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

Our top choices for Essex vacation 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

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (201 reviews)
"Great experience and the perfect environment"
United States
Stephanie
The price is CA $181
CA $274 total
includes taxes & fees
Nov 11 - Nov 12
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, (61 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $148
CA $301 total
includes taxes & fees
Oct 21 - Oct 22
1-bedroom cottage with Grove Beach 🏖️ access.
A stone pier leading to a beach with houses in the background.

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

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (62 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 CA $160
CA $391 total
includes taxes & fees
Oct 19 - Oct 20
Insta-worthy Couples Retreat: Perfect for romantic getaway!
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)
"We had a great experience at this lovely property! Elizabeth was an excellent host- she accommodated a special request I had with grace and checked in with us to make sure all was well - which it was. We’d love to come back. Thank you"
United States
Pamela I.
The price is CA $184
CA $325 total
includes taxes & fees
Nov 4 - Nov 5
Walk To Goodspeed Opera House!
A beach with waves, a clear sky, and a sandy shore.

5. 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 CA $206
CA $485 total
includes taxes & fees
Oct 20 - Oct 21
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A rocky shoreline with a beach and ocean in the background.

6. 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 CA $184
CA $369 total
includes taxes & fees
Oct 14 - Oct 15
The Anchor at Soundview · Beach+Ocean+Sunrise
A living room with a fireplace, a sofa, a coffee table, and a cabinet.

7. 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 CA $285
CA $639 total
includes taxes & fees
Oct 14 - Oct 15
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
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, (29 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is CA $225
CA $430 total
includes taxes & fees
Oct 25 - Oct 26
The gardners Cottage 1 mile from long Island Sound - pet friendly
A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

9. 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 CA $218
CA $440 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Lakefront Tiny House
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

10. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is CA $174
CA $383 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront Boho Tiny House
A living room with a sofa, armchair, coffee table, and a television.

11. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is CA $282
CA $410 total
includes taxes & fees
Oct 14 - Oct 15
Westbrook Getaway-Near Beaches, Train & Shoreline
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 CA $411
CA $799 total
includes taxes & fees
Oct 21 - Oct 22
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A hotel room with two beds, a desk, a chair, and a bathroom visible through an open door.

13. Cozy 2 Full Beds|Free Parking & Wifi

Cozy 2 Full Beds|Free Parking & Wifi
Niantic
The price is CA $115
CA $132 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 2 Full Beds|Free Parking & Wifi
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.

14. Cozy 2 Full Beds | Smoking Wifi

Cozy 2 Full Beds | Smoking Wifi
Niantic
The price is CA $115
CA $132 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 2 Full Beds | Smoking Wifi
A hotel room with a bed, two bedside tables with lamps, a ceiling fan, a door, and a framed abstract artwork on the wall.

15. 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 CA $311
CA $702 total
includes taxes & fees
Oct 14 - Oct 15
The Bay Cottage · Rocky Neck Park, Beach & Niantic
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

16. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (12 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
The price is CA $148
CA $198 total
includes taxes & fees
Oct 14 - Oct 15
The Tiny Cottage & Mini Farm
A rocky shoreline with a beach and ocean in the background.

17. 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 CA $202
CA $393 total
includes taxes & fees
Oct 14 - Oct 15
Freeboard at Soundview · Beach+Ocean+Sunrise
A rocky shoreline with a beach and ocean in the background.

18. 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 CA $202
CA $393 total
includes taxes & fees
Oct 14 - Oct 15
The Stern at Soundview · Beach+Ocean+Sunrise
A beach with a house in the background, a clear sky, and a calm sea.

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

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is CA $213
CA $506 total
includes taxes & fees
Oct 20 - Oct 21
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A rocky shoreline with a beach and ocean in the background.

20. Forecastle at Soundview · Beach+OceanView+Sunrise

Forecastle at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (1 review)
"The location is perfect, just a few houses from the beach. The unit has a great view, very clean and new. The owners/managers were very prompt and communicative. I was VERY hesitant to book a place without reviews- but this was an excellent choice. The beach is clean and private, people are friendly. I will happily stay again!"
United States
megan g.
Forecastle at Soundview · Beach+OceanView+Sunrise
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

The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"No complaints! This was the perfect location for a solo trip full of relaxing."
Kiya 1-night trip
Posted less than an hour ago
The Spa at Norwich Inn

Find out more about Essex

Everything you need to know about Essex vacation rentals

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

Essex vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Essex vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Essex vacation rentals we have selected for you start as low as CA $165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Essex rentals

At Expedia, we put the best Essex vacation 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 vacation.

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 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.