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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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 £221
includes taxes & fees
19 Oct - 20 Oct
The Essex of Gloucester
A staircase with wooden steps leading to a room with a wooden ceiling.

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

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (15 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 £294
includes taxes & fees
28 Sept - 29 Sept
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A beach with a sunset, rocky shoreline, and calm waters.

3. Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
Manchester-by-the-Sea
9.2 out of 10, Wonderful, (14 reviews)
"Great house, great location, wonderful kitchen. Friends all had a great time"
United States
Colorado B.
The price is £554
includes taxes & fees
30 Sept - 1 Oct
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

4. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.2 out of 10, Wonderful, (23 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 £316
includes taxes & fees
27 Sept - 28 Sept
Cozy two bedroom house in the heart of Gloucester
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.
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
A cozy living room with a fireplace, wooden beams, and comfortable seating.

6. 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)
"Everything was lovely. The home was wonderful and communication with our host was top notch. Thank you so much!"
United States
Terry F.
The price is £709
includes taxes & fees
29 Sept - 30 Sept
Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
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, (5 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 £764
includes taxes & fees
28 Sept - 29 Sept
Classic Coastal Family Home | Walk to Sea;King Bed
A patio with a table and chairs, surrounded by lush greenery and flowering plants.

8. 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 £548
includes taxes & fees
29 Sept - 30 Sept
Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
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.

9. 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 £518
includes taxes & fees
7 Oct - 8 Oct
Historic Renovation, Walk to Front Beach and Shopping
A modern kitchen with a central island, stainless steel appliances, and a view to the outside.

10. The Nest | High-End Kitchen | Steps to Beach | A/C

The Nest | High-End Kitchen | Steps to Beach | A/C
Newbury
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot for beach, restaurants and Newbury port See you next summer!"
United States
Sebastien L.
The price is £340
includes taxes & fees
29 Sept - 30 Sept
The Nest | High-End Kitchen | Steps to Beach | A/C
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

11. 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 £523
includes taxes & fees
12 Oct - 13 Oct
Historic Marblehead Nautical Home • Minutes to Salem
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
10.0 out of 10, Exceptional, (19 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
The price is £530
includes taxes & fees
7 Oct - 8 Oct
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
A coastal town with a marina filled with boats, surrounded by residential buildings and a large green area.

13. 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, (44 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 £422
includes taxes & fees
20 Oct - 21 Oct
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
A beach with a wooden fence, sand, and the ocean.

14. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.8 out of 10, Exceptional, (6 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is £277
includes taxes & fees
1 Oct - 2 Oct
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
A modern living room with a grey sofa, wooden coffee table, and white cabinets.

15. 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, (116 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
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
A hammock in a room with large windows, a wooden ceiling, and a view of the city.

16. The widow’s walk your very own spa experience

The widow’s walk your very own spa experience
Marblehead
9.4 out of 10, Exceptional, (21 reviews)
"Great! Lots of activities on property. House is beautiful! You can access the wrap around deck around the widows walk"
United States
Lucy Danielle R.
The price is £493
includes taxes & fees
28 Sept - 29 Sept
The widow’s walk your very own spa experience
A modern interior with a kitchen, dining area, and living space, featuring wooden floors, a large TV, and a view of the outdoors.

17. Plum Puddin | Pet-Friendly | Screened Porch | Deck

Plum Puddin | Pet-Friendly | Screened Porch | Deck
Newburyport
9.8 out of 10, Exceptional, (10 reviews)
The price is £354
includes taxes & fees
27 Sept - 28 Sept
Plum Puddin | Pet-Friendly | Screened Porch | Deck

18. Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing

Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
Salisbury Beach
The price is £375
includes taxes & fees
28 Sept - 29 Sept
Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
A modern living room with a sectional sofa, a wooden coffee table, patterned rugs, and a kitchen in the background.

19. Heights House - 93 Walkscore~Halloween~Grill

Heights House - 93 Walkscore~Halloween~Grill
Salem
9.0 out of 10, Wonderful, (4 reviews)
"Apartment was very clean and close to downtown Salem but on a quiet block. Host was very responsive and helpful. Would definitely stay here again. "
United States
Steve R.
The price is £331
includes taxes & fees
29 Sept - 30 Sept
Heights House - 93 Walkscore~Halloween~Grill
A room with a large window overlooking a wooden deck with white railings and a lighthouse in the distance.

20. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (24 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
The price is £570
includes taxes & fees
29 Sept - 30 Sept
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
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

8/10 Good
"Clean room, excellent staff and fast check in and granted us a late checkout"
Scott 1-night trip
Posted 2 hours ago
Hilton Boston/Woburn

Find out more about Essex

Essex Holiday Homes information

Number of reviews
217
Accommodation
586 Holiday Homes
Lowest Price
£221
Highest Price
£764