Essex holiday rentals

We found 905 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

Beach Room
Front Porch overlooking Front Beach
Motif Number 1, located on Bradley Wharf in the harbor town of Rockport, Ma.
Main Room View
Exceptional
(59 reviews)

Beach & King - Stunning Ocean Views!

Rockport

5% off
S$14,266
for 7 nights, 1 home
S$2,038 per night
includes taxes & fees
Beach & King - Stunning Ocean Views!
Breakfast table (kitchen) with a view
Lawn and gardens below patio, overlooking hundreds of acres of beautiful marshes
Patio with panoramic view of our lawn and miles of beautiful marshes - see video
Living room has panoramic views
Exceptional
(52 reviews)

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

Gloucester

8% off
S$6,611
for 7 nights, 1 home
S$944 per night
includes taxes & fees
PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour
Two sinks, two dishwashers and a double oven ideal spot for a large group!
Updated kitchen with large island and plenty of counter space
Exterior
Dining
Exceptional
(7 reviews)

Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22

Gloucester

7% off
S$17,296
for 7 nights, 1 home
S$2,471 per night
includes taxes & fees
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22
Property grounds
Property grounds
Interior
Dining
Exceptional
(70 reviews)

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

Rockport

8% off
S$5,720
for 7 nights, 1 home
S$817 per night
includes taxes & fees
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
Property grounds
Interior
Living area
Private kitchen
Exceptional
(12 reviews)

C by the Sea - Ocean View Penthouse

Gloucester

8% off
S$4,825
for 7 nights, 1 apartment
S$689 per night
includes taxes & fees
C by the Sea - Ocean View Penthouse
Exterior detail
Exterior
Terrace/patio
Private kitchen
Exceptional
(27 reviews)

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

Essex

20% off
S$3,717
for 7 nights, 1 home
S$531 per night
includes taxes & fees
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
OceanSong - Bedroom
OceanSong - Living & Dining Rooms
Exterior
OceanSong - Kitchen
Exceptional
(110 reviews)

OceanSong on Plum Island

Newbury

6% off
S$3,157
for 7 nights, 1 home
S$451 per night
includes taxes & fees
OceanSong on Plum Island
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
S$2,740
for 7 nights, 1 home
S$391 per night
includes taxes & fees
Quaint Simplicity on Quiet Lane, Spacious and Relaxing, Walk to Shops, Beaches
Redd's Pond is one door up (to left of house in photo)
Redd's Pond view from nearby property
Sunny attic with kids’ game room and TV area
Cozy den with piano is a quiet refuge from the Family Room
Exceptional
(99 reviews)

Walkable to Everything Great about Marblehead! Perfect for multiple families -12

Marblehead

8% off
S$4,755
for 7 nights, 1 home
S$679 per night
includes taxes & fees
Walkable to Everything Great about Marblehead! Perfect for multiple families -12
Bathroom
Living area
Interior
Exterior detail
Exceptional
(39 reviews)

Lovely Downtown Beverly

Beverly

7% off
S$2,988
for 7 nights, 1 home
S$427 per night
includes taxes & fees
Lovely Downtown Beverly
Private kitchen
Exterior detail
Dining
Living area
Exceptional
(35 reviews)

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

Marblehead

12% off
S$4,611
for 7 nights, 1 home
S$659 per night
includes taxes & fees
The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!
Property grounds
Dining
Shared main entry with foyer
Main bedroom
Exceptional
(57 reviews)

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

Ipswich

7% off
S$1,522
for 7 nights, 1 apartment
S$217 per night
includes taxes & fees
Beautiful Victorian with Modern Flare close to Town, Train & Beach
Room
Property grounds
Interior
View from property
Exceptional
(12 reviews)

Tuscan Chic, New England Charm

Rockport

12% off
S$1,625
for 7 nights, 1 apartment
S$232 per night
includes taxes & fees
Tuscan Chic, New England Charm
Private kitchen
Terrace/patio
Room
Living area
Exceptional
(16 reviews)

Robert Morgan House - Old Town Luxury 3 Bed Condo

Marblehead

7% off
S$2,594
for 7 nights, 1 apartment
S$371 per night
includes taxes & fees
Robert Morgan House - Old Town Luxury 3 Bed Condo
Marina
Terrace/patio
Chestnut Sweet's front door on the garden. The Sweet is in its own building.
Interior
Exceptional
(158 reviews)

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

Marblehead

8% off
S$2,395
for 7 nights, 1 home
S$342 per night
includes taxes & fees
Charming private townhouse-style lodging, a block from Marblehead Harbor
Outdoor dining
Dining
Interior
Living area
Exceptional
(46 reviews)

Samuel Tucker House - Downtown Luxury 2 Bedroom Condo

Marblehead

7% off
S$2,991
for 7 nights, 1 apartment
S$427 per night
includes taxes & fees
Samuel Tucker House - Downtown Luxury 2 Bedroom Condo
Room
Exterior
Living area
Interior
Wonderful
(39 reviews)

Quiet neighborhood and Walking destination to Downtown Salem

Salem

16% off
S$3,188
for 7 nights, 1 apartment
S$455 per night
includes taxes & fees
Quiet neighborhood and Walking destination to Downtown Salem
Room
Living area
Private kitchen
Exterior detail
Exceptional
(20 reviews)

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

Salem

6% off
S$2,246
for 7 nights, 1 apartment
S$321 per night
includes taxes & fees
Hocus Pocus Season is here! Don’t miss it!
Exterior
Step into the spacious living room complete with a Smart TV.
Living area
Room
Exceptional
(8 reviews)

1803 Salem 1BR • Walk to Haunted Happenings

Salem

7% off
S$2,272
for 7 nights, 1 apartment
S$325 per night
includes taxes & fees
1803 Salem 1BR • Walk to Haunted Happenings
Exterior
Private kitchen
Interior
Room
Exceptional
(33 reviews)

Moody Salem Home Away From Home

Salem

7% off
S$2,000
for 7 nights, 1 home
S$286 per night
includes taxes & fees
Moody Salem Home Away From Home
Stainless kitchen with Nespresso Machine and large window.
View from dining area into living area.
King bedroom with connected office.
Dining
Exceptional
(15 reviews)

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

Marblehead

7% off
S$4,021
for 7 nights, 1 apartment
S$574 per night
includes taxes & fees
2-Bed Penthouse with Rooftop Deck in Old Town, Harbor Peeks and Parking
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Exceptional
(69 reviews)

Family friendly home in historic Salem

Salem

8% off
S$5,363
for 7 nights, 1 apartment
S$766 per night
includes taxes & fees
Family friendly home in historic Salem
Exterior
Private kitchen
Main entrance.
Room
Exceptional
(8 reviews)

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

Beverly

12% off
S$2,215
for 7 nights, 1 apartment
S$316 per night
includes taxes & fees
Charming 2-bedroom apt in Beverly! Walking distance to the train - Enjoy Boston!
Room
Interior
Dining
Interior
Exceptional
(57 reviews)

Beautiful Sunny Apartment in Salem

Salem

8% off
S$2,650
for 7 nights, 1 apartment
S$379 per night
includes taxes & fees
Beautiful Sunny Apartment in Salem
  • Peace of mind

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

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

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

    More space, more privacy, more amenities — more value

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:

  • Essex River (0.2 mi / 0.4 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 most popular type of holiday rental accommodation in Essex?
The most sought-after types of holiday rentals in Essex are houses. Searching for something different? Vrbo has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in all sizes, and for all budgets. The perfect fit is waiting for you — lock in yours today.
How much does it cost to rent a holiday rental in Essex?
Property type, length of stay and time of year are some things that can affect the price of a holiday home. Simply click on your travel dates to find your perfect escape. From cosy chalets to sprawling luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Essex?
Prices for beach houses in Essex differ depending on the style and size of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and the number of guests to view your rental 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 holiday rentals in Essex?
With four holiday rentals that allow pets, your furry buddy can join in the fun on your Essex holiday. Use the filter tool to search our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.
What are popular rental amenities in Essex?
When it comes to rental amenities that people look for in Essex, a garden, a water view and a nearby waterfront are at the top of the list. With Vrbo holiday homes, you'll find options to fit your taste and style, whether you're taking a trip with relatives, friends or even pets.
Are there holiday rentals in Essex that welcome kids?
With four family-friendly holiday rentals available in Essex, now is a superb time to introduce the kids to the thrills of travel. Click on our "Properties good for families" filter box to search for stays packed with conveniences perfect for holidaying families, such as dining rooms, swimming pools, entertainment units and bunk beds.
What are the top attractions for families in Essex?
Keeping the kids happy during your holiday in Essex is simple with these leading family-friendly attractions:
  • Good Harbour Beach
  • Hammond Castle
  • Wingaersheek Beach
Can I find two-bedroom holiday rentals in Essex?
Essex has two two-bedroom properties to pick from. Discover a holiday home with all the space and comfort you need at a price that's hard to resist on Vrbo.
Are there holiday rentals with WiFi in Essex?
Whether you want to keep up to date with the news, send a few emails or update your social media, there are two holiday homes with WiFi in Essex. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Essex?
Essex has four holiday rentals where you'll be able to spend your days in air-conditioned comfort. To locate a stay on Vrbo that provides this amenity, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Essex?
It's advisable to check with the Essex holiday home you want on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Essex for?
The amount of time you can book an Essex holiday home for varies depending on the property. Just put in your preferred travel dates to browse available options that offer long-term stays. They come with all you need to make your extended holiday more enjoyable like kitchens and air conditioning. Some properties might also offer discounted weekly or monthly prices, so you can stay even longer for less.

More holiday ideas