Bridgeport holiday lettings

We found 151 holiday rentals — enter your dates for availability

Discover a selection of 15 homes and other holiday rentals in Bridgeport that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the amenities that you need and want, including air conditioning and Wi-Fi. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
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Book a holiday rental for your Bridgeport getaway

Learn about the unique charm of Bridgeport with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Bridgeport

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Bridgeport a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • The Wild Animal Park (6.1 mi / 9.8 km)
  • Sylvan Beach Amusement Park (12 mi / 19.3 km)
  • Rosamond Gifford Zoo (13.6 mi / 21.9 km)
  • Land of OZ and Ends (7.8 mi / 12.5 km)
  • WonderWorks (12.1 mi / 19.5 km)
  • Clark Reservation State Park (12.8 mi / 20.5 km)

Exploring the natural landscape of Bridgeport

Whether you're an outdoor enthusiast or just want to take in the scenery, Bridgeport is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Oneida Lake (3.9 mi / 6.3 km)
  • Green Lakes Beach (6.7 mi / 10.8 km)
  • Green Lakes State Park (7.5 mi / 12.1 km)
  • Lake Onondaga (13.4 mi / 21.5 km)
  • Onondaga Lake Park (13.5 mi / 21.7 km)
  • Chittenango Falls State Park (13.6 mi / 21.9 km)

How to get to and around Bridgeport

Fly into Syracuse, NY (SYR-Hancock Intl.), the closest airport, located 8.2 mi (13.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Rome, NY (RME-Griffiss Intl.), which is 27.7 mi (44.7 km) away.

Frequently asked questions

What is the best area to stay in Bridgeport when booking a holiday rental?
When looking for the best area to stay in Bridgeport, New York, one highly recommended neighbourhood is the area surrounding the waterfront. This picturesque location not only offers stunning views of the water but also provides easy access to several attractions. The nearby Seaside Park is a fantastic spot for outdoor activities, featuring lovely walking trails, sandy beaches, and picnic areas, making it great for a relaxing day out. Additionally, the Barnum Museum, dedicated to the famous showman P.T. Barnum, offers a unique glimpse into the local history and culture.

Another appealing neighbourhood is the downtown area, bustling with a variety of shops, restaurants, and entertainment options. Here, you can explore the vibrant local arts scene, including galleries and theatres that regularly host performances and exhibitions. Staying in downtown Bridgeport also means you're close to the beautiful Bijou Theatre, which has a rich history and showcases a range of live performances.

Overall, Bridgeport boasts a diverse selection of properties, including charming holiday rentals that cater to various preferences and budgets.
How much does it cost to rent a holiday home in Bridgeport?
Prices for holiday rentals in Bridgeport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Bridgeport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Bridgeport holiday house rentals?
You can find great discounts on house rentals in Bridgeport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Bridgeport?
For renting a beach house in Bridgeport, the waterfront area along Long Island Sound presents some appealing options. The neighbourhood of Seaside Park is particularly popular, known for its beautiful sandy beaches and picturesque coastal views. Many properties in this area offer amenities such as private balconies, outdoor grills, and spacious living areas, superb for families or groups seeking a seaside retreat.

Additionally, the nearby Black Rock neighbourhood features charming beach houses that often come with gardens and easy access to the beach, making it a great choice for travellers looking to enjoy a relaxed atmosphere. Properties here may include features like updated kitchens, outdoor seating areas for alfresco dining, and proximity to local cafés and shops.

For those interested in recreational activities, Seaside Park itself has walking trails, picnic areas, and playgrounds, enhancing the beach experience for visitors.
Where are the best Bridgeport ski resort rentals?
For renting ski accommodations near Bridgeport, the closest ski areas are located a bit further afield in the Catskill Mountains, particularly around areas like Hunter and Windham. In the charming village of Hunter, visitors can find a variety of rental properties, including cozy chalets and modern condos that cater to families and groups. Many of these properties are equipped with essential amenities such as fully stocked kitchens, fireplaces, and sometimes even hot tubs, offering a comfortable retreat after a day on the slopes.

In Windham, you'll discover a selection of ski-in/ski-out lodges that provide direct access to the ski lifts, making them a popular choice for avid skiers. These lodgings often feature rustic decor, communal lounges, and easy access to dining options in the village. Additional amenities might include ski storage, fitness centres, and even spa services, enhancing the overall experience for winter sports enthusiasts.

For those looking to immerse themselves in the local culture, both Hunter and Windham host a range of shops and restaurants that showcase the region's charm. Accommodations in these areas typically balance convenience with comfort, ensuring that guests can fully enjoy their skiing holiday while also exploring the scenic beauty of the Catskills.
What is the most popular type of holiday rental accomodation in Bridgeport?
In Bridgeport, holiday houses are the most popular type of holiday rental, with about 45 available throughout the area. These homes typically feature spacious layouts that include multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, making them ideal for families or groups looking to enjoy the lakeside atmosphere. Additionally, there are around 12 cottages that offer a quaint, rustic charm—often set in scenic locations close to the water. For those seeking a more compact option, several apartments and cabins can also be found, providing comfortable accommodations with essential amenities.
Are there any family house rentals in Bridgeport?
In Bridgeport, New York, there are a number of family-friendly house rentals available—approximately 15 options for those seeking a comfortable stay. Visitors can expect spacious properties that often include amenities such as full kitchens, allowing for convenient meal preparation, as well as cosy living areas where families can gather after a day of exploration. Many homes come equipped with outdoor spaces, superb for children to play and enjoy the fresh air.

This quaint town is close to a variety of attractions, including parks and recreational areas that offer opportunities for hiking, picnicking, and enjoying nature. Families can also explore nearby cultural sites and local eateries that showcase the flavours of the region.
Can I find long-stay holiday rentals in Bridgeport?
A long-stay holiday rental in Bridgeport is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Bridgeport?
In Bridgeport, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. These holiday homes typically feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam. Some properties may also have fenced yards, ensuring your furry friends can enjoy the outdoors safely.

The area around Bridgeport is known for its natural beauty, with nearby parks and recreational spots superb for walking your pets. While exploring the region, visitors can take advantage of the scenic lakes and trails, which offer opportunities for both relaxation and outdoor activities.
Are there any remote work holiday rentals in Bridgeport?
In Bridgeport, New York, there are plenty of remote work holiday rentals available, with around 63 options to choose from. Many of these properties are equipped with essential amenities for a productive stay, including free Wi-Fi and designated workspaces, making them ideal for professionals looking to balance work and leisure.

The area offers a mix of charming homes and apartments, often featuring comfortable living spaces, fully equipped kitchens, and sometimes additional amenities like air conditioning and outdoor areas for relaxation. As a picturesque town, Bridgeport provides a tranquil environment to focus on work while being close to local attractions and natural beauty. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Bridgeport holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Bridgeport with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Bridgeport?
In Bridgeport, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and outdoor spaces like decks or patios for enjoying the surrounding scenery. Many properties also offer onsite parking, making it convenient for those travelling by car. Additionally, rentals often feature coffee and tea makers, ensuring guests can start their day with a warm beverage.
When is the best time to visit Bridgeport for a holiday rental?
April marks the most popular time to visit Bridgeport, as the spring season breathes life into the area and invites travellers to enjoy its scenic beauty and outdoor offerings. From March to May, the peak season draws visitors eager to partake in local events and outdoor activities, such as strolling along the picturesque lakes and exploring nearby parks.

During April, temperatures typically hover around 10 to 15 degrees Celsius, creating a pleasant climate for sightseeing and leisurely walks. This month also features a blossoming landscape, with flowers in full bloom, making it ideal for those looking to capture stunning photographs of the vibrant surroundings.

For those seeking a more budget-friendly experience, November presents an opportunity to explore Bridgeport without the crowds. While this is considered the low season, visitors can still appreciate the charming atmosphere and enjoy a peaceful getaway in the tranquil setting.

Ultimately, your best choice for a holiday rental in Bridgeport hinges on whether you're drawn to the lively spring season filled with events and activities or prefer the quiet charm of autumn for a more laid-back experience.
How early should I book a Bridgeport holiday rental?
Book your Bridgeport holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Bridgeport?
In Bridgeport, New York, visitors can experience a variety of attractions that showcase the charm of this small town. The scenic waterfront along the shores of Oneida Lake offers opportunities for fishing, boating, and picnicking, making it a lovely spot for outdoor activities. The local parks, such as the Bridgeport Park, provide green spaces for relaxation and family gatherings.

Exploring the nearby Erie Canal provides a glimpse into the region's history, with walking and biking trails that are great for leisurely strolls or more active adventures. For those interested in local culture, the town hosts various community events throughout the year, which can provide an authentic taste of local life and traditions.
Can I change or cancel my Bridgeport home rental booking on Vrbo?
To find Bridgeport holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Bridgeport holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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