Vacation Rentals & House Rentals in Southport

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City breaks
Skiing – property near ski resort
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20 Houses

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Westport "Gold Coast" across from Southport beach

Southport cottage

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$230

Great rentals within 20 miles that match your search

Serene Connecticut Retreat - Luxury 2 bedroom apt

Stamford apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$218

#2 - Your own place on the Beach near Silver Sands Park

Silver Lane apartment

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$230

Suburban Getaway. Heated Pool. NO PARTIES.

Westport house

5 bedrooms
3 bathrooms

sleeps 11

Responds fast! avg. 3 hours 24 minutes

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Price per night from

$591

Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

Fairfield house

6 bedrooms
5 bathrooms

sleeps 14

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Price per night from

$1,720

Endless water views on estate property and walk to downtown and beaches!

Westport house

5 bedrooms
8 bathrooms

sleeps 12

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Price per night from

$1,147

4-Bed House close to beach with jacuzzi bath

Fairfield house

4 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$506

New Beach Home near Stamford Downtown/Shippan

Stamford house

5 bedrooms
3 bathrooms

sleeps 16

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$417

Stylish Beach Home near Stamford Downtown/Beach

Darien house

5 bedrooms
2 bathrooms

sleeps 14

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$274

Morning coffee while wiggling your toes in the sand?

Milford house

3 bedrooms
1 bathroom

sleeps 6

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Price per night from

$746

Comtemporary 1Bdr w/ Queen Bed + Free Wifi

Stratford apartment

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$114

Waterview House Walking Distance from Cove Beach

Darien house

5 bedrooms
2 bathrooms

sleeps 14

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$469

Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown sh

Westport house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$165

Elegant Newtown Getaway - High-End Amenities, Infinity Pool, Media Room

Newtown house

5 bedrooms
4 bathrooms

sleeps 6

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Price per night from

$719

Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sle

Stamford house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$217

Tranquil Luxury in Newtown - Hot Tub, Wood Pizza Oven, Breathtaking Views

Newtown house

4 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$508

Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friend

Newtown house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$355

Redding Relaxation Haven - Tranquil Home with Pool, Gardens Galore

Redding house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$642

Exclusive Lakefront Getaway - Pool, Hot Tub, Stunning Views

Newtown house

5 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$918

Cozy Moose Log Cabin - Pool, Trails, Secluded Retreat

Newtown house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$387

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Mystic Country 28 properties
New Haven 25 properties
Waterbury 10 properties
Stratford 5 properties
Whitneyville 5 properties
Newtown 5 properties
Westport 5 properties
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Southport Rentals

Per night

20 Houses

Westport "Gold Coast" across from Southport beach

Serene Connecticut Retreat - Luxury 2 bedroom apt

#2 - Your own place on the Beach near Silver Sands Park

Suburban Getaway. Heated Pool. NO PARTIES.

Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

Endless water views on estate property and walk to downtown and beaches!

4-Bed House close to beach with jacuzzi bath

New Beach Home near Stamford Downtown/Shippan

Stylish Beach Home near Stamford Downtown/Beach

Morning coffee while wiggling your toes in the sand?

Comtemporary 1Bdr w/ Queen Bed + Free Wifi

Waterview House Walking Distance from Cove Beach

Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown sh

Elegant Newtown Getaway - High-End Amenities, Infinity Pool, Media Room

Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sle

Tranquil Luxury in Newtown - Hot Tub, Wood Pizza Oven, Breathtaking Views

Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friend

Redding Relaxation Haven - Tranquil Home with Pool, Gardens Galore

Exclusive Lakefront Getaway - Pool, Hot Tub, Stunning Views

Cozy Moose Log Cabin - Pool, Trails, Secluded Retreat

Viewing 20 of 20
rentals in Southport

Also consider

Southport Rentals

Per night

20 Houses

Viewing 20 of 20rentals in Southport

Also consider

Viewing 20 of 20
rentals in Southport