Vacation rentals in Middlesex County
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Top-rated vacation rentals in Middlesex County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Middlesex County vacation rentals
Other great vacation rentals in Middlesex County
Guest favorite
Home in East Hampton
4.87 out of 5 average rating, 97 reviewsBeautiful Lake House on Lake Pocotopaug
StephenRating, 5 stars1 month ago
Great place to stay! My family and I enjoyed our stay during the Holidays! Courtney was a great host!
Guest favorite
Home in Colchester
4.92 out of 5 average rating, 24 reviewsHilltop Hideaway
DeniseRating, 5 stars3 weeks ago
It was a beautiful place to stay and Allison was a wonderful host
Guest favorite
Cottage in Hebron
4.88 out of 5 average rating, 121 reviewsWelcome to The Holly at Amston Lake
ToddRating, 5 stars2 weeks ago
It was January, 2025, wind chill -10 across the lake. The wind howled and the gas fireplace made it all happen. Hot water on demand, gas stove- a plus as a chef.. We were just a couple , I can see a family having a great time here in season! For a couples getaway, perfect
Guest favorite
Home in Westbrook
4.82 out of 5 average rating, 11 reviewsBeachside @ 455 Seaside
AliciaRating, 5 stars1 month 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
Home in Clinton
5 out of 5 average rating, 24 reviewsSoundscape Beachfront House!
TerrenceRating, 5 stars3 weeks ago
Victor's was an exceptional host who went above and beyond to ensure we enjoyed our stay - and was very attentive to all the details. And his home was lovely - right on the LI Sound. Great place to stay and unwind wiht family!
Guest favorite
Cottage in Lebanon
4.97 out of 5 average rating, 38 reviews"The Napping House". Lake front, kayaks, fire pit.
KatherineRating, 5 stars5 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
Cabin in East Hampton
4.79 out of 5 average rating, 14 reviewsSpacious family lakeside homestead
PamRating, 5 stars3 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
Home in Middletown
4.95 out of 5 average rating, 40 reviewsHot Tub and pool Home away from home
KristenRating, 5 stars3 weeks 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!
Destinations to explore
- Fitness-friendly rentals Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with pools Middlesex County
- Rentals with a fireplace Middlesex County
- Apartment rentals Middlesex County
- Monthly Rentals Middlesex County
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- Rentals with a patio Middlesex County
- Rentals with a kayak Middlesex County
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- Waterfront rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a washer and dryer Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with lake access Middlesex County
- Private suite rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with beach access Middlesex County
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