Photo by Christa Harlin

Essex Holiday Rentals

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Holiday Rentals in Essex

Beach nearby, sun-loungers, beach towels
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
9.6 out of 10, Exceptional, (22)
"The property was clean, beautiful with New England feel. It was peaceful and enjoyable"
The price is NZ$806
per night
30 May - 31 May
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
Fridge, microwave, oven, stovetop
Beautiful, Cozy Ultra Convenient Salem Home
9.2 out of 10, Wonderful, (7)
"Convenient to dowtown"
The price is NZ$386
per night
28 May - 29 May
Beautiful, Cozy Ultra Convenient Salem Home
Property grounds
Walk to the ocean, very private. Secluded, woodsy location.
10.0 out of 10, Exceptional, (3)
"Clean and cozy studio. Was working in the area for a few days and was a relaxing place to come back to in the evening."
Walk to the ocean, very private. Secluded, woodsy location.
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On the beach
The Great Escape on Hampton Beach. Beach directly across the street.
10.0 out of 10, Exceptional, (37)
"The host was amazing, as well as the unit. Very clean and the perfect location! A 100% 5 star."
The Great Escape on Hampton Beach. Beach directly across the street.
Fridge, microwave, oven, stovetop
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
10.0 out of 10, Exceptional, (3)
"This home in the center of Gloucester was the perfect accommodation for our weekend stay. It is a 5-10 minute walk to town, a 5 minute walk to the supermarket, and a 2 minute walk to a delightful local wine and cheese shop! The house was equipped with all we needed including a Nespresso machine and electric kettle. Having a parking space was a bonus. Would definitely stay again."
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Beach nearby, sun-loungers, beach towels
Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)
10.0 out of 10, Exceptional, (151)
"MUCH better than expected. Cutest little home!!! Highly recommend to stay here :)"
The price is NZ$366
per night
27 May - 28 May
Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)
Aerial view
Blue Chill Cottage! Walk to Beach, restaurants, casino-Adorable Renovated-AC&WD
10.0 out of 10, Exceptional, (82)
"Blue Chill Cottage was such a wonderful place to stay with my family if 4. The decor was perfect, and everything was very well organized. Just a quick walk to the beach, and a wonderful place to relax after a day out!"
The price is NZ$832
per night
6 Jun - 7 Jun
Blue Chill Cottage! Walk to Beach, restaurants, casino-Adorable Renovated-AC&WD
Aerial view
Beautiful Ocean Front Condo in Hampton Beach, NH
9.8 out of 10, Exceptional, (6)
"Highly recommend this place to stay. Breathtaking views of the Ocean. Highly recommend staying here."
The price is NZ$507
per night
27 May - 28 May
Beautiful Ocean Front Condo in Hampton Beach, NH
Property grounds
Champaine Beach House
10.0 out of 10, Exceptional, (5)
"Stunning house with great views from main bedroom! Grassy lawn for furry family members. Loved every moment of our stay and miss it already!"
Champaine Beach House
Exterior
Near Boston Historic two-bedroom with Modern Amenities
10.0 out of 10, Exceptional, (212)
"Thought place was impressively clean. Had all the comforts one would want or expect. Living room was very comfortable. The woodwork made the home very inviting. Big driveway was good. 5 minute ride to subway station was important as well. Was very fortunate to meet the owner(Mark) as we pulled into the driveway. He gave a quick rundown of a few items including some restaurants ideas. It was very clear to me that the owner has spent a lot of time and money on making it a great place to stay."
The price is NZ$471
per night
27 May - 28 May
Near Boston Historic two-bedroom with Modern Amenities
Exterior
House near down town Salem
9.6 out of 10, Exceptional, (20)
"Clean, easy parking, easy entry. Quaint diner to walk to on corner of the street. A good spot to lay your head after exploring Salem."
The price is NZ$521
per night
28 May - 29 May
House near down town Salem
Interior
Themed Stay in Historic Salem-Walk to Downtown!
The price is NZ$732
per night
5 Jun - 6 Jun
Themed Stay in Historic Salem-Walk to Downtown!
Beach
The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, Big TV, WiFi, Parking
10.0 out of 10, Exceptional, (24)
"So much detail was put into this house. We loved the location. Within walking distance to everything. Clean. Really comfortable beds."
The price is NZ$1,249
per night
19 Jun - 20 Jun
The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, Big TV, WiFi, Parking
1 bedroom, iron/ironing board, travel cot, free WiFi
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
10.0 out of 10, Exceptional, (29)
"This property was the perfect size for the two of us. It had all of the appliances and amenities that we could’ve asked for during our stay. The old house that this studio is in is a historic place. It was very nice to have our own parking place at the house to come back to after our daily sightseeing jaunts. It’s only 35 mins from the Logan airport and Boston and 5 mins to Salem."
The price is NZ$430
per night
10 Jun - 11 Jun
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Aerial view
Upscale waterfront condo short walk to North Beach
10.0 out of 10, Exceptional, (28)
"We had an amazing. Tina and her husband were so easy and accommodating. The unit was exactly what we expected an extremely clean and well put together. They set up the fire put for us one night. All and all we enjoyed our stay so much and are going return for sure."
Upscale waterfront condo short walk to North Beach
Fridge, microwave, oven, stovetop
Lovely 3-Bedroom in Historic Downtown Ipswich
10.0 out of 10, Exceptional, (5)
"Nice location in the center of everywhere I needed to be. Clean and enough space for my needs. Everything was functional and had no issues whatsoever."
The price is NZ$544
per night
9 Jun - 10 Jun
Lovely 3-Bedroom in Historic Downtown Ipswich
Smart TV, streaming services
Oceanfront, private balcony, stunning panoramic views of the Atlantic
10.0 out of 10, Exceptional, (16)
"My husband and I wanted a long, relaxing weekend away. This was the perfect spot. In November it’s very quiet at the beach, which was nice. We walked on the beach, had some great seafood, went to the movies and enjoyed the beautiful view of the water from the condo. I would definitely stay here again."
Oceanfront, private balcony, stunning panoramic views of the Atlantic
Terrace/patio
Marblehead. Cottage on Whittier, new construction
10.0 out of 10, Exceptional, (110)
"Well appointed space. Do comfortable, clean and modern. My girlfriend and I really enjoyed our time and would love to come back. Marblehead is very quaint. Great experience. Thank you!"
The price is NZ$651
per night
9 Jun - 10 Jun
Marblehead. Cottage on Whittier, new construction
Fridge, microwave, oven, stovetop
Luke 2 House, Stylish, Boston, Parking, Sleeps 8, Memorable
9.8 out of 10, Exceptional, (17)
"Stayed for a long weekend for a 40th Birthday. Place very clean, decent location - about 15 minute Uber to all the attractions in Boston."
Luke 2 House, Stylish, Boston, Parking, Sleeps 8, Memorable
Interior
Leslie's Retreat: Spacious home ideally located to everything
10.0 out of 10, Exceptional, (200)
"Very nice property in a quiet neighborhood right across the river from downtown Salem and most attraction. Very walkable when the weather is nice. Beds were comfortable and plenty of space for groups traveling together. Communication with the host was easy, Meg was very responsive. Decent sized outdoor space with a grill and patio furniture. Really enjoyed our Salem experience and would rent again the next time we come here. Only suggestion I have that would be a nice enhancement would be a hot...
Leslie's Retreat: Spacious home ideally located to everything
Don't see what you're looking for?
See all available properties in Essex
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.

Other types of properties in Essex you may be interested in

Lobby
Hampton Inn Boston - Logan Airport
3.0 star property
8.0 out of 10, Very good, (4597)
"It is a very busy hotel. The breakfast room was very busy in the morning. Shuttle to and from airport was a bonus. "
The price is NZ$335
per night
27 May - 28 May
Hampton Inn Boston - Logan Airport
View from property
Ashworth by the Sea
3.0 star property
7.2 out of 10, Good, (1085)
"Visited Hampton Beach while traveling to Maine. We found this to be an adorable hotel right by the beach. We had some issues late at night, but the night desk clerk was able to assist us right away with a new room right next door. The parking situation with pre registration was confusing but the lovely desk attendants walked me through it and things were cleared up. Local shops and great restaurants were all within a quick walk. Very convenient. We will definitely be back. "
The price is NZ$240
per night
28 May - 29 May
Ashworth by the Sea
View from property
Lakeside Inn
2.0 star property
7.0 out of 10, Good, (1600)
"Clean, new mattress, quiet room. Great location for family visit. "
The price is NZ$163
per night
26 May - 27 May
Lakeside Inn
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.

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.

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?

❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything: This highly rated holiday home rental in Essex is located by the ocean, and has a patio, a garden and a BBQ to put you at ease 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.

How many holiday rentals will I find in Essex?

With 5 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 Hampton Beach and Castle Hill on the Crane Estate.

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.

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