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Wyndom Vacations from $276

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The Latest Wyndom Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 1 bedroom, premium bedding, memory foam beds, desk
    Aug 28 - Aug 30

    New Season Royals + Flight

    Chester
    2 nights
    2.0 star property
    9.2/10 - Wonderful (149 reviews)
    "I was born and raised in Chester, coming back to the east side I just knew I was in for a lot of noise and typical city hustle and bustle. But to my surprise none of that was heard. The unit was very very clean and well kept from the outside to the inside. The host was amazing, the unit was easily accessible and parking was great as well. Will definitely be booking again."
    Reviewed July 19, 2026
    Roundtrip • Atlanta (ATL) - Philadelphia (PHL)
    ATL - PHL • Nonstop PHL - ATL • Nonstop
    Save 100% on your flight
    $443
    $276
    per traveler
    found 1 day ago
    New Season Royals
  • Outdoor spa tub
    Sep 25 - Sep 28

    Casa De Miliki + Flight

    South Philadelphia
    3 nights
    3.0 star property
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • Nonstop
    $5,078
    $2,504
    per traveler
    found 16 hours ago
    Casa De Miliki
  • Terrace/patio
    Sep 25 - Sep 28

    Tudor Lux + Flight

    East Lansdowne
    3 nights
    4.0 star property
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • Nonstop
    $4,678
    $2,434
    per traveler
    found 16 hours ago
    Tudor Lux
  • Exterior
    Sep 25 - Sep 28

    Tudor Place + Flight

    Lansdowne
    3 nights
    4.0 star property
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • Nonstop
    Save 100% on your flight
    $3,503
    $1,978
    per traveler
    found 16 hours ago
    Tudor Place
  • Jetted tub
    Sep 1 - Sep 3

    Cozy Home near City Center with Hot tub + Flight

    South Philadelphia
    2 nights
    3.0 star property
    10/10 - Exceptional (3 reviews)
    "This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available...."
    Reviewed March 2, 2026
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • Nonstop
    Save 100% on your flight
    $3,017
    $1,767
    per traveler
    found 14 hours ago
    Cozy Home near City Center with Hot tub
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.