Trippy Mates - Vacation Rentals in Waterfront South

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
1601 Lombard From US $274
         

10.0 (7 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Child Friendly
MODERN LUX Townhome w/Roof Deck + Crib & High Chair From US $630
         

9.8 (135 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Large + Comfortable! Great Location! Sleeps 9! From US $568
         

8.0 (16 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Spacious Home with Antique Decor From US $1,384
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety

Luxury Places to Stay in Waterfront South

Over 1418+ Luxury Places to Stay in or Near Waterfront South
Thena Hotel - Entire Hotel From US $7,097
         

New
Apartment
  • Air Conditioner
  • Parking
  • TV
Regent/King Beds/Elevator/2 Ensuite/W/D 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 Waterfront South

Over 25+ Top-Rated Vacation Rentals with a Pool in or Near Waterfront South
ROOST East Market From US $280
         

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9.6 (678 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Gorgeous! Parking! Park Front! - Perfect Center City Location! From US $713
         

Luxury Apartments by Hyatus at Central Philly From US $1,026
         

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9.4 (26 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
ROOST East Market From US $244
         

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9.3 (425 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express Philadelphia-Midtown by IHG From US $173
         

Holiday Inn Express Philadelphia-Midtown by IHG From US $337
         

PRIVATE HEATED POOL with CITY views and GYM! From US $316
         

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8.3 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Wyndham Philadelphia Historic District From US $185
         

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8.2 (3658 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Waterfront South

Over 544+ Pet-Friendly Vacation Rentals in or Near Waterfront South
Sosuite at The Loxley - Old City From US $165
         

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9.2 (98 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Society Hill, Historical Home, 3BD/2.5BA From US $491
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy & Historic Gem: Free Parking+ Patio -Sleeps 6 From US $876
         

Unique | Chinatown | Bunkbeds | Hosted By StayRafa From US $597
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Bright & Modern Home with Patio From US $569
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Urban Charm! 4BR/2BR Retreat w/Patio & Parking From US $909
         

Close to stadiums | Rooftop | Gym | King bed From US $333
         

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

Large Vacation Homes & Villas in Waterfront South

Over 158+ Large Vacation Homes & Villas in or Near Waterfront South
Live & Work in Style From US $388
         

10.0 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
Luxury 1BD | 5 Beds | Queens Village From US $169
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
FIFA World Cup, Curacao vs Ivory Coast, Sleeps 14 From US $768
         

The Deacon - A Place to Gather From US $3,441
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Luxury 3BD | Old CIty | 6 Beds | Betsey Ross House From US $405
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Walnut Mega Kingdom/King Bed/85" TV/Arcades From US $1,186
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Royaleux/4 King Beds/Sleep 16/Pool Table From US $1,422
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Wheelchair Accessible Vacation Homes in Waterfront South

Over 377+ Wheelchair Accessible Vacation Homes in or Near Waterfront South
SLEEP 4 - Old City Philly - NEW Townhouse From US $383
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Walk to Everything in Old City- ADA compliant unit From US $284
         

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9.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
TrustBnB From US $347
         

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8.4 (222 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Sosuite | Corner 1BR Apt w W/D, Shared Roofdeck From US $429
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Sleep 3- Beautiful Unit- Walk Around in Old City From US $304
         

Old City-New Building Charm-Walk to Everything! From US $293
         

Sosuite | 2BR Loft w W/D, Gym, Lounge From US $774
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Old City Apartment with Full Kitchen From US $498
         

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

Waterfront South Vacation Rentals and Airbnb Places to Stay Under $200

Over 504+ Waterfront South Vacation Rentals and Airbnb Places to Stay Under $200
Central Philly Lofts From US $185
         

7.3 (16 Reviews)
Apartment
  • Air Conditioner
  • Child Friendly
  • Internet
Apple Hostels From US $137
         

8.8 (845 Reviews)
Hostel
  • Air Conditioner
  • Security/Safety
  • Business Services
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 $188
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Rental studio unit in Queen Village of Philadelphia From US $152
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Waterfront South

Over 821+ Instantly Bookable Vacation Homes in or Near Waterfront South
Historic Home w/Garden, 4 Mi to Lincoln Financial From US $405
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Fun, Stylish, Pool table, Darts From US $327
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Old City- Parking & Roof Deck- Minutes to Stadiums From US $578
         

Old City* Parking* Close 2 Sites* Mins to Stadiums From US $340
         

Cozy 1BD Apt @Magic Garden in Center City From US $291
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Downtown City Hall close by Kimmel Center 1BD From US $291
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

About Waterfront South Vacation Rentals

With more than 1427 Waterfront South 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 Waterfront South.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Trippymates Waterfront South, 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 Waterfront South. Places to stay near Waterfront South are 779.43 ft² on average, with prices averaging US $415 a night.

Trippymates makes it easy and safe to find and compare vacation rentals in Waterfront South 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 Waterfront South

Type Count
Holiday Apartments 943
Vacation Homes 323
Hotels 96
Villas 8
B&B 5
Hostels 3
Cottages 2
Others 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Waterfront South

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 Waterfront South.

Weather in Waterfront South

View the weather forecast for Waterfront South before booking your Waterfront South 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

Waterfront South Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Waterfront South?
How many vacation rentals are available in Waterfront South?

Currently, the total number of properties listed in 2026 is over 1427 in the Waterfront South area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Waterfront South.