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Holiday homes in Essex You’ll Love

Top-Rated Essex Holiday homes for Every Budget and Style!

Looking for a holiday home in Essex (Massachusetts)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $55.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Essex.

We found 14 Holiday-homes in Essex and the surrounding area (within 40 miles)

Black Cove Cottage in Manchester, USA

Black Cove Cottage

Holiday home in Manchester near Essex, Massachusetts
Black Cove Cottage offers accommodations in Manchester, 8.2 miles from Peabody Essex Museum and 8.3 miles from The House of the Seven Gables.
  • Parking

Passable 1 Reviews 5.0

from $337.05 Show details »

Garden Cottage By The Sea in Manchester, USA

Garden Cottage By The Sea

Holiday home in Manchester near Essex, Massachusetts
Garden Cottage By The Sea is located in Manchester, just 8.3 miles from Peabody Essex Museum and 8.4 miles from The House of the Seven Gables.
  • Parking

Good 2 Reviews 7.0

from $394.30 Show details »

Magnolia Tides in Gloucester, USA

Magnolia Tides

Holiday home in Gloucester near Essex, Massachusetts
Magnolia Tides offers accommodations in Gloucester, 14 miles from The House of the Seven Gables and 31 miles from Cambridge College.
  • Parking

no reviews

from $1.187.33 Show details »

Beach Gem in Gloucester, USA

Beach Gem

Holiday home in Gloucester near Essex, Massachusetts , 11 Tolman Avenue
Beach Gem is a recently renovated vacation home in Gloucester, near Halfmoon Beach.
  • Parking

Very good 13 Reviews 8.4

from $71.00 Show details »

Gloucester Home with Large Yard 1 Mi to Beach! in Gloucester, USA

Gloucester Home with Large Yard 1 Mi to...

Holiday home in Gloucester near Essex, Massachusetts
Gloucester Home with Large Yard 1 Mi to Beach! offers accommodations in Gloucester, 15 miles from Peabody Essex Museum and 16 miles from The House of ...
  • Parking

Exceptional 2 Reviews 10.0

from $323.56 Show details »

The Buoys in Gloucester, USA

The Buoys

Holiday home in Gloucester near Essex, Massachusetts , 9 Stuart Road
Just one mile from Halfmoon Beach and 1.2 miles from Pavilion Beach, The Buoys features accommodations in Gloucester with barbecue facilities.
  • Parking

Superb 12 Reviews 9.4

from $442.54 Show details »

Gloucester Getaway in Gloucester, USA

Gloucester Getaway

Holiday home in Gloucester near Essex, Massachusetts
Gloucester Getaway is located in Gloucester, just 1.3 miles from Pavilion Beach and 16 miles from Peabody Essex Museum.
  • Parking
  • Pets allowed

no reviews

from $312.26 Show details »

Biancas House in Gloucester, USA

Biancas House

Holiday home in Gloucester near Essex, Massachusetts
Biancas House offers accommodations in Gloucester, 1.2 miles from Halfmoon Beach and 16 miles from Peabody Essex Museum.

Pleasant 4 Reviews 6.5

from $195.90 Show details »

Waterfront Luxury Vacation Rental in Gloucester, USA

Waterfront Luxury Vacation Rental

Holiday home in Gloucester near Essex, Massachusetts , 6 Stanwood Point unit # b
Offering a private beach area, Waterfront Luxury Vacation Rental offers accommodations in Gloucester.
  • Parking
  • Bar
  • Family rooms

no reviews

from $1.401.59 Show details »

PREMIUM PROPERTY - Private 2-Acre Retreat - MODERN 4 Bedrooms - See Video Tour in Gloucester, USA

PREMIUM PROPERTY - Private 2-Acre Retrea...

Holiday home in Gloucester near Essex, Massachusetts , 26 Ye Olde County Road
PREMIUM PROPERTY - Private 2-Acre Retreat - MODERN 4 Bedrooms - See Video Tour is located in Gloucester, just 14 miles from Peabody Essex Museum and 1...
  • Parking
  • Family rooms

no reviews

from $68.00 Show details »

Robbins Island Retreat in Essex, USA

Robbins Island Retreat

Holiday home in Essex, Massachusetts
Robbins Island Retreat offers accommodations in Essex, 16 miles from Peabody Essex Museum and 17 miles from The House of the Seven Gables.
  • Parking

no reviews

from $326.00 Show details »

Waterfront Escape - The Views! in Gloucester, USA

Waterfront Escape - The Views!

Holiday home in Gloucester near Essex, Massachusetts
Waterfront Escape - The Views! is located in Gloucester, just a 13-minute walk from Wingaersheek Beach and 18 miles from Peabody Essex Museum.
  • Parking

Exceptional 1 Reviews 10.0

from $94.00 Show details »

Ipswich Cottage Beautiful Views, 5 Mins to Beach in Ipswich, USA

Ipswich Cottage Beautiful Views, 5 Mins...

Holiday home in Ipswich near Essex, Massachusetts
Ipswich Cottage Beautiful Views, 5 Mins to Beach offers accommodations in Ipswich, 16 miles from Peabody Essex Museum and 16 miles from The House of t...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Good 2 Reviews 7.0

from $245.73 Show details »

Waterfront Ipswich Escape 2 Miles to Crane Beach! in Ipswich, USA

Waterfront Ipswich Escape 2 Miles to Cra...

Holiday home in Ipswich near Essex, Massachusetts
Waterfront Ipswich Escape 2 Miles to Crane Beach! is located in Ipswich, just 1.7 miles from Crane Beach and 16 miles from Peabody Essex Museum.
  • Parking

Exceptional 2 Reviews 9.5

from $90.00 Show details »

Number of Holiday homes in Essex 14
Number of guest ratings 56
Average price per night $262.00
Lowest price per night $55,00
Highest price per night $1.726,66

Top 10 Cheapest Holiday-homes in Essex

Discover the Cheapest Holiday-homes in Essex – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Essex

Check out the Most Booked Holiday-homes in Essex – Based on Guest Popularity.

Holiday homes in Essex (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Essex can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Essex for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Essex should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com