking a vacation rental?
When looking for the best area to stay in Essex, Massachusetts, you might consider the charming neighborhood near the waterfront, which offers a delightful blend of scenic views and local attractions. This area is known for its picturesque landscapes and is close to some of the town's most popular spots, such as the Essex River and the scenic trails that meander along the water.

In this vibrant part of Essex, you'll find a variety of vacation rental properties, ranging from cozy cottages to more spacious homes, superb for families or groups. It's also within easy reach of the nearby iconic attractions like the Essex Shipbuilding Museum, where visitors can learn about the town's maritime history, and the beautiful parks that invite outdoor enthusiasts for a day of exploration.
How much does it cost to rent a vacation home in Essex?
Prices for vacation 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 vacation 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, consider the picturesque area along the North Shore of Massachusetts, particularly near the scenic beaches of Crane Beach and Singing Beach in nearby Manchester-by-the-Sea. These locales offer a variety of vacation rentals that provide stunning ocean views and proximity to sandy shores. Many properties in this region come equipped with amenities such as outdoor decks, barbecues, and spacious living areas, superb for families or groups looking to enjoy the beach lifestyle.

In Essex itself, you can explore the charming waterfront along the Essex River, where some rentals feature private docks, allowing for easy access to kayaking or boating. Expect amenities like fully stocked kitchens, cozy indoor spaces, and outdoor seating areas for enjoying sunsets over the water. The quaint town center adds a delightful touch, with local eateries and shops that provide a taste of the area's rich maritime heritage.

Additionally, nearby attractions such as the Essex National Heritage Area offer opportunities for hiking and exploring the natural beauty of the region. Rentals in this area often reflect the coastal character, with features like beach access, fire pits, and outdoor showers, making them ideal for travelers looking to immerse themselves in the coastal experience. Find your rental near the beach in Essex.
What is the most popular type of vacation rental accomodation in Essex?
In Essex, vacation houses are a popular choice, with several available throughout the charming coastal town. These houses often feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Many come with outdoor spaces like patios or decks, superb for enjoying the fresh sea breeze after a day exploring local attractions such as the Essex River or the nearby beaches. Additionally, there are several apartments and cottages available, providing travelers with a range of options to suit different preferences. Apartments typically offer a cozy, home-like atmosphere while cottages provide a quaint, rustic experience.
Are there any family house rentals in Essex?
In Essex, Massachusetts, there are several family-friendly house rentals available, making it a great spot for families looking to enjoy a coastal getaway. The area features charming homes with spacious living areas, full kitchens for preparing meals, and outdoor spaces great for children to play. Many of these properties also include amenities such as air conditioning and Wi-Fi, ensuring a comfortable stay for all.

Visitors can explore nearby attractions, including the scenic views along the Essex River and the beautiful beaches of Crane Beach, which is just a short drive away. Additionally, the quaint town offers unique shops and local dining options, providing a taste of the region's rich maritime heritage.
Can I rent a vacation home with a pool or hot tub in Essex?
In Essex, Massachusetts, there are several vacation homes available for rent that come with inviting pools and hot tubs. This quaint coastal town offers a unique blend of seaside charm and natural beauty, making it an appealing destination for travelers. Many of the available properties feature amenities such as private pools, outdoor seating areas, and well-equipped kitchens, which are superb for family gatherings or relaxing after a day of exploring.

In addition to the comforts of home, visitors can enjoy the picturesque surroundings, including access to local beaches and scenic views. Essex is also known for its rich maritime history and delicious seafood, providing a delightful backdrop for a memorable vacation.
Can I find long-stay vacation rentals in Essex?
A long-stay vacation rental in Essex is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Essex?
In Essex, Massachusetts, there are several pet-friendly house rentals available, offering a friendly setting for travelers accompanied by their furry friends. Many of these vacation homes feature amenities such as spacious backyards, which allow pets to roam freely, and fully equipped kitchens for convenient meal preparation.

The town is known for its charming coastal scenery and proximity to various outdoor activities. Nearby, you can explore the scenic areas around Crane Beach, which is dog-friendly during certain seasons, providing a beautiful spot for walks along the shore. Additionally, the Essex River offers opportunities for kayaking and nature watching, making it a great place for outdoor adventures with pets.
Are there any remote work vacation rentals in Essex?
In Essex, Massachusetts, there are several vacation rentals that cater to remote work needs. Visitors can find properties equipped with essential amenities such as high-speed internet, dedicated desk spaces, and comfortable work areas, ensuring a productive environment during their stay. Many rentals also offer Wi-Fi access in the rooms, allowing guests to stay connected easily.

The charming town of Essex is known for its coastal beauty and proximity to various points of interest, including local seafood restaurants and scenic waterfront views. This combination of work-friendly amenities and a picturesque setting makes Essex an appealing choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Essex vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Essex with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many properties also offer onsite parking for convenience. Travelers can expect features such as blenders for smoothies or quick meals, air conditioning to keep cool during the warmer months, and coffee and tea makers for that early morning boost.
When is the best time to visit Essex for a vacation rental?
The peak travel season in Essex typically spans from June to August, with July being the most popular month for visitors. During this vibrant time, travelers flock to the picturesque coastal town to enjoy the warm weather and indulge in outdoor activities such as kayaking, sailing, and exploring the beautiful beaches. This is also when local festivals and events come alive, offering a lively option that enhances the overall experience.

As you explore Essex in July, you'll encounter temperatures often reaching the mid-70s to low 80s Fahrenheit, great for seaside adventures and leisurely strolls along the waterfront. The charming downtown area, filled with unique shops and delightful eateries, invites you to unwind while savoring the local seafood.

For those seeking a more budget-friendly option, consider visiting in November when the tourist crowds have thinned out. This month provides a quieter experience, allowing you to appreciate the town's serene beauty and enjoy the picturesque landscapes without the hustle and bustle of peak season. The autumn colors create a stunning backdrop, making it a great time for scenic walks and photography.
How early should I book a Essex vacation rental?
Book your Essex vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Essex, Massachusetts, United States of America?
In Essex, Massachusetts, visitors can enjoy a range of attractions that highlight the town's coastal charm and rich history. The Essex River is a focal point for outdoor enthusiasts, offering opportunities for kayaking and scenic boat tours. The nearby Crane Beach, part of the Crane Wildlife Reservation, is known for its beautiful sandy shores and tranquil atmosphere, making it a superb spot for relaxation and nature walks.

The town is also famous for its antique shops, particularly along Main Street, where travelers can find unique treasures and collectibles. For those interested in maritime history, the Essex Shipbuilding Museum provides insights into the area's shipbuilding heritage, showcasing model ships and exhibits related to local maritime culture.

In addition to its historical attractions, Essex is situated close to the scenic beauty of Cape Ann, where visitors can explore picturesque coastal towns like Rockport and Gloucester, renowned for their stunning ocean views and art galleries.
Can I change or cancel my Essex home rental booking on Vrbo?
To find Essex vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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 Vacation Ideas