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

Search Holiday Rentals in Essex

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Essex holiday rentals

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, (177 reviews)
"Great property for quiet and a nice getaway. Great little places to eat and shop in the surrounding towns."
United States
Frank
The price is £183
includes taxes & fees
25 Aug - 26 Aug
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay"
United States
JM B.
The price is £166
includes taxes & fees
14 Sept - 15 Sept
1-bedroom cottage with Grove Beach 🏖️ access.

3. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (40 reviews)
"Simple process, plenty of room, ample parking and no issues with noise from the business above. "
United States
Amber J.
The price is £205
includes taxes & fees
18 Aug - 19 Aug
Walk To Goodspeed Opera House!

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

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (60 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.
Insta-worthy Couples Retreat: Perfect for romantic getaway!

5. 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 £216
includes taxes & fees
16 Aug - 17 Aug
The Anchor at Soundview · Beach+Ocean+Sunrise

6. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (9 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is £225
includes taxes & fees
15 Sept - 16 Sept
Lakefront Boho Tiny House

7. Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (4 reviews)
"gorgeous tiny home on a tranquil lake!"
United States
Richard R.
The price is £246
includes taxes & fees
15 Sept - 16 Sept
Cozy Lakefront Tiny House

8. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (10 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is £121
includes taxes & fees
17 Aug - 18 Aug
The Tiny Cottage & Mini Farm

9. Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Very peaceful community. Great accommodations!"
United States
Joseph O.
The price is £252
includes taxes & fees
17 Aug - 18 Aug
Keel at Soundview · Beach+OceanView+Sunrise

10. 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 £291
includes taxes & fees
14 Sept - 15 Sept
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

11. Cozy Studio: Indoor Hot Tub & Inground Pool Access

Cozy Studio: Indoor Hot Tub & Inground Pool Access
Montville
9.8 out of 10, Exceptional, (47 reviews)
"Everything was perfect! The property was very clean, and the host was very accommodating."
United States
Jesse V.
The price is £320
includes taxes & fees
26 Aug - 27 Aug
Cozy Studio: Indoor Hot Tub & Inground Pool Access

12. 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
The price is £267
includes taxes & fees
24 Aug - 25 Aug
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

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

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (7 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 £324
includes taxes & fees
9 Sept - 10 Sept
The Bay Cottage · Rocky Neck Park, Beach & Niantic

14. Lake House—Unit B

Lake House—Unit B
East Lyme
10.0 out of 10, Exceptional, (1 review)
"Had a wonderful stay in Niantic! The home was spotless, quiet, and felt so fresh the moment we walked in. (Clean and fresh is a must for me and everything was met!) The location couldn’t have been better; just a short walk to the ocean/boardwalk and close to downtown shops and restaurants. It was the perfect relaxing getaway. Loved our time here and will absolutely be back again!”"
United States
Jennifer C.
The price is £327
includes taxes & fees
14 Sept - 15 Sept
Lake House—Unit B

15. Summer is filling up-Beach, Shopping and Golf

Summer is filling up-Beach, Shopping and Golf
Clinton
10.0 out of 10, Exceptional, (5 reviews)
"Was very happy with how wonderfully beautiful the place was. The host was excellent and answered any questions I had promptly. I really appreciate how nice he was."
United States
Elizabeth C.
The price is £518
includes taxes & fees
17 Aug - 18 Aug
Summer is filling up-Beach, Shopping and Golf

16. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (35 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
The price is £194
includes taxes & fees
24 Aug - 25 Aug
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

17. 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 £511
includes taxes & fees
14 Sept - 15 Sept
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

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

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is £237
includes taxes & fees
8 Sept - 9 Sept
The Stern at Soundview · Beach+Ocean+Sunrise

19. Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (10 reviews)
"Very clean , spacious, and comfortable accomodations! Lovely location with lake across the street and short driving distance to local historical towns and the ocean."
United States
Cheryl H.
The price is £688
includes taxes & fees
31 Aug - 1 Sept
Rogers Lake House (87) · CT College+Beach+USCGA

20. Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (2 reviews)
"The home was very clean and welcoming."
United States
Michelle M.
The price is £339
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom house with WiFi, AC in lovely Waterford
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

Find out more about Essex

Everything you need to know about Essex holiday rentals

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

Essex holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Essex holiday rentals we have selected for you start as low as £166 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 holiday 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 holiday.

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. 

Explore a world of travel with Expedia

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?

Perfect Waterfront Family Vacation Home next to the best vineyards in NY!: This holiday home rental outside of Essex is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Essex?

With 3 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. Connecticut River and Essex Island Marina 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.