Essex Holiday Rentals from €106: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Essex holiday 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

East Haddam

Melissa

includes taxes & fees

30 Sept - 1 Oct

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

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

Clinton

JM B.

includes taxes & fees

19 Oct - 20 Oct

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

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

Old Saybrook

Becky W.

includes taxes & fees

27 Sept - 28 Sept

A beach with waves, a clear sky, and a sandy shore.

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

Westbrook Center

Mason T.

includes taxes & fees

29 Sept - 30 Sept

A rocky shoreline with a beach and ocean in the background.

5. Freeboard at Soundview · Beach+Ocean+Sunrise

Old Lyme

Angela M.

includes taxes & fees

27 Sept - 28 Sept

A large, white, multi-story building with a prominent tower and a flag on top.

6. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveller

includes taxes & fees

27 Oct - 28 Oct

A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

7. The Tiny Cottage & Mini Farm

Oakdale,

Angela A.

includes taxes & fees

29 Sept - 30 Sept

A rocky shoreline with a clear view of the ocean and a distant shoreline with buildings.

8. Keel at Soundview · Beach+OceanView+Sunrise

Old Lyme

Joseph O.

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

9. Adorable Cottage, 5 min walk to water & town

Westbrook Center

Donovan V.

includes taxes & fees

28 Sept - 29 Sept

A stone pier leading to a beach with houses in the background.

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

Old Lyme

Emily M.

includes taxes & fees

30 Sept - 1 Oct

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

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

Clinton

Mary S.

includes taxes & fees

8 Oct - 9 Oct

A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

12. Lakefront Boho Tiny House

East Lyme

Annaliaa C.

includes taxes & fees

27 Oct - 28 Oct

A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

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

Westbrook Center

Kevin K.

includes taxes & fees

27 Sept - 28 Sept

A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

14. Cozy Lakefront Tiny House

East Lyme

Richard R.

includes taxes & fees

6 Oct - 7 Oct

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

East Lyme

Sarah G.

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

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

Saybrook Manor

Alexis L.

includes taxes & fees

28 Sept - 29 Sept

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

Old Lyme

"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."

Janine

includes taxes & fees

27 Sept - 28 Sept

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

Old Lyme

Alison H.

includes taxes & fees

27 Sept - 28 Sept

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

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

Haddam

Kristy C.

includes taxes & fees

19 Oct - 20 Oct

A beach with a house in the background, a clear sky, and a calm sea.

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

Madison

Samantha D.

includes taxes & fees

27 Oct - 28 Oct

View all properties

Find holiday rentals that suit your style

Private holiday homes

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Essex Hotel Reviews

The Spa at Norwich Inn

10/10 Excellent

"My husband and I visited the Norwich Inn & Spa for our anniversary, and we had such a wonderful time! We started our day at the spa with a couples massage, sauna, and pool time before enjoying a delicious lunch at the hotel restaurant. We then took the complimentary shuttle to Mohegan Sun for the evening and had a great breakfast the next morning. Every staff member was so attentive, kind, and welcoming. It truly made our anniversary extra special. We can’t wait to plan our next trip!"

Zey Hotel

8/10 Good

"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"

Hyatt Place Uncasville - Casino Area

8/10 Good

"Room was very clean and staff was friendly and helpful. No shuttle service to the casino weekdays. The complimentary breakfast was OK ... not a lot of choices. While I didn't expect real table ware, the low quality paper plates and utensils were a negative. Average quality paper plates and utensils would have been appreciated."

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 €106 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.

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?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Essex is located on the beach, and has a balcony, a BBQ 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 that you can cook with friends or family.

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?

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 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Essex holiday rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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

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

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