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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Westport vacation rentals
Westport beach vacation rentals
Apartment in Northport
4.9 out of 5 average rating, 136 reviewsHarbor Studio - Across from historic Northport doc
Loft in Milford
4.94 out of 5 average rating, 99 reviewsLovely water front lower-level loft, free parking
Cottage in Milford
4.96 out of 5 average rating, 241 reviewsSpring Sale! Cozy Cottage | Pet | WalktoBeach
Guest suite in Bayville
4.91 out of 5 average rating, 434 reviewsRomantic, Cozy and Private, 1 Block from Beach
Apartment in Milford
4.97 out of 5 average rating, 516 reviewsWater front studio apartment with fireplace.
Guest suite in New Haven
4.99 out of 5 average rating, 160 reviewsCozy cottage in historic neighborhood
Home in Milford
4.99 out of 5 average rating, 236 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Cabin in Rocky Point
4.9 out of 5 average rating, 400 reviewsGreat little place just for a couple
Other great vacation rentals in Westport
Apartment in Huntington
4.97 out of 5 average rating, 224 reviewsHistoric Huntington Village Private Retreat
Guest suite in Redding
4.9 out of 5 average rating, 109 reviewsArtist Retreat in Beautiful Country Setting
Cottage in Patchogue
4.95 out of 5 average rating, 207 reviewsQuaint Cottage on Long Island's South Shore.
Guest suite in Stamford
4.93 out of 5 average rating, 115 reviewsCharming Retreat in North Stamford
Guest suite in Smithtown
4.96 out of 5 average rating, 153 reviewsCozy Studio near LIRR & 5 miles from Stony Brook U
Guest suite in Haverstraw
4.95 out of 5 average rating, 301 reviewsHaverstraw Hospitality Suite
Cottage in Newtown
4.92 out of 5 average rating, 170 reviewsPrivate and Serene home close to I-84 and shopping
Home in Fairfield
4.96 out of 5 average rating, 292 reviewsLuxurious Barn With New England Charm
Quick stats about vacation rentals in Westport
Total rentals
120 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
2.3K reviews
Frequently Asked Questions
Where should I stay in Westport?
Make yourself at home in Westport by choosing from our most frequently booked neighborhoods. We have over 110 vacation rentals in Greens Farms, over 220 vacation rentals in Saugatuck, and over 160 vacation rentals in Greenfield Hill.
Are there vacation rentals with a dedicated workspace in Westport?
Yes! Work meets play with ease at over 80 vacation rentals in Westport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Westport?
Four-legged friends are welcome in Westport. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Westport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Westport, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Westport have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Westport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westport have a gym?
Absolutely! We offer over 20 house rentals with a gym in Westport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westport have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Westport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Westport?
Westport has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Monthly Rentals Westport
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