Essex Vacation Rentals from CA $99: Short-Term Rentals for 2025

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Vacation Rentals in Essex

Escape to a serene forest retreat with a cozy fire pit and comfortable Adirondack chairs.

"Great stay"

CA $275 total

includes taxes & fees

Jul 31 - Aug 1

Stunning beachfront residential area with multi-story buildings and a central park.

"Great property overall with beautiful grounds, a pool and access to the beach. Condos are spacious and equipped with bathroom and kitchen items. Ours had a patio with a great view of the water! We will definitely stay here again. "

CA $589 total

includes taxes & fees

Jul 31 - Aug 1

Welcome to our hotel lobby, featuring a high ceiling, polished reception desk, and a glass display case showcasing breakfast items.

"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...

CA $166 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy a serene beach experience with access to the ocean and a sailboat visible in the distance.

"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "

CA $274 total

includes taxes & fees

Jul 31 - Aug 1

Welcome to our hotel lobby, featuring a long reception desk, food and beverage dispensers, and a stunning chandelier.

"Really convenient location breakfast was good. Rooms were clean."

CA $166 total

includes taxes & fees

Jul 31 - Aug 1

A cozy room with a white chair, desk, and vase with flowers, set against a light-colored floor.

"William was very thorough with our check in and a pleasure to deal with"

CA $182 total

includes taxes & fees

Jul 31 - Aug 1

Cozy space with a kitchenette, flat-screen TV, and cushioned seating area.

CA $444 total

includes taxes & fees

Jul 31 - Aug 1

Relax on the deck with a sofa and chair, taking in the serene views of the lake and surrounding hills.

"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."

CA $661 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy a serene lake view from the comfort of this cabin, featuring a large window, wicker chair, and cozy reading nook.

"Just amazing!"

Enjoy a serene beach experience with access to the ocean and a picturesque sailboat in the distance.

"Great stay. Clean, all amenities provided, located short walk from beach. I wouldn’t call it an apartment or studio, though. It’s the size of a bedroom and includes only a bed, dresser, fridge and microwave. Not even a chair. Description made me expect a bit more but if you know the size going in, it’s a marvelous place to stay. "

CA $293 total

includes taxes & fees

Aug 6 - Aug 7

Stroll up to this charming colonial-style house, featuring a welcoming front porch with a bench and a beautiful garden.

"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"

CA $361 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy a serene beach experience with access to the ocean and a picturesque palm tree.

"I love everything about this property. Excellent response from host. Excellent cleanliness of place. OVERALL TOP EXPERIENCE. 1000 PERCENT will be back."

CA $261 total

includes taxes & fees

Jul 31 - Aug 1

Walk along the beach on a paved path, bordered by grass and rocky shoreline, with the ocean stretching out to the horizon.

"Close to the shore and the heart of Old Saybrook. The house is very comfortable."

CA $887 total

includes taxes & fees

Aug 2 - Aug 3

Enjoy a well-equipped kitchen with a long counter, perfect for preparing meals and snacks.

CA $166 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy a serene beach experience with access to the shore.

"loved the property!"

CA $433 total

includes taxes & fees

Aug 15 - Aug 16

Surrounded by lush greenery, this cabin features a cozy porch with seating and a stone pathway leading to the entrance.

"My wife and I loved our weekend stay at this cabin!"

CA $954 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy a serene beachside escape with access to the ocean.

"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."

Enjoy a serene beach experience with a calm ocean and a sailboat on the horizon.

"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"

CA $306 total

includes taxes & fees

Aug 27 - Aug 28

"Overall we were happy with our stay, but that had more to do with the location than the house. I would have liked the check in details slightly earlier because we were traveling from a couple hours away and I was nervous we would not be able to get into the house. When I booked it said we would receive check in details a few days in advance. When we arrived there were some piles of dirt, leaves and sticks on the floor. The house did not have a broom, vacuum or dust pan. In addition to the piles...

Cozy kitchen with a dining area, featuring a window with a view of bare trees, a coffee maker, and a toaster.

"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."

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Top Essex Hotel Reviews

Mohegan Sun

10/10 Excellent

"All around beautiful! Had such a good time!"

Quality Inn Old Saybrook - Westbrook

10/10 Excellent

"This hotel is modern and provides as close to a full breakfast as you could get under the heading of "continental". The room was spacious and clean. My one complain was the overall design of the building. First, like us, everyone had to drive around both sides of the building to find the office which is in the back. Signage would have been nice. Second, the halls are like a maze. Once we figured it out - fine, but it took a while, especially since the parking is not close to the elevator to go up to the 3rd floor. The room itself was spacious and nice."

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 $99 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.

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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?

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access: This vacation home rental near Essex is equipped with an indoor pool, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Essex?

With 5 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?

Cultural attractions include Essex Steam Train and Connecticut River Museum, whereas Connecticut River and Connecticut Valley Railroad State Park Trail are a couple of picturesque spots to enjoy the outdoors. Essex Island Marina and Mashantucket Pequot Museum & Research Center 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.

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Essex Vacation Rentals

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Vacation Rentals in Essex

Postcard Cabins Machimoodus

Postcard Cabins Machimoodus

Cliffside Resort Condominiums

Cliffside Resort Condominiums

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Charming houseboat in pleasant New London with AC, WiFi

Charming houseboat in pleasant New London with AC, WiFi

Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA

Rustic Lakeside Cabin at White Gate Farm

Rustic Lakeside Cabin at White Gate Farm

The Anchor at Soundview · Beach+Ocean+Sunrise

The Anchor at Soundview · Beach+Ocean+Sunrise

Shoreline Oasis

Shoreline Oasis

Freeboard at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise

adorable ranch in beach community

adorable ranch in beach community

Regency Inn and Suites - Handicapped Non Smoking Double Bed

Regency Inn and Suites - Handicapped Non Smoking Double Bed

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

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

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

The Mast at Soundview · Beach+Ocean+Sunrise

The Mast at Soundview · Beach+Ocean+Sunrise

Vintage Cottage by the Sea - Walking Distance to the Beach - Old Lyme

Vintage Cottage by the Sea - Walking Distance to the Beach - Old Lyme

Sweet Cottage in Beach Community

Sweet Cottage in Beach Community

Top Essex Hotel Reviews

Mohegan Sun

Find out more about Essex

Find out more about Essex

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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