Essex Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Essex

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (49)
"Great stay"
The price is AU$325
includes taxes & fees
18 Aug - 19 Aug
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (236)
"Great location, great views. Walls are a little thin."
The price is AU$649
includes taxes & fees
11 Sept - 12 Sept
Cliffside Resort Condominiums

Charming houseboat in pleasant New London with AC, WiFi

9.8 out of 10, Exceptional, (7)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is AU$503
includes taxes & fees
18 Aug - 19 Aug
Charming houseboat in pleasant New London with AC, WiFi

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is AU$308
includes taxes & fees
2 Sept - 3 Sept
The Stern at Soundview · Beach+Ocean+Sunrise

Regency Inn and Suites - Non Smoking King

8.0 out of 10, Very good, (3)
"Desk clerk was wonderful. Made sure my stay was everything that I needed."
The price is AU$188
includes taxes & fees
20 Aug - 21 Aug
Regency Inn and Suites - Non Smoking King

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is AU$1,080
includes taxes & fees
28 Aug - 29 Aug
Thames River Retreat · CT College+Casinos+USCGA

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

6.0 out of 10, (4)
"Really convenient location breakfast was good. Rooms were clean."
The price is AU$188
includes taxes & fees
18 Aug - 19 Aug
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Shoreline Oasis

9.0 out of 10, Wonderful, (6)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is AU$399
includes taxes & fees
26 Aug - 27 Aug
Shoreline Oasis

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

9.8 out of 10, Exceptional, (9)
"William was very thorough with our check in and a pleasure to deal with"
The price is AU$207
includes taxes & fees
18 Aug - 19 Aug
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (29)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is AU$392
includes taxes & fees
18 Aug - 19 Aug
1-bedroom cottage with Grove Beach 🏖️ access.

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (113)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is AU$744
includes taxes & fees
15 Sept - 16 Sept
adorable ranch in beach community

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.0 out of 10, Wonderful, (4)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
The price is AU$293
includes taxes & fees
27 Aug - 28 Aug
Freeboard at Soundview · Beach+Ocean+Sunrise

Regency Inn and Suites - Handicapped Non Smoking Double Bed

The price is AU$188
includes taxes & fees
18 Aug - 19 Aug
Regency Inn and Suites - Handicapped Non Smoking Double Bed

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

10.0 out of 10, Exceptional, (40)
"My wife and I loved our weekend stay at this cabin!"
The price is AU$1,040
includes taxes & fees
26 Aug - 27 Aug
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (96)
"We loved our time at White Gate. Very peaceful!"
The price is AU$3,011
includes taxes & fees
11 Sept - 12 Sept
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (10)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is AU$624
includes taxes & fees
2 Sept - 3 Sept
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

2.0 star property
10.0 out of 10, Exceptional, (17)
"I’ve stayed here twice and both visits were great. I would definitely recommend this property to anyone looking for a cozy and luxurious space."
The price is AU$693
includes taxes & fees
19 Aug - 20 Aug
Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Essex Hotel Reviews

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?

Thames River Retreat · CT College+Casinos+USCGA: This holiday home rental outside of Essex is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 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 a garden and a selection of games.

How many holiday rentals are there in Essex?

With 5 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?

Cultural attractions include Essex Steam Train and Connecticut River Museum, whereas Connecticut River and Connecticut Valley Railroad State Park Trail are a couple of picturesque spots to enjoy the outdoors. Essex Island Marina and Mashantucket Pequot Museum & Research Center 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.