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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.

River's Edge Tranquil Retreat, 1BR King Suite, New
Entire flat · 4 guests · 2 beds · 1.5 bathrooms

River's Edge Tranquil Retreat, 1BR King Suite, NewWelcome to River's Edge in scenic Pomfret located in the heart of Connecticut's Quiet Corner. Our recently renovated and fully-furnished & appointed antique home has a private king bedroom suite with a half bath, and the private entrance deck overlooks the beautiful Mashamoquet River just steps away! Enjoy the waterfalls and firepit located on the property, plus nearby hiking, biking, kayaking, bird watching, fishing, dining, antiquing, vineyards, galleries, live entertainment & much more!

Cottage at Furnace Brook
SUPERHOST
Entire guest house · 2 guests · 1 bed · 1 bathroom

Cottage at Furnace BrookCome enjoy our cozy, clean, newly renovated semi-detached cottage in the Litchfield Hills. Stay in, cook dinner, and relax on the large porch and listen to the sound of our brook and the Housatonic River just steps away. An ideal writer or artist retreat. Or enjoy the surrounding area - there are lots of restaurants, galleries, day hikes, and outdoor activities within a short drive. 8 miles to Kent, voted the prettiest small town in CT, 5 miles to Mohawk Ski Area and 20 minutes to Metro North.

Water front studio apartment with fireplace.
SUPERHOST
Entire flat · 2 guests · 1 bed · 1 bathroom

Water front studio apartment with fireplace.This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Holiday rentals for every style

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Popular amenities for Connecticut holiday rentals

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

Other great holiday rentals in Connecticut

SUPERHOST
  1. Treehouse
  2. Norwich
Water Forest Retreat- Tree House
₹9,636 per night
SUPERHOST
  1. Entire cabin
  2. New Fairfield
The Little Lake Cabin - near lake with hot tub
₹15,565 per night
SUPERHOST
  1. Entire bungalow
  2. Old Lyme
Bungalow on the pond
₹11,118 per night
  1. Entire loft
  2. New Haven
East Rock loft
₹3,706 per night
SUPERHOST
  1. Entire guest house
  2. Granby
Windy Top Cottage ~ A Romantic "European" Getaway
₹8,577 per night
SUPERHOST
  1. Entire guest suite
  2. Sherman
Relaxing lake-view retreat
₹9,265 per night
  1. Entire house
  2. Milford
♥︎Remodeled Historic Farmhouse-Backyard-Parking
₹11,637 per night
SUPERHOST
  1. Entire house
  2. Hartford
Historical west end home
₹6,438 per night
  1. Private room
  2. New Milford
1 bedroom suite with full bath & separate entrance
₹4,744 per night
SUPERHOST
  1. Entire guest house
  2. New Haven
Square 6ix
₹7,454 per night
SUPERHOST
  1. Entire flat
  2. Newtown
Penthouse at Narnia on Lake Zoar
₹14,051 per night
SUPERHOST
  1. Entire house
  2. Preston
Entire House Magical Waterfront Getaway
₹14,824 per night