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Vacation rentals in Middlesex County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middlesex County

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

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.
$50 per night
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Rental unit in Chester
Chester Village 'Pied-à-terre' above art gallery
If finding a place in an ideal location with thoughtful design matters to you, then you've found it! Sunlit filled living room with high ceilings, private bedroom in the back with large private deck over looking Pattaconk Brook. Our place is a gem and set up for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique, and neighbor to some of the BEST restaurants in CT! Chester is renown for its art, cool shops & great food.
$158 per night
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Private room in Middletown
Oasis in the city
Keep it simple - peaceful and centrally-located place. Only 7 minutes (1.3 m) from Wesleyan University and 10 minutes (1.5 m) from Main Street with fabulous restaurants & shops. Surrounded by acres of wood, you enter an oasis and peaceful retreat away from the buzz. It’s a writing haven and an artist’s canvas. Join us at the oasis!
$89 per night
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Other great vacation rentals in Middlesex County

Rental unit in East Haddam
Penny Corner Airbnb
$90 per night
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Rental unit in Guilford
Lovely 1 bedroom apartment close to highway, town.
$125 per night
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Private room in Middletown
Room for Rent (5)
$47 per night
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Private room in Berlin
Red Door Retreat South
$55 per night
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Rental unit in Middletown
Perfect Private "Downtown Village" Apartment
$99 per night
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Rental unit in Killingworth
Charming/Styled 1 Bedroom Apt. self checkin
$119 per night
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Private room in Madison
Madison Cozy Studio with Private Entrance
$100 per night
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Private room in Berlin
Cozy River Retreat: Convenient, Modern & Bright
$77 per night
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Rental unit in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
$85 per night
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Loft in Westbrook
Lovely one bedroom studio with on-site parking.
$149 per night
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Cottage in Chester
Brand new cottage "Beriozka" on Cedar Lake
$184 per night
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Private room in Glastonbury
Quiet master bedroom suite semi-private entrance.
$50 per night
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