Search Chalets in Jessup

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Chalets in Jessup

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

9.8 out of 10, Exceptional, (81)
"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+☆

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

10.0 out of 10, Exceptional, (15)
"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!!

Chic Poconos Chalet I Hot Tub I Fire Pit I Pets I Sleeps 8 I Lakes & Pools

9.4 out of 10, Exceptional, (3)
"Property inside was clean, attractively decorated & comfortable. Outside deck could use a little TLC & some of the neighbors were loud at night (way past the 10:00 curfew)."
Chic Poconos Chalet I Hot Tub I Fire Pit I Pets I Sleeps 8 I Lakes & Pools

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

9.4 out of 10, Exceptional, (3)
"The house looked exactly like the picture would recommend "
The price is SAR 563
SAR 2,016 total
includes taxes & fees
17 Jul - 18 Jul
Renovated Escape in Mountain Resort. Lake, Pool, Kayak, Family and Pet Friendly!

Pet Friendly, Pocono Chalet, Lake Community

3.0 star property
9.6 out of 10, Exceptional, (8)
"We enjoyed our stay! We even had some snow to make it more.magical. our daughter was so excited to play in the snow as well as our two mini schnauzers. Had everything we needed and the cabin stayed nice and warm! "
Pet Friendly, Pocono Chalet, Lake Community

2 min Walk to Lake w/HotTub, Private Sauna, AC, Pets OK! near Hikes & Waterparks

10.0 out of 10, Exceptional, (21)
"Had a wonderful time staying at this house. Clean and comfortable with lots of fun things to do. Owners were very friendly, helpful and responsive throughout. "
2 min Walk to Lake w/HotTub, Private Sauna, AC, Pets OK! near Hikes & Waterparks

Cozy Fun Chalet: Game rm-Gym-Firepit-EV Charger-Pet Friendly, Cmty Beach & Pool!

10.0 out of 10, Exceptional, (17)
"Property was perfect for our family weekend. The house was clean and very well stocked. Owners were quick to respond and accommodating. "
Cozy Fun Chalet: Game rm-Gym-Firepit-EV Charger-Pet Friendly, Cmty Beach & Pool!

Spacious Hideout Chalet w/gameroom, close to amenities

9.4 out of 10, Exceptional, (21)
"Very kid friendly - air hockey, darts, ping pong and more, board games, videos, many TVs and more Comfy beds and sofas, nice kitchen, large porch with Adirondack chairs perfect for relaxation The hideout is a great community - not everything was open due to COVID-19 but the beaches were great and people were respecting social distancing - didn't use pools but they looked nice, boat rentals, golf, walking trails Highly recommend for all!"
Spacious Hideout Chalet w/gameroom, close to amenities

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

9.8 out of 10, Exceptional, (294)
"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 "
★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★

Beautiful Lakefront, Pool, AC, Wifi, Kayaks, Paddle board, Kalahari & Camelback

9.8 out of 10, Exceptional, (85)
"Property was beautiful on the exterior. Great view of lake, beautiful grounds around property. Easy access to bring items in to house.Interior was awesome. Everything you need to cook and clean. Rooms were all clean. Entertainment on televisions was easy to use. Couldn’t ask for a better experience and would highly recommend this rental."
Beautiful Lakefront, Pool, AC, Wifi, Kayaks, Paddle board, Kalahari & Camelback

Raised A Frame Chalet | Big Bass Lake | Hot Tub

10.0 out of 10, Exceptional, (4)
"Spacious and cozy "
Raised A Frame Chalet | Big Bass Lake | Hot Tub

Lakefront - Kayaks, Hot Tub, Fire Pits, Swingset, EV

10.0 out of 10, Exceptional, (8)
"The house was perfect, clean, comfortable and had everything you need for a fun poconos getaway "
Lakefront - Kayaks, Hot Tub, Fire Pits, Swingset, EV

Briar Hill North Lakefront Contemporary with Private Dock

9.2 out of 10, Wonderful, (50)
"Beautiful house, plenty of room, comfortable and perfect spot on the lake ."
Briar Hill North Lakefront Contemporary with Private Dock

Pickleball Kayak Paddleboat Pool Golf Fishing Beach Lakes Tennis July Family Fun

10.0 out of 10, Exceptional, (1)
"Clifford truly thought of everything.The “Did You Forget Something?” baskets included essentials like deodorant, chargers, toothbrushes, toothpaste, lip balm, feminine products, and mouthwash. Each bathroom had shampoo, conditioner, and body wash, and the medicine cabinet had Tylenol and Ibuprofen. Linens and towels were provided, and we didn’t need to bring propane tanks, which we often have to do at other rentals. There was also plenty of firewood for the fire pit and fireplace.The kitchen had...
The price is SAR 493
SAR 1,237 total
includes taxes & fees
25 Jul - 26 Jul
Pickleball Kayak Paddleboat Pool Golf Fishing Beach Lakes Tennis July Family Fun

Beautiful New Pocono Chalet!

10.0 out of 10, Exceptional, (123)
"Beautiful home! Had a wonderful stay perfect family getaway! "
Beautiful New Pocono Chalet!

Welcome to House in the Trees in The Hideout!

10.0 out of 10, Exceptional, (5)
"We had a large group, and this house was perfect for a long weekend. Longer stays would be for smaller groups. The only issue is the upstairs bedroom gets very hot & the ceiling fan up there doesn't work."
Welcome to House in the Trees in The Hideout!

Spacious 5 BR/3 BA Pocono Chalet game room in the Hideout

9.4 out of 10, Exceptional, (46)
"The house is spacious and well-maintained. House was spotless. Location was quiet but close to amenities. Property manager couldn’t have been more responsive. We would absolutely stay again."
Spacious 5 BR/3 BA Pocono Chalet game room in the Hideout

Home in amenity filled Hideout community with hot tub, fire pit, theater room!

10.0 out of 10, Exceptional, (4)
"My family had an awesome time! There were so many nice parts of the house from the hot tub, movie room and fire pit. Kitchen was beautiful and had everything you could need to cook up a family meal. Thanks for a wonderful time!"
Home in amenity filled Hideout community with hot tub, fire pit, theater room!

🍁Shady Leaf Lodge 🍁 Family and pet-friendly Fun! Arrowhead Lake Getaway

9.8 out of 10, Exceptional, (38)
"Such a nice and cozy place. Thank you Cathy for everything, the house was beautiful. "
🍁Shady Leaf Lodge 🍁 Family and pet-friendly Fun! Arrowhead Lake Getaway

Bali’s Cottage - Family-Friendly Chalet in Wallenpaupack Lake Estates

10.0 out of 10, Exceptional, (16)
"Very nice place to spend time with family. Great communication with the owner. We’ve enjoyed staying in this house."
Bali’s Cottage - Family-Friendly Chalet in Wallenpaupack Lake Estates
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.
Save an average of 15% on thousands of hotels when you're signed in