Essex holiday rentals

We found 903 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:1 Jan - 8 Jan

Dining
Updated kitchen with large island and plenty of counter space
Exterior
Two sinks, two dishwashers and a double oven ideal spot for a large group!
Exceptional
(7 reviews)

Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22

Gloucester

8% off
AU$17,283
for 7 nights, 1 home
AU$2,469 per night
includes taxes & fees
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22
Beach Room
Front Porch overlooking Front Beach
Beach Room View
Main Room View
Exceptional
(58 reviews)

Beach & King - Stunning Ocean Views!

Rockport

5% off
AU$14,894
for 7 nights, 1 home
AU$2,128 per night
includes taxes & fees
Beach & King - Stunning Ocean Views!
Interior
Lawn and gardens below patio, overlooking hundreds of acres of beautiful marshes
Breakfast table (kitchen) with a view
Patio with panoramic view of our lawn and miles of beautiful marshes - see video
Exceptional
(51 reviews)

PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour

Gloucester

8% off
AU$7,072
for 7 nights, 1 home
AU$1,010 per night
includes taxes & fees
PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour
Private kitchen
Exterior
Terrace/patio
Interior
Exceptional
(27 reviews)

❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything

Essex

21% off
AU$3,956
for 7 nights, 1 home
AU$565 per night
includes taxes & fees
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
Chestnut Sweet's front door on the garden. The Sweet is in its own building.
Terrace/patio
Interior
The garden
Exceptional
(158 reviews)

Charming private townhouse-style lodging, a block from Marblehead Harbor

Marblehead

8% off
AU$2,575
for 7 nights, 1 home
AU$368 per night
includes taxes & fees
Charming private townhouse-style lodging, a block from Marblehead Harbor
OceanSong - Kitchen
OceanSong - Living & Dining Rooms
Exterior
OceanSong - Loft
Exceptional
(110 reviews)

OceanSong on Plum Island

Newbury

6% off
AU$3,346
for 7 nights, 1 home
AU$478 per night
includes taxes & fees
OceanSong on Plum Island
Dining
Property grounds
Interior
Exterior
Exceptional
(69 reviews)

Ocean views just steps to Back Beach, Front Beach, and downtown Rockport

Rockport

8% off
AU$6,088
for 7 nights, 1 home
AU$870 per night
includes taxes & fees
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
Interior
Living area
Exterior detail
Room
Exceptional
(39 reviews)

Lovely Downtown Beverly

Beverly

8% off
AU$3,181
for 7 nights, 1 home
AU$454 per night
includes taxes & fees
Lovely Downtown Beverly
Living area
Private kitchen
Room
Main entrance.
Exceptional
(8 reviews)

Charming 2-bedroom apt in Beverly! Walking distance to the train - Enjoy Boston!

Beverly

12% off
AU$2,434
for 7 nights, 1 apartment
AU$348 per night
includes taxes & fees
Charming 2-bedroom apt in Beverly! Walking distance to the train - Enjoy Boston!
Dining
Exterior detail
Living area
Interior
Exceptional
(34 reviews)

The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!

Marblehead

12% off
AU$4,908
for 7 nights, 1 home
AU$701 per night
includes taxes & fees
The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!
Interior
Exterior
Room
Dining
Wonderful
(36 reviews)

Quiet neighborhood and Walking destination to Downtown Salem

Salem

16% off
AU$3,393
for 7 nights, 1 apartment
AU$485 per night
includes taxes & fees
Quiet neighborhood and Walking destination to Downtown Salem
Exterior
View from kitchen window to rear fruit trees and vegetable gardens.
Private kitchen
Outdoor dining
Exceptional
(32 reviews)

Quaint Simplicity on Quiet Lane, Spacious and Relaxing, Walk to Shops, Beaches

Rockport

8% off
AU$2,904
for 7 nights, 1 home
AU$415 per night
includes taxes & fees
Quaint Simplicity on Quiet Lane, Spacious and Relaxing, Walk to Shops, Beaches
Living area
Dining
Private kitchen
Outdoor dining
Exceptional
(42 reviews)

Samuel Tucker House - Downtown Luxury 2 Bedroom Condo

Marblehead

8% off
AU$3,184
for 7 nights, 1 apartment
AU$455 per night
includes taxes & fees
Samuel Tucker House - Downtown Luxury 2 Bedroom Condo
Interior
Private kitchen
Living area
Exterior
Exceptional
(32 reviews)

Moody Salem Home Away From Home

Salem

7% off
AU$2,194
for 7 nights, 1 home
AU$313 per night
includes taxes & fees
Moody Salem Home Away From Home
Private kitchen
Living area
Room
Dining
Exceptional
(20 reviews)

Hocus Pocus Season is here! Don’t miss it!

Salem

6% off
AU$2,450
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Hocus Pocus Season is here! Don’t miss it!
King bedroom with connected office.
View from dining area into living area.
Stainless kitchen with Nespresso Machine and large window.
Dining
Exceptional
(15 reviews)

2-Bed Penthouse with Rooftop Deck in Old Town, Harbor Peeks and Parking

Marblehead

7% off
AU$4,158
for 7 nights, 1 apartment
AU$594 per night
includes taxes & fees
2-Bed Penthouse with Rooftop Deck in Old Town, Harbor Peeks and Parking
Exterior
Step into the spacious living room complete with a Smart TV.
Room
Living area
Exceptional
(7 reviews)

1803 Salem 1BR • Walk to Haunted Happenings

Salem

7% off
AU$2,408
for 7 nights, 1 apartment
AU$344 per night
includes taxes & fees
1803 Salem 1BR • Walk to Haunted Happenings
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.
.
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Exceptional
(68 reviews)

Family friendly home in historic Salem

Salem

8% off
AU$5,741
for 7 nights, 1 apartment
AU$820 per night
includes taxes & fees
Family friendly home in historic Salem
Main bedroom
Dining
Shared main entry with foyer
Exterior
Exceptional
(57 reviews)

Beautiful Victorian with Modern Flare close to Town, Train & Beach

Ipswich

7% off
AU$1,626
for 7 nights, 1 apartment
AU$232 per night
includes taxes & fees
Beautiful Victorian with Modern Flare close to Town, Train & Beach
Interior
Terrace/patio
Living area
Room
Exceptional
(14 reviews)

Robert Morgan House - Old Town Luxury 3 Bed Condo

Marblehead

8% off
AU$2,787
for 7 nights, 1 apartment
AU$398 per night
includes taxes & fees
Robert Morgan House - Old Town Luxury 3 Bed Condo
Dining
Interior
Private kitchen
Interior
Exceptional
(57 reviews)

Beautiful Sunny Apartment in Salem

Salem

8% off
AU$2,846
for 7 nights, 1 apartment
AU$407 per night
includes taxes & fees
Beautiful Sunny Apartment in Salem
Room
Property grounds
View from property
Interior
Exceptional
(12 reviews)

Tuscan Chic, New England Charm

Rockport

12% off
AU$1,733
for 7 nights, 1 apartment
AU$248 per night
includes taxes & fees
Tuscan Chic, New England Charm
Private kitchen
Interior
Living area
Property grounds
Exceptional
(12 reviews)

C by the Sea - Ocean View Penthouse

Gloucester

8% off
AU$5,136
for 7 nights, 1 apartment
AU$734 per night
includes taxes & fees
C by the Sea - Ocean View Penthouse
Games room
Property grounds
Dining
Exterior
Excellent
(7 reviews)

The Witch City Hideout - Salem 3 Bedroom with Gameroom, Balcony & Free Parking

Salem

7% off
AU$2,131
for 7 nights, 1 apartment
AU$304 per night
includes taxes & fees
The Witch City Hideout - Salem 3 Bedroom with Gameroom, Balcony & Free Parking

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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:

  • Bewitched in Salem (9.4 mi / 15.2 km)
  • Water Park of New England (9.8 mi / 15.8 km)
  • Salem Willows Park (8.1 mi / 13 km)
  • Mill River Winery (9 mi / 14.4 km)
  • Ski Bradford (15.9 mi / 25.6 km)
  • Appleton Farms Grass Rides (4.9 mi / 7.9 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:

  • 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)
  • Stage Fort Park (5.6 mi / 9 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 considering a holiday rental in Essex, Massachusetts, a popular area to stay in is the quaint and picturesque town centre. This charming locale is not only close to a variety of rental properties, ranging from cosy cottages to larger family homes, but it also offers easy access to some of the region's most delightful attractions.One of the highlights of the area is the Essex River, where visitors can enjoy scenic views and outdoor activities such as kayaking and paddleboarding. The nearby Essex Shipbuilding Museum is an excellent choice for those interested in local history and maritime traditions, providing fascinating insights into the shipbuilding industry that once thrived in the town.Staying in the town centre allows for a pleasant stroll to local shops and eateries, where you can savour fresh seafood and other culinary delights that the North Shore is known for.
Where are the best areas for renting a beach house in Essex?
For renting a beach house in Essex, the area around Crane Beach offers a picturesque setting with stunning coastal views and sandy shores. This renowned beach is known for its natural beauty and is a favourite among locals and visitors alike. Properties in this vicinity typically come with amenities such as spacious decks for outdoor dining, barbecues for al fresco cooking, and easy access to the beach, making them ideal for families and groups looking for a relaxing seaside getaway.Additionally, the nearby area of Gloucester, with its charming historic district and vibrant waterfront, provides further options for beach rentals. Here, you can find cottages and larger homes that often feature amenities like fully equipped kitchens, comfortable living areas, and some even have private access to the beach. Gloucester is also home to local shops and seafood restaurants, adding a delightful culinary experience to your stay.Another excellent option is the scenic area around Rockport, known for its artistic vibe and stunning coastal scenery. Rentals here often include amenities such as ocean views, outdoor seating, and proximity to art galleries and quaint shops. The opportunity to explore rocky shorelines and enjoy picturesque sunsets makes this area particularly appealing.
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 15 available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, providing a comfortable environment for families or groups. Additionally, there are several cottages and apartments that offer a cozier alternative, often set in charming neighbourhoods close to local attractions. Cottages usually come with quaint interiors and outdoor spaces for relaxation, while apartments provide convenience and easy access to the town's amenities.
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. This charming coastal town is known for its picturesque scenery and proximity to the beach, providing plenty of opportunities for outdoor activities.Many homes in the area feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where children can play. Some properties may also offer additional amenities such as backyards, barbecue grills, and even game rooms, ensuring a fun and comfortable stay for the whole family.Visitors can explore nearby attractions, including the beautiful beaches of Crane Beach and the historic charm of the Essex River. The local shops and eateries add a delightful touch to the experience, providing a taste of the region's famous seafood.
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 or hot tubs, making it a fantastic choice for travellers seeking relaxation in a beautiful coastal setting. The town, located near the scenic waters of Cape Ann, offers a variety of properties, including charming cottages and spacious family homes, many of which come equipped with private pools or hot tubs for the ultimate indulgence.Expect amenities such as outdoor patios, fully equipped kitchens, and comfortable living spaces, ideal for both relaxation and entertaining. Additionally, some rentals may provide access to outdoor spaces great for barbecues or family gatherings.
Are there pet-friendly house rentals in Essex?
In Essex, Massachusetts, there are several pet-friendly house rentals available, making it an excellent choice for travellers looking to enjoy a getaway with their furry companions. Many of these holiday homes offer amenities such as spacious backyards, outdoor seating areas, and some even feature pet-friendly policies that welcome your pets with open arms.The charming coastal town is known for its scenic beauty and proximity to various attractions. Visitors can explore nearby parks and nature reserves, which provide ample opportunities for walks and outdoor activities with pets. Additionally, the town is located near the Essex River, where you can enjoy beautiful waterfront views and serene surroundings.
Are there any remote work holiday rentals in Essex?
In Essex, Massachusetts, there are remote work holiday rentals available, with around 15 options to choose from. This charming coastal town, renowned for its picturesque views and proximity to the scenic Gloucester area, offers a range of accommodations suitable for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi and comfortable workspaces, ensuring a productive environment.Visitors can enjoy the local attractions, including the beautiful Essex River and nearby beaches, which provide ample opportunities for relaxation after a day's work. The area is also home to delightful eateries and shops, giving travellers a taste of local culture. 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, providing guests with the convenience of self-catering. Many properties also offer onsite parking, which is a valuable feature for those travelling by car. Additionally, amenities such as air conditioning ensure comfort during the warmer months, while coffee and tea makers are often available for a relaxing start to the day. Some rentals may even include blenders, ideal for preparing smoothies or other refreshments.
When is the best time to visit Essex for a holiday rental?
The best time to book a holiday rental in Essex is during the peak season from June to August, with July being particularly popular. This vibrant summer period invites visitors to indulge in outdoor activities, explore the picturesque coastline, and take part in local festivals that celebrate the charm of this coastal town.During these months, temperatures typically range from the mid-teens to mid-twenties Celsius, creating ideal conditions for beach outings, kayaking, and enjoying fresh seafood at local eateries. The bustling atmosphere is great for those looking to engage with fellow travellers and soak in the lively community spirit.If you're seeking a more budget-friendly option, consider visiting in November. This month offers a quieter experience and allows for leisurely strolls along the scenic waterfront, as well as the opportunity to appreciate the beauty of Essex without the crowds. The autumn landscape provides a stunning backdrop for peaceful exploration.
What are the top attractions in Essex?
In Essex, Massachusetts, visitors can explore a variety of charming attractions that highlight the town's rich history and coastal beauty. The Essex Shipbuilding Museum provides insight into the town's shipbuilding heritage, showcasing the craftsmanship and maritime history that shaped the area. Located along the scenic waterfront, this museum offers a glimpse into the past with its collection of vessels and exhibits.Another highlight is the picturesque Crane Beach, located in nearby Ipswich, which is just a short drive away. This pristine stretch of sand offers opportunities for sunbathing, swimming, and walking along the beautiful coastline. The adjacent Crane Wildlife Refuge provides additional outdoor activities, great for nature enthusiasts.For those interested in local cuisine, the town features several seafood restaurants serving fresh catches from the nearby waters, allowing visitors to indulge in the region's famous clam chowder and lobster dishes. Additionally, the quaint shops and art galleries along Main Street provide a delightful shopping experience, showcasing local artisans and crafts.
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.

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