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Westport vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Westport

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

Apartment in Norwalk
The Seasons Luxe Pad 1 Bedroom | Center of Norwalk
The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.
$95 per night
Guest suite in Fairfield
Adorable private apt w/ W/D in lovely neighborhood
Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.
$114 per night
Place to stay in Westport
Sunny Westport 2 BR Retreat above Historic Mill
This eclectic, sunny, spot, sits above a renovated historic cider mill from the 1850s. It has been designed and furnished by our own team of artisans. With panoramic views and breathtaking surroundings, including endless flora and fauna, and a contingent of mallards, egrets, and swans, this hideaway is the perfect "Get Away."
$179 per night

Stay near Westport's top sights

Whole Foods Market22 locals recommend
Stop & Shop12 locals recommend
Little Barn6 locals recommend
Trader Joe's62 locals recommend
bartaco71 locals recommend
Shake Shack6 locals recommend

Westport beach vacation rentals

Guest suite in Greenwich
Charming Greenwich studio, 0.2 miles from train
$122 per night
Apartment in Stamford
Seaside Serenity: 1BR Getaway.
$101 per night
Guesthouse in Norwalk
Private one bedroom cottage on Conn. seashore
$295 per night
Apartment in Milford
Water front studio apartment with fireplace.
$149 per night
Cottage in Milford
Winter Sale! Cozy Modern Rustic Cottage-Yard-W/D
$103 per night
Home in Milford
The Daydreamer -Walk to Walnut Beach, Pet Friendly
$139 per night
Apartment in Stamford
High-Line Harbor Flat 2BD|Train|HarborPoint Access
$118 per night
Home in Centerport
The Harbor House: Beachfront Home 1 hour from NYC
$364 per night
Apartment in Fairfield
Lovely studio apartment, furnished, Southport CT
$206 per night
Condo in Norwalk
Studio in the heart of Downtown Norwalk
$110 per night
Barn in Fairfield
Delightfully Renovated Colonial Barn by the Beach!
$300 per night
Apartment in Norwalk
Upscale SoNo Apartment
$180 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Fairfield County
  5. Westport