A quaint white building with a dark shingled roof, a flag, and a sign reading "Toys Ahoy".

Holiday Homes in Essex

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Essex holiday homes

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

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

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is NZ$772
includes taxes & fees
18 Oct - 19 Oct
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
A stone pier leading to a beach with houses in the background.

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

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (64 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is NZ$474
includes taxes & fees
28 Oct - 29 Oct
Insta-worthy Couples Retreat: Perfect for romantic getaway!
An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (2 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is NZ$990
includes taxes & fees
19 Oct - 20 Oct
Beachside Bliss w/ Game Room, Gym & Golf Green
A hotel room with a bed, two bedside tables with lamps, a ceiling fan, a door, and a framed abstract artwork on the wall.

4. The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (8 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is NZ$876
includes taxes & fees
9 Nov - 10 Nov
The Bay Cottage · Rocky Neck Park, Beach & Niantic
A wooden deck with a round table and chairs overlooking a lake, surrounded by lush greenery.

5. Lakeside Bliss

Lakeside Bliss
East Lyme
9.6 out of 10, Exceptional, (32 reviews)
"Lovely house - excellently equipped and fun decor. The owner was gracious and flexible and the location is beautiful. "
United States
Brenda M.
The price is NZ$930
includes taxes & fees
9 Nov - 10 Nov
Lakeside Bliss
A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

6. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (27 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is NZ$417
includes taxes & fees
26 Oct - 27 Oct
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
A modern kitchen with a central island, built-in appliances, and a dining area with a long table and chairs.

7. Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (12 reviews)
"Place is nice would stay again "
United States
nic
The price is NZ$737
includes taxes & fees
9 Nov - 10 Nov
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
A modern living room with a large TV, white cabinetry, and a view of the outdoors.

8. Charming beach home, complete with pool & cozy guest house!

Charming beach home, complete with pool & cozy guest house!
Clinton
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful, open and clean. Perfect for a family stay!"
United States
Juliana A.
The price is NZ$2,387
includes taxes & fees
12 Nov - 13 Nov
Charming beach home, complete with pool & cozy guest house!
A living room with a fireplace, a grey armchair, and a large window.

9. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is NZ$790
includes taxes & fees
15 Nov - 16 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A modern living room with a large wooden dining table, a stone fireplace, a sofa, and a view of a lake through large windows.

10. Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (3 reviews)
"A lovely quick overnight."
United States
Bonnie H.
The price is NZ$620
includes taxes & fees
9 Nov - 10 Nov
Thames River Cottage · Near Casinos - USCGA
A compact living room with a gray sofa, a coffee table, and a black TV stand.

11. Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Montville
10.0 out of 10, Exceptional, (15 reviews)
"great place to stay"
United States
christopher
The price is NZ$625
includes taxes & fees
28 Oct - 29 Oct
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
A two-story house with a covered patio area, a front door, and a mailbox.

12. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (72 reviews)
"It was great ocation for a weekend get away with friends to Mohegan Sun"
United States
Teresa M.
The price is NZ$476
includes taxes & fees
27 Oct - 28 Oct
Cozy, comfy,quiet &close to casinos
A deck with wicker furniture and a view of a lake.

13. Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA
Waterford
9.8 out of 10, Exceptional, (26 reviews)
"Our host was amazing from the first day we booked through checkout. The property was so much fun and the views were incredible. No complaints!"
United States
Kristine E.
The price is NZ$1,256
includes taxes & fees
3 Nov - 4 Nov
Thames River Retreat · CT College+Casinos+USCGA
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

14. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (56 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is NZ$435
includes taxes & fees
10 Nov - 11 Nov
The SandPiper
A wooden deck with a white staircase leading to a covered area with a table and chairs.

15. Winner's Getaway - 2mi to Mohegan Sun

Winner's Getaway - 2mi to Mohegan Sun
Westside Norwich
10.0 out of 10, Exceptional, (13 reviews)
"Excellent on all points!"
United States
DAVID C.
The price is NZ$985
includes taxes & fees
20 Oct - 21 Oct
Winner's Getaway - 2mi to Mohegan Sun
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

16. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is NZ$435
includes taxes & fees
9 Nov - 10 Nov
Aqua Vista
A modern living room with a sofa, a dining table, and a massage chair.

17. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is NZ$1,012
includes taxes & fees
2 Nov - 3 Nov
#29 - Modern 5 Bedroom/2 Bath
A wooden pathway leading to a beach with scattered rocks and greenery.

18. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is NZ$788
includes taxes & fees
15 Nov - 16 Nov
Beach Block Hideaway
An outdoor dining area with hanging lights, palm trees, and a bar.

19. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is NZ$530
includes taxes & fees
18 Oct - 19 Oct
American Beech in Greenport - Petite King Room 7
Veterans Park, near the house

20. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (33 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is NZ$452
includes taxes & fees
17 Nov - 18 Nov
Family Stays: Middletown, CT
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

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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!!"
Esmeralda 2-night trip
Posted 9 hours ago
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Find out more about Essex

Essex Holiday Homes information

Number of reviews
515
Accommodation
420 Holiday Homes
Lowest Price
NZ$417
Highest Price
NZ$2,387