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Essex Holiday Rentals

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Our top choices for Essex holiday rentals

1. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (13 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$567
includes taxes & fees
23 Sept - 24 Sept
The Essex of Gloucester

2. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (31 reviews)
"Nice and clean. Close enough to walk to things in town."
United States
Pastor Chris
The price is NZ$413
includes taxes & fees
22 Sept - 23 Sept
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

3. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (85 reviews)
"We are so glad we found this beautiful property! The condo was very bright & spacious inside, clean and comfortable. Quick walk to the beach and ice cream shop. Perfect location in a quiet neighborhood."
United States
Kayse
The price is NZ$569
includes taxes & fees
20 Sept - 21 Sept
Long Beach Suites

4. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (42 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is NZ$513
includes taxes & fees
22 Sept - 23 Sept
Riverview charming apt near beach

5. 3B apt Downtown Ipswich

3B apt Downtown Ipswich
Ipswich
10.0 out of 10, Exceptional, (24 reviews)
"Great spot perfect for our family! "
United States
Tabatha D.
The price is NZ$496
includes taxes & fees
20 Sept - 21 Sept
3B apt Downtown Ipswich

6. 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)
"Perfect location!"
United States
Jill H.
The price is NZ$483
includes taxes & fees
19 Oct - 20 Oct
Charming apt -2 Bedroom -Close to Beach/Sleeps 6

7. Quaint Neighborhood / Close to Beaches

Quaint Neighborhood / Close to Beaches
East Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"A lovely place! Very clean with very comfortable beds! "
United States
Mariyana K.
The price is NZ$595
includes taxes & fees
23 Sept - 24 Sept
Quaint Neighborhood / Close to Beaches

8. 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 NZ$672
includes taxes & fees
23 Sept - 24 Sept
Oceanside Village Home~Private Fenced Yard~Reserved Parking

9. Charming Retreat

Charming Retreat
East Gloucester
10.0 out of 10, Exceptional, (21 reviews)
"Nice place to stay, clean and comfortable."
United States
Anonymous traveller
The price is NZ$523
includes taxes & fees
27 Sept - 28 Sept
Charming Retreat

10. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (22 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
Cozy two bedroom house in the heart of Gloucester

11. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Beverly
10.0 out of 10, Exceptional, (6 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is NZ$591
includes taxes & fees
22 Sept - 23 Sept
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

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

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.8 out of 10, Exceptional, (43 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.
The price is NZ$492
includes taxes & fees
21 Sept - 22 Sept
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

13. Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
10.0 out of 10, Exceptional, (25 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
The price is NZ$558
includes taxes & fees
21 Sept - 22 Sept
Re-listed: Adorable Condo Beverly - Salem - Halloween

14. 1BR with Private Deck + Ocean Views· Private Parking · King Bed

1BR with Private Deck + Ocean Views· Private Parking · King Bed
Rockport
9.8 out of 10, Exceptional, (42 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.
The price is NZ$538
includes taxes & fees
21 Sept - 22 Sept
1BR with Private Deck + Ocean Views· Private Parking · King Bed

15. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.2 out of 10, Wonderful, (51 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 NZ$507
includes taxes & fees
21 Sept - 22 Sept
2b apt loft Downtown Ipswich

16. 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, (49 reviews)
"Beautiful, wonderfully well stocked home with everything anyone would need! And not just starter supplies either! They even have beach necessities in a shed out back! Quality and quantity amazing in everything! Beautiful views, comfortable rocking chairs on front porch. Everything was great!!"
United States
Michele V.
The price is NZ$903
includes taxes & fees
22 Sept - 23 Sept
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

17. Fresh Design-Walk to Salem-Food-Train Station

Fresh Design-Walk to Salem-Food-Train Station
Beverly
9.4 out of 10, Exceptional, (15 reviews)
"Comfortable bed well equipped kitchen"
United States
Christine L.
The price is NZ$638
includes taxes & fees
20 Sept - 21 Sept
Fresh Design-Walk to Salem-Food-Train Station

18. 2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
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$792
includes taxes & fees
20 Sept - 21 Sept
2BR Historic Marblehead Home+Minutes to Beach

19. Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown
Rockport
9.8 out of 10, Exceptional, (37 reviews)
"I couldn’t have asked for a better experience or location!! We loved every second we were there"
United States
Nicholas L.
The price is NZ$507
includes taxes & fees
28 Sept - 29 Sept
Harborside Oasis ★ Harbor View ★ Heart of Downtown

20. 1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
The price is NZ$616
includes taxes & fees
22 Sept - 23 Sept
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
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

Find out more about Essex

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Essex holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Essex. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Essex. Seeing all the best attractions is bound to make you fall in love with Essex. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Essex short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Essex?

Yes, there are holiday rentals in Essex close to Essex Shipbuilding Museum, or you can select a more secluded 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 holiday rentals that Essex has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This holiday home rental outside of 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

How many holiday rentals will I find in Essex?

With 7 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Castle Hill on the Crane Estate and Crane Beach.

What are holiday rentals like in Essex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Essex. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for small groups.