Holiday houses in Middlesex County
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Top-rated holiday rentals in Middlesex County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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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, 97 reviewsBeautiful Lake House on Lake Pocotopaug
Guest favourite
Home in Colchester
4.89 out of 5 average rating, 19 reviewsHilltop Hideaway
Guest favourite
Cottage in Hebron
4.89 out of 5 average rating, 117 reviewsWelcome to The Holly at Amston Lake
Guest favourite
Cottage in Lebanon
4.97 out of 5 average rating, 38 reviews"The Napping House". Lake front, kayaks, fire pit.
Guest favourite
Cabin in East Hampton
4.79 out of 5 average rating, 14 reviewsSpacious family lakeside homestead
Guest favourite
Home in Middletown
4.95 out of 5 average rating, 39 reviewsHot Tub and pool Home away from home
Guest favourite
Cottage in Deep River
4.91 out of 5 average rating, 22 reviewsSerene Waterfront Cottage
Guest favourite
Cottage in Old Saybrook
4.95 out of 5 average rating, 39 reviewsLittle cottage of gratitude
Destinations to explore
- Rentals with lake access Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with beach access Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a hot tub Middlesex County
- Private suite rentals Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Rentals with a fireplace Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with a kayak Middlesex County
- Apartment rentals Middlesex County
- Rentals with breakfast Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with pools Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Guesthouse rentals Middlesex County
- House rentals Middlesex County
- Family-friendly rentals Middlesex County
- Monthly Rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with an EV charger Middlesex County
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