Essex Holiday Rentals from AU$170: Search Short-Term Rentals

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Our top choices for Essex holiday rentals

A cabin with a dining table set for two, a bicycle, and a small porch area.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Stephanie

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

2. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

includes taxes & fees

21 Oct - 22 Oct

A large, white, multi-story building with a prominent tower and a flag on top.

3. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveller

includes taxes & fees

3 Nov - 4 Nov

A beach with waves, a clear sky, and a sandy shore.

4. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Westbrook Center

Mason T.

includes taxes & fees

19 Oct - 20 Oct

A stone pier leading to a beach with houses in the background.

5. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme

Emily M.

includes taxes & fees

28 Oct - 29 Oct

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

6. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Becky W.

includes taxes & fees

18 Oct - 19 Oct

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

7. The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton

Mary S.

includes taxes & fees

28 Oct - 29 Oct

A rocky shoreline with a beach and ocean in the background.

8. The Stern at Soundview · Beach+Ocean+Sunrise

Old Lyme

"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."

Janine

includes taxes & fees

18 Oct - 19 Oct

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Top Essex Hotel Reviews

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"It was our first time booking here, the staff is amazing we communicated through text messages and they responded pretty fast and answered all my questions. Will definitely be booking again it was an amazing experience with me and my partner we got to disconnect and enjoy the view!!"

Inn at Middletown

8/10 Good

"We stayed for one night. The location is very convenient and within walking distance to quite a lot in the area. We had valet parking which was very nice since parking for the hotel is down the street. We had dinner and breakfast at the hotel restaurant. It was very good and the waitstaff very attentive. However, when we sat down for dinner the water glasses were filthy. Mine had old lipstick marks all around the edges and his was just plain dirty. Needless to say we asked for clean glassware. We had drinks in the bar. We were disappointed that they had a "Girl's Fun Night Out" thing going on in the bar they had psychic's there. We were not aware of it when we booked and it was very crowded in the bar. It took awhile to get drinks because they only had one barmaid working there. The drinks are too high! $20 for a tequila sunrise. We had 2 drinks and a beer and it cost us $45.00 not including the tip. Just be aware before you order to ask the price first! The room was large and clean. It was a handicap accessible room, however the sliding bathroom door is very heavy and hard to slide. The curtains in the room.... were actually dry rotted and had several holes. Room 117 if the hotel is reviewing this. I think for a high end hotel they can do better. We were not horribly disappointed but would not stay there again."

Find out more about Essex

Everything you need to know about Essex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Essex holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Essex holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Essex holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Essex holiday rentals we have selected for you start as low as AU$170 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Essex rentals

At Expedia, we put the best Essex holiday 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 holiday.

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.

Frequently asked questions

Are there holiday rentals in Essex?

Yes, there are holiday rentals in Essex close to Essex Steam Train, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Essex has a good selection of bars. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best holiday rentals that Essex has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Essex is located on the beach, and has a balcony, a BBQ and air conditioning 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 are there in Essex?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Essex stay.

What’s there to see and do in Essex?

Family-friendly attractions include Essex Steam Train and Sweet Martha's, whereas Connecticut River is a spot to enjoy the outdoors. Essex Island Marina and Essex Library are other places to visit while you're in town.

What’s a holiday rental in Essex like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Essex. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Essex holiday rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2. 1-bedroom cottage with Grove Beach 🏖️ access.

3. Walk To Goodspeed Opera House!

4. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

5. Insta-worthy Couples Retreat: Perfect for romantic getaway!

6. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

7. The gardners Cottage 1 mile from long Island Sound - pet friendly

8. The Stern at Soundview · Beach+Ocean+Sunrise

9. Lakefront Boho Tiny House

10. Cozy Queen Bed Room |Free Parking

11. Cozy Lakefront Tiny House

12. Cozy 2 Full Beds | Smoking Wifi

13. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

14. Westbrook Getaway-Near Beaches, Train & Shoreline

15. The Tiny Cottage & Mini Farm

16. Private Guest House w/ Deck + Spectacular Views!

17. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

18. Beachside Bliss w/ Game Room, Gym & Golf Green

19. Cliffside Resort Condominiums

Find holiday rentals that suit your style

Top Essex Hotel Reviews

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Zey Hotel

Inn at Middletown

Regency Inn & Suites New London, Mystic

Hampton Inn Norwich

The Spa at Norwich Inn

Mystic Marriott Hotel and Spa

Sound View Greenport

Find out more about Essex

Frequently asked questions

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