Cozy wooded retreat with warm porch lights and stunning sunset views
Relax while overlooking the beautiful pond.
enjoy the fireplace, comfy couches and chair after a long day of skiing
Sleep in a king size bed to rest up.
Enjoy breakfast at our Breakfast Bar overseeing the kitchen.

Jack Frost Mountain ski, townhome, fireplace, loft

2 bedrooms·1½ baths
Lake Harmony • Pennsylvania

$810.44 USD total for 3 nights

Oct 9 – 12, 2026

Lakefront, Kayak, HotTub, Pool, Wood Fireplace.
Lakefront, Kayak, HotTub, Pool, Wood Fireplace.
Lakefront, Kayak, HotTub, Pool, Wood Fireplace.
Lakefront, Kayak, HotTub, Pool, Wood Fireplace.
Lakefront, Kayak, HotTub, Pool, Wood Fireplace.

Lakefront, Kayak, HotTub, Pool, Wood Fireplace.

4 bedrooms·3 baths
East Stroudsburg • Pennsylvania
4.64(55 reviews)

$4,571.40 USD $4,366.20 USD total for 3 nights

Sep 28 – Oct 1, 2026

Lakefront Hot Tub FirePit Fireplace Pool
Lakefront Hot Tub FirePit Fireplace Pool
Lakefront Hot Tub FirePit Fireplace Pool
Lakefront Hot Tub FirePit Fireplace Pool
Lakefront Hot Tub FirePit Fireplace Pool

Lakefront Hot Tub FirePit Fireplace Pool

5 bedrooms·4 baths
East Stroudsburg • Pennsylvania
4.76(33 reviews)

$3,549.00 USD $3,399.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Backdeck patio featuring a firepit table for warmth and ambiance
Billiards and socializing come together in the basement hangout
Play, compete, and stream in the basement game room with PS5 and 75-inch smart TV
Spacious open living area perfect for relaxing and entertaining
Your home away from home

Sleeps 12 | Sauna+Bar+Basement Game Room+Fire Pit

5 bedrooms·3 baths
East Stroudsburg • Pennsylvania

$1,369.14 USD total for 3 nights

Sep 28 – Oct 1, 2026

Great Pocono Rental Mountain Chalet
Great Pocono Rental Mountain Chalet
Great Pocono Rental Mountain Chalet
Great Pocono Rental Mountain Chalet
Great Pocono Rental Mountain Chalet

Great Pocono Rental Mountain Chalet

3 bedrooms·2 baths
Albrightsville • Pennsylvania
5(3 reviews)
$199 – $299/ night(excl. fees & taxes)
Welcome to Pocono Dreams
Sleeps 12! Game Room! Skiing! Hot Tub! New Build!
Hot tub!
Gas fireplace in the main living area.
Lower level game room.

Sleeps 12! Game Room! Skiing! Hot Tub! New Build!

5 bedrooms·3 baths
Albrightsville • Pennsylvania

$1,046.08 USD total for 3 nights

Oct 4 – 7, 2026

PET friendly - SAUNA - FREE EV charger - ping pong image 1
PET friendly - SAUNA - FREE EV charger - ping pong image 2
PET friendly - SAUNA - FREE EV charger - ping pong
PET friendly - SAUNA - FREE EV charger - ping pong
PET friendly - SAUNA - FREE EV charger - ping pong image 5

PET friendly - SAUNA - FREE EV charger - ping pong

3 bedrooms·3 baths
Albrightsville • Pennsylvania
4.93(55 reviews)

$1,057.04 USD total for 3 nights

Sep 30 – Oct 3, 2026

3acres
Huge Renovated Master Bath with High end finishes, soaker tub and double vanity
Soaker Tub in Master Bedroom ensuite
Glass Shower in Master Bedroom ensuite
Main Level: Living Room with Wood Burning Fireplace & 55 inch smart TV

The Emerald Villa

5 bedrooms·3½ baths
Albrightsville • Pennsylvania
5(39 reviews)

$3,944.82 USD total for 3 nights

Sep 28 – Oct 1, 2026

Fall Special! 5BR Lux Log Mansion w Sauna, HotTub
Gather around the fire pit to roast marshmallows and tell stories with friends and family.
Marvel at the breathtaking dusk views from our spacious deck, overlooking the serene pool and expansive yard framed by beautiful trees. Perfect for relaxation and creating unforgettable memories.
Custom bar and game room with arcade games, pool table, foosball table, 60-inch TV, Bluetooth jukebox, poker table, minifridge, stainless steel ice maker, and tons of seating. This the 2nd basement within this home and this game room is all yours.
Lights, camera, action! Your own private Movie Theater.

Fall Special! 5BR Lux Log Mansion w Sauna, HotTub

5 bedrooms·3 baths
East Stroudsburg • Pennsylvania

$2,771.61 USD total for 3 nights

Oct 11 – 14, 2026

Cozy modern family build in the woods w/ hot tub!
Hot tub location- be sure to confirm its availability when booking!
Cozy modern family build in the woods w/ hot tub!
Cozy modern family build in the woods w/ hot tub!
Cozy modern family build in the woods w/ hot tub!

Cozy modern family build in the woods w/ hot tub!

3 bedrooms·2 baths
Lake Ariel • Pennsylvania

$830.00 USD total for 4 nights

Sep 28 – Oct 2, 2026

Lake Ariel Family Chalet
Lake Ariel Family Chalet
Lake Ariel Family Chalet
Lake Ariel Family Chalet
Lake Ariel Family Chalet

Lake Ariel Family Chalet

4 bedrooms·3 baths
Lake Ariel • Pennsylvania
4.92(98 reviews)

$813.28 USD total for 3 nights

Sep 28 – Oct 1, 2026

Welcome to the your cozy retreat, featuring the charming house facade with a white wooden fence on the left, leading you to Unit 2.
Enjoy a restful night in the second-floor bedroom, featuring a luxurious king bed for ultimate comfort and relaxation.
Fully equipped kitchen featuring a large fridge, oven, and stove—perfect for preparing your favorite meals during your stay.
Step into this chic living room, complete with a cozy TV area, perfect for relaxing and unwinding.
Cozy dining area in Unit 2, located in the kitchen, perfect for enjoying meals with seating for 4 guests.

2BR Home Near Downtown Stroudsburg | Sleeps 4

2 bedrooms·1 bath
Stroudsburg • Pennsylvania

$644.68 USD total for 3 nights

Sep 28 – Oct 1, 2026

Charming Facade of Our Entire Home in the Heart of Downtown Stroudsburg – Your Perfect Stay Awaits!
An additional dining table for 4 is conveniently located in the kitchen area of Unit 1, offering extra seating for meals, snacks, or a cozy spot to gather while preparing food.
A chic and inviting living room in Unit 2, designed for comfort and style. Perfect for relaxing, socializing, or unwinding after a day of exploring!
Relax and unwind in the stylish and cozy living room of Unit 1, featuring comfortable seating and a Smart TV for your entertainment.
Enjoy meals together in the charming dining area of Unit 1. With a cozy setup and seating for your group, it’s the perfect spot for sharing a delicious breakfast, casual lunch, or a home-cooked dinner during your stay.

Elegant 5BR Home in Historic Downtown Stroudsburg

5 bedrooms·3 baths
Stroudsburg • Pennsylvania

$1,054.22 USD total for 3 nights

Sep 28 – Oct 1, 2026

Welcome to your home away from home! This charming facade offers a warm welcome and sets the tone for a cozy, unforgettable stay.
Indulge in comfort in this elegant king suite, complete with a ensuite full bathroom for your ultimate relaxation.
Relax in this cozy living room, featuring comfortable seating and a welcoming ambiance for your stay.
Additional dining convenience awaits with this secondary table for four, perfectly situated in the kitchen area for casual meals or extra seating!
Cook with ease in this fully equipped kitchen, featuring a spacious fridge and all the essentials for your culinary needs!

Chic 3BR Home in Downtown Stroudsburg | Sleeps 10

3 bedrooms·2 baths
Stroudsburg • Pennsylvania

$760.53 USD total for 3 nights

Sep 28 – Oct 1, 2026

Guests enjoying coffee, looking toward the lake in the Autumn.
Cozy Living room
The view from the Adirondack chairs
The view from the deck swing. The lake is through the trees.
Pups are welcome!

La Caseta Lakeview Poconos Cabin

3 bedrooms·2 baths
Hamlin • Pennsylvania
5(5 reviews)

$1,054.92 USD total for 3 nights

Oct 1 – 4, 2026

Cottage with Lake Views
Cottage with Lake Views
Cottage with Lake Views
Cottage with Lake Views
Cottage with Lake Views

Cottage with Lake Views

2 bedrooms·1 bath
Lakeville • Pennsylvania

$930.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Bearitage Chalet | Lake • Pool • Golf | Sleeps 9
Bearitage Chalet | Lake • Pool • Golf | Sleeps 9
Bearitage Chalet | Lake • Pool • Golf | Sleeps 9
Bearitage Chalet | Lake • Pool • Golf | Sleeps 9
Bearitage Chalet | Lake • Pool • Golf | Sleeps 9

Bearitage Chalet | Lake • Pool • Golf | Sleeps 9

3 bedrooms·2½ baths
The Hideout • Pennsylvania

$582.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Pickleball Fishin Golf Pools Lake Beach Gym Tennis image 18
enjoy sitting down on the beautiful cozy sectional sofa and enjoying a glass of wine
the view from the upstairs loft enjoy one of the many smart TVs
imagine yourself sleeping in this beautiful queen size bed
imagine yourself waking up in this beautiful bed with tongue and groove wood ceilings and tongue and groove pine walls

Hideout Pocono Chalet

3 bedrooms·2 baths
Lake Ariel • Pennsylvania
5(9 reviews)

$1,740.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Bright lounge with smart TV, chic seating, and open-plan flow
Spacious 4BR, 2BA upper level with large primary and bay window
Unwind in the warm ambiance of our beautifully appointed living room, where relaxation is guaranteed.
Bright, spacious laundry room with washer/dryer and natural light
Sunny bedroom with bay windows, bench seating, plush bed & smart TV

Pet-Friendly | Exclusive! Modern Farm House

5 bedrooms·3½ baths
Kresgeville • Pennsylvania

$1,018.43 USD total for 3 nights

Sep 28 – Oct 1, 2026

Enjoy the setting sun right next to the stream, let the sounds of the water sooth you!
Perched up in the trees, the simply stunning raised porch is like being in a tree house, overlooking the yard and serene stream below.
One of four outdoor community pools.
...and added atmosphere at night!
A gorgeous view primed for creativity and adventure.

Waterfront Family Lodge w/ sauna, game room, A/C

4 bedrooms·2½ baths
Bushkill • Pennsylvania
5(200 reviews)

$1,157.58 USD total for 3 nights

Sep 28 – Oct 1, 2026

The Modern Farmhouse Karaoke|Private deck| Firepit
Hang out on our deck and enjoy the nature around. Relax under the stars and moon at night. You might even spot some deer or bears!
The Modern Farmhouse Karaoke|Private deck| Firepit
The Modern Farmhouse Karaoke|Private deck| Firepit
The Modern Farmhouse Karaoke|Private deck| Firepit

The Modern Farmhouse Karaoke|Private deck| Firepit

3 bedrooms·2 baths
East Stroudsburg • Pennsylvania

$660.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Poconos Cabin with EV Charger
Poconos Cabin with EV Charger
Poconos Cabin with EV Charger
Poconos Cabin with EV Charger
Loft, a good spot for setting up an air mattress

Poconos Cabin with EV Charger

3 bedrooms·2 baths
Bushkill • Pennsylvania

$747.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Cabin on Lake with private dock image 1
Cabin on Lake with private dock image 2
Cabin on Lake with private dock image 3
Cabin on Lake with private dock image 4
Cabin on Lake with private dock image 5

Cabin on Lake with private dock

3 bedrooms·2 baths
Paupack • Pennsylvania
5(19 reviews)

$1,925.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Shawnee Mountain 2bdr kids friendly townhouse
Shawnee Mountain 2bdr kids friendly townhouse
Shawnee Mountain 2bdr kids friendly townhouse
Shawnee Mountain 2bdr kids friendly townhouse
Shawnee Mountain 2bdr kids friendly townhouse

Shawnee Mountain 2bdr kids friendly townhouse

2 bedrooms·2 baths
East Stroudsburg • Pennsylvania
5(19 reviews)

$708.50 USD total for 3 nights

Oct 1 – 4, 2026