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Compare 113 Chalets in Jessup with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (78)
"Our host Ricky was awesome from beginning to end. He responded to any and every question promptly throughout the months leading up to and during our stay. The house was perfect for keeping the kids and adults entertained w/ the pool table, air hockey, foosball table, hot tub and more. The three levels allowed for both alone time and togetherness as needed. "
⛱⛷⛰Mt. Maplewood Chalet❤️ ArrowheadLake☆HotTub☆Fireplace☆Games☆Dogs+☆

⛷️Community Ski Hill! Stay warm with us by the fireplace at Willow’s Place! ⛷️🔥

10.0 out of 10, Exceptional, (25)
"Our stay was everything i imagined. The house was beautiful and accommodations were impeccable. The host was available it seemed 24/7 with kindness and patience. Looking forward to booking again for the spring summer months. "
⛷️Community Ski Hill! Stay warm with us by the fireplace at Willow’s Place! ⛷️🔥

Little Beaver LodgeII,BBQ,Lake,Swim,enjoy&relax,8kayaks,SUP,paddlboat,firepit,PA

10.0 out of 10, Exceptional, (60)
"We had a great time! Very clean, nice lake front property. Great view, we loved it."
Little Beaver LodgeII,BBQ,Lake,Swim,enjoy&relax,8kayaks,SUP,paddlboat,firepit,PA

Bay Shore Chalet in The Heart of Poconos

9.4 out of 10, Exceptional, (3)
"The house / rooming was perfect for a family of 13. We hesitated spending $12 per person to use the community amenities but it was well worth it. Tobyhanna State park was nearby for another day of fun. We also went to Camelback water park. Plenty of places to shop for food, etc. I do have to point out that the dining area is limited. We brought a folding table and extra chairs. Overall it was a pleasant experience. Thank you Raji."
Bay Shore Chalet in The Heart of Poconos

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

10.0 out of 10, Exceptional, (5)
"This house was amazing, clean and very functional. My wife and I rented it for Thanksgiving for our extended family for a total of 10 adults/children, and we loved it! After I made the reservation, the owner reached out to me, answered my questions and was available to me throughout my entire stay. The house is very spacious, beautifully decorated, and the owners have thought about every last detail to make their guests comfortable….from Kayaks to phone chargers, and everything in between,...
Lakefront - Kayaks, Hot Tub, Fire Pits, Swingset, EV

Cozy Chalet Nestled in the Woods by Arrowhead Lake

10.0 out of 10, Exceptional, (3)
"My partner and I stayed at the Lavender Lodge for our six year anniversary. This was our first time renting for a vacation, so we weren’t sure what to expect. Thankfully, the property owner gave detailed instructions, and was kind and punctual with all communication. The property itself is clean, cozy, and had everything we needed to stay comfortably. The owners also left a folder with information about the private community, as well as areas of interest nearby — grocery stores, restaurants,...
Cozy Chalet Nestled in the Woods by Arrowhead Lake

Tranquil chalet in Big Bass Lake resort. Lake w/ beach, pool, clubhouse!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We loved staying at this property for my sister's bachelorette weekend getaway! We were able to enjoy the community pool and the fire pit. We had everything we needed and the house was very comfortable. "
The price is SAR 526
SAR 1,630 total
includes taxes & fees
9 Jan - 10 January 2025
Tranquil chalet in Big Bass Lake resort. Lake w/ beach, pool, clubhouse!

Indulge in Luxury & Entertainment at the Chevron Chalet. By DELUXE HOSPITALITY 💎

2.0 star property
10.0 out of 10, Exceptional, (1)
"My family and I come to the Poconos annually on thanksgiving to have a nice quiet getaway. This place was perfect we brought our dog, Anthony was super accessible and helpful throughout the check in process. The property is in a gated community & you have to haul your own trash to the community’s trash compactor Would recommend this property. "
The price is SAR 748
SAR 2,088 total
includes taxes & fees
6 Jan - 7 January 2025
Indulge in Luxury & Entertainment at the Chevron Chalet. By DELUXE HOSPITALITY 💎

★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!

9.8 out of 10, Exceptional, (282)
"The property was amazing! Not only did it have everything we were looking for but the location was perfect! We even got to meet and feed the deer. It was truly amazing and planning on staying here again!!!"
The price is SAR 845
SAR 1,844 total
includes taxes & fees
6 Jan - 7 January 2025
★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!

Adorable lake home with 2 bedrooms and sleep in loft with full size beds

10.0 out of 10, Exceptional, (47)
"Adorable cabin , very clean , cozy, Nice area! We had everything we needed. You will need to bring your own sheets and towels. WiFi was fast."
Adorable lake home with 2 bedrooms and sleep in loft with full size beds

Beautiful Chalet on the lake w/ Hot Tub, Grill, Firepit, Deck

10.0 out of 10, Exceptional, (125)
"Everything as advertised. Would recommend it"
Beautiful Chalet on the lake w/ Hot Tub, Grill, Firepit, Deck

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

10.0 out of 10, Exceptional, (12)
"Eight family members stayed for a week in this lovely home. It was well stocked with all the supplies that we needed. We particularly enjoyed the use of the canoe, water boards, and tubes during our stay. During the week we all enjoyed the many facilities of the Hideout."
Lakefront Cabin with Fantastic views & Private Dock, The Hideout!!

Contemporary Escape ⭐️ Hot Tub ⭐️ Karaoke ⭐️ Gaming ⭐️ Fire Pit ⭐️ Lake Access

9.0 out of 10, Wonderful, (22)
"This was a great stay. The house was just as described and it was so fun using the karaoke machine and the video games. The hot tub is huge and so relaxing. It was nice to unwind and look up at the stars. I recommend this place."
The price is SAR 507
SAR 1,540 total
includes taxes & fees
7 Jan - 8 January 2025
Contemporary Escape ⭐️ Hot Tub ⭐️ Karaoke ⭐️ Gaming ⭐️ Fire Pit ⭐️ Lake Access

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

9.4 out of 10, Exceptional, (44)
"The house was nice. It wasn't quite as secluded as we had expected. Getting checked into the gated community took some time as there was a long line of people waiting to register. The property manager was very helpful and quick to get back to us."
Spacious 5 BR/3 BA Pocono Chalet game room in the Hideout

Lakefront on Wallenpaupack with Hot Tub - Pet Friendly

9.4 out of 10, Exceptional, (64)
"We had such a beautiful weekend with family at this property! We took full advantage of all amenities provided including the hot tub and kayaks. The property was clean and spacious and we would love to visit again! "
Lakefront on Wallenpaupack with Hot Tub - Pet Friendly

Ski ELK • Lakeview• HotTub• Movie Theater• Games• Pool Seasonal

10.0 out of 10, Exceptional, (7)
"The property was clean, well maintained. Hot tub was great. Very spacious. Great scenery. Host promptly answered questions. Would definitely book again. "
Ski ELK • Lakeview• HotTub• Movie Theater• Games• Pool Seasonal

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

Pocono Chalet- walking distance to Lake Wallenpaupack- 3 Full baths

10.0 out of 10, Exceptional, (3)
"This house is such a good use of space! We were a family of 8 and we fit perfect and even had an extra bed. The central space is nice to gather and the deck was lovely. This was a quick walk to the water and central to everything we wanted to do in the area. Heather was super responsive and wonderful to work with! We would absolutely stay again and recommend the property. "
Pocono Chalet- walking distance to Lake Wallenpaupack- 3 Full baths

Cozy Cedar Chalet with Heated Pool

10.0 out of 10, Exceptional, (9)
"I selected the home because it was close to Lake Winola, where we had our high school class reunion. The house was immaculate and had many areas where we could sit and catch up. Although the weather didn't cooperate, we were able to take a dip in the beautiful pool. We would definitely book there again."
Cozy Cedar Chalet with Heated Pool

Cozy chalet-style home with fire pit in The Hideout, a five star community.

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay. House is very well kept and its a very peaceful place to spend some quiet time."
Cozy chalet-style home with fire pit in The Hideout, a five star community.
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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Other property types in Jessup

Elk Mountain Ski Resort: Rustic Home on 21 Acres

9.8 out of 10, Exceptional, (35)
"I’ve stayed at many places. Let me tell you this is at the top of the list. The house is beautiful, clean (top to bottom) and the location and views are breathtaking. The house has everything you need on site and in kitchen etc. We absolutely loved the place and my teenage boys are already asking when we’re going back Again overall an amazing place and we”ll definitely be booking again !!!"
Elk Mountain Ski Resort: Rustic Home on 21 Acres

Wooded Retreat in Poconos Mountain Resort w/ Firepit and Kayaks!

9.4 out of 10, Exceptional, (30)
"Lovely property in a wooded community by 2 state parks. It might have the best equipped kitchen we've ever had in a rental. Had everything we needed even for preparing Thanksgiving dinner"
The price is SAR 526
SAR 1,737 total
includes taxes & fees
13 Jan - 14 January 2025
Wooded Retreat in Poconos Mountain Resort w/ Firepit and Kayaks!

Cozy Big Bass Lake Home w/ Hot Tub & Game Room!

8.4 out of 10, Very Good, (23)
"Easy check in process. Beautiful and comforting home with a good game room and hot tub. Very comfortable stay and responsive host. Would definitely visit again"
Cozy Big Bass Lake Home w/ Hot Tub & Game Room!
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.