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, 152 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Apartment in Stamford
4.82 out of 5 average rating, 146 reviewsSunset Retreat: 1BR Walking Distance to the Beach
Apartment in Northport
4.92 out of 5 average rating, 129 reviewsHarbor Studio - Across from historic Northport doc
Guest suite in Bayville
4.91 out of 5 average rating, 425 reviewsRomantic, Cozy and Private, 1 Block from Beach
Guest suite in Greenwich
4.91 out of 5 average rating, 428 reviewsCharming Greenwich studio, 0.2 miles from train
Apartment in Stamford
4.88 out of 5 average rating, 162 reviewsHigh-Line Harbor Flat 2BD|Train|HarborPoint Access
Home in Centerport
4.96 out of 5 average rating, 112 reviewsThe Harbor House: Beachfront Home 1 hour from NYC
Apartment in Milford
4.97 out of 5 average rating, 508 reviewsWater front studio apartment with fireplace.
Other great vacation rentals in Westport
Home in Stony Brook
4.94 out of 5 average rating, 478 reviewsSpacious Studio Apartment- near SBU
Cottage in Fairfield
4.96 out of 5 average rating, 141 reviewsCozy Home away from Home!
Home in Fairfield
4.96 out of 5 average rating, 289 reviewsLuxurious Barn With New England Charm
Guest suite in Wilton
5.0 out of 5 average rating, 34 reviewsGuest suite with private enter
Apartment in Westport
4.92 out of 5 average rating, 13 reviewsWestport CT, Hide-away!
Cottage in Westport
5.0 out of 5 average rating, 55 reviewsWild Rose Cottage (Westport, CT)
Home in Westport
4.92 out of 5 average rating, 36 reviewsGorgeous, luxury Cape in Westport!
Guesthouse in Wilton
4.96 out of 5 average rating, 96 reviewsThe Cozy Little Cottage
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.
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Montauk Vacation rentals
- Hoboken Vacation rentals
- New Haven Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Kid-friendly rentals Westport
- Rentals with beach access Westport
- Monthly Rentals Westport
- Rentals with a fireplace Westport
- Family-friendly rentals Westport
- Pet-friendly rentals Westport
- House rentals Westport
- Fitness-friendly rentals Westport
- Rentals with a patio Westport
- Rentals with a fire pit Westport
- Rentals with outdoor seating Westport
- Rentals with a washer and dryer Westport
- Rentals with pools Westport
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes