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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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, (16 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 AU$294
includes taxes & fees
16 Nov - 17 Nov
The Essex of Gloucester
A modern apartment with a dining area, kitchen, living room, and a large window.

2. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.0 out of 10, Wonderful, (95 reviews)
"This is our 3rd time and we will be back next year. Love the location, the place is perfect we truly enjoy our time. The response time for any questions is great."
United States
Kim
The price is AU$478
includes taxes & fees
15 Nov - 16 Nov
Long Beach Suites
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 AU$326
includes taxes & fees
1 Nov - 2 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 AU$361
includes taxes & fees
1 Nov - 2 Nov
Riverview charming apt near beach
A covered outdoor deck with a grill, a table with chairs, and an umbrella.

5. 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 AU$389
includes taxes & fees
8 Nov - 9 Nov
2b apt loft Downtown Ipswich
A bedroom with a brick wall, a bed with blue bedding, a ceiling fan, and a window with blinds.

6. Ocean Breeze / 8-Minute Walk to Beach

Ocean Breeze / 8-Minute Walk to Beach
East Gloucester
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and quaint. There is definitely noise you can hear from upstairs but not in a way that was bothersome. We enjoyed our stay!"
United States
Jessica M.
Ocean Breeze / 8-Minute Walk to Beach
A modern kitchen with dark cabinets, a wooden dining table, and a hanging light fixture.

7. Downtown Rockport · King Bed w/Parking · Walk to Train

Downtown Rockport · King Bed w/Parking · Walk to Train
Rockport
9.8 out of 10, Exceptional, (45 reviews)
"Perfect house for a stay in Rockport. Clean, well decorated and the perfect location for walking around the town and also exploring the east coast. "
United States
Leanna S.
Downtown Rockport · King Bed w/Parking · Walk to Train
A lakeside patio with Adirondack chairs and a small table, surrounded by lush greenery and a view of the lake.

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

Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
Essex
10.0 out of 10, Exceptional, (35 reviews)
"Absolutely beautiful location, we had the most wonderful stay."
United States
Veronica B.
The price is AU$790
includes taxes & fees
18 Nov - 19 Nov
Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
A marina with boats docked, a clear sky, and a street with parked cars.

9. 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 AU$366
includes taxes & fees
2 Nov - 3 Nov
Harborside Oasis ★ Harbor View ★ Heart of Downtown
A living room with a fireplace, a television mounted on the wall, and a variety of decorative items including plants and a large vase.

10. 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 AU$479
includes taxes & fees
13 Nov - 14 Nov
Charming Retreat
A waterfront property with a dock, houses in the background, and a clear sky.

11. 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 AU$373
includes taxes & fees
1 Nov - 2 Nov
Harbor Retreat ★ Ocean 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.

12. 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, (13 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is AU$386
includes taxes & fees
18 Nov - 19 Nov
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A bed with a knitted blanket and pillows in a room with a window and artwork on the wall.

13. ♥ 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 AU$443
includes taxes & fees
2 Nov - 3 Nov
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A two-story building with a sign for 'Shalin Liu Performance Center' at the ground level.

14. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
Rockport
9.8 out of 10, Exceptional, (223 reviews)
"Wonderful place to stay! Highly recommend!"
United States
Sara D.
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
12 foot long couch for two people to stretch out on.

15. Apartment with private rooftop deck with ocean views

Apartment with private rooftop deck with ocean views
Rockport
10.0 out of 10, Exceptional, (26 reviews)
"Friendly helpful and responsive host. Place was clean, convenient, quiet."
United States
Eli T.
Apartment with private rooftop deck with ocean views
A kitchen with white cabinets, a dining table with chairs, and a hanging light fixture.

16. The Duval House

The Duval House
Downtown Gloucester
9.6 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay. The house was very nice and the room was very clean. Can’t wait to come back!"
United States
Jennifer H.
The Duval House
A bedroom with a wooden bed, bedside tables, a nightstand, and a door to a hallway.

17. 3B apt Downtown Ipswich

3B apt Downtown Ipswich
Ipswich
10.0 out of 10, Exceptional, (27 reviews)
"Had a great short stay, central location!"
United States
Stephanie K.
3B apt Downtown Ipswich
A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

18. 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 AU$440
includes taxes & fees
1 Nov - 2 Nov
Re-listed: Adorable Condo Beverly - Salem - Halloween
A living room with a flat-screen TV, wooden flooring, a black sofa, a glass coffee table, and a window with blinds.

19. Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
8.8 out of 10, Excellent, (29 reviews)
"Good location near water; .8 miles to Salem Witch museum & downtown"
United States
Valerie
The price is AU$353
includes taxes & fees
17 Nov - 18 Nov
Central Salem Retreat 2bd W/ parking
A modern kitchen with a large island, a flat-screen TV mounted above the island, and a dining area with a sofa and curtains.

20. 1880 updated Victorian 1st floor, water views

1880 updated Victorian 1st floor, water views
Salem
10.0 out of 10, Exceptional, (55 reviews)
"We had a great stay! Place was beautiful and nearby to main attractions of Salem."
United States
Gregory
The price is AU$332
includes taxes & fees
11 Nov - 12 Nov
1880 updated Victorian 1st floor, water views
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

enVision Hotel Boston Everett

enVision Hotel Boston Everett

8/10 Good
"We stayed overnight at the hotel in Everett, Massachusetts. The hotel was very clean, parking was easy and only $20. We did have breakfast in the morning, it’s just light fare. Our hostess, Maria, was fantastic! She checked on us as soon as we got back from the Celtics game! The room was very good, small but functional. The one drawback was, it was on the road side of the building, so it was very loud in the morning."
Thomas 1-night trip
Posted 1 hour ago
enVision Hotel Boston Everett

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 favourite 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 depend 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 AU$236 per night. Entering your travel dates in the search wizard might find you 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. 

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.