Trippy Mates - Vacation Rentals in Bridgeport
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Luxury Places to Stay in Bridgeport
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Top-Rated Vacation Rentals with a Pool in Bridgeport
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Pet-Friendly Vacation Rentals in Bridgeport
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Large Vacation Homes & Villas in Bridgeport
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Wheelchair Accessible Vacation Homes in Bridgeport
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Bridgeport Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Bridgeport
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About Bridgeport Vacation Rentals
With more than 376 Bridgeport vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Trippymates and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Bridgeport.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Trippymates Bridgeport, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bridgeport. Places to stay near Bridgeport are 363.41 ft² on average, with prices averaging $117 a night.
Trippymates makes it easy and safe to find and compare vacation rentals in Bridgeport with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Bridgeport
| Type | Count |
|---|---|
| Holiday Apartments | 174 |
| Vacation Homes | 159 |
| Villas | 17 |
| B&B | 5 |
| Cabin Rentals | 1 |
| Hotels with Suites | 1 |
| Resorts | 1 |
Use these Quick Filters to Find a Vacation Rental in Bridgeport
★ Pro Tip: Trippymates makes it easy to compare the best listings on Trippymates homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Trippymates homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bridgeport.
Weather in Bridgeport
View the weather forecast for Bridgeport before booking your Bridgeport Vacation Rentals to confirm your best time to go.
Bridgeport Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Bridgeport?
There are a lot of options in Bridgeport. If you plan on staying in the Bridgeport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bridgeport:
- Charming 2-bedroom house in Portmore with WiFi, AC
- Caribe Estate Guest Apartment I
- Country Club Comfort
- Gated 1-bedroom Condo in Portmore with AC, WiFi, Pool, Kitchen, TV, Beach View
- Spacious 2 bedroom, 1 bathroom detached house - 15 minutes from beach!
- 5 star by the sea (oceanview)
- Charming 1-bedroom apartment in wonderful Portmore with AC, WiFi
- 'The Solace' New Luxury Modern 1Bed 1Bath Apt.
- Casa Vintage - 2 BR Apt in Cedar Grove Estate Portmore
- Sea Front Villa (Pool AC Gated 24hrs Security)
How many vacation rentals have private pools in Bridgeport?
There are 18 vacation rentals with private pools near Bridgeport. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Bridgeport are best for families?
If you are looking for a family-friendly vacation home in Bridgeport, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bridgeport:
How many vacation rentals are available in Bridgeport?
Currently, the total number of properties listed in 2026 is over 376 in the Bridgeport area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bridgeport.
