36 Best Houses for Rent in Bridgeport, CT | Peerspace

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Popular houses

Spacious Shaded Side Yard in Bridgeport, CT

North End, Bridgeport, CT

15 guests

From

$100

/hr

3 hr min

Modern Colonial Meets Zen Escape

5.0 (2)

75 guests

From

$300

/hr

2 hr min

Modern Open-Concept Gem on 7 Private Acres with Camp Site + Forest

25 guests

From

$250

/hr

6 hr min

1960s Midcentury Modern Home, Pristine Condition

20 guests

From

$250

/hr

6 hr min

Updated 1950 Colonial Home with a Pool

5.0 (2)

100 guests

From

$350

/hr

4 hr min

Sprawling, Beautifully Renovated Colonial Just Outside NYC

Fairfield, Southport, CT

35 guests

From

$795

/hr

8 hr min

Beach Town House

35 guests

From

$150

/hr

5 hr min

Coastal New England Historic Home

40 guests

From

$150

/hr

4 hr min

Private 6+ Acre Luxury Westport, CT Estate | Pool, Expansive Lawns & Long Private Drive | 1 Hour from NYC

Staples, Westport, CT

30 guests

From

$650

/hr

3 hr min

Private Garden, Outdoor Event Space, Historic Residence

60 guests

From

$400

/hr

4 hr min

Designer Westport Home with Resort-Style Pool & Spa

Staples, Westport, CT

5.0 (5)

20 guests

From

$300

/hr

4 hr min

Gorgeous 6500 s.f. home in Tashua area of Trumbull

5.0 (2)

100 guests

From

$375

/hr

4 hr min

Stunning And Secluded Stone Estate With Guest House, Pool, Tennis Court And Stables On 25 Acres

201 guests

From

$250

/hr

5 hr min

Modern Luxury Home in Milford, CT – Perfect for Events & Productions

20 guests

From

$100

/hr

5 hr min

Cozy modern one acre home with loft style livingroom

125 guests

From

$600

/hr

10 hr min

Charming Updated 1929 Country Home

5.0 (2)

75 guests

From

$200

/hr

4 hr min

Award winning architect designed, New England Shingle Style home set in a Connecticut coastal beach town.

90 guests

From

$350

/hr

10 hr min

Medical Office with a zen ambiance

15 guests

From

$300

/hr

4 hr min

Modern Woodland Home with Vaulted Ceilings

50 guests

From

$600

/hr

8 hr min

Cape Cod Style Country Dream Home in Connecticut

25 guests

From

$1,000

/hr

5 hr min

Cool Urban Apartment with Pool Table

5.0 (2)

10 guests

From

$125

/hr

1 hr min

Quintessential Connecticut Home - LUXURY & CHARM ABOUND

5.0 (2)

25 guests

From

$375

/hr

6 hr min

HISTORIC LONETOWN MANOR - 1930's Sprawling Country Colonial on 13 Acres near NYC

150 guests

From

$250

/hr

5 hr min

Zen penthouse with soaring ceilings, wood beams and natural light

5.0 (1)

6 guests

From

$225

/hr

4 hr min

Cozy and Beautiful Retreat Getaway Basement Apartment

9 guests

From

$150

/hr

4 hr min

Secluded Private Island Cottage with Coastal Views

10 guests

From

$350

/hr

4 hr min

A Modern Family Farm

5.0 (5)

200 guests

From

$300

/hr

4 hr min

Upscale Home in Quaint Fishing Village

Rowayton, Norwalk, CT

50 guests

From

$350

/hr

4 hr min

Beautiful Chic Home By the Beach, with lots of natural light, a floor to ceiling marble fireplace.

West Haven, New Haven, CT

10 guests

From

$200

/hr

2 hr min

Beautiful Chic Home by the Beach

10 guests

From

$200

/hr

2 hr min

Private Colonial Home Surrounded by Woods

Brookhaven, East Setauket, NY

25 guests

From

$100

/hr

3 hr min

4 mins from Yale | 4BD | Fire Pit | Outdoor dining

West River, New Haven, CT

20 guests

From

$150

/hr

4 hr min

Beautiful 6 bedroom home in country setting only 90 minutes from NYC.

75 guests

From

$195

/hr

4 hr min

Gorgeous East Setauket Bay house - Photography & Events

Brookhaven, Setauket- East Setauket, NY

5.0 (2)

15 guests

From

$125

/hr

3 hr min

1785 Colonial Farmhouse that Transcends the Ordinary

250 guests

From

$500

/hr

12 hr min

Center of rural town

20 guests

From

$100

/hr

3 hr min

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Updated October 21, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.