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Holiday rentals in Middlesex County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middlesex County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Stunning Artisan Waterfall Escape, Walk Downtown
SUPERHOST
Entire house · 6 guests · 2 beds · 3 bathrooms

Stunning Artisan Waterfall Escape, Walk DowntownOne of the top 70 airbnb's close to NYC on curbed.com. Over ten years of craftsmanship went into creating a work of art using more than 80% recycled building materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the gas fire place.

The Millhouse Downtown Chester
Entire flat · 5 guests · 2 beds · 1 bathroom

The Millhouse Downtown ChesterAn upscale destination with accommodations for foodies & friends in the heart of historic Chester CT. Stay at this beautifully renovated historic Millhouse in charming downtown Chester. Enjoy strolling the streets loaded with shops, award winning restaurants, a microbrewery, art galleries, and more. All within a 1 minute walk. Our prime location is just 20 minutes to the CT shoreline and located in the heart of the CT River Valley. The Millhouse is next door to the Chester Historical Society.

Cozy Lake Cottage
Entire cottage · 2 guests · 3 beds · 1 bathroom

Cozy Lake CottageBeautifully furnished, cozy summer cottage with deck that includes a gas grill and patio table for dining while overlooking gorgeous lake view. Occupancy includes dock access for fishing and lake access for small fishing boats or kayaks if you choose to bring them. There is also a public beach area accessible from the other side of the lake. Kitchen includes a Keurig for morning coffee and all kitchen essentials for meal preparation.

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Popular amenities for Middlesex County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Middlesex County

SUPERHOST
  1. Entire guest suite
  2. Cromwell
Spacious downstairs apartment
₹5,935 per night
SUPERHOST
  1. Private room
  2. Middletown
@WESLEYAN room & ensuite bath
₹4,451 per night
SUPERHOST
  1. Entire cottage
  2. Guilford
Spacious luxury cottage near beach
₹22,257 per night
  1. Yurt
  2. Guilford
Hartwoods Yurt
₹11,500 per night
PLUS
  1. Entire guest house
  2. Guilford
Get Back to Nature at a Modern Wood Clad Getaway
₹17,488 per night
  1. Entire house
  2. Durham
Timeless Pre Revolution Country House with Pool
₹33,916 per night
SUPERHOST
  1. Entire cottage
  2. Colchester
Water front cottage on Lake Hayward
₹12,612 per night
SUPERHOST
  1. Entire flat
  2. Middletown
Quaint 2br apt- walk to Wesleyan and Main Street
₹9,327 per night
SUPERHOST
  1. Entire house
  2. Old Lyme
Relaxing Shoreline Retreat
₹29,305 per night
  1. Entire house
  2. Clinton
Shoreline Sail Away
₹16,693 per night
  1. Entire flat
  2. Clinton
AMAZING GUEST SUITE just STEPS from BEACH!!!
₹12,719 per night
SUPERHOST
  1. Entire flat
  2. Durham
The Durham - Charming farmhouse studio
₹14,573 per night