Search Chalets in Pocono Pines from CA $220

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Aug 15 - Aug 17
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Pocono Pines Chalets

Dog Lover's Chalet w/ Fenced Yard, AMAZING VIEW 10mi to Camelback/Hiking/Casino
Outdoor pool

Dog Lover's Chalet w/ Fenced Yard, AMAZING VIEW 10mi to Camelback/Hiking/Casino

9.4 out of 10, Exceptional, (12)
"The house was cozy close to Blue Mountain and excellent for the doggies."
Dog Lover's Chalet w/ Fenced Yard, AMAZING VIEW 10mi to Camelback/Hiking/Casino
⛱⛷⛰Mt. Maplewood Chalet❤️ ArrowheadLake☆HotTub☆Fireplace☆Games☆Dogs+☆
Terrace/patio

⛱⛷⛰Mt. Maplewood Chalet❤️ ArrowheadLake☆HotTub☆Fireplace☆Games☆Dogs+☆

9.8 out of 10, Exceptional, (83)
"Perfect property for 10 adults, 2 teens, and 3 kids. We had a great stay and Ricky is an excellent communicator. Would definitely stay again!"
⛱⛷⛰Mt. Maplewood Chalet❤️ ArrowheadLake☆HotTub☆Fireplace☆Games☆Dogs+☆
Boulderview Lodge, near JFBB with private mountain views, hot tub, and fireplace
Exterior

Boulderview Lodge, near JFBB with private mountain views, hot tub, and fireplace

9.4 out of 10, Exceptional, (115)
"No complaints :)"
Boulderview Lodge, near JFBB with private mountain views, hot tub, and fireplace
Gorgeous Chalet in the Perfect Setting, Truly One of the Poconos Best
Property grounds

Gorgeous Chalet in the Perfect Setting, Truly One of the Poconos Best

9.6 out of 10, Exceptional, (355)
"Our family with a wide range of kids had a great time - something for everyone and plenty of room to be entertained. Thanks!"
Gorgeous Chalet in the Perfect Setting, Truly One of the Poconos Best
★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★
Exterior

★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★

9.8 out of 10, Exceptional, (298)
"We had a lovely time staying Christine and Shawn’s home. The amenities within the community are great. Hawley is a 15 minute drive away and has a great small town feel with loads of antique shops. There are some good hikes near by and the lake is beautiful. We had trouble trying to fit everything into one weekend. The house is clean and cozy and Shawn and Christine send you loads of info and recommendations making the trip easy and enjoyable "
The price is CA $411
CA $793 total
includes taxes & fees
Sep 2 - Sep 3
★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★
Ledgestone Lodge, Private Chalet for Large Group and Family Gatherings near JFBB
Exterior

Ledgestone Lodge, Private Chalet for Large Group and Family Gatherings near JFBB

10.0 out of 10, Exceptional, (67)
"We rented the house for a family reunion. The house was perfect for our us it was very spacious and nice"
Ledgestone Lodge, Private Chalet for Large Group and Family Gatherings near JFBB
Four Seasons Vacation Home By Lake, HOT TUB, WIFI,BEACH passes, Canoe, FIRE PIT
Outdoor dining

Four Seasons Vacation Home By Lake, HOT TUB, WIFI,BEACH passes, Canoe, FIRE PIT

9.8 out of 10, Exceptional, (310)
"The house is very nice and well kept. We had 10 people in our party and there was plenty of space and beds for everyone. There is a nice game room where the kids could play. There is a small little beach that you have access to which was not crowded at all and it had a dock the kids could swim out to and jump off. We very much enjoyed our stay at this house and will definitely be returning. "
Four Seasons Vacation Home By Lake, HOT TUB, WIFI,BEACH passes, Canoe, FIRE PIT
5Bedroom Lake Harmony Charmer Sleeps14~Beach~Hottub~Bar~Arcade
Sun loungers

5Bedroom Lake Harmony Charmer Sleeps14~Beach~Hottub~Bar~Arcade

9.6 out of 10, Exceptional, (20)
"Great location and very spacious for a large group"
The price is CA $396
CA $961 total
includes taxes & fees
Sep 1 - Sep 2
5Bedroom Lake Harmony Charmer Sleeps14~Beach~Hottub~Bar~Arcade
Lakefront Cabin with Fantastic views & Private Dock, The Hideout!!
Property grounds

Lakefront Cabin with Fantastic views & Private Dock, The Hideout!!

9.8 out of 10, Exceptional, (17)
"We stayed at the house for a few nights with friends & family. Awesome location, great cozy lake house! The property and house had everything we needed and more!"
Lakefront Cabin with Fantastic views & Private Dock, The Hideout!!
Renovated Escape in Mountain Resort. Lake, Pool, Kayak, Family and Pet Friendly!
Terrace/patio

Renovated Escape in Mountain Resort. Lake, Pool, Kayak, Family and Pet Friendly!

9.6 out of 10, Exceptional, (4)
"The house was beautiful, very true to the pictures. We had lots of fun and Jesse was always available. Will recommend this property 100000% "
The price is CA $220
CA $752 total
includes taxes & fees
Aug 26 - Aug 27
Renovated Escape in Mountain Resort. Lake, Pool, Kayak, Family and Pet Friendly!
AUGUST DATES AVAILABLE. WolfRun Lake View, 200 feet from Lake Chalet, Hottub
Exterior

AUGUST DATES AVAILABLE. WolfRun Lake View, 200 feet from Lake Chalet, Hottub

9.6 out of 10, Exceptional, (172)
"Layout of house is perfect for multi-family gatherings or large groups. "
AUGUST DATES AVAILABLE. WolfRun Lake View, 200 feet from Lake Chalet, Hottub
5bed 3bath Chalet w/ hot tub,pool table,ping pong table,fire pit,pet friendly
Property grounds

5bed 3bath Chalet w/ hot tub,pool table,ping pong table,fire pit,pet friendly

9.8 out of 10, Exceptional, (267)
"Lovely home. Clean and exactly as described. We particularly enjoyed the pool table. Perfect for two families with young teens. "
5bed 3bath Chalet w/ hot tub,pool table,ping pong table,fire pit,pet friendly
Pet-Friendly Pocono Chalet with Hot Tub, Pool Table, BBQ, Fireplace & Game Room!
Fridge, microwave, oven, stovetop

Pet-Friendly Pocono Chalet with Hot Tub, Pool Table, BBQ, Fireplace & Game Room!

9.4 out of 10, Exceptional, (72)
"The perfect place if you are just looking to get away for a couple days"
The price is CA $274
CA $819 total
includes taxes & fees
Aug 13 - Aug 14
Pet-Friendly Pocono Chalet with Hot Tub, Pool Table, BBQ, Fireplace & Game Room!
Cozy A-Frame ~ LakeAccess•GameRoom• EV•FirePit•Pets
Exterior

Cozy A-Frame ~ LakeAccess•GameRoom• EV•FirePit•Pets

10.0 out of 10, Exceptional, (2)
"Great location and everything we were looking for. Really enjoyed the fire pit and spending time outside."
Cozy A-Frame ~ LakeAccess•GameRoom• EV•FirePit•Pets
Chalet,2 acres,hot tub,pool table,firepit,fireplace,A/C,pets ok,ski,lake,hiking
Pool

Chalet,2 acres,hot tub,pool table,firepit,fireplace,A/C,pets ok,ski,lake,hiking

9.8 out of 10, Exceptional, (47)
"We had a really fun long weekend in the Poconos. The property was great and the house had what needed for a quick getaway. The location of the house was terrific. So many trails and local sights nearby and the owner provided lots of suggestions on the property listing and in a binder at the house. A pool table, cornhole and a hot tub were great features! "
Chalet,2 acres,hot tub,pool table,firepit,fireplace,A/C,pets ok,ski,lake,hiking
Chalet near Breweries, Wineries, Outlets, Raceway & Water Parks PET FRIENDLY!
4 bedrooms, desk, iron/ironing board, free WiFi

Chalet near Breweries, Wineries, Outlets, Raceway & Water Parks PET FRIENDLY!

2.0 star property
10.0 out of 10, Exceptional, (25)
"We all had a wonderful time. Hosts were incredibly accommodating, very responsive and the trip was everything we hoped for. The house is just like the pics/ description and gold star for upkeep/ cleanliness - very close to lakes and ski slopes. We made nice memories here over the holiday weekend. "
Chalet near Breweries, Wineries, Outlets, Raceway & Water Parks PET FRIENDLY!
•Redwoods Chalet in the Poconos•
Fridge, microwave, oven, stovetop

•Redwoods Chalet in the Poconos•

10.0 out of 10, Exceptional, (30)
"We really enjoyed the house. It was a nice place."
The price is CA $278
CA $662 total
includes taxes & fees
Aug 11 - Aug 12
•Redwoods Chalet in the Poconos•
Family & Pet Retreat-2 Amazing Game Rooms-FencedYd-Pool-Beach-JimThorpe-Speedway
Outdoor pool

Family & Pet Retreat-2 Amazing Game Rooms-FencedYd-Pool-Beach-JimThorpe-Speedway

10.0 out of 10, Exceptional, (61)
"Will made the check-in process very easy and the house was great. Enough space and plenty to do for a weekend with a group of friends including a dog and a toddler. "
Family & Pet Retreat-2 Amazing Game Rooms-FencedYd-Pool-Beach-JimThorpe-Speedway
Spacious Mountain Chalet For Groups & Family Reunions with Pool & Lake Access!
Smart TV, fireplace

Spacious Mountain Chalet For Groups & Family Reunions with Pool & Lake Access!

10.0 out of 10, Exceptional, (2)
"House is a great spot for a family vacation. Deck was big, game room was fun for kids, and house was clean. Would stay again."
Spacious Mountain Chalet For Groups & Family Reunions with Pool & Lake Access!
Modern 6BR Lake Harmony Chalet w/ Hot Tub, Arcade, Fireplace, Sleeps 17+!
Outdoor spa tub

Modern 6BR Lake Harmony Chalet w/ Hot Tub, Arcade, Fireplace, Sleeps 17+!

10.0 out of 10, Exceptional, (4)
"This vacation home was perfect for our family of 15. It was in a good location for our activities, the house was clean, the host excelled in communication, and you could tell he really wanted us to enjoy our stay. "
Modern 6BR Lake Harmony Chalet w/ Hot Tub, Arcade, Fireplace, Sleeps 17+!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pocono Pines Hotel Reviews

The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection

The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection

10/10 Excellent
"Lots to see and do on Main Street."
Ken 1-night trip
Posted 4 hours ago
The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection