Bridgeport holiday lettings

We found 1,190 holiday rentals — enter your dates for availability

Discover a selection of 31 homes, 39 apartments and other holiday rentals in Bridgeport that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, which might include a hot tub and garden. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Bridgeport

Showing deals for:10 Oct - 17 Oct

Why visit Bridgeport

  • Beautiful Beaches: Bridgeport boasts stunning beaches perfect for relaxation and outdoor activities, ideal for a seaside escape.
  • Cultural Attractions: The charming downtown area offers a variety of local eateries and cultural experiences to enrich your visit.
  • Family-Friendly Activities: Numerous parks and attractions cater to families, ensuring fun for all ages.
  • Diverse Accommodation: A range of holiday rentals, from cottages to modern apartments, provides options for every budget.
  • Welcoming Atmosphere: With its rich history and friendly locals, Bridgeport offers a memorable getaway experience.

Popular types of accommodation in Bridgeport

If you're planning a getaway to Bridgeport, the next step is selecting the perfect place to stay. Discover a range of accommodation options, from private holiday homes and charming cottages to modern apartments for rent. With our transparent listings, you can find the ideal Bridgeport holiday rentals that suit your needs and budget. Get ready to enjoy a memorable stay in this delightful destination!

  • Houses: The most sought-after accommodation in Bridgeport, perfect for families or groups seeking a home-like experience.
  • Apartments: A popular choice for visitors, offering the convenience of self-catering in a central location.
  • Cottages: Quaint and inviting, these are ideal for those desiring a peaceful retreat.
  • Condos: A great option for those looking for modern amenities and shared facilities.
  • Villas: Luxurious accommodations that provide ample space and a touch of elegance for your stay.**

Top attractions in and around Bridgeport

Bridgeport offers a delightful mix of family-friendly and outdoor experiences, making it ideal for a city-themed getaway. Visitors can explore beautiful beaches, modern colleges, and urban parks, ensuring a diverse range of activities. The attractions cater to those seeking cultural enrichment as well as outdoor adventures, providing something for everyone to enjoy in this vibrant city.

  • Sacred Heart University: A modern institution located 1.9km from Bridgeport, offering a vibrant city atmosphere. Explore its beautiful campus and engage with local culture through various events and activities.
  • Total Mortgage Arena: Situated in the heart of Bridgeport, this entertainment venue is perfect for family outings. Enjoy an array of events, from concerts to sports, all within a lively and welcoming environment.
  • Bridgeport Downtown South Historic District: A charming historic village within Bridgeport, rich in culture and heritage. Stroll through its streets, admire the architecture, and immerse yourself in the local arts scene.

Things to do recommended for couples

For a romantic getaway in Bridgeport, enjoy a concert at Levitt Pavilion, only 5.6km away, or embark on an adventurous outing with Waterski Connecticut, 7.5km from the city. For a more intimate experience, visit Harmony Vineyards, 15.6km away, perfect for wine tasting amidst beautiful scenery.

Things to do recommended for families

Families visiting Bridgeport can enjoy thrilling events at the Hartford HealthCare Amphitheater, unwind at the beautiful Seaside Park, and explore various activities at the SportsCenter of Connecticut, all perfect for a fun-filled family adventure.

Things to do recommended for groups

In Bridgeport, your group can enjoy a round of golf at Fairchild Wheeler Golf Course, embark on an exciting adventure at The Adventure Park at Discovery Museum with ziplining, or take in a captivating performance at the Downtown Cabaret Theatre for a night of entertainment.

Booking with Vrbo is simple

Are you hoping to save on your next holiday? Being flexible with your travel dates can help, as prices tend to vary. Additionally, booking a longer stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Where to stay near Bridgeport

Bridgeport, Connecticut, offers a delightful blend of family-friendly activities and vibrant city life. Explore the charming downtown area, where you can enjoy local eateries and cultural attractions. The nearby beaches provide an excellent opportunity for relaxation and outdoor fun, making it ideal for a beach holiday. With its welcoming atmosphere and rich history, Bridgeport is perfect for a memorable getaway, whether you're travelling with family or seeking a romantic escape.

  • New Haven: Situated 9.9km from Bridgeport, New Haven is a vibrant city renowned for its rich cultural scene and educational institutions. Home to the prestigious Yale University, visitors can explore historic campuses and galleries filled with art and history. The city also boasts a diverse shopping area and hosts various music concerts, making it a perfect destination for families and culture enthusiasts alike. Nearby attractions include beautiful beaches and event venues that frequently host conferences and community events.
  • Milford: Located just 5.0km from Bridgeport, Milford offers an inviting blend of outdoor and family-oriented experiences. This charming city is ideal for those who enjoy recreational activities, with numerous parks and golf courses to explore. Families will particularly appreciate the local beaches, which provide a perfect spot for relaxation and fun. Additionally, Milford's historic college university adds an educational touch to your visit, making it a well-rounded destination for travellers of all ages.
  • Fairfield: A mere 3.1km from Bridgeport, Fairfield is a delightful city that combines urban living with outdoor adventures. Known for its modern college university, the area is also home to lovely beaches that are perfect for family outings. Visitors can enjoy shopping in local boutiques or unwinding in recreational areas that encourage active lifestyles. The cultural experiences available in Fairfield make it an attractive stop for those looking to immerse themselves in the local community while enjoying the beautiful surroundings.

Best time to go to Bridgeport

If you're planning a trip to Bridgeport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.8°F (-0.1°C)Light RainMostly SunnySlightly LowSlightly Low
February32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
March39.0°F (3.9°C)Light RainMostly SunnyAverageSlightly Low
April48.9°F (9.4°C)Light RainMostly SunnyAverageAverage
May58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
June67.6°F (19.8°C)Light RainMostly SunnySlightly HighSlightly High
July74.8°F (23.8°C)Light RainMostly SunnySlightly HighSlightly High
August73.9°F (23.3°C)Light RainMostly SunnyAverageSlightly High
September67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
October57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
November46.2°F (7.9°C)Light RainMostly SunnySlightly LowAverage
December38.3°F (3.5°C)Light RainMostly SunnySlightly LowAverage

What do I need to keep in mind when booking a vacation in 'Bridgeport

If you're travelling with a group, family, or pets, or if you're seeking longer stays, it's important to refine your search based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Bridgeport with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Bridgeport with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Bridgeport: For many families, a holiday isn't truly complete without their furry companion. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Bridgeport: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features such as parking, a well-equipped kitchen, or a private pool to your search criteria as well.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area to plan new holidays, manage your arrangements, or review and organise your bookings. The properties you’ve saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Bridgeport

Come and experience Bridgeport and its live music, theatre scene and festivals. This walkable city is known for its zoo, baseball games and beaches. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Bridgeport

Are you hoping to discover attractions to see while you're in town? Venture out of your holiday home and check out everything that Bridgeport has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (1.8 mi / 3 km)
  • Great River Golf Club (8.5 mi / 13.6 km)
  • Norwalk Maritime Aquarium (13 mi / 20.9 km)
  • Fairchild Wheeler Golf Course (3.2 mi / 5.1 km)
  • Connecticut Golf Club (8.9 mi / 14.3 km)
  • Grassy Hill Country Club (9.5 mi / 15.2 km)

Exploring the natural landscape of Bridgeport

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Bridgeport is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Seaside Park (1.7 mi / 2.8 km)
  • Seaside Beach (2 mi / 3.2 km)
  • Lake Mohegan (3.5 mi / 5.7 km)
  • Jennings Beach (3.8 mi / 6.1 km)
  • Penfield Beach (4.4 mi / 7 km)
  • Short Beach (4.7 mi / 7.5 km)

Transport options to and around Bridgeport

Fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), the closest airport, located 3.7 mi (6 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.8 mi (27.1 km) away.

If you're travelling by train, the main station is Bridgeport Station.

Frequently asked questions

What is the best area to stay in Bridgeport when booking a holiday rental?
One of the most desired neighbourhoods to book a holiday home in Bridgeport is Black Rock Historic District. Discover your dream stay on Vrbo and explore this area like a local.
What is the most popular type of holiday rental accommodation in Bridgeport?
The most desirable types of holiday rentals in Bridgeport are houses. Searching for something different? Vrbo has numerous options to match our guests' unique needs, so you'll see properties in all sizes and shapes. The perfect fit is waiting for you --- discover yours today.
How much does it cost to rent a holiday rental in Bridgeport?
Property type, length of stay and season are some of the conditions that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From homey country cottages to sprawling villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Bridgeport?
The average price for a holiday home near the beach in Bridgeport will depend on when you're going and the size and type of property you're searching for. You can quickly and easily find prices on Vrbo by entering your destination and preferred travel dates. Then use the handy filter tool to choose the number of bedrooms and amenities that you require, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday rentals in Bridgeport?
Pack a travel bag for your beloved pooch because Bridgeport has 22 properties that roll out the welcome mat to doggie guests. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check our "Pets allowed" filter box.
What are popular rental amenities in Bridgeport?
When it comes to rental amenities that people prefer in Bridgeport, a fireplace, a barbecue grill and a garden rank the highest. With Vrbo holiday rentals, there are choices to match your taste and style, whether you're going on a holiday with friends, relatives or even pets.
Are there large group holiday rentals in Bridgeport?
Bridgeport has two holiday rentals that can host 10 or more guests. These properties come with the space you need to share good times with your nearest and dearest.
Are there holiday rentals in Bridgeport that welcome kids?
Gather the whole crew for fun-filled adventures in Bridgeport at one of our 22 family-friendly properties. These stays feature amenities that are ideally suited to trips with the little ones, including laundries, extra bedrooms and swimming pools. Simply click on the "Properties good for families" filter and pick out your favourite.
What are the top attractions for families in Bridgeport?
There are tons of amazing things to do and see with the family in Bridgeport, such as:

  • Jennings Beach
  • Beardsley Zoo
  • Seaside Beach

Are there one-bedroom holiday rentals in Bridgeport?
Bridgeport has three one-bedroom rentals available. Usually situated in well-regarded areas thanks to their smaller size, a one-bedroom holiday rental is great if you're getting away with a buddy or your partner. And with comforts like air conditioning and more privacy than a standard hotel, you'll be able to chill out while sightseeing around this incredible destination.
Can I find two-bedroom holiday rentals in Bridgeport?
You can pick from 10 two-bedroom holiday homes in Bridgeport. Settle the kids into the second room or maybe fill it with a couple of your favourite people. There's ample space for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Bridgeport?
Pick from 11 holiday rentals with WiFi in Bridgeport. If you want to disconnect from daily life on your break, but still need to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Bridgeport?
You can choose from 15 holiday rentals with air conditioning in Bridgeport offering that cooling breeze and extra element of comfort. Enter your dates of travel and then use our filters to help you book properties with air conditioning.
How old do you have to be to rent a holiday rental in Bridgeport?
The minimum age requirements can vary across properties on Vrbo, so be sure to look at the rules of the holiday rental in Bridgeport you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Bridgeport for?
It's really down to the Bridgeport property. To look over a list of options offering extended stays, just enter your dates and number of guests into Vrbo. Look forward to having the property to yourself, along with amenities such as air conditioning, a fully-equipped kitchen and a backyard where the kids can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

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