Essex Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Holiday Rentals in Essex

Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (63)
"Great stay"
The price is HK$1,006
HK$1,471 total
includes taxes & fees
8 Sept - 9 Sept
Postcard Cabins Machimoodus
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (239)
"Had a great time. Will be back"
The price is HK$2,586
HK$3,293 total
includes taxes & fees
11 Sept - 12 Sept
Cliffside Resort Condominiums
Charming houseboat in pleasant New London with AC, WiFi
Interior

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (10)
"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 HK$1,170
HK$2,523 total
includes taxes & fees
8 Sept - 9 Sept
Charming houseboat in pleasant New London with AC, WiFi
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach

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 HK$492
HK$1,393 total
includes taxes & fees
8 Sept - 9 Sept
The Stern at Soundview · Beach+Ocean+Sunrise
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
1 bedroom, WiFi, bed sheets

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (5)
The price is HK$702
HK$963 total
includes taxes & fees
8 Sept - 9 Sept
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Rustic Lakeside Cabin at White Gate Farm
Interior

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (116)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
Terrace/patio

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

10.0 out of 10, Exceptional, (13)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is HK$1,754
HK$2,875 total
includes taxes & fees
1 Oct - 2 Oct
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
Shoreline Oasis
Exterior

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"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 HK$1,396
HK$2,048 total
includes taxes & fees
8 Sept - 9 Sept
Shoreline Oasis
Thames River Retreat · CT College+Casinos+USCGA
Property grounds

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (10)
"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 HK$2,449
HK$5,776 total
includes taxes & fees
9 Sept - 10 Sept
Thames River Retreat · CT College+Casinos+USCGA
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
1 bedroom, WiFi, bed sheets

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

9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
The price is HK$764
HK$1,035 total
includes taxes & fees
8 Sept - 9 Sept
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres
Exterior

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

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

10.0 out of 10, Exceptional, (99)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
The price is HK$8,383
HK$15,057 total
includes taxes & fees
11 Sept - 12 Sept
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Oak Grove Cottage - in the foothills of Mystic
Property grounds

Oak Grove Cottage - in the foothills of Mystic

10.0 out of 10, Exceptional, (5)
The price is HK$1,563
HK$2,782 total
includes taxes & fees
9 Sept - 10 Sept
Oak Grove Cottage - in the foothills of Mystic
The Mast at Soundview · Beach+Ocean+Sunrise
On the beach

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is HK$563
HK$1,473 total
includes taxes & fees
11 Sept - 12 Sept
The Mast at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
On the beach

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.2 out of 10, Wonderful, (5)
"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 HK$452
HK$1,347 total
includes taxes & fees
11 Sept - 12 Sept
Freeboard at Soundview · Beach+Ocean+Sunrise
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Exterior

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

10.0 out of 10, Exceptional, (43)
"Amazing property, we loved everything about it, highly recommended, will stay again "
The price is HK$2,807
HK$5,443 total
includes taxes & fees
8 Sept - 9 Sept
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
The Bridge at Soundview · Beach+OceanView+Sunrise
On the beach

The Bridge at Soundview · Beach+OceanView+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (1)
"The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back."
The price is HK$1,226
HK$4,075 total
includes taxes & fees
8 Sept - 9 Sept
The Bridge at Soundview · Beach+OceanView+Sunrise
Spacious Oceanview Villa (Sleeps 22)
Pool

Spacious Oceanview Villa (Sleeps 22)

10.0 out of 10, Exceptional, (42)
"Perfect for a larger group"
The price is HK$8,125
HK$12,709 total
includes taxes & fees
10 Sept - 11 Sept
Spacious Oceanview Villa (Sleeps 22)
1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV

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 HK$877
HK$1,789 total
includes taxes & fees
8 Sept - 9 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Interior

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

9.8 out of 10, Exceptional, (97)
"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 .
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

Find out more about Essex

Search for holiday rentals in Essex on Expedia! You can easily find your home rentals, villas, holiday apartments in Essex using one of the methods below:

  • View our selection of featured holiday rentals in Essex
  • Use the map to find apartments and other holiday homes in the Essex neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Essex while they last

Look no further and take a look at our great range of rental properties in Essex!

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?

Essex Steam Train and Sweet Martha's are a couple of the family-friendly sights, whereas cultural attractions include Connecticut River Museum and Mashantucket Pequot Museum & Research Center. Essex Island Marina and Connecticut River 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.