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Bridgeport Vacation Rentals

Q: What are some of the best vacation rentals in Bridgeport?

Charming Home in Seaside : This highly rated vacation home rental in Bridgeport is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Bridgeport include Centric property close to all the great things in the city and Elite room stay .

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Dates

November 2026

December 2026

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Our top choices for Bridgeport vacation rentals

A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

1. Luxury Designer 2 bedroom+office/3bed vacation home.

Brooklawn - St. Vincent

Cherie

AED 1,485 total

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

2. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Downtown Bridgeport

Kim F.

AED 815 total

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a sofa, coffee table, and a bed in the background.

3. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

West End - West Side

Matthew

AED 1,252 total

includes taxes & fees

11 Nov - 12 Nov

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

4. Elite room stay

Bridgeport

AED 1,205 total

includes taxes & fees

11 Nov - 12 Nov

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

5. Centric property close to all the great things in the city

Brooklawn - St. Vincent

Alma B.

AED 939 total

includes taxes & fees

18 Nov - 19 Nov

6. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

Brooklawn - St. Vincent

Matthew R.

AED 1,252 total

includes taxes & fees

11 Nov - 12 Nov

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

7. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

North End

David K.

AED 4,558 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

8. Modern 2 Bed in BlackRock

Black Rock Historic District

Joshua L.

AED 1,289 total

includes taxes & fees

30 Nov - 1 Dec

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

9. Beechmont - Perfect for Family Retreat!

North End

AED 3,928 total

includes taxes & fees

11 Nov - 12 Nov

A room with a large arched window, a bed, a bedside table, a lamp, and a potted plant.

10. Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Downtown Bridgeport

Betty W.

AED 815 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

11. Renovated 2BR Retreat / Modern Comforts Included

West End - West Side

Anonymous traveler

AED 1,096 total

includes taxes & fees

11 Nov - 12 Nov

A neatly arranged bedroom with a bed, bedside table, bench, and wall decor.

12. The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Brooklawn - St. Vincent

Burton

AED 1,074 total

includes taxes & fees

30 Nov - 1 Dec

A cozy bedroom with a bed, a TV, a window with curtains, a ceiling fan, and string lights.

13. Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

Downtown Bridgeport

David W.

AED 841 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with two beds, a wooden dresser, and a mirror.

14. Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

AED 1,681 total

includes taxes & fees

11 Nov - 12 Nov

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

15. DUNE Fairfield Beach

Fairfield Beach

slava

AED 974 total

includes taxes & fees

22 Nov - 23 Nov

A swimming pool at night with blue lighting.

16. Business or Weekend escape

Stratford

Kimberly

AED 530 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a wooden island, white cabinetry, and a large painting above the island.

17. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

West End - West Side

Maria Elena G.

AED 1,327 total

includes taxes & fees

11 Nov - 12 Nov

A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

18. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Fairfield

Kim G.

AED 2,008 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

19. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Fairfield

Tara C.

AED 2,008 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

20. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Tunxis Hill

Emily K.

AED 2,822 total

includes taxes & fees

11 Nov - 12 Nov

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Find vacation rentals that suit your style

Top Bridgeport Hotel Reviews

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

Delamar Westport

Westport

10/10 Excellent

James

A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees.

The Circle Hotel Fairfield

Grasmere

10/10 Excellent

Wellington Douglas

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

Residence Inn by Marriott Milford

Milford

10/10 Excellent

Jeffrey

DUNE Fairfield Beach

Fairfield Beach

10/10 Excellent

mari rose

A modern lobby with leather sofas, a wooden reception desk, and a large abstract art piece on the wall.

Hyatt Place Milford / New Haven

Milford

10/10 Excellent

Robin

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

Best Western Plus Fairfield Hotel

Grasmere

10/10 Excellent

Justin

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

Homewood Suites by Hilton Stratford

Stratford

10/10 Excellent

Starr

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

Hyatt House Shelton

Shelton

10/10 Excellent

Anonymous traveler

A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.

Hilton Garden Inn Milford

Milford

10/10 Excellent

Hotel was nice. Pros: location, free parking, clean, microwave and fridge, free water, pool, staff friendly, nice size bathroom and also a nice size bathroom at entrance, coffee and tea was out in morning Cons: no free breakfast. Pillows; my sister said her pillows were to soft. I found them quite nice. Seems to be a preference. The Tv was rather small for two queen beds to share (around 30 inches). Area: Milford beach parking is $40 and beach wasn’t special. Wood mount beach FREE street...

Jade

A stone building with a covered patio area, outdoor seating, and a fire feature.

Homewood Suites by Hilton Orange New Haven

Orange

10/10 Excellent

Meyra

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

Trumbull Marriott Shelton

Trumbull

10/10 Excellent

Kelly

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

Courtyard By Marriott Shelton

Shelton

10/10 Excellent

Raita

An outdoor patio with a fire feature, seating, and a building with large windows and a stone facade.

Home2 Suites by Hilton East Haven New Haven

The Centre

10/10 Excellent

Daniel

Frequently Asked Questions

Can I find vacation rentals in Bridgeport?

Yes, we give you a choice of vacation rentals in Bridgeport close to Beardsley Zoo, or you can choose a more remote option if you're looking for extra privacy while you relax. Our travelers say Bridgeport has a good selection of restaurants. Make sure you have time to check out the zoo and live music during your trip.

What are some of the best vacation rentals in Bridgeport?

Charming Home in Seaside: This highly rated vacation home rental in Bridgeport is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Bridgeport include Centric property close to all the great things in the city and Elite room stay.

How many vacation rentals are there in Bridgeport?

Expedia has 33 vacation rentals for your stay in Bridgeport.

What’s there to see and do in Bridgeport?

Enjoy the outdoors at Seaside Park and Seaside Beach, or simply take in cultural attractions like Housatonic Museum of Art and Barnum Museum. While here, Bridgeport Downtown South Historic District and Total Mortgage Arena are other places worth a visit.

What’s a vacation rental in Bridgeport like?

Vacation rentals are private properties you can reserve for a short or long stay in Bridgeport. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.

Bridgeport Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Bridgeport vacation rentals

1. Luxury Designer 2 bedroom+office/3bed vacation home.

2. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

3. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

4. Elite room stay

5. Centric property close to all the great things in the city

6. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

7. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

8. Modern 2 Bed in BlackRock

9. Beechmont - Perfect for Family Retreat!

10. Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

11. Renovated 2BR Retreat / Modern Comforts Included

12. The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

13. Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

14. Cozy 1-bedroom house in welcoming Bridgeport

15. DUNE Fairfield Beach

16. Business or Weekend escape

17. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

18. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

19. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

20. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Find vacation rentals that suit your style

Top Bridgeport Hotel Reviews

Delamar Westport

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Bridgeport?

What are some of the best vacation rentals in Bridgeport?

How many vacation rentals are there in Bridgeport?

What’s there to see and do in Bridgeport?

What’s a vacation rental in Bridgeport like?