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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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, (14 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 AED 867
AED 1,108 total
includes taxes & fees
4 Nov - 5 Nov
The Essex of Gloucester
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

2. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (59 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
The price is AED 489
AED 1,329 total
includes taxes & fees
20 Oct - 21 Oct
Beach Life Bliss - steps to the beach
A dining table set with white plates, bowls, and glasses, accompanied by a vase of yellow tulips.

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

Charming apt -2 Bedroom -Close to Beach/Sleeps 6
Ipswich
9.4 out of 10, Exceptional, (31 reviews)
"A really nice place and great location."
United States
Jessica M.
The price is AED 551
AED 1,060 total
includes taxes & fees
20 Oct - 21 Oct
Charming apt -2 Bedroom -Close to Beach/Sleeps 6
A modern kitchen with stainless steel appliances, white cabinets, and a large window.

4. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (33 reviews)
"Nice and clean. Close enough to walk to things in town."
United States
Pastor Chris
The price is AED 441
AED 854 total
includes taxes & fees
1 Nov - 2 Nov
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
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
9.0 out of 10, Wonderful, (52 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 AED 533
AED 967 total
includes taxes & fees
2 Nov - 3 Nov
2b apt loft Downtown Ipswich
A modern kitchen with stainless steel appliances, light grey cabinets, and a tiled backsplash.

6. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (44 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is AED 422
AED 947 total
includes taxes & fees
1 Nov - 2 Nov
Riverview charming apt near 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, (43 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 harbor with boats docked, a pier, and houses along the shore.

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

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.8 out of 10, Exceptional, (44 reviews)
"This is our second year staying at Gigi's place. It's such a great location and value. It offers everything we like during the off season without the crowds and is such a clean and comfortable place to stay."
United States
Victoria P.
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
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, (40 reviews)
"Was a fantastic place to stay. Host was great as well."
United States
Wesley G.
Harborside Oasis ★ Harbor View ★ Heart of Downtown
A crowded beach with people swimming and sunbathing, tents, and beach chairs.

10. 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.
The price is AED 493
AED 1,194 total
includes taxes & fees
15 Oct - 16 Oct
Ocean Breeze / 8-Minute Walk to Beach
A living room with a fireplace, a television mounted on the wall, and a variety of decorative items including plants and a large vase.

11. Charming Retreat

Charming Retreat
East Gloucester
10.0 out of 10, Exceptional, (22 reviews)
"Parking was great...easy access to visiting all of Cape Ann"
United States
Margaret
The price is AED 493
AED 1,141 total
includes taxes & fees
6 Oct - 7 Oct
Charming Retreat
A wooden staircase with a railing leading to a covered deck area.

12. 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
9.8 out of 10, Exceptional, (20 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
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
12 foot long couch for two people to stretch out on.

13. Apartment with private rooftop deck with ocean views

Apartment with private rooftop deck with ocean views
Rockport
10.0 out of 10, Exceptional, (24 reviews)
"A beautiful home clean with everything we needed for our stay. We enjoyed our stay and I would definitely book again!"
United States
Ellen W.
Apartment with private rooftop deck with ocean views
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, (222 reviews)
"Excellent above garage large studio in a superb Rockport location central to everything. Hosts were gracious and warm and made the overnight stay a good one. Highly recommend."
United States
Eugene
The price is AED 716
AED 911 total
includes taxes & fees
15 Oct - 16 Oct
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
A covered porch with wicker furniture, a barbecue grill, and a wooden deck.

15. 5 Mi to Salem: Furnished Patio at Danvers Studio!

5 Mi to Salem: Furnished Patio at Danvers Studio!
Danvers
9.6 out of 10, Exceptional, (29 reviews)
"Perfect stay!"
Canada
Billee
The price is AED 342
AED 812 total
includes taxes & fees
1 Nov - 2 Nov
5 Mi to Salem: Furnished Patio at Danvers Studio!
A staircase with wooden steps leading to a room with a wooden ceiling.

16. 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 AED 624
AED 1,922 total
includes taxes & fees
4 Nov - 5 Nov
Oceanside Village Home~Private Fenced Yard~Reserved Parking
An aerial view of a coastal town with a marina filled with boats, surrounded by residential buildings and a clear blue sky.

17. The Bookstore · Private Parking · King Beds · Downtown Rockport

The Bookstore · Private Parking · King Beds · Downtown Rockport
Rockport
10.0 out of 10, Exceptional, (44 reviews)
"It’s the cutest; has everything you’ll need and only a five minute walk to downtown and on-site parking is a plus! The host is attentive and check-in was a breeze."
United States
Nicki B.
The Bookstore · Private Parking · King Beds · Downtown Rockport
A kitchen with white cabinets, a dining table with chairs, and a hanging light fixture.

18. 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 price is AED 798
AED 1,839 total
includes taxes & fees
21 Oct - 22 Oct
The Duval House
A bedroom with a wooden bed, bedside tables, a nightstand, and a door to a hallway.

19. 3B apt Downtown Ipswich

3B apt Downtown Ipswich
Ipswich
10.0 out of 10, Exceptional, (25 reviews)
"Great spot perfect for our family! "
United States
Tabatha D.
The price is AED 595
AED 1,140 total
includes taxes & fees
13 Oct - 14 Oct
3B apt Downtown Ipswich
A living room with a white brick fireplace, a patterned rug, a sofa, a table, and a lamp.

20. Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!

Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
Rockport
10.0 out of 10, Exceptional, (11 reviews)
"Great place near center of town. Cozy accommodations. Great communication with host."
United States
Kara G.
The price is AED 853
AED 1,482 total
includes taxes & fees
13 Oct - 14 Oct
Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Essex Hotel Reviews

Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

10/10 Excellent
"Amazing and helpful staff and beautiful hotel. We stayed 3 nights on each end of our vacation. Room and clean, large and beds were very comfortable. Both stays we were able to check into our room early. Shuttle to airport was also very convenient."
Stacie 1-night trip
Posted less than an hour ago
Hilton Garden Inn Boston Logan Airport

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.