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Essex County vacation rentals

We found 3,842 vacation rentals — enter your dates for availability

Discover a selection of 599 homes, 343 apartments, and other vacation rentals in Essex County that are perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, such as parking and air conditioning. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Essex County

Showing deals for:Jun 12 - Jun 19

Image gallery for Whole House Steps from Pleasant Pond

Beach
9.4 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)

Whole House Steps from Pleasant Pond

Wenham

9% off
Price is $231
$1,620 for 7 nights
All fees included
Whole House Steps from Pleasant Pond

Find spaces that suit your style

Find out more about Essex County

Why visit Essex County

  • Scenic Beaches: Enjoy beautiful beaches perfect for relaxation and outdoor activities.
  • Historic Attractions: Discover rich history through charming historic houses and landmarks.
  • Outdoor Adventures: Experience nature reserves and outdoor activities for all ages.
  • Charming Neighborhoods: Explore vibrant local communities with friendly locals and unique character.
  • Varied Accommodations: Choose from cozy cottages, private vacation homes, and modern apartments for a comfortable stay.

Popular types of accommodation in Essex County

Looking for the perfect getaway in Essex County? You're in the right place. Our most popular accommodations include Houses, cozy Cottages, and modern Apartments. Whether you're browsing single-family rental listings or exploring options in Middlesex and York counties, we provide transparent information to help you make the best choice. Discover the ideal vacation rental that suits your needs and enjoy a memorable stay in Essex County.

  • Houses: The top choice for visitors, offering spacious and comfortable stays perfect for families or groups.
  • Apartments: A popular option for travelers seeking convenience and a home-like atmosphere during their stay.
  • Cottages: Charming and cozy, these rentals provide a quaint getaway experience in the heart of nature.
  • Condos: Ideal for those wanting modern amenities and resort-style living while enjoying local attractions.
  • Agritourism: Experience farm life and stay on working farms for a unique and immersive vacation.**

Top attractions in Essex County

Essex County, Massachusetts, is a perfect destination for outdoor and beach enthusiasts seeking scenic beauty. Visitors can explore a variety of attractions, including beautiful beaches, historic houses, and nature reserves. Whether you're looking for a cultural experience, outdoor adventure, or simply a place to relax by the water, Essex County offers something for everyone to enjoy during their vacation.

  • Wingaersheek Beach: Enjoy stunning coastal views and soft sands at Wingaersheek Beach, perfect for sunbathing, beachcombing, or a leisurely stroll along the shore.
  • Salem Witch Museum: Explore the intriguing history of the Salem witch trials through captivating exhibits and immersive storytelling, diving deep into the cultural significance of this historic event.
  • Cape Ann: Experience breathtaking scenery at Cape Ann, where picturesque beaches and charming coastal towns create a delightful atmosphere for exploration and relaxation.

Things to do recommended for couples

Looking for a romantic getaway in Essex County? Enjoy a captivating concert at the Shalin Liu Performance Center, embark on an adventurous whale watch with Capt Bill & Sons, or indulge in luxury at the Andover Country Club. Perfect experiences for couples await.

Things to do recommended for families

Families visiting Essex County can splash around at the Water Park of New England, unwind at Waterfront Promenade Park, or enjoy arcade fun at Salem Willows Park, creating unforgettable memories filled with adventure and relaxation.

Things to do recommended for groups

In Essex County, groups can shop and enjoy entertainment at MarketStreet Lynnfield, experience culture and romance at the North Shore Music Theatre, and explore unique finds at the Todd Farm Flea Market. These activities offer a delightful mix of local vibes perfect for group travelers.

*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 County

If you're traveling with a group, family, pets, or planning for an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Essex County with a group: Think about how many bedrooms you'll require and whether you need features like a full kitchen or outdoor space for group activities. Luckily, on Vrbo, you can easily filter for these options and much more.
  • Traveling to Essex County with young kids: Traveling with little ones can present some challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Essex County: For many families, a vacation just wouldn't be the same without their furry companions. If you can relate, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Essex County: If you’re in search of vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Essex County

Essex County, Massachusetts, is a treasure trove for outdoor enthusiasts and beach lovers alike. With its charming towns and picturesque scenery, visitors can enjoy family-friendly activities and rich historical experiences. Explore the vibrant atmosphere of nearby neighborhoods, where friendly locals welcome you to discover the unique character of each community. Whether you're relaxing on the coast or wandering through quaint streets, Essex County promises an unforgettable vacation experience.

  • Salem: Renowned for its rich history and cultural significance, Salem is a vibrant city that offers a captivating blend of experiences. Visitors flock to the city for its unique attractions, including the famous Salem Witch Museum and the historic House of the Seven Gables. Stroll through the charming streets lined with shops and cafes, or enjoy outdoor activities at nearby beaches. With events like music concerts and educational programs, Salem is a perfect destination for families and culture enthusiasts alike, making it a memorable stop in Essex County.
  • Gloucester: A picturesque coastal city, Gloucester is celebrated for its stunning beaches and scenic vistas. Known as one of America's oldest fishing ports, the city boasts a rich maritime history and offers travelers a range of outdoor activities, from whale watching to kayaking. Relax on the sandy shores of Good Harbor Beach or explore the picturesque Cape Ann area. With a lively arts scene, including music concerts and galleries, Gloucester is an excellent destination for those looking to enjoy both nature and culture in a beautiful seaside setting.
  • Rockport: Nestled along the gorgeous coastline, Rockport is a charming city that attracts visitors with its stunning landscapes and artistic vibe. The picturesque harbor is perfect for leisurely strolls, and the local beaches offer a tranquil escape. Enjoy outdoor activities such as hiking and bird watching in scenic areas, or take in a music concert in the town. Rockport's artistic community is evident in its galleries and studios, making it a delightful stop for those seeking inspiration and relaxation in a delightful setting.

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that meets your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner really pays off. When you join our travel rewards program, One Key, you'll gain immediate access to member discounts and the ability to earn and spend OneKeyCash on eligible reservations. Sign up now and start enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your travel effortlessly. You can create new trips, revisit your existing plans, and easily manage your bookings all in one place. Your saved or booked properties are conveniently organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Essex County getaway

Experience the unique character of Essex County with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Fenway Park and Encore Boston Harbor are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Essex County

Are you looking for attractions to see during your stay? Venture out of your cozy vacation rental and check out everything that makes Essex County a one-of-a-kind vacation spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Encore Boston Harbor (12.3 mi / 19.8 km)
  • New England Aquarium (13.5 mi / 21.8 km)
  • Water Park of New England (6.5 mi / 10.5 km)
  • LEGO® Discovery Center Boston (12.7 mi / 20.4 km)
  • Harpoon Brewery (13.9 mi / 22.3 km)
  • Boston Marathon Finish Line (15 mi / 24.1 km)

Exploring the natural landscape of Essex County

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Essex County is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Boston Common (14.3 mi / 23 km)
  • Copley Square (14.9 mi / 23.9 km)
  • Hampton Beach (26.9 mi / 43.4 km)
  • Salem Harbor (1.4 mi / 2.3 km)
  • Waikiki Beach (1.6 mi / 2.6 km)
  • Glen Magna Farms (5.2 mi / 8.4 km)

Transportation to and around Essex County

Fly into Beverly, MA (BVY-Beverly Municipal), the closest airport, located 4.6 mi (7.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Lawrence, MA (LWM-Lawrence Municipal), which is 17.6 mi (28.4 km) away.

If you're traveling by train, Beverly Station, Beverly Montserrat Station and Swampscott Station are the main stations in the area. Utilize the area's public transportation and catch a ride on the metro at Salem Station or Rowley Station to easily get around the city.

Frequently asked questions

What is the best area to stay in Essex County when booking a vacation rental?
Andover is one of the most well-liked areas to find a vacation home in Essex County. Searching for some fun things to do and see in this destination? Be sure to visit Andover Country Club and Penguin Park.
What is the most popular type of vacation rental accommodation in Essex County?
According to our data, apartments are the most sought-after vacation property type in Essex County. But as you might expect, everyone's idea of an awesome stay differs. Vrbo has vacation homes of all shapes and sizes, so you're sure to find your perfect match.
How much does it cost to rent a vacation rental in Essex County?
The average price for a vacation home in Essex County can vary depending on factors such as season, property type and length of stay. Whether you prefer a sprawling villa with space for extended family or a cozy cottage that's perfect for two, just add your dates of travel to find stays with fantastic value.
How much does it cost to rent a beach house in Essex County?
Prices for beach houses in Essex County will vary depending on the type and size of the property and when you're traveling. All you have to do is enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use the filters to refine your search by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in Essex County?
With 109 properties that welcome four-legged guests, your furry little friend can join you on your Essex County getaway. Use our filter tool to browse our pet-friendly vacation rentals and find a pad that'll set tails wagging on Vrbo.
Are there large group vacation rentals in Essex County?
With 103 properties that can sleep 10 or more guests in Essex County, there's no need to leave anyone off your invite list. From fun family vacations to events like birthday and Christmas parties, Vrbo can help you find a large group rental to suit the occasion.
Are there one-bedroom vacation rentals in Essex County?
You'll find 136 one-bedroom properties in Essex County to select from. A one-bedroom vacation rental is an excellent option if it's just you and your other half or if you're traveling alone. Add in more space, privacy and convenience than a hotel, and you have yourself a memorable getaway.
Can I find two-bedroom vacation rentals in Essex County?
Gather your besties and enjoy peace, privacy and comfort in one of the 181 two-bedroom vacation rentals Essex County has to offer.
Are there vacation rentals with WiFi in Essex County?
Whether you'd like to keep up with the latest headlines, send a few emails or update your social media accounts, there are 286 vacation homes with WiFi in Essex County. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Essex County?
Essex County has 597 vacation rentals where you can unwind in air-conditioned comfort. To book a stay on Vrbo that features this amenity, enter your preferred travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Essex County?
The minimum age requirements can differ across properties on Vrbo, so be sure to check the rules of the vacation home in Essex County you're considering. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Essex County for?
The amount of time you can stay in an Essex County vacation rental for is down to each property. Simply put in your dates of travel to browse options that offer long-term stays. They come with all the things you need to make your extended trip more enjoyable like air conditioning and kitchens. Some vacation homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Essex County?
Whether you've got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some amazing deals and discounts on Vrbo. From mini stays to extended vacations, we've got the perfect place for your next Essex County escape.

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