Bridgeport Rentals

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29 Houses

Great rentals within 20 miles that match your search

Distance approx 7.04 km from Bridgeport

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. 55 minutes

Price per night from

$255

Distance approx 19.59 km from Bridgeport

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 16.09 km from Bridgeport

(1) Excellent 

22

Little House By the Sea

Connecticut / New Haven

New Haven house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$275

Price per night from

$275

Distance approx 17.62 km from Bridgeport

(10) Excellent 

19

Jamaica Court Cottage

Connecticut / New Haven

New Haven house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly
“Very nice!” We stayed 2 weeks in this beautiful house near the see. The owner is a fantastic host, attentive but never intrusive. Very quiet neighborhood. Perfect for a family with 2 kids. Good location. Great place to stay!!
…see more

Price per night from

$67

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$67

Distance approx 15.53 km from Bridgeport

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 10.11 km from Bridgeport

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 18 km from Bridgeport

(1) Excellent 

9

Private 2 bedroom near Yale, downtown, great restaurants and parks

Connecticut / Hamden

Hamden apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Air conditioning

Price per night from

$100

Price per night from

$100

Distance approx 19.38 km from Bridgeport

24

NEW 2BR Rocky Point Home W/Hot Tub -Steps to Beach

Long Island / Rocky Point

Rocky Point house

2 4 min stay varies

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

Price per night from

$305

Responds fast!
avg. 55 minutes

Price per night from

$305

Distance approx 15.52 km from Bridgeport

6

Beautiful shared rooms in a loft house near Yale

Connecticut / New Haven

New Haven house

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Car not necessary

Price per night from

$121

Responds fast!
avg. 8 minutes

Price per night from

$121

Distance approx 10.09 km from Bridgeport

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 11.13 km from Bridgeport

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 9.42 km from Bridgeport

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

$986

Responds fast!
avg. 26 minutes

Price per night from

$986

Distance approx 10.41 km from Bridgeport

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 4.4 km from Bridgeport

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

$800

Responds fast!
avg. 1 hour 49 minutes

Price per night from

$800

Distance approx 6.68 km from Bridgeport

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

Distance approx 6.72 km from Bridgeport

(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 9.39 km from Bridgeport

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 6.72 km from Bridgeport

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 19.86 km from Bridgeport

(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. 1 hour 58 minutes

Price per night from

$209

Distance approx 4.31 km from Bridgeport

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

$1,000

Price per night from

$1,000

Distance approx 8.71 km from Bridgeport

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 19.38 km from Bridgeport

38

Upscale Beach House Near Vineyards & Farm Stands, 1.5 hrs to NYC The Dunes

Long Island / Rocky Point

Rocky Point house

2 4 min stay varies

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

Price per night from

$374

Price per night from

$374

Distance approx 7.03 km from Bridgeport

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. 55 minutes

Price per night from

$295

Distance approx 18.81 km from Bridgeport

(8) Excellent 

34

WATERFRONT BEACH HOUSE - SOUND BEACH

Long Island / Sound Beach

Sound Beach house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$470

Price per night from

$470

Distance approx 19.86 km from Bridgeport

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. 1 hour 58 minutes

Price per night from

$279

Distance approx 13.25 km from Bridgeport

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 17.54 km from Bridgeport

40

The Hobbit House- Yale and Beaches

Connecticut / East Haven

East Haven house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$150

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$150

Distance approx 17.58 km from Bridgeport

67

Cosey Beach House

Connecticut / East Haven

East Haven house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Private garden

Price per night from

$500

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$500

Distance approx 16 km from Bridgeport

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. 55 minutes

Price per night from

$140