Search Deals onCallicoon Vacation Packages
Callicoon Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Cozy Pocono Mountain Escape
Price was $1,567, price is now $1,214 per person
$1,214
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
Stay at this condo in Lake Harmony. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pocono Raceway and Jack Frost Mountain Resort are located nearby.
Excelente área
Reviewed on Sep 7, 2026

Stillwater by Avantstay Hot Tub + Theater + Game Room Firepit + BBQ Near Lakes, Skiing & Hiking
Price was $4,666, price is now $3,315 per person
$3,315
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
Stay at this cottage in Pocono Summit. Enjoy free parking, a pool table, and patios. Popular attractions Kalahari and Mount Airy Casino are located nearby.

Tranquil Waterside by Avantstay Lakefront + Dock, Game Room, Views
Price was $5,975, price is now $4,321 per person
$4,321
per person
Dec 27 - Jan 2
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Wilkes-Barre (AVP)
Book a stay at this family-friendly cottage in Pocono Summit. Enjoy free parking, a pool table, and balconies. Popular attractions Kalahari and Mount Airy Casino are located nearby.
Pretty Confortable
Reviewed on Jan 2, 2025

Winter Court by Avantstay Game Room Private Basketball Court Fire Pit Near Skiing & Raceway
Save 100% on your flight
Price was $2,504, price is now $1,838 per person
$1,838
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Wilkes-Barre (AVP)
Stay at this cottage in Pocono Summit. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Kalahari and Pocono Raceway are located nearby.

Harmony Ridge by Avantstay Fireplace, Large Deck & Forest Views
Price was $2,007, price is now $1,496 per person
$1,496
per person
Dec 27 - Jan 2
found 3 hours ago
Roundtrip flight included
Tampa (TPA) to Wilkes-Barre (AVP)
Stay at this cottage in Lake Harmony. Enjoy free parking, balconies, and air conditioning. Popular attractions Pocono Raceway and Jack Frost Mountain Resort are located nearby.
Where do I start ? The place smelled so bad. Was never cleaned properly you could see old food crumbs and dirt right under the couches. Things were falling apart and so outdated ! Master bed was stiff as a board . The wifi DID NOT WORK !! I traveled with my family including my toddler and children . Since there was NO WIFI we couldn’t watch a single tv in the house & I stayed for 3 nights !! the last day it poured all day and night and we couldn’t even watch a movie !! I reached out over and over to AvantStay but wasn’t given a solution. I asked for compensation and they are refunding $50 that’s it !! The only good part about the stay was the nice pool only a few min walk away. BUT HAD A ISSUE WITH THAT ALSO BECAUSE THE HOST DOESN’T GIVE YOU TH CODE TO TO THE LOCK UNTIL YOU ASK FOR IT ! I would NEVER EVER STAY THERE AGAIN.
Reviewed on Aug 22, 2026

Mountain Laurel Lodge by Avantstay Lake Harmony Retreat Loft + Games + Ski + Private Club Access
Price was $2,351, price is now $1,753 per person
$1,753
per person
Dec 27 - Jan 2
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Wilkes-Barre (AVP)
Stay at this cottage in Lake Harmony. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Pocono Raceway and Jack Frost Mountain Resort are located nearby.
Our stay was amazing! The check-in process was very easy, the house was clean and very accurate to the listing description. The community location was very private and quiet.
The house has everything you need: extra linens, dish soap, laundry detergent, cleaner, pots + pans, cups, etc. The beach was right down the road, and the stay came with 6 complimentary passes to Boulder Lake Club. If you have more than 6 people for your stay, the additional passes are $25/day. There are so many fun games and water activities to do at the beach club!
Some negatives: We did have a snafu with security... someone made a complaint that we had too many cars (we had 4). Not really sure how you would have 12 people in a house without having at least 3 cars. My only other complaint would be the mattresses..... most of them were not comfortable at all. Very minor complaints overall, but worth mentioning for future renters!
I would love to book a stay in the winter and get to experience all the winter activities and ski lodge. Great stay for the price and great location!
Reviewed on Jul 28, 2026

Lake Daze by Avantstay Lakefront w/ Modern Interior, Enclosed Porch & Hot Tub
Price was $3,014, price is now $2,260 per person
$2,260
per person
Dec 27 - Jan 2
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Wilkes-Barre (AVP)
Stay at this cottage in Pocono Summit. Enjoy free parking, a beach locale, and balconies. Popular attractions Camelback Ski Area and Kalahari are located nearby.
great space. there was an agent there from Avanstay who inspected property before we checked in .Unfortunatly NO REPORT WAS LEFT FOR US.
The dishwasher was taped! Literally taped. It would be nice if agent left a list of all that he found wrong.
HOT TUB water and filters were to be changed 13 days before our arrival. The whole house filter for water also over due. The filter for the frog water OVERDUE
Reviewed on Mar 27, 2026

Frolic on Fern by Avantstay Enclosed Deck w/ Forest Views, Bar
Price was $1,630, price is now $1,267 per person
$1,267
per person
Dec 27 - Jan 2
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Wilkes-Barre (AVP)
Stay at this cottage in Blakeslee. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Pocono Raceway and Lake Shangri-La are located nearby.
Callicoon Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Callicoon Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago

Thu, Jan 21 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 3 days ago
$132
Roundtrip
found 3 days ago

Sat, Jan 16 - Sat, Jan 30
PIE
St. Petersburg-Clearwater Intl.
ABE
Lehigh Valley Intl.
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago

Fri, Jan 29 - Mon, Feb 1
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 16 hours ago
$167
Roundtrip
found 16 hours ago
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