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.

Essex Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Essex vacation rentals

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.
$183 nightly
The price is $204
Nov 3 - Nov 4
Total with taxes and fees
The Essex of Gloucester
A modern apartment with a dining area, kitchen, living room, and a large window.

2. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (89 reviews)
"This is our 3rd time and we will be back next year. Love the location, the place is perfect we truly enjoy our time. The response time for any questions is great."
United States
Kim
$383 nightly
The price is $428
Oct 14 - Oct 15
Total with taxes and fees
Long Beach Suites
A modern kitchen with stainless steel appliances, light grey cabinets, and a tiled backsplash.

3. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (44 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
$235 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
Riverview charming apt near beach
A modern kitchen with stainless steel appliances, white cabinets, and a large window.

4. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (33 reviews)
"Nice and clean. Close enough to walk to things in town."
United States
Pastor Chris
$212 nightly
The price is $233
Nov 1 - Nov 2
Total with taxes and fees
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
A dining table set with white plates, bowls, and glasses, accompanied by a vase of yellow tulips.

5. 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)
"A really nice place and great location."
United States
Jessica M.
$262 nightly
The price is $287
Oct 20 - Oct 21
Total with taxes and fees
Charming apt -2 Bedroom -Close to Beach/Sleeps 6
A covered outdoor deck with a grill, a table with chairs, and an umbrella.

6. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.0 out of 10, Wonderful, (52 reviews)
"Everything was fabulous, but the access via the spiral staircase was a not for someone physically compromised."
United States
Helen M.
$240 nightly
The price is $263
Nov 2 - Nov 3
Total with taxes and fees
2b apt loft Downtown Ipswich
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

7. 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.
$318 nightly
The price is $355
Oct 20 - Oct 21
Total with taxes and fees
Beach Life Bliss - steps to the beach
A harbor with boats docked, a pier, and houses along the shore.

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

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.8 out of 10, Exceptional, (44 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.
$247 nightly
The price is $282
Oct 26 - Oct 27
Total with taxes and fees
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
A two-story house with a driveway leading to the front door, a mailbox, and a mailbox post.

9. Ocean Breeze / 8-Minute Walk to Beach

Ocean Breeze / 8-Minute Walk to Beach
East Gloucester
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and quaint. There is definitely noise you can hear from upstairs but not in a way that was bothersome. We enjoyed our stay!"
United States
Jessica M.
$291 nightly
The price is $325
Oct 15 - Oct 16
Total with taxes and fees
Ocean Breeze / 8-Minute Walk to Beach
A marina with boats docked, a clear sky, and a street with parked cars.

10. Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown
Rockport
9.8 out of 10, Exceptional, (41 reviews)
"Was a fantastic place to stay. Host was great as well."
United States
Wesley G.
$259 nightly
The price is $296
Oct 21 - Oct 22
Total with taxes and fees
Harborside Oasis ★ Harbor View ★ Heart of Downtown
A cozy living room with a wooden ceiling, a sofa, a coffee table, and a door with glass panels.

11. 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.
$350 nightly
The price is $390
Oct 15 - Oct 16
Total with taxes and fees
Quaint Neighborhood / Close to Beaches
A coastal town with houses along the shoreline, a beach, and a rocky outcrop.

12. Downtown Rockport · King Bed w/Parking · Walk to Train

Downtown Rockport · King Bed w/Parking · Walk to Train
Rockport
9.8 out of 10, Exceptional, (43 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.
$340 nightly
The price is $379
Oct 28 - Oct 29
Total with taxes and fees
Downtown Rockport · King Bed w/Parking · Walk to Train
A covered porch with wicker furniture, a barbecue grill, and a wooden deck.

13. 5 Mi to Salem: Furnished Patio at Danvers Studio!

5 Mi to Salem: Furnished Patio at Danvers Studio!
Danvers
9.6 out of 10, Exceptional, (29 reviews)
"Perfect stay!"
Canada
Billee
$198 nightly
The price is $221
Nov 1 - Nov 2
Total with taxes and fees
5 Mi to Salem: Furnished Patio at Danvers Studio!
A living room with a fireplace, a television mounted on the wall, and a variety of decorative items including plants and a large vase.

14. Charming Retreat

Charming Retreat
East Gloucester
10.0 out of 10, Exceptional, (22 reviews)
"Parking was great...easy access to visiting all of Cape Ann"
United States
Margaret
$342 nightly
The price is $382
Oct 25 - Oct 26
Total with taxes and fees
Charming Retreat
A wooden staircase with a railing leading to a covered deck area.

15. 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 wooden bed, bedside tables, a nightstand, and a door to a hallway.

16. 3B apt Downtown Ipswich

3B apt Downtown Ipswich
Ipswich
10.0 out of 10, Exceptional, (25 reviews)
"Great spot perfect for our family! "
United States
Tabatha D.
$283 nightly
The price is $310
Oct 13 - Oct 14
Total with taxes and fees
3B apt Downtown Ipswich
A harbor with numerous boats and a prominent building with a clock tower in the background.

17. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (82 reviews)
"I honestly had my favorite stay of all time at this place. It was clean cozy and absolutely everything that we needed. I love the historical feel to it and it was perfection."
United States
Arianna
$332 nightly
The price is $370
Nov 3 - Nov 4
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
12 foot long couch for two people to stretch out on.

18. Apartment with private rooftop deck with ocean views

Apartment with private rooftop deck with ocean views
Rockport
10.0 out of 10, Exceptional, (24 reviews)
"A beautiful home clean with everything we needed for our stay. We enjoyed our stay and I would definitely book again!"
United States
Ellen W.
$286 nightly
The price is $319
Oct 22 - Oct 23
Total with taxes and fees
Apartment with private rooftop deck with ocean views
A beach with houses in the background and people engaging in various activities.

19. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
Rockport
9.8 out of 10, Exceptional, (222 reviews)
"Excellent above garage large studio in a superb Rockport location central to everything. Hosts were gracious and warm and made the overnight stay a good one. Highly recommend."
United States
Eugene
$223 nightly
The price is $249
Oct 15 - Oct 16
Total with taxes and fees
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

20. 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.
$308 nightly
The price is $344
Nov 3 - Nov 4
Total with taxes and fees
Re-listed: Adorable Condo Beverly - Salem - Halloween
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 7 hours ago
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Find out more about Essex

Everything you need to know about Essex vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Essex vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Essex vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Essex vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Essex. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Essex in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $217 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Essex rentals

At Expedia, we put the best Essex vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Essex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Essex vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Essex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Essex?

Yes, we give you a choice of vacation rentals in Essex near Essex Shipbuilding Museum, or you can choose a more remote 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 vacation home rentals that Essex has to offer?

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

How many vacation rentals will I find in Essex?

With 7 Expedia vacation rentals, you're sure 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 larger area, you’ll find Castle Hill on the Crane Estate and Crane Beach.

What are vacation rentals like in Essex?

Vacation rentals are private properties you can book for a few days or a quick weekend in Essex. Vacation rentals provide amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.