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

  • 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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Essex holiday homes

Private kitchen

1. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
The price is €302
includes taxes & fees
31 Aug - 1 Sept
The Essex of Gloucester
Smart TV, books

2. 3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (48 reviews)
"Beautiful home in a beautiful location!"
United States
Paul H.
The price is €557
includes taxes & fees
19 Aug - 20 Aug
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
Interior

3. 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 €436
includes taxes & fees
26 Aug - 27 Aug
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Coffee/tea maker, fridge, microwave, oven

4. Moody Salem Home Away From Home

Moody Salem Home Away From Home
Salem
9.8 out of 10, Exceptional, (29 reviews)
"Host was very nice we enjoyed our stay at your bra home thank your for having us "
United States
Chris M.
The price is €300
includes taxes & fees
12 Aug - 13 Aug
Moody Salem Home Away From Home
Exterior

5. 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, (3 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 €908
includes taxes & fees
5 Aug - 6 Aug
Classic Coastal Family Home | Walk to Sea;King Bed
Beach nearby

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

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
The price is €401
includes taxes & fees
20 Aug - 21 Aug
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Beach nearby, sun-loungers, beach towels

7. 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)
"Deck fire place perfect for nice evening with family!"
United States
Calvert G.
The price is €761
includes taxes & fees
16 Aug - 17 Aug
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
Coffee/tea maker, fridge, microwave, oven

8. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (50 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is €618
includes taxes & fees
10 Aug - 11 Aug
Beach Life Bliss - steps to the beach
Smart TV, books

9. Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat
Beverly
9.6 out of 10, Exceptional, (16 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 €767
includes taxes & fees
25 Aug - 26 Aug
Historic 1686 Home Near Downtown l 5BR Retreat
Property grounds

10. 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, (16 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 €698
includes taxes & fees
23 Aug - 24 Aug
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
1 bedroom, iron/ironing board, free WiFi, bed sheets

11. Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..

Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
Marblehead Historic District
10.0 out of 10, Exceptional, (53 reviews)
"This place was comfortable, clean and in a perfect location to walk to town, the water, and enjoy summer in Marblehead. Look forward to staying here again!"
United States
Michele P.
The price is €399
includes taxes & fees
9 Aug - 10 Aug
Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
Marina

12. 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, (43 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is €608
includes taxes & fees
13 Aug - 14 Aug
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
TV

13. 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, (109 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 €416
includes taxes & fees
16 Aug - 17 Aug
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Interior

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

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.6 out of 10, Exceptional, (20 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 Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Coffee/tea maker, fridge, microwave, oven

15. Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!

Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
Newburyport
9.8 out of 10, Exceptional, (87 reviews)
"Perfect for a two person stay to relax and enjoy the local activities!"
United States
Tom B.
The price is €525
includes taxes & fees
3 Aug - 4 Aug
Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
Smart TV

16. Spacious & Convenient 1BR unit-20min to Boston

Spacious & Convenient 1BR unit-20min to Boston
Melrose
9.8 out of 10, Exceptional, (16 reviews)
"very pleased with our stay! "
United States
Patrick G.
The price is €341
includes taxes & fees
5 Aug - 6 Aug
Spacious & Convenient 1BR unit-20min to Boston
Interior

17. 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 €575
includes taxes & fees
2 Aug - 3 Aug
The widow’s walk your very own spa experience
Coffee/tea maker, fridge, microwave, oven

18. Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Marblehead
10.0 out of 10, Exceptional, (28 reviews)
"great place and location"
United States
Kacey C.
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Dining

19. Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Salem
10.0 out of 10, Exceptional, (28 reviews)
"The house was clean, large rooms and close to all the attractions (within walking distance). We absolutely loved staying here and would definitely book again. "
Canada
Deena M.
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Smart TV, books

20. 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, (18 reviews)
"Cozy house in great location. We would definitely stay here again. "
United States
John D.
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
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

enVision Hotel Boston Everett

enVision Hotel Boston Everett

10/10 Excellent
"Amazing place, well maintained"
Christian 1-night trip
Posted less than an hour ago
enVision Hotel Boston Everett

Find out more about Essex

Essex Holiday Homes information

Number of reviews
5
Accommodation
589 Holiday Homes
Lowest Price
€517
Highest Price
€1,195