Long Island Holidays - Vacation Rentals in Pennsport

Luxury 3 bed near PENN / CHOP with skyline view! From US $189
         

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5.3 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1601 Lombard From US $203
         

10.0 (5 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Child Friendly
MODERN LUX Townhome w/Roof Deck + Crib & High Chair From US $730
         

9.8 (135 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Large + Comfortable! Great Location! Sleeps 9! From US $604
         

8.0 (16 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
2BR Apartment near Rittenhouse From US $842
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Luxury Places to Stay in Pennsport

Over 3046+ Luxury Places to Stay in or Near Pennsport
Thena Hotel - Entire Hotel From US $9,399
         

New
Apartment
  • Air Conditioner
  • Parking
  • TV
Regent/King Beds/Elevator/2 Ensuite/W/D From US $5,779
         

Vale/King Bed/Elevator/Balcony/Ensuite From US $5,779
         

Vantage/King Bed/Elevator/65"TV/Ensuite From US $5,779
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Pennsport

Over 95+ Top-Rated Vacation Rentals with a Pool in or Near Pennsport
The Rittenhouse Philadelphia From US $1,144
         

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9.6 (986 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
ROOST East Market From US $280
         

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9.6 (676 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Gorgeous! Parking! Park Front! - Perfect Center City Location! From US $860
         

Four Seasons Hotel Philadelphia at Comcast Center From US $2,420
         

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9.5 (64 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fitler Club From US $270
         

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9.4 (342 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Pennsport

Over 1406+ Pet-Friendly Vacation Rentals in or Near Pennsport
Center City | Spacious | Hosted By StayRafa From US $480
         

10.0 (33 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Townhouse - 5 mins Center City -Convention Center From US $184
         

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10.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
253 S 20th St From US $307
         

10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • Child Friendly
  • Internet
Society Hill, Historical Home, 3BD/2.5BA From US $491
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury in Ritt Sq. | Parking | Hosted By StayRafa From US $770
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy & Historic Gem: Free Parking+ Patio -Sleeps 6 From US $1,412
         

Bright & Modern Home with Patio From US $1,216
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Unique | Chinatown | Bunkbeds | Hosted By StayRafa From US $687
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Pennsport

Over 300+ Large Vacation Homes & Villas in or Near Pennsport
Live & Work in Style From US $1,063
         

10.0 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
Spring Garden near Center City by Sosuite From US $153
         

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6.8 (56 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
Spacious 3-Bedroom Retreat in Center City From US $208
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
The Deacon - A Place to Gather From US $2,391
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
FIFA Host, Brazil vs Haiti, Game Room, Hot Tub From US $630
         

Luxury 3BD | Old CIty | 6 Beds | Betsey Ross House From US $248
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Fabulous Open Concept 4Bedroom w/RoofDeck! Sleep10 From US $824
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
BRAND NEW 4/4 Center City w/Roof PATIO Sleeps 20 From US $436
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Pennsport

Over 969+ Wheelchair Accessible Vacation Homes in or Near Pennsport
2BR Furnished Apartment Near Rittenhouse From US $652
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Global Luxury Suites Center City From US $354
         

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8.6 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
TrustBnB From US $347
         

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8.4 (222 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
2BR Apartment in Rittenhouse From US $842
         

6.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
SLEEP 4 - Old City Philly - NEW Townhouse From US $403
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Close to stadiums | Rooftop | Gym | King bed From US $341
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pennsport Vacation Rentals and Airbnb Places to Stay Under $200

Over 1172+ Pennsport Vacation Rentals and Airbnb Places to Stay Under $200
Stylish 2BD Loft in the Heart of Old City From US $133
         

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6.3 (21 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Child Friendly
La Reserve on Pine From US $124
         

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9.4 (484 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Designated Smoking Area
  • Bedding/Linens
Brand New Modern Home/w Rooftop Downtown Skyview From US $152
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Cozy chic 1 bedroom apartment! From US $197
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury 2BD | Center City | 4 Beds | By JFK plaza From US $199
         

Cozy 1BR Apt | Sleeps 8 | Near Independence Hall From US $160
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Instantly Bookable Vacation Homes in Pennsport

Over 1838+ Instantly Bookable Vacation Homes in or Near Pennsport
Spacious Home with Antique Decor From US $1,828
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Historic Home w/Garden, 4 Mi to World Cup Matches From US $425
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Fun, Stylish, Pool table, Darts From US $433
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Townhome | Patio | Parking | Hosted By StayRafa From US $969
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Old City* Parking* Close 2 Sites* Mins to Stadiums From US $313
         

Luxury 2BD Rittenhouse Sq. | Hosted By Stay Rafa From US $565
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

About Pennsport Vacation Rentals

With more than 3055 Pennsport 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 Pennsport.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Longislandholidays Pennsport, 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 Pennsport. Places to stay near Pennsport are 698 ft² on average, with prices averaging US $412 a night.

Longislandholidays makes it easy and safe to find and compare vacation rentals in Pennsport 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 Pennsport

Type Count
Holiday Apartments 2182
Vacation Homes 573
Hotels 184
Villas 11
B&B 9
Hostels 3
Cottages 2
Others 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Pennsport

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 Pennsport.

Weather in Pennsport

View the weather forecast for Pennsport before booking your Pennsport 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

Other Places to Stay Near Pennsport, PA


Pennsport Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 3055 in the Pennsport area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pennsport.