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Holiday rentals in Connecticut

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Top-rated holiday rentals in Connecticut

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

Treehouse in Willington
Heavenly Treehouse in Countryside w/ Farm Animals
☆ Welcome to the Treehouse at Bluebird Farm in Connecticut ☆ OMG! Explore the countryside at this popular 40-acre sanctuary that has become a favorite among Farms in Connecticut! This is a unique Treehouse in Connecticut. The town of Willington offers: ✔ Hiking Trails ✔ Antiquing ✔ Local Diners ✔ Vineyards & Breweries ✔ National Parks / State Parks ✔ Drive-In Movie Theater We are close drive from: ● UCONN (10 Mins) ● Hartford (25 Mins) ● Boston (1.5 Hours) ● NYC (2.5 Hours)
Individual Host
Guest house in Branford
Studio on the shore - Short Beach - Water Views
Our cozy, studio on the shore will make you feel like you’re in a cottage on Nantucket. A beautiful sandy beach awaits you directly across the street. A beautiful park, walking trails and great restaurants all within a 1/2 mile radius. Two bicycles are available to use if you’d like to take a ride into the center of town which has great restaurants, Stony Creek Brewery, train station, shopping and more. An amazing space with a great view and close to everything!
Guest house in Granby
Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!
Individual Host

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Other great holiday rentals in Connecticut

Guest suite in Cromwell
Spacious downstairs apartment
Cottage in Bridgeport
King Bed Cottage w/ Relaxation Suite & Spa Shower
Individual Host
Private room in Middletown
Room for Rent (1)
Individual Host
Private room in Torrington
Suite with private bathroom & entrance & lake
Private room in East Hartford
One charming antique-inspired house with rooms
Guest suite in Fairfield
Beautiful Private Entrance ensuite in Fairfield
Individual Host
Guest house in New Haven
Square 6ix
Private room in Simsbury
The “Mountain” House Suite
Guest house in Hamden
Cozy 1 bedroom guest/house. We are pet friendly.
Rental unit in New Haven
Urban Sanctuary
Individual Host
Private room in Hamden
Spacious, comfortable, convenient to QU and Yale
Individual Host
Private room in New Britain
Quiet & Affordable Oasis, #2
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