Bridgeport Holiday Rentals, Connecticut: Private House Rentals

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Our top choices for Bridgeport hotels

A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

A spacious living room with a patterned armchair, a glass coffee table, and a floral arrangement. A staircase with wooden railings leads to another room.

A two-story house with a porch, stone steps, and a variety of plants.

A living room with a fireplace, wooden beams, a sofa, and a patterned armchair.

1. Beechmont - Perfect for Family Retreat!

North End

27.797.373 ₫

41.013.079 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A spacious lobby with a curved ceiling, red and green seating, and a tiled floor.

A hotel room with a sofa, two beds, a TV, and a desk with a vase of flowers.

A wooden gazebo with a bench, surrounded by a gravel and red mulch garden bed, with trees in the background.

A hotel entrance with a sign reading "Quality Suites" and a clear sky above.

2. Quality Suites Stratford

Stratford

2.728.604 ₫

3.137.895 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern reception area with a sofa, ottoman, and desk, large windows, and a patterned wall.

A hotel room with two beds, a wooden headboard, wall-mounted lights, and a bathroom visible through an open door.

A hotel with a prominent 'Best Western Plus' sign, a parking lot with several cars, and a landscaped entrance area.

A modern hotel lobby with a large sofa, a round table, and a flat-screen TV mounted on the wall.

3. Best Western Plus Fairfield Hotel

Grasmere

Stuart

4.112.435 ₫

4.729.339 ₫ total

includes taxes & fees

29 Oct - 30 Oct

An outdoor seating area with wicker furniture, a stone fireplace, and lanterns.

A bar area with red chairs, a television mounted on the wall, and shelves with bottles.

A cozy lounge area with a stone fireplace, leather seating, and decorative lanterns.

A spacious room with a large wooden dining table, comfortable seating, and a bookshelf filled with books.

4. Trumbull Marriott Shelton

Trumbull

Sheniek

3.284.982 ₫

3.777.729 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.

A room with a TV displaying "Roku Bohn," a desk with a chair, a small table, and a framed picture on the wall.

A living room with a striped sofa, a coffee table with magazines, a dining area with a chair and table, and a kitchen with white cabinets and appliances.

A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.

5. The Circle Hotel Fairfield

Grasmere

alan

4.371.354 ₫

5.285.976 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A modern hotel kitchen with a dining area, a flat-screen TV, and a coffee station.

A modern hotel lobby with a seating area, a bar, and a dining section.

A vending area with refrigerated beverage dispensers and snack shelves.

A modern reception area with a curved desk, digital displays, and vending machines.

6. Springhill Suites Milford

Milford

peter

2.770.249 ₫

3.185.787 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A room with a view of the ocean at sunset, a dining table with plates and glasses, and a wicker chair.

A wooden bench with cushions, a rustic mirror, and hanging lights in a room with wooden walls and floors.

A spiral staircase with a patterned wall and a hanging light fixture.

A seaside restaurant with a balcony overlooking the ocean, a clear sky, and a sign reading "SURFSIDE."

7. The Surfside Hotel

Lordship

Kimberly

5.587.056 ₫

6.425.114 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, two bedside lamps, a wooden headboard, and a nightstand with a phone and a remote control.

A covered outdoor seating area with red metal chairs and a glass table, white brick walls, and a door with a sign.

A bathroom with a white sink, dark vanity, and a towel rack.

A kitchen area with a marble countertop, black cabinets, and a brick wall. There are shelves with various food items, a coffee machine, and a microwave.

8. Hotel Hi-Ho - Contactless Check-In

Greenfield Hill

Dorothy

4.112.694 ₫

4.988.517 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a wooden floor, and a large window with curtains.

A hotel reception area with a coffee station, a water dispenser, and a fire extinguisher.

A reception area with a modern desk, two armchairs, a wall-mounted TV, and a painting.

A Stay AmericA hotel with a lobby entrance, numbered 945, and a sign indicating the lobby area.

9. Extended Stay America Suites Shelton Fairfield County

Shelton

Daniel

2.560.475 ₫

2.944.585 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A two-story building with a classic architectural style, featuring a prominent entrance with a black door and a sign above that reads "DEIAMAR SOUTHPORT".

A luxurious hotel room with a large bed, a sofa, a coffee table, and a zebra-patterned rug.

A lobby with a central ornamental table, seating area, and a framed picture on the wall.

A restaurant with outdoor seating, a white facade, and a sign reading "ARTISAN".

10. Delamar Southport

Southport

7.064.134 ₫

9.158.394 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A multi-story hotel with a prominent "Courtyard by Marriott" sign, featuring a modern architectural design with a flat roof and large windows.

A modern hotel room with a sofa, a dining area, and a kitchenette.

A reception area with a curved wooden counter, a coffee machine, a refrigerated display case with snacks, and a menu board above.

A modern kitchen with a dishwasher, microwave, and refrigerator. There is a sofa with a cushion and a remote control on a wooden side table. A hallway leads to a bedroom with a bed and a window.

11. Courtyard By Marriott Shelton

Shelton

Rita

3.605.720 ₫

4.146.578 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern lobby with a fireplace, seating area, and a reception desk.

A hotel lobby with a pool table, seating area, bar, and fireplace.

A modern hotel room with a long reception desk, multiple seating areas, and a large window offering a view of the outdoors.

A modern bar area with high stools and a central round table, surrounded by bar chairs.

12. Hyatt House Shelton

Shelton

Elizabeth

2.845.260 ₫

3.272.049 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with geometric-patterned furniture, large windows, and a minimalist design.

A buffet bar with various food items and a selection of liquor bottles in the background.

A bar with a stone wall, multiple shelves of bottles, and bar stools.

A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.

13. Delamar Westport

Westport

Lisa

4.913.867 ₫

6.168.267 ₫ total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.

A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.

A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped garden area.

14. Hampton Inn by Hilton Shelton

Shelton

David

2.968.124 ₫

3.413.343 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a round table, two black chairs, a sofa, a TV, a minibar, and a mirror.

A vending machine with a variety of snacks and beverages, a water dispenser, and a door with a blue and white design.

A hotel room with a sofa, a small round table, a TV mounted on the wall, and a kitchenette area.

A Red Roof Inn with a flat facade, a sign with red lettering, and a parking lot with a curb and a flower bed.

15. Red Roof Inn Milford - New Haven

Milford

Sebastien

2.074.543 ₫

2.385.725 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a reception desk, a television mounted on the wall, a trash can, and a seating area with orange chairs and a table.

A hotel lobby with a red sofa, two orange armchairs, a wooden coffee table, and two floor lamps. There are two framed artworks on the wall and a notice sign.

A hotel lobby with a red sofa, a coffee table, a reception desk, and a TV mounted on the wall.

A Motel 6 building with a large sign, a blue awning, and a landscaped entrance area.

16. Motel 6 Milford, CT

Milford

Sanh

1.808.962 ₫

2.080.307 ₫ total

includes taxes & fees

3 Nov - 4 Nov

An outdoor patio area with wicker furniture and potted plants.

An indoor swimming pool with a view of outdoor seating and a slide.

A spacious lobby with a patterned carpet, a staircase with wooden railings, and a seating area with a lamp.

A modern hotel lobby with a reception desk, seating area, and a kitchen in the background.

17. Hilton Garden Inn Shelton

Shelton

Lynn

2.968.124 ₫

3.413.342 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A building entrance with a stone facade, a wooden archway, and a large glass door.

A spacious lobby with leather chairs, a round wooden table, and a stone fireplace.

A hotel lobby with a reception desk, a stone fireplace, seating area, and a large mirror.

An outdoor patio with wicker furniture, a stone wall, and a view of residential buildings.

18. Homewood Suites by Hilton Stratford

Stratford

Shawn

2.923.375 ₫

3.361.882 ₫ total

includes taxes & fees

21 Nov - 22 Nov

A spacious living area with a dining table, comfortable seating, and a large window providing natural light.

A two-story building with a beige facade, a prominent entrance with glass doors, and a landscaped garden with various plants and flowers.

An outdoor patio with a fire pit, seating, and a grill area.

A reception area with two counters, a vending machine, and a display of snacks.

19. Residence Inn by Marriott Milford

Milford

Anissa

4.065.359 ₫

4.675.163 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

A modern living room with a flat-screen TV, a wooden desk, a sofa, and a large plant.

A modern kitchen with white cabinetry, a wooden ladder, and a countertop with a coffee maker and glassware.

A modern living room with a white sofa, a wooden chair, a small round table, and a potted plant.

20. DUNE Fairfield Beach

Fairfield Beach

slava

4.589.518 ₫

6.855.772 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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Where to stay in Bridgeport

Find the best Bridgeport areas for the activities you enjoy most.

A city street lined with parked cars and tall buildings.

Downtown Bridgeport

City centre Bridgeport blends historic charm with modern commerce at the heart of Connecticut's largest city. The ornate Barnum Museum stands alongside the neoclassical Public Library in this walkable district. Cultural highlights include the Housatonic Museum of Art and the art deco Klein Memorial Auditorium. Explore the City centre South Historic District to admire well-preserved architecture from bygone eras. Catch a performance at the City centre Cabaret Theatre or an event at Total Mortgage Arena. The compact area makes it easy to navigate between government buildings and cultural attractions on foot.

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A rocky shoreline at sunset with the sun setting over the water.

A sunset over a snowy landscape with a body of water and a distant building.

A lake surrounded by autumn foliage with trees displaying red, orange, and yellow leaves.

Black Rock Historic District

Black Rock Historic District combines maritime charm with historic elegance along Connecticut's coast. Victorian homes line tree-canopied streets while sailboats bob in the harbour. The waterfront promenade offers stunning Long Island Sound views and peaceful walking paths. Visitors can explore the Gothic Revival St. Mary's by the Sea Church or photograph the Fayerweather Island Lighthouse. This quiet residential haven provides an authentic glimpse into coastal Connecticut living. Local seafood restaurants serve classic New England fare like clam chowder and lobster rolls. Longfellow Park and Seaside Park offer green spaces perfect for relaxation away from urban bustle. The neighborhood's slow pace and maritime atmosphere create a genuinely tranquil coastal experience.

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East End

The East End of Bridgeport welcomes you with its authentic cultural atmosphere. African American and Caribbean influences shine through local restaurants serving soul food and jerk chicken. Small area parks and historic churches anchor this residential community where daily life unfolds at a relaxed pace. Travellers will appreciate the budget-friendly options throughout the area. The Total Mortgage Arena and Hartford HealthCare Amphitheatre are just a short trip away. Community murals and colourful home accents reflect the neighborhood's rich heritage while providing a genuine glimpse into local Bridgeport life.

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South End

While visiting South End, you might make a stop by sights like Seaside Park and Seaside Beach.

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A tower with a spire, surrounded by wildflowers and greenery.

West End - West Side

Discover Bridgeport's West End-West Side, a residential haven where authentic local life unfolds away from tourist crowds. This diverse cultural enclave offers a glimpse into genuine community living with tree-lined streets and historic wooden houses creating area intimacy. Small parks and front porches foster a sense of belonging. The area shines with authentic ethnic eateries serving Puerto Rican, Dominican, and Eastern European cuisine at family-friendly prices. Longfellow Park provides green space for relaxation while nearby Seaside Beach and Seaside Park are just a short drive away.

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Stay near popular Bridgeport attractions

Bridgeport Downtown South Historic District

8.0/10 (5 reviews)

Wander through Bridgeport's architectural time capsule, where Victorian facades tell stories of the city's evolution. The district rewards explorers with hidden galleries and eateries among historic buildings.

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A large crowd gathered at a public event, with a stage and tents in the background.

Seaside Park

7.6/10 (4 reviews)

This historic park, designed by Central Park's architects, spans three miles along Long Island Sound. Enjoy swimming, picnicking, or exploring the Perry Memorial Arch and Fayerweather Island Lighthouse.

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A rocky shoreline at sunset with a lighthouse in the distance.

Seaside Beach

5.0/10 (2 reviews)

This historic shoreline, designed by Frederick Law Olmsted, offers a peaceful retreat along Long Island Sound. Enjoy swimming and picnicking, then explore walking trails to Fayerweather Island Lighthouse.

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Hartford HealthCare Amphitheater

7.8/10 (7 reviews)

This converted stadium offers exceptional acoustics and diverse musical performances in an intimate open-air setting. Enjoy perfect sightlines with quality food and drinks from the spacious concourse.

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Total Mortgage Arena

8.4/10 (77 reviews)

This versatile Connecticut arena hosts Bridgeport Islanders hockey games, concerts, and family shows with comfortable seating and clear sightlines. Enjoy premium concessions and the dynamic atmosphere on event days.

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Beardsley Zoo

8.4/10 (7 reviews)

Connecticut's only AZA-accredited zoo features over 300 animals, focusing on American wildlife. Explore natural habitat exhibits with endangered species like Amur leopards and red wolves while supporting conservation.

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University of Bridgeport

Overlooking Long Island Sound, the University of Bridgeport campus blends historic architecture with modern academic facilities. Explore the 56-acre grounds before enjoying the adjacent Seaside Park's waterfront views.

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Washington Park

7.0/10 (2 reviews)

Washington Park is just one of the places to see in Bridgeport, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or attend a sporting event in the area.

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Learn more about Bridgeport

Stroll through the historic city centre district, catching a show at the City centre Cabaret Theatre or exploring the quirky Barnum Museum. Unwind at Seaside Park's beach, then visit Beardsley Zoo to see exotic animals or catch a game at Total Mortgage Arena.

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A lighthouse at night with a full moon in the sky.

Top Bridgeport Hotel Reviews

Omni New Haven Hotel at Yale

10/10 Excellent

"helpful staff and very clean room"

La Quinta Inn & Suites by Wyndham Stamford / New York City

10/10 Excellent

"They were currently under renovation so I can make a comment as such.One thing I’m sure of is the staff are very attentive and courteous!."

New Haven Hotel

10/10 Excellent

"Always a great place to stay with excellent rates."

The Circle Hotel Fairfield

10/10 Excellent

"I've stayed here twice and it's a very nice property, which I recommend for anyone that's trying to save money but have nice amenities"

Best Western Danbury/Bethel

8/10 Good

"Stayed one night while traveling through CT. Man at desk was super nice and helpful. Room was clean. Breakfast was hot and good. Only complaint was tiny square bed pillows. If you’re looking for a clean, inexpensive room this is a good option."

More cheap stays in Bridgeport

Motel 6 Milford, CT

111 Schoolhouse Road Milford CT

1.808.962 ₫

2.080.307 ₫ total

5 Nov - 6 Nov

includes taxes & fees

6.6/10 (1,058 reviews)

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

2.592.612 ₫

2.981.503 ₫ total

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,001 reviews)

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

2.834.014 ₫

3.259.116 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,882 reviews)

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT

2.948.724 ₫

3.414.829 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

3.724.704 ₫

4.255.475 ₫ total

26 Oct - 27 Oct

includes taxes & fees

The Armon Stamford Hotel & Conference

2701 Summer St Stamford CT

4.396.405 ₫

5.055.995 ₫ total

4 Nov - 5 Nov

includes taxes & fees

Hotels in Bridgeport with star rating

Frequently asked questions

What's the weather like in Bridgeport?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Bridgeport is 1416 mm.

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Rental cars Bradley Intl. airport

Book Hotels in Bridgeport on Expedia.com

Find hotels in Bridgeport, CT from 2.080.307 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Bridgeport

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bridgeport hotels

1. Beechmont - Perfect for Family Retreat!

2. Quality Suites Stratford

3. Best Western Plus Fairfield Hotel

4. Trumbull Marriott Shelton

5. The Circle Hotel Fairfield

6. Springhill Suites Milford

7. The Surfside Hotel

8. Hotel Hi-Ho - Contactless Check-In

9. Extended Stay America Suites Shelton Fairfield County

10. Delamar Southport

11. Courtyard By Marriott Shelton

12. Hyatt House Shelton

13. Delamar Westport

14. Hampton Inn by Hilton Shelton

15. Red Roof Inn Milford - New Haven

16. Motel 6 Milford, CT

17. Hilton Garden Inn Shelton

18. Homewood Suites by Hilton Stratford

19. Residence Inn by Marriott Milford

20. DUNE Fairfield Beach

Where to stay in Bridgeport

Downtown Bridgeport

Black Rock Historic District

East End

South End

West End - West Side

Stay near popular Bridgeport attractions

Bridgeport Downtown South Historic District

Seaside Park

Seaside Beach

Hartford HealthCare Amphitheater

Total Mortgage Arena

Beardsley Zoo

University of Bridgeport

Washington Park

Learn more about Bridgeport

Top Bridgeport Hotel Reviews

Omni New Haven Hotel at Yale

La Quinta Inn & Suites by Wyndham Stamford / New York City

New Haven Hotel

The Circle Hotel Fairfield

Best Western Danbury/Bethel

More cheap stays in Bridgeport

Motel 6 Milford, CT

Best Western Danbury/Bethel

Best Western Executive Hotel Of New Haven - West Haven

Amsterdam Hotel

Holiday Inn Express Stony Brook by IHG

The Armon Stamford Hotel & Conference

Hotels in Bridgeport with star rating

Frequently asked questions

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