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 Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Essex vacation 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 ￥27,648
￥35,296 total
includes taxes & fees
Nov 22 - Nov 23
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 ￥18,104
￥51,063 total
includes taxes & fees
Nov 17 - Nov 18
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 ￥18,932
￥36,519 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥18,144
￥40,674 total
includes taxes & fees
Nov 29 - Nov 30
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 ￥24,454
￥43,614 total
includes taxes & fees
Nov 8 - Nov 9
2b apt loft Downtown Ipswich
A crowded beach with people swimming and sunbathing, tents, and beach chairs.

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 coastal town with houses along the shoreline, a beach, and a rocky outcrop.

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 ￥39,116
￥90,218 total
includes taxes & fees
Nov 18 - Nov 19
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 ￥14,909
￥40,133 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥25,085
￥54,277 total
includes taxes & fees
Nov 13 - Nov 14
Charming Retreat
A harbor with boats docked, a pier, and houses along the shore.

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 ￥16,566
￥42,385 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥17,774
￥42,972 total
includes taxes & fees
Nov 18 - Nov 19
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A harbor with numerous boats and a prominent building with a clock tower in the background.

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 ￥17,806
￥47,557 total
includes taxes & fees
Nov 29 - Nov 30
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A beach with houses in the background and people engaging in various activities.

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 ￥19,382
￥44,911 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥18,144
￥39,227 total
includes taxes & fees
Nov 17 - Nov 18
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 ￥28,541
￥36,461 total
includes taxes & fees
Nov 11 - Nov 12
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

Hilton Boston/Woburn

Hilton Boston/Woburn

10/10 Excellent
"Excellent service !"
Jesus 5-night trip
Posted 2 hours ago
Hilton Boston/Woburn

Find out more about Essex

Search for holiday rentals in Essex on Expedia! You can easily find your home rentals, villas, holiday apartments in Essex using one of the methods below:

  • View our selection of featured holiday rentals in Essex
  • Use the map to find apartments and other holiday homes in the Essex neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Essex while they last

Look no further and take a look at our great range of rental properties in Essex!

Frequently asked questions

Are there vacation rentals in Essex?

Yes, we give you a choice of vacation rentals in Essex near Essex Shipbuilding Museum, or you can choose a more remote 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 vacation home rentals that Essex has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This vacation home rental near 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals will I find in Essex?

With 7 Expedia vacation rentals, you're sure 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 larger area, you’ll find Castle Hill on the Crane Estate and Crane Beach.

What are vacation rentals like in Essex?

Vacation rentals are private properties you can book for a few days or a quick weekend in Essex. Vacation rentals provide amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.