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Westport
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Westport, CT Villas and Apartments
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Connecticut (CT)
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Kid friendly (47)
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Distance from
5 km
Compo Beach
Earthplace
Levitt Pavillion For The Performing Arts
Westport Country Playhouse
Sherwood Island State Park
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57 rentals
in Westport.
Sunny Studio APT above historic Westport Mill
5 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Sunny Westport 2BR Retreat above historic Mill
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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European style country chic with pool & privacy!
3 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Historic oyster shack.
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 10
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Historic Apartment in Downtown Westport
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Westport Paradise With Every Amenity!
3 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Your perfect Westport getaway is here!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Luxurious Water Front House -- With large dock!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
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Summer rental House Westport
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Serene Getaway in Westport - Mid-Century Vibes, Near Beaches, Pet-Friendly
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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ESCAPE to Westport Direct WATERFRONT Beachouse w/Rooftop Deck
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Modern Waterfront Home steps from the water in quiet beachside neighborhood
1 review
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
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3 Bedroom Luxury Cape - Walk To Train & Beach
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Cozy House Westport.
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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Waterfront Getaway - Saugatuck Shores, Westport
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 7
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Westport, CT - Walk To The Beach - NYC Getaway
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
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Monthly Rental-4 Bedroom Colonial in Westport, CT
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Endless water views on estate property and walk to downtown and beaches!
Holiday Rental House
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5 bedrooms
8 bathrooms
Sleeps 12
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Amazing New Construction Home with Large Yard. 5 Minutes to EVERYTHING!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Westport: Walk to Town (Really) Private Yard, One Floor
10 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Ideal location-Compo Beach, Longshore Park, fine dining academic-term potential
12 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Walk-To-Town Cozy Colonial with Fireplace!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Spacious Family Home
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Modern Farmhouse
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Westport Historic 4 Bedroom Gem
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 2
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Pool & beach vacation in Westport, Connecticut
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 7
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Your luxury dream villa! �
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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As seen on
Vacation Home away from home with private pool-mins away from beach
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 12
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5500 sqft SUMMER HOME in Minutes from the BEACH + more (WESTPORT)
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 12
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Fabulous private home on desirable street in Westport.
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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Spectacular Country Home
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Classic Colonial Farmhouse with lush garden near the beach
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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Westport Summer Estate
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
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Private Oasis in Westport with heated pool!
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Summer in Westport, CT! - Renovated, Private, Close to everything!
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 8
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Real log house on Directly on the River with heated pool one hour from NYC.
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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Luxury beach home at Compo Beach, Westport CT
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 7
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Dramatic family home directly on the Saugatuck River in Westport, CT
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 8
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Beautiful Summer Escape
Holiday Rental House
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5 bedrooms
7 bathrooms
Sleeps 10
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Westport summer 5 bed home on quiet street 6 mins to the beach!
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 10
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Exquisite Waterfront Villa
Holiday Rental House
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4 bedrooms
6 bathrooms
Sleeps 8
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Westport Wonder Summer Rental with Pool!
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 8
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Chic, Impeccably Decorated 5000 sq ft Estate, Coveted Greens Farms, Summer Rentl
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 8
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Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 12
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June to Sept Rental, Spectacular Views, INFINITY Pool, Perfect Location
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 10
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Walk-to-Town New home w/new furnishings, Grill Center & Playset
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 10
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Newly renovated summer home in Westport CT private pool & spa, near beach & town
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 12
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Designer Modern Westport Estate
Holiday Rental House
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5 bedrooms
7 bathrooms
Sleeps 12
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Showing results 1-50 of 57
Frequently Asked Questions about Westport
Do any holiday rentals in Westport have a pool?
Yes, here are some popular holiday rentals in Westport that have a pool:
Westport Villa- Luxury Pool & Spa
Suburban Getaway. Heated Pool. NO PARTIES.
Sunny Studio APT above historic Westport Mill
See all holiday rentals with a pool in Westport on Tripadvisor
Do any holiday rentals in Westport have internet access?
Yes, here are some popular holiday rentals in Westport that have internet access:
Sunny Studio APT above historic Westport Mill
Sunny Westport 2BR Retreat above historic Mill
European style country chic with pool & privacy!
See all holiday rentals in Westport on Tripadvisor
What are the best pet friendly rentals in Westport?
The best pet friendly rentals in Westport are:
Sunny Studio APT above historic Westport Mill
Sunny Westport 2BR Retreat above historic Mill
European style country chic with pool & privacy!
See all pet friendly holiday rentals in Westport on Tripadvisor
What are some great rentals in Westport that are kid friendly?
Some of the most popular kid friendly rentals in Westport are:
Sunny Studio APT above historic Westport Mill
Sunny Westport 2BR Retreat above historic Mill
European style country chic with pool & privacy!
See all kid friendly holiday rentals in Westport on Tripadvisor