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, 140 reviewsHarbor Studio - Across from historic Northport doc
Home in Milford
4.98 out of 5 average rating, 162 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Guest suite in Bayville
4.91 out of 5 average rating, 437 reviewsRomantic, Cozy and Private, 1 Block from Beach
Apartment in Milford
4.97 out of 5 average rating, 519 reviewsWater front studio apartment with fireplace.
Guest suite in Stony Brook
4.96 out of 5 average rating, 112 reviewsCozy cottage in a charming historic village!
Guest suite in Greenwich
4.91 out of 5 average rating, 436 reviewsCharming Greenwich studio, 0.2 miles from train
Home in East Haven
4.88 out of 5 average rating, 198 reviewsBeach Cottage by the Sea
Apartment in West Haven
4.9 out of 5 average rating, 433 reviews! ! ! entire apartment close to the beach ! !
Other great vacation rentals in Westport
Apartment in Brookfield
4.94 out of 5 average rating, 190 reviewsPeaceful apartment on 3.5 acres w/ Artist studio.
Home in Stony Brook
4.94 out of 5 average rating, 486 reviewsSpacious Studio Apartment- near SBU
Apartment in Milford
4.95 out of 5 average rating, 112 reviewsThe Boathouse, private downtown Harborside suite
Guest suite in Redding
4.9 out of 5 average rating, 109 reviewsArtist Retreat in Beautiful Country Setting
Cottage in Newtown
4.92 out of 5 average rating, 171 reviewsPrivate and Serene home close to I-84 and shopping
Home in Darien
4.8 out of 5 average rating, 153 reviewsConvenient and Cozy Antique Cape
Apartment in Huntington
4.97 out of 5 average rating, 225 reviewsHistoric Huntington Village Private Retreat
Guesthouse in Fairfield
4.96 out of 5 average rating, 145 reviewsCozy Home away from Home!
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 220 vacation rentals in Saugatuck, over 160 vacation rentals in Greenfield Hill, and over 110 vacation rentals in Greens Farms.
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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- Rentals with outdoor seating Westport
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- Family-friendly rentals Westport
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