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
Other great vacation rentals in Westport
Home in Milford
4.98 out of 5 average rating, 154 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Dec 31 – Jan 7
Apartment in Northport
4.91 out of 5 average rating, 131 reviewsHarbor Studio - Across from historic Northport doc
Feb 5 – 12
Guest suite in Bayville
4.91 out of 5 average rating, 429 reviewsRomantic, Cozy and Private, 1 Block from Beach
Feb 14 – 21
Cabin in Rocky Point
4.9 out of 5 average rating, 393 reviewsGreat little place just for a couple
Jan 7 – 14
Guest suite in New Haven
4.99 out of 5 average rating, 158 reviewsCozy cottage in historic neighborhood
Jul 10 – 17
Cottage in Milford
4.96 out of 5 average rating, 236 reviewsSpring Sale! Cozy Cottage | Walk to Beach | Pet
Sep 16 – 23
Apartment in Milford
4.97 out of 5 average rating, 513 reviewsWater front studio apartment with fireplace.
Oct 13 – 20
Home in Milford
4.99 out of 5 average rating, 232 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Dec 28 – Jan 4
Other great vacation rentals in Westport
Home in Stony Brook
4.94 out of 5 average rating, 479 reviewsSpacious Studio Apartment- near SBU
Jan 28 – Feb 4
Home in Stamford
4.97 out of 5 average rating, 220 reviewsMidcentury Modern ZenHouse Sculptor Studio
Dec 20 – 27
Guest suite in Bridgeport
4.89 out of 5 average rating, 154 reviewsCoco's guest Suite In Bridgeport
Jun 3 – 10
Guesthouse in Fairfield
4.96 out of 5 average rating, 141 reviewsCozy Home away from Home!
Jan 5 – 12
Cottage in Easton
4.98 out of 5 average rating, 190 reviewsCozy Modern Cottage with Fireplace
May 19 – 26
Apartment in Norwalk
4.92 out of 5 average rating, 295 reviewsThe Seasons Luxe Pad 1 Bedroom | Center of Norwalk
Jan 20 – 27
Cottage in Newtown
4.92 out of 5 average rating, 165 reviewsPrivate and Serene home close to I-84 and shopping
Oct 6 – 13
Guest suite in Redding
4.9 out of 5 average rating, 105 reviewsArtist Retreat in Beautiful Country Setting
Sep 14 – 21
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 160 vacation rentals in Greenfield Hill, and over 220 vacation rentals in Saugatuck.
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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