Bridgeport Holiday Houses

Bridgeport Holiday Homes
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Our top choices for Bridgeport holiday homes

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

A room with two beds, a radiator, and a window with blinds.

A house with a stone facade, a porch with steps, and a wooden ceiling.

A spacious living room with a large window, a ceiling fan, a grey sofa, and a coffee table.

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

Centric property close to all the great things in the city

Brooklawn - St. Vincent

6.6 out of 10, (17 reviews)

6.6/10

(17 reviews)

"This rental was great accommodation"

Alma B.

The price is NZ$467

NZ$467

includes taxes & fees

4 Oct - 5 Oct

Centric property close to all the great things in the city

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

A bedroom with a bed, a wooden nightstand, a door, and a mirror.

A shower with beige tiles, a showerhead, and a drain. There are four bottles of shampoo and conditioner on the wall.

A kitchen with wooden cabinets, a marble countertop, a gas stove, a microwave, and a stainless steel refrigerator.

2. Elite room stay

Elite room stay

Bridgeport

The price is NZ$593

NZ$593

includes taxes & fees

27 Sept - 28 Sept

Elite room stay

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

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

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

A spacious dining area with a large wooden table and black chairs, white walls, and a ceiling with exposed beams.

3. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5.0 star property

North End

The price is NZ$2,646

NZ$2,646

includes taxes & fees

27 Sept - 28 Sept

Beechmont - Perfect for Family Retreat!

A two-story house with a gabled roof, a front porch, and a stone foundation.

A wooden staircase with a chandelier, leading to a room with a large window and a painting on the wall.

A living room with a beige sectional sofa, a patterned rug, and a door leading to an outdoor area.

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

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

North End

8.8 out of 10, Excellent, (10 reviews)

8.8/10

Excellent

(10 reviews)

"Plenty of bedrooms and space for the family. Very prompt communication with host."

David K.

The price is NZ$2,258

NZ$2,258

includes taxes & fees

6 Oct - 7 Oct

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

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

A bedroom with a wooden bed, a dresser, a mirror, and a ceiling light.

A kitchen with a central island, wooden cabinets, a refrigerator, and a dining area with a sofa.

5. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

The price is NZ$842

NZ$842

includes taxes & fees

27 Sept - 28 Sept

Cozy 1-bedroom house in welcoming Bridgeport

A swimming pool at night with blue lighting.

A room with a bed, a sofa, a dining table with chairs, and a small desk with a keyboard and mouse.

A two-story house with a front porch, a small front yard, and a solar panel on the roof.

A grey sofa against a brick wall, a bed with white bedding, and a tiled floor with a geometric pattern.

6. Business or Weekend escape

Business or Weekend escape

Stratford

9.2 out of 10, Wonderful, (59 reviews)

9.2/10

Wonderful

(59 reviews)

"Definitely clean - good place for an overnight stay."

Kimberly

The price is NZ$269

NZ$269

includes taxes & fees

5 Oct - 6 Oct

Business or Weekend escape

A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

A wooden chessboard on a round table with a checkered pattern, set against a backdrop of a living room with a sofa and a small side table.

A red barn with a sign that reads "Jones Winery."

A modern living room with a large sofa, a fireplace, and a television.

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

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

Fairfield

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"Great accommodations and perfect location for us. "

Kim G.

The price is NZ$1,033

NZ$1,033

includes taxes & fees

27 Sept - 28 Sept

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

A bedroom with a bed, two bedside tables, a lamp, an air conditioning unit, a patterned rug, and a painting on the wall.

A residential property with a grassy yard, a wooden garage, and a house with a brown roof.

A kitchen counter with a coffee maker, a woven basket, a wine bottle, and a glass.

A single-story house with a front porch, a chimney, and a small front yard.

8. Renovated Beachside Retreat

Renovated Beachside Retreat

Milford

The price is NZ$631

NZ$631

includes taxes & fees

8 Oct - 9 Oct

Renovated Beachside Retreat

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

A dining area with a wooden table and chairs, a white bench, and a window with a view of a brick building.

A modern living room with a white sofa, a round coffee table, and a fireplace.

A living room with a fireplace, a television, a large window, and two sofas.

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

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

Fairfield

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"Place was very clean . Communication between owner and us was excellent."

gail s.

The price is NZ$1,044

NZ$1,044

includes taxes & fees

27 Sept - 28 Sept

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

A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

A bedroom with a bed, a nightstand, a lamp, a window with blinds, and a door.

A dining area with a long table, blue upholstered chairs, a bench, and a blue cabinet with a pot on top.

A modern kitchen with white cabinetry, stainless steel appliances, and a large window with a view.

10. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home

Tunxis Hill

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."

Raelyn O.

The price is NZ$1,309

NZ$1,309

includes taxes & fees

27 Sept - 28 Sept

4 Mi to Beach & Dtwn! Charming Fairfield Home

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

A modern hotel room with a bed, a desk, a chair, a television, and a door leading to a balcony.

A covered outdoor seating area with wicker sofas, a fire pit, and string lights.

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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

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

Tunxis Hill

9.4 out of 10, Exceptional, (20 reviews)

9.4/10

Exceptional

(20 reviews)

"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "

Emily K.

The price is NZ$1,667

NZ$1,667

includes taxes & fees

20 Oct - 21 Oct

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

A living room with a staircase, a sofa, a coffee table, and a TV.

A modern kitchen with a stove, oven, refrigerator, and a microwave.

A swimming pool with lounge chairs and umbrellas, a covered patio area, and a house in the background.

A wooden bridge with a caution sign warning of slippery conditions when wet.

12. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale

Orange

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."

Ali B.

The price is NZ$466

NZ$466

includes taxes & fees

27 Sept - 28 Sept

Loft •Pool • Gym • Free Parking • Near Yale

A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

A room with a wooden floor, white walls, and a door with a lock. There is a window with blinds, a ceiling vent, and a small table with a vase of flowers.

A kitchen with light-colored cabinets, a granite countertop, and a Bosch dishwasher.

A bedroom with a bed, two bedside tables, a nightstand, a shelf with plants, and a mirror.

13. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Shelton

The price is NZ$839

NZ$839

includes taxes & fees

27 Sept - 28 Sept

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

A two-story house with a front porch, a wooden staircase, and a white door.

A hallway with a wooden floor, a white door, and a staircase leading to an upper level.

A dining area with a table, chairs, a refrigerator, and wall-mounted lights.

A bedroom with a bed, dresser, and a window with curtains.

14. Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

Fair Haven

The price is NZ$261

NZ$261

includes taxes & fees

29 Sept - 30 Sept

Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

A bathroom with a toilet, a sink, a mirror, and a shower curtain.

A kitchen with white cabinets, a stainless steel stove, a microwave, and a toaster.

A bedroom with a bed, a nightstand, a lamp, a mirror, a window with curtains, and a framed picture on the wall.

15. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature

Cranbury

The price is NZ$756

NZ$756

includes taxes & fees

30 Sept - 1 Oct

Gilded Age Luxury Surrounded by Nature

A room with a large window overlooking a coastal view, a beige sofa, and a small table with books and a vase.

A cozy living room with a stone fireplace, striped armchairs, a round wooden table, and a staircase in the background.

A hallway with a glass door leading to a balcony with a view of the sky and a distant landscape.

A coastal town with a stone seawall, houses along the beach, and a clear view of the water.

16. Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach

East Shore

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Great stay! Would definitely stay again! "

Frankie O.

The price is NZ$1,035

NZ$1,035

includes taxes & fees

29 Sept - 30 Sept

Clear LI Sound waterview, Wedding pics, Yale&Beach

A room with a wooden floor, a white door, and a closet with hanging clothes and a folded towel.

A living room with a sofa, coffee table, dining table, chairs, and artwork on the walls.

A bedroom with a bed, a door, and a wall-mounted shelf.

A kitchen with a gas stove, a microwave, wooden cabinets, and various kitchen utensils.

17. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Newhallville

The price is NZ$709

NZ$709

includes taxes & fees

30 Sept - 1 Oct

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

A bedroom with a white bed, two bedside tables, a chandelier, and two windows.

A modern living room with a white sectional sofa, a white armchair, a woven coffee table, and a potted plant.

A wooden deck with a hanging chair and a barbecue grill.

18. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Historic District

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."

Melissa H.

The price is NZ$1,160

NZ$1,160

includes taxes & fees

28 Sept - 29 Sept

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

A marina with multiple docks and boats, surrounded by residential buildings and greenery.

A dining area with a white table and chairs, beige walls, and wooden flooring.

A modern living room with a gray sofa, a dining table with white chairs, a small coffee table, and a potted plant.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a gas stove, and a sink.

19. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven

7.6 out of 10, Good, (5 reviews)

7.6/10

Good

(5 reviews)

"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"

Jamie S.

The price is NZ$403

NZ$403

includes taxes & fees

28 Sept - 29 Sept

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Bridgeport Hotel Reviews

New Haven Hotel

8/10 Good

"The staff members at check-in & check-out were warmly professional and attentive. What a gorgeous & spacious living room area with appealing decor. The breakfast options were fantastic for self-serve options. The room was immaculate. Two points that led me to rate it a 4.7 out of 5 = the extremely hard bed & non-working light & electric fixtures on the side of the bed by the window."

Maria Luisa 1-night trip

Posted 1 hour ago

New Haven Hotel

Amsterdam Hotel

8/10 Good

"Great value for the area. Room decor is dated but in good condition. Very nice microwave, refrigerator and coffee maker area. Very large rooms."

Michael P 1-night trip

Posted 5 hours ago

Amsterdam Hotel

Ethan Allen Hotel

8/10 Good

"It’s a decent hotel! Not too bad for a night stay."

Philip 1-night trip

Posted 13 hours ago

Ethan Allen Hotel

The Circle Hotel Fairfield

10/10 Excellent

"Clean room breakfast good service"

Cyntia 1-night trip

Posted 21 hours ago

The Circle Hotel Fairfield

The Stamford Hotel

10/10 Excellent

"Stayed here for a wedding. The staff were super friendly! Room was as advertised. Would definitely come back if I were in Stamford!"

Cassandra 2-night trip

Posted 3 days ago

The Stamford Hotel

Hyatt Place Milford / New Haven

10/10 Excellent

"I love the fresh cut up fruits for breakfast. Microwave is not available in our room. The electrical socket near the tv was not working. Construction noises woke me up. Other than those small little things everything was perfect."

Rosella 1-night trip

Posted 3 days ago

Hyatt Place Milford / New Haven

Danfords Hotel and Marina

10/10 Excellent

"Rooms are spotless Bar and food amazing along with staff"

Martin 2-night trip

Posted 4 days ago

Danfords Hotel and Marina

Find out more about Bridgeport

Bridgeport Holiday Homes information

Number of reviews	183
Accommodation	323 Holiday Homes
Lowest Price	NZ$261
Highest Price	NZ$2,646

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Book Holiday Homes in Bridgeport on Expedia.com

Holiday Homes in Bridgeport

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Bridgeport holiday homes

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

2. Elite room stay

3. Beechmont - Perfect for Family Retreat!

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

5. Cozy 1-bedroom house in welcoming Bridgeport

6. Business or Weekend escape

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

8. Renovated Beachside Retreat

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

10. 4 Mi to Beach & Dtwn! Charming Fairfield Home

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

12. Loft •Pool • Gym • Free Parking • Near Yale

13. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

14. Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

15. Gilded Age Luxury Surrounded by Nature

16. Clear LI Sound waterview, Wedding pics, Yale&Beach

17. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

18. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

19. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Find holiday rentals that suit your style

Top Bridgeport Hotel Reviews

New Haven Hotel

Find out more about Bridgeport

Bridgeport Holiday Homes information

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