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Southport Holiday Rentals

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50 rentals in Southport.
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Westport 'Gold Coast' across from Southport beach
1 bedroom
1 bathroom
Sleeps 3
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A New England Jewel with Scenic Beauty
3 bedrooms
3 bathrooms
Sleeps 6
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Milford Beach House - New Construction!
3 bedrooms
4 bathrooms
Sleeps 8
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Elegant Country Estate with Equestrian Farm
6 bedrooms
4 bathrooms
Sleeps 12
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Beach Vacation Get-Away – Near All Conveniences. You Decide Which You Want.
4 bedrooms
4 bathrooms
Sleeps 10
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Private 3.5 acre estate Zen House /Historic mid century modern / lap pool
1 bedroom
2 bathrooms
Sleeps 2
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Beach side rental booking winter 2020\2021 Available December17 2020
1 bedroom
1 bathroom
Sleeps 2
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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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Charming Cottage By The Sea on Fairfield Beach
3 bedrooms
3 bathrooms
Sleeps 6
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Private beach/tennis community. $8k October thru December. ONE MONTH MINIMUM.
3 bedrooms
3 bathrooms
Sleeps 6
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FANTASTIC BEACHFRONT HOUSE- BEAUTIFUL VIEW AND BEACH, COME ENJOY !!!!
4 bedrooms
2 bathrooms
Sleeps 8
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Darien Family Home with Bedroom/Nursery - sleeps 12 & easy 50 min. train to NYC
4 bedrooms
3 bathrooms
Sleeps 12
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Entire Guest House at Fox Pond Farm with Access to In ground Pool
4 bedrooms
3 bathrooms
Sleeps 11
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Nice Duplex with view of Long Island Sound
4 bedrooms
3 bathrooms
Sleeps 6
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Gem by the Sound A Su
1 bedroom
1 bathroom
Sleeps 2
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Romantic Riverfront Farm House at Historic Aspetuck Corners
3 bedrooms
3 bathrooms
Sleeps 6
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Charming Bright Cottage on Silver Sands Beach
3 bedrooms
2 bathrooms
Sleeps 7
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Beautiful Home for Your Family Vacation
7 bedrooms
6 bathrooms
Sleeps 12
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Cozy Cottage in Westport, CT (charming & pristine in fabulous location)
2 bedrooms
2 bathrooms
Sleeps 6
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Elegant Beachfront, beautiful views. Come enjoy!
5 bedrooms
3 bathrooms
Sleeps 10
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1/2 block to Compo Beach on Long Island Sound!
4 bedrooms
4 bathrooms
Sleeps 8
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Luxe CT Country Home w/ Hi-end WiFi for WFH & School
6 bedrooms
8 bathrooms
Sleeps 16
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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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Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY
3 bedrooms
2 bathrooms
Sleeps 5
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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
Secluded cottage on cul de sac in Rowayton.
2 bedrooms
1 bathroom
Sleeps 4
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Spectacular Modern Home Near NYC
5 bedrooms
4 bathrooms
Sleeps 8
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1 other traveller has booked this property
COZY CAPE
3 bedrooms
2 bathrooms
Sleeps 4
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Luxury Executive Estate 1 Hr from New York City
6 bedrooms
5 bathrooms
Sleeps 20
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North Stamford Guest House
2 bedrooms
2 bathrooms
Sleeps 3
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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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1 other traveller has booked this property
New modern house near the water (WESTPORT RESIDENTS ONLY)
3 bedrooms
2 bathrooms
Sleeps 6
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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
Interior Designer's Enchanting And Bucolic Home
4 bedrooms
4 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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September through end of May availability, ELEVATOR and pool!
5 bedrooms
5 bathrooms
Sleeps 10
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Updated Farmhouse Retreat
5 bedrooms
5 bathrooms
Sleeps 10
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Temporary out of service
0 bedrooms
3 bathrooms
Sleeps 6
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The Cozy Little Cottage
1 bedroom
1 bathroom
Sleeps 3
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Suburban Getaway. Heated Pool. NO PARTIES.
5 bedrooms
3 bathrooms
Sleeps 11
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Steps to Compo Beach
4 bedrooms
3 bathrooms
Sleeps 8
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Nature Lovers Perfect Location, an hour from Manhattan
3 bedrooms
3 bathrooms
Sleeps 6
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Mill Pond Retreat
4 bedrooms
3 bathrooms
Sleeps 6
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A Fine Waterfront Private Home, In Park-like seaing
3 bedrooms
3 bathrooms
Sleeps 10
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See Beautiful Fall Foliage - Lovely CT country home sleeps 10 + heated pool!
3 bedrooms
5 bathrooms
Sleeps 9
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Nature refuge 5min from train to NYC
3 bedrooms
2 bathrooms
Sleeps 4
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Award Winning Private Pool House on Spectacular Historic and Rare 24-Acre Estate
1 bedroom
1 bathroom
Sleeps 2
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Large Studio by the Beach w/private entrance
1 bedroom
1 bathroom
Sleeps 4
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Fitz Haven Lovely 2-Bed Apartment in Bridgeport
2 bedrooms
1 bathroom
Sleeps 4
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