An aerial view of a town with a prominent red brick building, a church with a steeple, and a large white building with a dome.

Essex Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Essex holiday rentals

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

1. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (18 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
The price is NZ$356
includes taxes & fees
30 Nov - 1 Dec
The Essex of Gloucester
A lakeside patio with Adirondack chairs and a small table, surrounded by lush greenery and a view of the lake.

2. Spacious Lakefront Escape w/ 3 Baths + Bonus Bed

Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
Essex
10.0 out of 10, Exceptional, (37 reviews)
"Absolutely beautiful location, we had the most wonderful stay."
United States
Veronica B.
The price is NZ$922
includes taxes & fees
1 Dec - 2 Dec
Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
A modern kitchen with stainless steel appliances, white cabinets, and a large window.

3. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.6 out of 10, Exceptional, (38 reviews)
"Great place to stay—loved the renovations, it was very clean and had an exclusive side entrance for coming & going. I would definitely stay there again!"
United States
Dawne
The price is NZ$387
includes taxes & fees
22 Nov - 23 Nov
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
A modern kitchen with stainless steel appliances, light grey cabinets, and a tiled backsplash.

4. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (46 reviews)
"Comfortable and clean"
United States
DAVID A.
The price is NZ$425
includes taxes & fees
15 Nov - 16 Nov
Riverview charming apt near beach
A modern apartment with a dining area, kitchen, living room, and a large window.

5. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (97 reviews)
"In a very convenient location. Not far from the train station. Walking dust to the beach. Room was very clean and comfortable."
United States
Jessie
The price is NZ$602
includes taxes & fees
18 Nov - 19 Nov
Long Beach Suites
A covered outdoor deck with a grill, a table with chairs, and an umbrella.

6. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.2 out of 10, Wonderful, (53 reviews)
"Everything was fabulous, but the access via the spiral staircase was a not for someone physically compromised."
United States
Helen M.
The price is NZ$460
includes taxes & fees
8 Nov - 9 Nov
2b apt loft Downtown Ipswich
A staircase with wooden steps leading to a room with a wooden ceiling.

7. Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.8 out of 10, Exceptional, (16 reviews)
"Sparking clean property. Plenty of main floor gathering space (kitchen/dining/livingroom) with good separation of sleeping quarters, giving the opportunity for privacy and rest. Pretty back yard with Adirondack chairs to enjoy while reading or just resting. Easy drive to the main attractions of Gloucester and/or Rockport. All this and responsive owners too! "
United States
Karen T.
The price is NZ$711
includes taxes & fees
4 Nov - 5 Nov
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A wooden staircase with a railing leading to a covered deck area.

8. 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Gloucester
9.6 out of 10, Exceptional, (24 reviews)
"Rachel was very responsive and attentive, excellent host. The house was in a great location, clean, and very comfortable. Would stay there again should the need arise."
United States
Betty
The price is NZ$973
includes taxes & fees
4 Nov - 5 Nov
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
A living room with a fireplace, a television mounted on the wall, and a variety of decorative items including plants and a large vase.

9. Charming Retreat

Charming Retreat
East Gloucester
10.0 out of 10, Exceptional, (26 reviews)
"Parking was great...easy access to visiting all of Cape Ann"
United States
Margaret
The price is NZ$496
includes taxes & fees
14 Nov - 15 Nov
Charming Retreat
A residential area with houses, a road, and a body of water in the background.

10. Classic Coastal Family Home | Walk to Sea;King Bed

Classic Coastal Family Home | Walk to Sea;King Bed
Gloucester
10.0 out of 10, Exceptional, (8 reviews)
"Property was excellent, beautifully decorated with good taste, location was beautiful, everyone enjoyed the weekend stay. Rooms were clean, beds were comfortable."
United States
Maarij K.
The price is NZ$1,451
includes taxes & fees
4 Nov - 5 Nov
Classic Coastal Family Home | Walk to Sea;King Bed
A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

11. Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (28 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
The price is NZ$438
includes taxes & fees
30 Nov - 1 Dec
Re-listed: Adorable Condo Beverly - Salem - Halloween
A waterfront property with a dock, houses in the background, and a clear sky.

12. Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.8 out of 10, Exceptional, (46 reviews)
"This is a wonderful place to stay! It's super clean, modern amenities, & comfortable and literally steps from Bearskin Neck. The host, Gigi, is awesome and great communication. Such a cool vibe here, i can'twait to return!"
United States
Heidi K.
The price is NZ$484
includes taxes & fees
4 Nov - 5 Nov
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
A marina with boats docked, a clear sky, and a street with parked cars.

13. Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown
Rockport
9.8 out of 10, Exceptional, (41 reviews)
"Was a fantastic place to stay. Host was great as well."
United States
Wesley G.
The price is NZ$459
includes taxes & fees
4 Nov - 5 Nov
Harborside Oasis ★ Harbor View ★ Heart of Downtown
A modern living room with a sofa, a coffee table, and a TV on a stand. There is a kitchen in the background with a fridge and a microwave.

14. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Beverly
10.0 out of 10, Exceptional, (14 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is NZ$457
includes taxes & fees
18 Nov - 19 Nov
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A living room with a flat-screen TV, wooden flooring, a black sofa, a glass coffee table, and a window with blinds.

15. Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
8.6 out of 10, Excellent, (30 reviews)
"Good location near water; .8 miles to Salem Witch museum & downtown"
United States
Valerie
The price is NZ$380
includes taxes & fees
4 Nov - 5 Nov
Central Salem Retreat 2bd W/ parking
A modern living room with a brown sofa, a dining table set with plates and glasses, and a blue accent wall with a geometric pattern.

16. Fresh Design-Walk to Salem-Food-Train Station

Fresh Design-Walk to Salem-Food-Train Station
Beverly
9.6 out of 10, Exceptional, (18 reviews)
"Comfortable bed well equipped kitchen"
United States
Christine L.
The price is NZ$501
includes taxes & fees
16 Nov - 17 Nov
Fresh Design-Walk to Salem-Food-Train Station
A living room with a sofa, a coffee table, a plant, and a view into the kitchen.

17. Fall Asleep to Waves — Steps to Shops & Dining

Fall Asleep to Waves — Steps to Shops & Dining
Rockport
10.0 out of 10, Exceptional, (14 reviews)
"We loved our stay here ! The beach view from the bedroom window is amazing ! The home was so clean and cozy. We walked to breakfast every morning and all the shops were also in walking distance! We will definately be back!!"
United States
Dominique
The price is NZ$658
includes taxes & fees
4 Nov - 5 Nov
Fall Asleep to Waves — Steps to Shops & Dining
A kitchen with white cabinets, a stainless steel range hood, and a clock on the wall.

18. 2BR Home Minutes to Downtown Rockport+Beach!

2BR Home Minutes to Downtown Rockport+Beach!
Rockport
10.0 out of 10, Exceptional, (13 reviews)
"Good facilities, clean and tidy, lovely decor. Good location."
United States
Janet C.
The price is NZ$723
includes taxes & fees
4 Nov - 5 Nov
2BR Home Minutes to Downtown Rockport+Beach!
A bed with a knitted blanket and pillows in a room with a window and artwork on the wall.

19. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (84 reviews)
"I honestly had my favorite stay of all time at this place. It was clean cozy and absolutely everything that we needed. I love the historical feel to it and it was perfection."
United States
Arianna
The price is NZ$545
includes taxes & fees
3 Dec - 4 Dec
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A modern kitchen with white cabinetry, granite countertops, and stainless steel appliances.

20. Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport
10.0 out of 10, Exceptional, (45 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is NZ$738
includes taxes & fees
4 Nov - 5 Nov
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Essex Hotel Reviews

Lakeside Inn

Lakeside Inn

10/10 Excellent
"Room was clean, water pressure was excellent, beds were perfect and pillows too. Breakfast had great choices and area was very clean. The staff were helpful."
Julia 3-night trip
Posted 9 hours ago
Lakeside Inn

Find out more about Essex

Everything you need to know about Essex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Essex holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Essex holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Essex holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Essex. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Essex holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Essex holiday rentals we have selected for you start as low as NZ$383 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Essex rentals

At Expedia, we put the best Essex holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Essex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Essex holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Essex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Essex?

Yes, there are holiday rentals in Essex close to Essex Shipbuilding Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Essex speak positively about the riverfront and restaurants in this destination. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Essex has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This holiday home rental outside of Essex offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

How many holiday rentals will I find in Essex?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Essex stay.

What can I see and do in Essex?

Cultural attractions include Essex Shipbuilding Museum and Cogswell's Grant, whereas Essex River and Stavros Reservation are a couple of picturesque spots to enjoy the outdoors. In the wider area, you’ll find Castle Hill on the Crane Estate and Crane Beach.

What are holiday rentals like in Essex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Essex. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for small groups.