Long Island Holidays - Vacation Rentals in Bridgeport

Prime Location min from Philly & Transit - From US $101
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
3-BD with a Wine Cellar in the Heart of Conshy From US $973
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Convenience, Space, and Charm! From US $510
         

9.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Bridgeport

Over 95+ Luxury Places to Stay in or Near Bridgeport
100 + yr old Georgian Manor w/character From US $2,292
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
The Willough From US $607
         

New
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Studio 6 King of Prussia PA Philadelphia From US $500
         

|
5.2 (46 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool
Motel 6 King Of Prussia PA From US $495
         

|
6.3 (670 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Conshohocken B&B Near Philly From US $438
         

New
Bed & Breakfast
  • Security/Safety
  • Child Friendly
Charming Conshohocken B+B Near Philly From US $438
         

New
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Bridgeport

Over 23+ Top-Rated Vacation Rentals with a Pool in or Near Bridgeport
Near Valley Forge | Shuttle. Restaurant. Gym. From US $149
         

Spacious King of Prussia Home with 2 Game Rooms From US $271
         

Residence Inn King of Prussia From US $312
         

|
9.4 (107 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hyatt House Philadelphia/King of Prussia From US $149
         

|
9.2 (1306 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hyatt House Philadelphia-King of Prussia From US $261
         

|
8.8 (412 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
HYATT house Philadelphia/Plymouth Meeting From US $144
         

|
8.6 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Bridgeport

Over 34+ Pet-Friendly Vacation Rentals in or Near Bridgeport
Radiant 2 King Bed 1 Bath Condo w/Free Parking From US $271
         

8.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Homewood Suites by Hilton Philadelphia Plymouth Meeting From US $251
         

5 Beds | 1500 ft² | Walkable | Kitchen | 1.5 Bath From US $304
         

8.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
King Bed | Free Parking | Artistic | Built 2023 From US $280
         

7.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Spacious King of Prussia Home w/2 Game Rooms From US $289
         

7.4 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1500 ft² Space | 2 Bed 2 Bath | Large Kitchen From US $297
         

7.2 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Bridgeport

Over 5+ Large Vacation Homes & Villas in or Near Bridgeport
Experience Krazy Kool KOP From US $466
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Wheelchair Accessible Vacation Homes in Bridgeport

Over 30+ Wheelchair Accessible Vacation Homes in or Near Bridgeport
Home2 Suites By Hilton King Of Prussia Valley Forge From US $228
         

|
8.3 (346 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Prussia Hotel From US $189
         

|
8.3 (269 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Bridgeport Vacation Rentals and Airbnb Places to Stay Under $200

Over 29+ Bridgeport Vacation Rentals and Airbnb Places to Stay Under $200
Hyatt House Philadelphia/Plymouth Meeting From US $164
         

|
8.2 (519 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Philadelphia/Plymouth Meeting From US $125
         

8.4 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Charming 1BR Hideaway From US $170
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
West Conshohocken escape From US $108
         

9.6 (7 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Child Friendly
West Conshohocken Getaway From US $109
         

9.2 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Next to King of Prussia Mall From US $174
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Spacious 3 Bedroom Getaway From US $193
         

New
House
  • Air Conditioner
  • Pet Friendly
  • TV

Instantly Bookable Vacation Homes in Bridgeport

Over 16+ Instantly Bookable Vacation Homes in or Near Bridgeport
Charming Conshohocken B+B Near Philly From US $313
         

New
Bed & Breakfast
  • Security/Safety
  • Child Friendly
Charming Conshohocken B+B Near Philly From US $313
         

New
Bed & Breakfast
  • Security/Safety
  • Child Friendly
Modern 3 BR House! From US $487
         

7.2 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety

About Bridgeport Vacation Rentals

With more than 104 Bridgeport vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Longislandholidays 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 Longislandholidays 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 467.33 ft² on average, with prices averaging $287 a night.

Longislandholidays 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
Hotels with Suites 44
Vacation Homes 33
Holiday Apartments 20
B&B 7

Use these Quick Filters to Find a Vacation Rental in Bridgeport

Pro Tip: Longislandholidays makes it easy to compare the best listings on Longislandholidays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Longislandholidays 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.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Bridgeport Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Bridgeport?
How many vacation rentals are available in Bridgeport?

Currently, the total number of properties listed in 2026 is over 104 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.