Holiday houses in Middlesex County

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Popular amenities for Middlesex County holiday rentals

Other great holiday rentals in Middlesex County

Guest favourite
Home in East Hampton
4.87 out of 5 average rating, 99 reviews

Beautiful Lake House on Lake Pocotopaug

AbbyRating, 5 stars1 week ago
We had a lovely girls weekend on the lake! It was a beautiful setting and comfortable house. Perfect for our group of 7 to catch up, cook together, and explore the town. We would love to go back some day.
Guest favourite
Home in Colchester
4.78 out of 5 average rating, 27 reviews

Hilltop Hideaway

BreRating, 5 stars3 months ago
Our stay at this hidden gem was nothing short of magical! Nestled away from the hustle and bustle, it provided the perfect escape we were looking for. The cozy interiors, thoughtful amenities, and stunning views made it feel like a home away from home. The host was incredibly welcoming and attentive, ensuring we had everything we needed for a comfortable stay. Whether you're looking for a peaceful retreat with family or a romantic getaway, this hideaway is the perfect choice. We can't wait to return!
Top Guest favourite
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 favourite
Cottage in Hebron
4.89 out of 5 average rating, 135 reviews

Welcome to The Holly at Amston Lake

StephanieRating, 5 stars4 days ago
Such a great stay! The area is beautiful, and you can see the water right from the front deck. The Airbnb itself is so cute, with great little touches, like a coffee bar, fire pit, and great views. It was a really peaceful stay, and our pups loved it too.
Guest favourite
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 favourite
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 favourite
Home in Middletown
4.95 out of 5 average rating, 41 reviews

Hot Tub and pool Home away from home

KristenRating, 5 stars4 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!
Home in Old Saybrook
4.91 out of 5 average rating, 23 reviews

Red Bird Waterfront Home. Dock available extra!

JaniceRating, 5 stars3 months ago
Wonderful stay! The furnace continued to turn on and off near the master bedroom which is white noise for me however not for my husband. I’m not sure that’s something that can be adjusted!

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