
Vacation rentals in Western Connecticut Planning Region
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Western Connecticut Planning Region
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Western Connecticut Planning Region vacation rentals
Other great vacation rentals in Western Connecticut Planning Region
Top guest favorite

Guest suite in Weston
5 out of 5 average rating, 44 reviewsAugust Dates Open! Private Suite 5 Min to Westport

Home in Pawling
5 out of 5 average rating, 3 reviewsLakefront A-Frame Hudson Valley
Guest favorite

Cottage in New Fairfield
4.95 out of 5 average rating, 43 reviewsSunset Cabin Modern Home Kayak FirePit Lake Access
Guest favorite

Guest suite in Ridgefield
5 out of 5 average rating, 17 reviewsHeart Historic Ridgefield Studio w/ Kitchenette
Top guest favorite

Private room in Fairfield
4.97 out of 5 average rating, 158 reviewsLOVELY WELL APPOINTED ROOM - IN FAIRFIELD
Guest favorite

Private room in Westport
4.9 out of 5 average rating, 106 reviewsThe Tavern Room
Top guest favorite

Guesthouse in Bethel
5 out of 5 average rating, 23 reviewsTranquil getaway cottage in charming neighborhood
Guest favorite

Apartment in Stamford
4.83 out of 5 average rating, 77 reviewsSuburban Apartment in Stamford
Destinations to explore
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Barclays Center
- Jones Beach
- MetLife Stadium
- Yale University
- Fairfield Beach
- Citi Field
- Yankee Stadium
- Rye Beach
- Central Park Zoo
- United Nations Headquarters
- Gilgo Beach
- USTA Billie Jean King National Tennis Center
- Grand Central Terminal
- Statue of Liberty
- Empire State Building
- Radio City Music Hall
- Robert Moses State Park
- Canarsie Beach
- The Metropolitan Museum of Art