Connecticutholiday rentals

From simple studios to luxe lofts, find holiday rentals that are right for you on Airbnb.
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Holiday rentals in Connecticut

$277 SGD Retreat in the Woods - Frank Lloyd Wright inspired
42 reviews

Frank Lloyd Wright inspired cottage sits perched on top of a hill overlooking a seasonal pond, creek, and a field of ferns. A wall of windows brings the sense of being one with ... read more
$234 SGD Cozy guest cottage
43 reviews

Up a long driveway to private ,spacious and peaceful one bedroom guest cottage apartment on beautiful secluded property .Open living room /dining area,full of natural light. Hig... read more
$72 SGD Private cozy apartment with your own entrance
5 reviews

You will enjoy the privacy with your own kitchen, living area, bedroom with a king size bed and full bath, with washer and dryer. My place is close to the airport and parks. Yo... read more
$92 SGD Quiet home on cul de sac
11 reviews

A quiet comfortable twin bedded upstairs room with separate private bath. Room can be converted to King bed. Our home is on a cul de sac in a quiet neighborhood. Off street pa... read more
$64 SGD Le Colibri - The Hummingbird
12 reviews

You’ll love it! Sunrise to Sunset! The ambiance, the quiet outdoor space and the comfy bed. The Hummingbird is for couples, artists to engineers, accountants to nurses, fish... read more
$142 SGD Serene Litchfield County Peony Farm
10 reviews

Come stay at Peony Heaven! Walk among thousands of peonies, a large organic garden, chickens, as well as fruit, berry, and herb plantings. The sunny spacious room overlooks the ... read more

Favourite Connecticut holiday rentals

$106 SGD Character-filled New England Home
32 reviews

Welcome to this cozy cottage. Enjoy this home away from home with plenty of activities to partake in during any part of the year. Summer fun, fall foliage, snow skiing! Located ... read more
$106 SGD Adorable Country Cape Cod w/ 2 bedrooms and a bath
25 reviews

This listing has 2 separate bedrooms for 2 couples or a family that sleep a total of 4. Private, park like setting. Immaculate, charming in Litchfield county in Woodbury CT. H... read more
$126 SGD 2 bedroom house HOME close to ESPN
5 reviews

Hi I decided to offer the upper floor of my cozy clean home 1 street over from ESPN + Lake Compounce Park. 2 bedrms both have REAL beds 1 twin + 1 queen 1 full bath. all utilit... read more
$284 SGD Timber home Imported from Finland
1 review

My place is close to the quintessential town of Washington.. and under 2 hours from New York City. You’ll love my place because of warm feeling you get from all the wood. The ho... read more
$284 SGD Litchfield Farmhouse w/Modern Twist
25 reviews

Litchfield County farmhouse (c.1890) with a modern studio addition and mid-century modern interiors and furnishings. Owners are a writer and an architect who have built a truly ... read more
$568 SGD Spacious Restored Barn on Estate
49 reviews

Large 6000 square foot living space in restored barn. If you like open, airy loft living, this is your property in the country. 2 large master bedrooms, one with Jacuzzi, 1 smal... read more

More holiday rentals in Connecticut

$50 SGD Cozy room with country charm
4 reviews

The Madeline Room has a queen size brass bed. It adjoins the master bath which can be locked. It shares a bathroom with the Genevieve Room. It has a window that is on the nor... read more
$50 SGD The Farm Room
12 reviews

This room, in our house, over looks our farm. It is small ~ 80 square feet and has a double bed. The walls are covered with wood from our own property and it has hickory wide bo... read more
$54 SGD A private room
7 reviews

A private room is in a fabulous colonial house located in a quiet and safe neighborhood. There are four different directions for shopping and dinning where are about 4-10 miles... read more
$212 SGD 2 Bedroom Suite with Kitchen
5 reviews

Completely Private 2 Bedroom Suite with Bathroom, Full Kitchen, Movie Theater Style Screen, Flat Screen TVs, Huge Living Room, Over 3 Acres of Land, Gardens, and your own Privat... read more
$57 SGD Quiet Furn Rm (j)
5 reviews

This an extra room in my house. I have other rooms that are more ideal, but I use this room for last-minute guests, when I have no other room open. This room is on a separate... read more

Explore other destinations

New York

Distance: 123 km

Brooklyn

Distance: 125 km

Boston

Distance: 187 km

Queens

Distance: 117 km

Cambridge

Distance: 185 km

Bronx

Distance: 107 km

Long Island City

Distance: 117 km

Staten Island

Distance: 140 km

West New York

Distance: 119 km

Astoria

Distance: 116 km

Southampton

Distance: 98 km

Weehawken

Distance: 122 km