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

Essex Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Essex vacation rentals

A glass enclosure with a view of a forest interior, including a bed and a small table with items.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (207 reviews)
"My boyfriend and I looooved our stay and plan to come back next year for 2 night!"
United States
Joshelle
The price is ￥19,905
￥30,100 total
includes taxes & fees
Nov 23 - Nov 24
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (63 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥18,196
￥35,165 total
includes taxes & fees
Oct 27 - Oct 28
1-bedroom cottage with Grove Beach 🏖️ access.
A modern loft apartment with a dining area, kitchenette, and a cozy seating area.

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

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Able to walk to all the nearby restaurants with this location, including the beach. Very clean rooms with 2 TVs and controllable AC. Would definitely visit here again."
United States
Mason T.
The price is ￥22,235
￥52,191 total
includes taxes & fees
Nov 3 - Nov 4
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A large, white, multi-story building with a prominent tower and a flag on top.

4. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveler
The price is ￥20,688
￥36,565 total
includes taxes & fees
Nov 3 - Nov 4
Walk To Goodspeed Opera House!
A dining area with a wooden table and white chairs, a teal bookshelf with decorative items, and a window with blinds.

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

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (66 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 ￥18,055
￥43,152 total
includes taxes & fees
Oct 31 - Nov 1
Insta-worthy Couples Retreat: Perfect for romantic getaway!
A bedroom with a bed, a bedside table with a tray, a TV mounted on the wall, and a window with blinds.

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

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.4 out of 10, Very good, (6 reviews)
"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."
United States
Janine
The price is ￥24,682
￥46,804 total
includes taxes & fees
Oct 27 - Oct 28
The Stern at Soundview · Beach+Ocean+Sunrise
A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (3 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is ￥34,136
￥94,308 total
includes taxes & fees
Nov 17 - Nov 18
Beachside Bliss w/ Game Room, Gym & Golf Green
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

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

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (30 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is ￥24,685
￥46,608 total
includes taxes & fees
Oct 25 - Oct 26
The gardners Cottage 1 mile from long Island Sound - pet friendly
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

9. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (12 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is ￥18,447
￥41,104 total
includes taxes & fees
Nov 9 - Nov 10
Lakefront Boho Tiny House
A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

10. Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (5 reviews)
"gorgeous tiny home on a tranquil lake!"
United States
Richard R.
The price is ￥21,378
￥44,630 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Lakefront Tiny House
A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

11. Cozy Queen Bed | Micfridge, Smoking

Cozy Queen Bed | Micfridge, Smoking
Niantic
10.0 out of 10, Exceptional, (49 reviews)
"Bed slept well compared to other chain motels nearby,simple but not cramped or noisy at all."
United States
Anonymous traveler
The price is ￥13,012
￥14,964 total
includes taxes & fees
Nov 14 - Nov 15
Cozy Queen Bed | Micfridge, Smoking
A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

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

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is ￥45,138
￥87,722 total
includes taxes & fees
Nov 2 - Nov 3
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A pond with rocks and a dog in the background.

13. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (13 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is ￥16,222
￥21,791 total
includes taxes & fees
Oct 29 - Oct 30
The Tiny Cottage & Mini Farm
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

14. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is ￥38,509
￥54,905 total
includes taxes & fees
Oct 27 - Oct 28
Westbrook Getaway-Near Beaches, Train & Shoreline
A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

15. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and comfortable"
United States
Francine F.
The price is ￥35,380
￥86,005 total
includes taxes & fees
Oct 25 - Oct 26
Adorable Cottage with Cottage porch, walk to water & town
A hotel reception area with a red wall, a digital clock, and a sign indicating room rates are updated.

16. Cozy 2 Full Beds | Smoking Wifi

Cozy 2 Full Beds | Smoking Wifi
Niantic
10.0 out of 10, Exceptional, (51 reviews)
"'A good choice as a clean stopover spot offering free parking close by making travel easier."
United States
Anonymous traveler
The price is ￥12,707
￥14,613 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 2 Full Beds | Smoking Wifi
A neatly made bed with a wooden tray holding a mug and a vase with flowers.

17. The Anchor at Soundview · Beach+Ocean+Sunrise

The Anchor at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.8 out of 10, Excellent, (3 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
The price is ￥24,904
￥47,059 total
includes taxes & fees
Oct 27 - Oct 28
The Anchor at Soundview · Beach+Ocean+Sunrise
A hotel room with a bed, a wooden nightstand, a lamp, and a window with a view of houses and a sunset.

18. Freeboard at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.2 out of 10, Wonderful, (9 reviews)
"Great location and a nice room!"
United States
Angela M.
The price is ￥24,682
￥46,804 total
includes taxes & fees
Oct 27 - Oct 28
Freeboard at Soundview · Beach+Ocean+Sunrise
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and lush greenery.

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

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
The price is ￥21,315
￥54,278 total
includes taxes & fees
Oct 25 - Oct 26
Private Guest House w/ Deck + Spectacular Views!
A dining area with a round wooden table set for six, surrounded by chairs. There is a potted plant on the table, and a small table with a plant and a water bottle in the background.

20. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Great spot Very clean"
United States
Dorothy W.
The price is ￥31,130
￥72,764 total
includes taxes & fees
Nov 3 - Nov 4
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
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

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Good location to visit the Casino. Only note is that the shuttle is only available Friday and Saturday."
Susane 1-night trip
Posted 4 hours ago
Hyatt Place Uncasville - Casino Area

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 vacation rentals in Essex?

Yes, there are vacation rentals in Essex close to Essex Steam Train, or you can go with a more remote option if you're looking for a relaxing stay. Our travelers 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 vacation home rentals in Essex?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental near Essex is located on the beach and has a balcony, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Essex?

With 3 Expedia vacation rentals, you're sure 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 vacation rental in Essex like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Essex. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.