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.

Holiday Homes in Essex

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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 holiday homes

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 NZ$389
includes taxes & fees
13 Oct - 14 Oct
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 NZ$610
includes taxes & fees
20 Oct - 21 Oct
Beach Life Bliss - steps to the beach
A staircase with wooden steps leading to a room with a wooden ceiling.

3. 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.
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A wooden staircase with a railing leading to a covered deck area.

4. 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
A bedroom with a bed, bedside tables, a desk, and a bench.

5. Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Gloucester
10.0 out of 10, Exceptional, (1 review)
"We loved our stay. The property is beautiful with wonderful views. Convenient to get most places."
United States
Sara G.
The price is NZ$1,152
includes taxes & fees
26 Oct - 27 Oct
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
A spacious living room with a large TV, comfortable seating, and large windows offering a view of the outdoors.

6. Stay at Little River

Stay at Little River
Gloucester
10.0 out of 10, Exceptional, (9 reviews)
"My friend and I had a great time staying at the house. Beautiful view, close to great attractions, and the kitchen was well appointed."
United States
Caitlin D.
Stay at Little River
A two-story house with a wrap-around porch, a curved driveway, and a view of a large body of water.

7. 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, (6 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$2,012
includes taxes & fees
19 Oct - 20 Oct
Classic Coastal Family Home | Walk to Sea;King Bed
A coastal town with a marina filled with boats, surrounded by residential buildings and a large green area.

8. 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)
"Our family of four humans and two tiny dogs enjoyed our stay at this cozy home. The neighborhood is cute, quiet, and perfectly located to get in and out of town easily. The high appliances made cooking, laundry, and dishes convenient. We‘d love to stay here again."
United States
Bridget H.
The price is NZ$1,019
includes taxes & fees
2 Nov - 3 Nov
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
A spacious living area with a large TV, a kitchen, and a dining area.

9. Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Rockport
9.8 out of 10, Exceptional, (19 reviews)
"Great space and close to Old Garden Beach and Bearskin Beck. Needed door lock fixed and communication was impressively prompt and the handyman who fixed it was very nice. Very happy with our stay"
United States
Kelley S.
The price is NZ$1,523
includes taxes & fees
31 Oct - 1 Nov
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
A bedroom with a large bed, bedside lamps, a window with a view, and a small table with a lamp.

10. Luxury Starboard Townhome Steps to Niles Beach

Luxury Starboard Townhome Steps to Niles Beach
East Gloucester
Luxury Starboard Townhome Steps to Niles Beach
A wooden deck with wicker furniture and a white chair, overlooking a beach with a rocky shoreline and a clear blue sky.

11. Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Rockport
10.0 out of 10, Exceptional, (38 reviews)
"Great spot right on Long Beach! Has great views of the ocean right on the water. We definitely stay there again pet friendly."
United States
Emmy D.
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
A cozy living room with a fireplace, wooden beams, and comfortable seating.

12. Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8

Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
Beverly
9.6 out of 10, Exceptional, (18 reviews)
"What a beautiful, historic property!!! Ideal for families or large groups visiting the area. Plenty of parking space! Don’t think twice about booking. Communication with the host was perfection. 5 stars for sure!"
United States
Kristen L.
The price is NZ$1,729
includes taxes & fees
3 Nov - 4 Nov
Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

13. Historic Marblehead Nautical Home • Minutes to Salem

Historic Marblehead Nautical Home • Minutes to Salem
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay at this property. It is in a great location. Easy to walk to restaurants and stores in Marblehead. It was nice to not have to spend more time in our car after driving from Georgia. Property had everything we needed to live comfortably during our stay."
United States
Kevin H.
The price is NZ$1,131
includes taxes & fees
12 Oct - 13 Oct
Historic Marblehead Nautical Home • Minutes to Salem
A modern living room with a grey sofa, wooden coffee table, and white cabinets.

14. Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Downtown Salem
9.6 out of 10, Exceptional, (118 reviews)
"This place was perfect. Clean, a saved parking spot, within walking distance of everything you could want in Salem as well as the train station. Will definitely be looking into this if we decide to come back"
United States
Jacob
The price is NZ$836
includes taxes & fees
2 Nov - 3 Nov
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
A spacious living room with a high ceiling, wooden beams, a sofa, a blue armchair, a coffee table, and a dining area with a table and chairs.

15. Historic Renovation, Walk to Front Beach and Shopping

Historic Renovation, Walk to Front Beach and Shopping
Rockport
9.8 out of 10, Exceptional, (9 reviews)
"This house worked well for our family with seven people of all ages and really enjoyed our first trip to the Rockport/Gloucester area. Hopefully we'll get a chance to return and would highly recommend the area and property."
United States
Dan K.
The price is NZ$1,185
includes taxes & fees
3 Nov - 4 Nov
Historic Renovation, Walk to Front Beach and Shopping
A waterfront property with a dock, a small house with a balcony, and a larger house with a garage.

16. Stay at Rocky Neck

Stay at Rocky Neck
Rocky Neck
10.0 out of 10, Exceptional, (15 reviews)
"Our host was amazing and this was the perfect getaway for us in a beautiful location!"
United States
Joy B.
Stay at Rocky Neck
A large, two-story house with a steeply pitched roof, surrounded by lush greenery and a view of the sea.

17. Experience Classic New England-walk to beach&shops

Experience Classic New England-walk to beach&shops
Rockport
10.0 out of 10, Exceptional, (1 review)
"Property was extremely clean. Comfortably fit my group of 8 adults. The deck hot tub was the biggest hot tub I have ever seen. Such a great place! Victor was extremely nice and responsive. "
United States
Danielle L.
Experience Classic New England-walk to beach&shops
A room with a patterned armchair, a map on the wall, a framed picture, a bed with a patterned bedspread, and a red and blue rug.

18. Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining

Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
Marblehead Historic District
The price is NZ$1,357
includes taxes & fees
19 Oct - 20 Oct
Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
A beach with people sunbathing and swimming, a rocky outcrop in the foreground, and a small island in the background.

19. Bell Buoy

Bell Buoy
3.5 star property
Rockport
6.0 out of 10, (1 review)
"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...
United States
Amy
The price is NZ$1,061
includes taxes & fees
12 Oct - 13 Oct
Bell Buoy
A room with a bed, a TV, a patterned rug, and a door leading to a staircase.

20. Wonderful 1-bedroom house in Salem perfect for a relaxing getaway

Wonderful 1-bedroom house in Salem perfect for a relaxing getaway
Salem
The price is NZ$910
includes taxes & fees
3 Nov - 4 Nov
Wonderful 1-bedroom house in Salem perfect for a relaxing getaway
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 Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

10/10 Excellent
"Love the hotel, staff was friendly and room was clean"
Daniel 2-night trip
Posted 4 hours ago
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Find out more about Essex

Essex Holiday Homes information

Number of reviews
256
Accommodation
582 Holiday Homes
Lowest Price
NZ$389
Highest Price
NZ$2,012

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