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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Essex holiday rentals

Private kitchen

1. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 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 HK$1,991
HK$2,531 total
includes taxes & fees
31 Aug - 1 Sept
The Essex of Gloucester
Private kitchen

2. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (29 reviews)
"Conveniently located for our stay. Immaculate and well appointed studio. We would come again."
United States
eric
The price is HK$980
HK$1,866 total
includes taxes & fees
3 Sept - 4 Sept
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Outdoor dining

3. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.0 out of 10, Wonderful, (50 reviews)
"Great experience! Even got upgraded to another suite since there was an issue in the one I booked. Great place to stay! I’d recommend to a friend and/or come back if needed."
United States
Jessica B.
The price is HK$1,214
HK$2,166 total
includes taxes & fees
22 Sept - 23 Sept
2b apt loft Downtown Ipswich
Private kitchen

4. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (41 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is HK$1,137
HK$2,314 total
includes taxes & fees
1 Sept - 2 Sept
Riverview charming apt near beach
Dining room

5. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (80 reviews)
"Really good,so close to the beaches"
United States
Oscar
The price is HK$1,226
HK$2,902 total
includes taxes & fees
1 Sept - 2 Sept
Long Beach Suites
Dining

6. Charming apt -2 Bedroom -Close to Beach/Sleeps 6

Charming apt -2 Bedroom -Close to Beach/Sleeps 6
Ipswich
9.2 out of 10, Wonderful, (29 reviews)
"Perfect location!"
United States
Jill H.
The price is HK$1,137
HK$2,202 total
includes taxes & fees
31 Aug - 1 Sept
Charming apt -2 Bedroom -Close to Beach/Sleeps 6
Private kitchen

7. Comfy King Beds~5 min to Salem

Comfy King Beds~5 min to Salem
Beverly
10.0 out of 10, Exceptional, (3 reviews)
"Great location. Second time we stayed here!"
United States
Jennifer S.
The price is HK$823
HK$1,782 total
includes taxes & fees
25 Aug - 26 Aug
Comfy King Beds~5 min to Salem
Private kitchen

8. Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester
9.8 out of 10, Exceptional, (58 reviews)
"This was such a cute little place! We enjoyed our Birthday getaway! It was easy to get around the area too. Parking was small, but thanks to the other reviews we brought the car so we were ok. "
United States
Jennifer B.
The price is HK$1,976
HK$3,774 total
includes taxes & fees
4 Sept - 5 Sept
Luxury 1900's romantic retreat steps from the beach - King Suite!
Living area

9. Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Gloucester
9.8 out of 10, Exceptional, (28 reviews)
"A beautiful cottage with wonderful amenities and host. Couldn’t have asked for a better place to stay!"
United States
Samson L.
The price is HK$2,815
HK$5,098 total
includes taxes & fees
25 Aug - 26 Aug
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Living area

10. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (18 reviews)
"For our one night stay it was perfect, Clean and comfortable, plenty of basic's, bedding, towels and kitchen supply's."
United States
CHARLES
The price is HK$1,568
HK$3,258 total
includes taxes & fees
21 Sept - 22 Sept
Cozy two bedroom house in the heart of Gloucester
Room

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

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
10.0 out of 10, Exceptional, (24 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
The price is HK$1,136
HK$2,451 total
includes taxes & fees
8 Sept - 9 Sept
Re-listed: Adorable Condo Beverly - Salem - Halloween
Terrace/patio

12. 5 Mi to Salem: Furnished Patio at Danvers Studio!

5 Mi to Salem: Furnished Patio at Danvers Studio!
Danvers
9.8 out of 10, Exceptional, (28 reviews)
"Very convenient location just outside downtown Danvers. The room was clean, very nice. It was the perfect place to stay for a few days."
United States
Tim B.
The price is HK$729
HK$1,734 total
includes taxes & fees
31 Aug - 1 Sept
5 Mi to Salem: Furnished Patio at Danvers Studio!
Interior

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

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (14 reviews)
"The home was warm and inviting upon our arrival. We loved the home. Rachel responds immediately with any questions. Cape Ann is beautiful and convenient to Boston. We loved our visit and felt at home! "
United States
Melenia s.
The price is HK$1,064
HK$3,106 total
includes taxes & fees
27 Aug - 28 Aug
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Dining

14. The Duval House

The Duval House
Downtown Gloucester
9.6 out of 10, Exceptional, (19 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
Marina

15. Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
East Gloucester
9.6 out of 10, Exceptional, (37 reviews)
"Linda was so kind and what a fun little home she opened up to us! "
United States
Hillary M.
The price is HK$1,568
HK$3,503 total
includes taxes & fees
2 Sept - 3 Sept
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
Room

16. 3B apt Downtown Ipswich

3B apt Downtown Ipswich
Ipswich
10.0 out of 10, Exceptional, (22 reviews)
"Great spot perfect for our family! "
United States
Tabatha D.
The price is HK$1,256
HK$2,401 total
includes taxes & fees
20 Sept - 21 Sept
3B apt Downtown Ipswich
Interior

17. Beverly/Salem! Dwtn/Water/Train

Beverly/Salem! Dwtn/Water/Train
Beverly
8.8 out of 10, Excellent, (10 reviews)
"Great location pet friendly and friendly host."
United States
Sandy
The price is HK$1,098
HK$2,297 total
includes taxes & fees
25 Aug - 26 Aug
Beverly/Salem! Dwtn/Water/Train
Interior

18. Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Downtown Gloucester
10.0 out of 10, Exceptional, (13 reviews)
"Excellent downtown location! The loft was clean and well stocked. Great communication from the time of booking through check-out. "
United States
Aimee C.
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Living area

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

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (18 reviews)
"Great location and ver comfortable stay."
United States
Michael C.
The price is HK$1,042
HK$2,635 total
includes taxes & fees
25 Aug - 26 Aug
Hocus Pocus Season is here! Don’t miss it!
Living area

20. 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, (6 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is HK$1,376
HK$2,754 total
includes taxes & fees
15 Sept - 16 Sept
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
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

Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

8/10 Good
"Staff was friendly"
Amy 1-night trip
Posted 7 hours ago
Holiday Inn Express Boston - Saugus by IHG

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 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?

Peaceful centrally located home: w/ yard & walking distance to town: This holiday home rental outside of Essex offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.