
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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Vacation rentals for every style
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Popular amenities for Middlesex County vacation rentals
Other great vacation rentals in Middlesex County
Guest favourite

Home in Colchester
4.78 out of 5 average rating, 27 reviewsHilltop Hideaway
Top guest favourite

Home in Old Lyme
4.98 out of 5 average rating, 55 reviewsRelax & Rejuvenate in this 1920s Riverfront Estate
Guest favourite

Cottage in Hebron
4.89 out of 5 average rating, 131 reviewsWelcome to The Holly at Amston Lake
Guest favourite

Home in Westbrook
4.82 out of 5 average rating, 11 reviewsBeachside @ 455 Seaside
Top guest favourite

Home in Clinton
5 out of 5 average rating, 24 reviewsSoundscape Beachfront House!
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, 40 reviewsHot Tub and pool Home away from home
Destinations to explore
- Rentals with beach access Middlesex County
- Rentals with a firepit Middlesex County
- Rentals with breakfast Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Fitness-friendly rentals Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Pet-friendly rentals Middlesex County
- Apartment rentals Middlesex County
- House rentals Middlesex County
- Rentals with a patio Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with lake access Middlesex County
- Beachfront rentals Middlesex County
- Guesthouse rentals Middlesex County
- Private suite rentals Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with pools Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with a kayak Middlesex County
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Six Flags New England
- Cooper's Beach, Southampton
- Woodmont Beach
- Horton Lane Beach
- Mystic Seaport Museum
- South Pine Creek Beach
- Sasco Hill Beach
- Wildemere Beach
- Morningside Beach
- Anchor Beach
- Fenway Beach
- East Beach
- Money Beach
- Jennings Beach
- Fairfield Public Beach
- Long Beach