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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.

Rental unit in Guilford
Lovely 1 bedroom apartment close to highway, town.
The in-law apartment is close to I-95 and Rt 1 with lovely views of an old farm. There is a separate entrance. The kitchenette has a refrigerator/freezer, microwave, toaster oven, coffee maker, dishes and other essentials. We are minutes from the Shoreline East Train Station, which gives easy access to New Haven, home of Yale University and some of the best pizza in the country, NYC and Boston. Also close by are the historic Guilford Green, surrounded by unique shops, hiking trails and beaches.
$125 per night
Cottage in Lebanon
Welcome to The Lindy at Amston Lake
Welcome to The Lindy at Amston Lake! Great two bedroom cottage situated in a peaceful lake community. Great place to slow down and enjoy the outdoors. Take the kayaks out on the water, lay out in the sun on the beach, and enjoy a nice fire in the evening with s'mores! We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants. Guests have access to the grill, fire pit area, two kayaks located at the kayak launch, and two main beaches.
$87 per night
Private room in Rocky Hill
Penthouse Boho Master Bedroom + Ensuite Bath
I am renting out the master bedroom in my apartment. I have a housemate who has his own bedroom and bathroom. Our apartment is on the Penthouse level of a luxury apartment complex in Rocky Hill, CT There is a full kitchen with pots, pans, plates etc. There is also a porch off of my bedroom that goes down to the Living room. The living room and kitchen are shared but the bedroom and bathroom are personal. There is a 55” Smart TV in the living room and high speed WiFi available.
$48 per night

Other great vacation rentals in Middlesex County

Rental unit in Middletown
Cozy, Pet-Friendly Apartment Near University
$120 per night
Condo in Middletown
Entire place to yourself Cromwell/Middletown Line
$104 per night
Guesthouse in Guilford
Tiny House Bungalow walk to beach and town
$86 per night
Private room in Westbrook
Serene Getaway with Private Amenities
$55 per night
Private room in Middletown
Oasis in the city
$89 per night
Cottage in Old Saybrook
Storybook 2 Bedroom Cottage
$211 per night
Loft in Guilford
Unique studio apartment near beach and nature
$130 per night
Rental unit in Guilford
Cozy 1BR cottage w/ private entrance ~Pets Welcome
$99 per night
Home in Middletown
#24 *Serenity* A Lakefront Cottage Retreat
$140 per night
Cottage in Westbrook
The Chapman Cottage - Walk to the Beach & Relax!
$108 per night
Private room in Rocky Hill
Comfy and private room in a spacious/safe condo
$45 per night
Guest suite in Cromwell
Spacious downstairs apartment
$81 per night