Vacation rentals in Middlesex County

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Popular amenities for Middlesex County vacation rentals

Other great vacation rentals in Middlesex County

Guest favorite
A lakeside view of a two-story home with a spacious deck that overlooks the water. A well-maintained yard is visible, featuring outdoor seating and greenery. A dock extends into the lake, inviting boat access. The home is surrounded by trees, providing a serene atmosphere.
Home in East Hampton
4.87 out of 5 average rating, 97 reviews

Beautiful Lake House on Lake Pocotopaug

StephenRating, 5 stars4 months ago
Great place to stay! My family and I enjoyed our stay during the Holidays! Courtney was a great host!
Top guest favorite
An aerial view of the estate highlights a spacious property set amidst lush greenery. The main building reveals a large back terrace, while a separate structure stands nearby. Two paddle boards rest on the grass beside a well-maintained lawn, providing a glimpse of outdoor activities.
Home in Old Lyme
4.98 out of 5 average rating, 55 reviews

Relax & Rejuvenate in this 1920s Riverfront Estate

JasonRating, 5 stars6 months ago
My family and I have rented several homes for vacation over the years, but this home is truly a special place. The property is gorgeous! The views are amazing, and we enjoyed spending many hours taking it all in. Lots of wildlife to observe and the private hiking trail was a great bonus. The house itself was wonderful…a unique mix of history, art, music, and modern technology. Everything was high-end and excellent quality. The bed in the master bedroom was the most comfortable we have ever slept in away from home. The house was extremely clean and had everything you would ever need and plenty of it. We have never seen a vacation house with so many extra linens, toilet paper, Kleenex, coffee, etc. We were so impressed! Hector is an exceptional host, friendly and responsive. His home is incredibly peaceful, a true sanctuary. We are so very grateful that we chose this house for our family vacation. Thank you, Hector!
Guest favorite
A comfortable living area features a cozy seating arrangement with a blue sofa and an inviting armchair, set against a rustic stone fireplace. A warm light emanates from above, illuminating the wood-paneled ceiling and vibrant area rug. Large windows allow natural light to fill the space.
Cottage in Hebron
4.89 out of 5 average rating, 134 reviews

Welcome to The Holly at Amston Lake

MasonRating, 5 stars2 weeks ago
This place is the perfect getaway location, especially for a quiet relaxing weekend. Great host who was super responsive and flexible with me trying to check in early.
Guest favorite
The entrance features a welcoming door with an emblem above. A wooden deck with a table and chairs is visible, offering a casual outdoor seating area. The surrounding landscape shows a gravel area and additional structures in the distance, suggesting a beach community setting.
Home in Westbrook
4.82 out of 5 average rating, 11 reviews

Beachside @ 455 Seaside

AliciaRating, 5 stars4 months ago
My family had a wonderful stay at Jason’s beautiful, clean, and cozy home. The location is perfect. We enjoyed the beautiful view of the beach during sunrise. Jason was very responsive! We would definitely love to stay here again.
Guest favorite
Two adirondack chairs are positioned on grassy land, facing a serene lake. A wooden dock extends into the water, with a kayak and inflatable paddleboard anchored nearby. A small fire pit sits between the chairs, surrounded by calm reflections of trees along the shore.
Home in East Haddam
4.95 out of 5 average rating, 204 reviews

Romantic Getaway at The Lake!

HamzaRating, 5 stars2 days ago
We loved our stay. Loved the view, the fire pit, the hot tub, and everything else that the place had to offer. Thanks Tim!
Guest favorite
A serene lakeside view is captured at sunset, showcasing vibrant hues of orange and purple reflecting on the water's surface. Silhouettes of trees frame the scene, while a small dock with steps leads to the water, accompanied by several outdoor chairs arranged for relaxation.
Cottage in Lebanon
4.97 out of 5 average rating, 38 reviews

"The Napping House". Lake front, kayaks, fire pit.

KayRating, 5 stars8 months ago
This is our second stay at Scott’s place, we enjoyed it so much we came back this year, and hope to go back next year. My husband and I enjoyed the many moods. Of the lake. He is an avid fisherman and I am a swimmer the whole Connecticut Valley region is a favorite of ours.
Guest favorite
A rustic log cabin is surrounded by lush greenery and tall trees, creating a serene atmosphere. Large windows provide views of the lake, enhancing the connection between the indoor and outdoor spaces. The inviting front porch offers a welcoming entry to the home.
Cabin in East Hampton
4.79 out of 5 average rating, 14 reviews

Spacious family lakeside homestead

PamRating, 5 stars6 months ago
Kevin was very communicative from the start. He met me at the door and gave an accurate lay of the land. The cabin was the perfect rustic place for our trip. The lake view was amazing and waking up to a beautiful sunrise and having coffee on the deck was an amazing way to start each day.
Guest favorite
A clear blue pool glimmers under sunlight, surrounded by a sleek wooden deck. Four lounge chairs are positioned for relaxation, accompanied by two round planters filled with vibrant greenery. A white safety fence outlines the pool area, enhancing the tranquil outdoor setting.
Home in Middletown
4.95 out of 5 average rating, 40 reviews

Hot Tub and pool Home away from home

KristenRating, 5 stars3 months ago
Jan's house was a great stay with plenty of room for six adults. We loved the game room and outdoor hot tub. Instructions for the hot tub were clear and easy to follow. We'd definitely stay again!

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