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Westport Holiday Rentals

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36 rentals in Westport.
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COZY CAPE
3 bedrooms
2 bathrooms
Sleeps 4
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Less than 1 block to the beach in Westport! Long Term Rentals too.
4 bedrooms
3 bathrooms
Sleeps 10
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Walk to Westport Downtown! New Monthly Rates!
2 bedrooms
2 bathrooms
Sleeps 4
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Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY
3 bedrooms
2 bathrooms
Sleeps 5
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Nama-stay, sweet pink Saugatuck Shores beach cottage
2 bedrooms
2 bathrooms
Sleeps 4
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Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
4 bedrooms
5 bathrooms
Sleeps 7
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Mid Century Long Term Rental
3 bedrooms
3 bathrooms
Sleeps 5
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New modern house near the water (WESTPORT RESIDENTS ONLY)
3 bedrooms
2 bathrooms
Sleeps 6
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1/2 block to Compo Beach on Long Island Sound!
4 bedrooms
4 bathrooms
Sleeps 8
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Charming historic cottage perfectly kept in Westport, CT close to New York City
2 bedrooms
1 bathroom
Sleeps 5
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STUNNING POOL & SCREENED PORCH! Private home, close to EVERYTHING!!
4 bedrooms
3 bathrooms
Sleeps 10
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Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS
3 bedrooms
2 bathrooms
Sleeps 8
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Renovated antique converted barn on 5 + acre river-front estate
5 bedrooms
6 bathrooms
Sleeps 10
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Suburban Getaway. Fire pit & Fireplace. Steam Shower
5 bedrooms
3 bathrooms
Sleeps 11
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Charming and immaculate 3 br duplex!
3 bedrooms
1 bathroom
Sleeps 5
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8 other travellers have booked this property
Spectacular Modern Home Near NYC
5 bedrooms
4 bathrooms
Sleeps 8
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1 other traveller has booked this property
Serene Connecticut Retreat - Luxury 2 bedroom apt
2 bedrooms
2 bathrooms
Sleeps 4
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8 other travellers have booked this property
Beautiful Waterfront Home with private beach
5 bedrooms
4 bathrooms
Sleeps 10
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Beautiful Secluded Stone Country Home Close to NYC
4 bedrooms
6 bathrooms
Sleeps 8
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Quaint and immaculate 3 br duplex!
3 bedrooms
2 bathrooms
Sleeps 5
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6 other travellers have booked this property
Westport 'Gold Coast' across from Southport beach
1 bedroom
1 bathroom
Sleeps 3
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Memory Lane Farm
3 bedrooms
3 bathrooms
Sleeps 8
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1 other traveller has booked this property
Luxury Executive Estate 1 Hr from New York City
6 bedrooms
5 bathrooms
Sleeps 20
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#2 - Your own place on the Beach near Silver Sands Park
2 bedrooms
1 bathroom
Sleeps 4
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1 other traveller has booked this property
New Contemporary Beach House
3 bedrooms
4 bathrooms
Sleeps 6
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#1 - A beach place by Silver Sands Park
2 bedrooms
1 bathroom
Sleeps 6
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2 other travellers have booked this property
Bedford Big House w heated (extra cost) Pool & Hot Tub on 4 Acres! Perfect place
4 bedrooms
4 bathrooms
Sleeps 10
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Rye Colonial House
5 bedrooms
5 bathrooms
Sleeps 8
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Premiere beach property
1 bedroom
1 bathroom
Sleeps 3
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2 other travellers have booked this property
Beachfront Cottage w/Porch - On Long Island Sound
3 bedrooms
2 bathrooms
Sleeps 7
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1 other traveller has booked this property
BLISSFUL LUXURY | Private Room w/Hotel Amenities
1 bedroom
1 bathroom
Sleeps 2
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Contemporary Rustic Lakefront, Westchester County NY
4 bedrooms
4 bathrooms
Sleeps 8
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A New England Jewel with Scenic Beauty
3 bedrooms
3 bathrooms
Sleeps 6
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New England Home w/Porch, Walk to Housatonic River
4 bedrooms
2 bathrooms
Sleeps 8
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NEW! Stamford Home w/ Deck + Grill - 2 Mi to Beach
4 bedrooms
3 bathrooms
Sleeps 8
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Emerald's Farm
5 bedrooms
4 bathrooms
Sleeps 16
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