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Check prices for these dates

Next weekend
25 July - 27 July
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Cottages in Essex

Sweet Cottage in Beach Community
Cozy kitchen with a dining area, featuring a window with a view of bare trees, a coffee maker, and a toaster.

Sweet Cottage in Beach Community

10.0 out of 10, Exceptional, (8)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Enjoy a serene beachside escape with access to the ocean.

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Relax in comfort with a table and four chairs, perfect for enjoying refreshments and conversation.

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (71)
"We stayed at this property last year and again this year. You can’t beat the location and the house is perfect for a group of family or friends. We had a lovely time and look forward to another stay in the future!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Go Jump in the Lake!
Explore serene lakeside tranquility with a variety of canoes available for use.

Go Jump in the Lake!

10.0 out of 10, Exceptional, (141)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!
Lovely Cottage in the Heart of Long Island Wine country
Enjoy a serene beach experience with calm seas and sandy shores.

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (25)
"we had such a fun weekend out in southold! Cottage was perfect for us for a cold rainy weekend. Everything was so close to the house. Will definitely be back in the summer!"
Lovely Cottage in the Heart of Long Island Wine country
Charming 3-bedroom cottage short walk to Chalker Beach
Relax in a comfortable seating area with a sofa and armchairs, perfect for unwinding in front of the large flat-screen TV.

Charming 3-bedroom cottage short walk to Chalker Beach

10.0 out of 10, Exceptional, (1)
"We recently stayed here and have to say the owners went above and beyond our expectations!!! The home was just as described in the listing, very clean, organized and is in a great location. I would definitely stay here again. I would absolutely recommend this home for your next stay in CT.Thank you Karen for everything!!!"
Charming 3-bedroom cottage short walk to Chalker Beach
Charming Westbrook Cottage, Steps to Private Beach
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Charming Westbrook Cottage, Steps to Private Beach

9.8 out of 10, Exceptional, (6)
"Cozy cottage, good location, nice access to the Sound."
Charming Westbrook Cottage, Steps to Private Beach
1-bedroom cottage with Grove Beach 🏖️ access.
Relax in comfort with a sofa, throw blanket, and natural light pouring in through the large window.

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (26)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is AU$440
includes taxes & fees
20 July - 21 July
1-bedroom cottage with Grove Beach 🏖️ access.
Historic cottage in Deep River, CT
Relax in a serene garden setting with a rustic fence, garden, and birdbath, perfect for outdoor relaxation or dining.

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is AU$630
includes taxes & fees
29 July - 30 July
Historic cottage in Deep River, CT
The gardners Cottage 1 mile from long Island Sound - pet friendly
Relax in a tranquil setting surrounded by lush greenery and trees, with a seating area perfect for casual meals or relaxation.

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

10.0 out of 10, Exceptional, (15)
"Robin was a great resource about the area. Her property was amazing the cottage was fantastic. Very comfortable and clean. We had a relaxing stay and a great time. We would love to go back again and again!"
The gardners Cottage 1 mile from long Island Sound - pet friendly
Private Guest House w/ Deck + Spectacular Views!
Escape to a serene cabin nestled among lush greenery, surrounded by trees and shrubs.

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (30)
"Great place. Great host"
Private Guest House w/ Deck + Spectacular Views!
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Enjoy stunning views of the beach from this room's large windows.

Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

10.0 out of 10, Exceptional, (1)
"We had the absolute best time! The property is right on the beach and you just can’t beat the view from your porch. Our toddlers loved being able to go back and forth throughout the day and it had all the amenities we could have asked for, even double ply toilet paper! Ely was a wonderful host and we’re looking forward to staying again in the future! "
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Direct waterfront renovated cottage.
Relax in this airy living room with a sofa, chest of drawers, and wicker chair, offering a view of the sea.

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (74)
"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"
Direct waterfront renovated cottage.
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Surrounded by lush greenery, this charming house boasts a cozy balcony overlooking the forest.

Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

10.0 out of 10, Exceptional, (2)
"Wonderful stay in a remodeled stone house. Host was great and the house is very comfortable. We really enjoyed the beautifully restored building and all the touches throughout. "
The price is AU$828
includes taxes & fees
23 July - 24 July
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Enchanted Waterfront Cottage
Relax in a cozy space with a sofa, TV, and kitchen area, perfect for a comfortable stay.

Enchanted Waterfront Cottage

9.0 out of 10, Wonderful, (19)
"Easy process, owner was very responsive!"
Enchanted Waterfront Cottage
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Enjoy cooking in this well-equipped kitchen with a central island, oven, and microwave.

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (36)
"We had such a nice stay, the house was clean and had everything we needed."
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Adorable Cottage with Cottage porch, walk to water & town
Enjoy cooking in this well-equipped kitchen with a refrigerator, sink, and cabinetry.

Adorable Cottage with Cottage porch, walk to water & town

8.8 out of 10, Excellent, (6)
"Very nice and comfortable property "
The price is AU$891
includes taxes & fees
20 July - 21 July
Adorable Cottage with Cottage porch, walk to water & town
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Enjoy cooking in the central island kitchen with stainless steel appliances and ample natural light.

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (3)
"A perfect stay - John and his family were truly wonderful. The house is attached to thier main house, but also very private and secure. We were in town for a wedding weekend and this was the perfect spot for us - truly a beatuiful property! John was helpful in telling us about all of the local spot and supplying us with everything we needed. His wife even welcomed us with a cheese board and wine! Thanks John and family - we had a great time!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Beach Cottage
Enjoy cooking in this well-equipped kitchen with an oven, dishwasher, and sink, plus a window offering a view of the outside.

Beach Cottage

10.0 out of 10, Exceptional, (7)
"Great location! Easy communication. "
Beach Cottage
Relax with a beautiful lake view
Enjoy a serene lakeside retreat with a deck featuring a round table and comfortable seating.

Relax with a beautiful lake view

10.0 out of 10, Exceptional, (20)
"Great location"
Relax with a beautiful lake view
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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Frequently asked questions

How much do cottages in Essex cost?
Prices for cottages in Essex range between AU$440 and AU$891 per night. No matter your budget, you'll find a perfect place to relax and reconnect with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Essex?
Use up your holiday days and pick from 147 cottages in Essex. Longing for a place where you can reconnect with nature? Expedia can help you find your ideal stay in a few easy clicks.
What is there to do in Essex near my cottage?
There are tons of impressive things to fill your days in Essex. Drop by big attractions like Gillette Castle State Park, Goodspeed Opera House and Rocky Neck State Park. Harveys Beach, Devils Hopyard State Park and Chamard Vineyards also appeal to many visitors.