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24 Houses

39

Westport "Gold Coast" across from Southport beach

Connecticut / Southport

Southport cottage

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

Great rentals within 20 miles that match your search

Distance approx 12.6 km from Southport

25

NEW! Beachfront Cottage on the Long Island Sound!

Connecticut / Silver Lane

Silver Lane cottage

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly

Price per night from

$255

Responds fast!
avg. 27 minutes

Price per night from

$255

Distance approx 16.23 km from Southport

15

LUXURY COTTAGE

Westchester County / Pound Ridge

Pound Ridge cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Ask about pets

Price per night from

$275

Price per night from

$275

Distance approx 12.59 km from Southport

26

Cozy Milford Cottage w/ Fire Pit & Private Beach!

Connecticut / Milford

Milford cottage

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$295

Responds fast!
avg. 27 minutes

Price per night from

$295

Distance approx 2.02 km from Southport Show on Map

7

New Contemporary Beach House

Connecticut / Fairfield

Fairfield house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$998

Price per night from

$998

Distance approx 15.68 km from Southport

13

Stay at the beach/ one apartment w/ two bedrooms

Connecticut / Milford

Milford apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Nearest beach 25 mi
  • Child Friendly
  • Air conditioning

Price per night from

$139

Price per night from

$139

Distance approx 12.22 km from Southport

(1) Excellent 

16

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

Connecticut / Silver Lane

Silver Lane apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$225

Responds fast!
avg. 3 hours 30 minutes

Price per night from

$225

Distance approx 14.6 km from Southport

21

Global Luxury Suites at Downtown Stamford

Connecticut / Stamford

Stamford apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$229

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$229

Distance approx 13.97 km from Southport

12

Beautiful Waterfront Home with private beach

Long Island / East Setauket

East Setauket house

5 10 21 nights min

  • 5 bedrooms
  • sleeps 10
  • 21 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$986

Price per night from

$986

Distance approx 8.57 km from Southport

42

Spectacular Modern Home Near NYC

Connecticut / Weston

Weston house

5 8 2 nights min

  • 5 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$895

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$895

Distance approx 3.71 km from Southport Show on Map

16

WESTPORT, CT - Overlook Ocean Beach; 1 hr to NYC

Connecticut / Westport

Westport house

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$985

Responds fast!
avg. 26 minutes

Price per night from

$985

Distance approx 15.66 km from Southport

7

Luxury Direct Waterfront Beach Home

Connecticut / Milford

Milford house

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Child Friendly

Price per night from

$500

Price per night from

$500

Distance approx 18.37 km from Southport

27

Apartment in great location, suburban

Connecticut / Seymour

Seymour house

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Nearest beach 4 mi
  • Child Friendly
  • Air conditioning

Price per night from

$77

Price per night from

$77

Distance approx 3.83 km from Southport Show on Map

10

COZY CAPE

Connecticut / Westport

Westport house

3 4 1 night min

  • 3 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$357

Price per night from

$357

Distance approx 17.32 km from Southport

24

Victorian Newtown Apt w/Fire Pit 20 Mi to Jennings

Connecticut / Newtown

Newtown apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ski
  • Suitable for children age 5+

Price per night from

$140

Responds fast!
avg. 27 minutes

Price per night from

$140

Distance approx 16.12 km from Southport

(3) Very Good 

21

Serene Connecticut Retreat - Luxury 2 bedroom apt

Connecticut / Stamford

Stamford apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Car not necessary
  • Air conditioning

Price per night from

$185

Responds fast!
avg. 1 hour 54 minutes

Price per night from

$185

Distance approx 12.24 km from Southport

18

#1 - A beach place by Silver Sands Park

Connecticut / Milford

Milford apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$225

Responds fast!
avg. 3 hours 30 minutes

Price per night from

$225

Distance approx 5.44 km from Southport Show on Map

26

Luxury Executive Estate 1 Hr from New York City

Connecticut / Easton

Easton house

6 20 2 nights min

  • 6 bedrooms
  • sleeps 20
  • 2 nights min
  • Nearest beach 10 mi
  • Child Friendly

Price per night from

$799

Responds fast!
avg. 2 hours 8 minutes

Price per night from

$799

Distance approx 14.21 km from Southport

34

Global Luxury Suites on Prospect Street

Connecticut / Stamford

Stamford apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$279

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$279

Distance approx 7.22 km from Southport Show on Map

5

Adorable Guest Cottage

Connecticut / Weston

Weston cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$155

Price per night from

$155

Distance approx 14.6 km from Southport

21

Global Luxury Suites at Downtown Stamford

Connecticut / Stamford

Stamford apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$189

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$189

Distance approx 14.21 km from Southport

(1) Average 

29

Global Luxury Suites on Prospect Street

Connecticut / Stamford

Stamford apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$209

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$209

Distance approx 5.4 km from Southport Show on Map

13

New modern house near the water

Connecticut / Westport

Westport house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 9 mi
  • Child Friendly
  • Air conditioning

Price per night from

$400

Price per night from

$400

Distance approx 7.08 km from Southport Show on Map

17

Global Luxury Suites near Stamford

Connecticut / Norwalk

Norwalk apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$229

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$229