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Compare 110 Chalets in Jessup with updated reviews, rates, and availability.

★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
9.8 out of 10, Exceptional, (280)
"This property is beautiful very quiet and relaxing. Close to alot of attractions we wanted to do. Excellent host very easy to communicate when i had questions. "
The price is AED 973
AED 1,971 total
includes taxes & fees
17 Nov - 18 Nov
★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
Spacious & Fun Family Oasis ~ Game Room ~ Pets OK! Kids Friendly
9.4 out of 10, Exceptional, (8)
"The house was large with enough room for all of us to spread out in. Two bedrooms upstairs, one on the main floor, and one in the basement. All the bedrooms are adjacent to bathrooms, and the bedrooms on the upper floor have a Jack&Jill bathroom. Rooms had ceiling fans as well as plugin fans. Basement (ground floor/walkout) has a faint musty smell, so we opted to not use the basement bedroom. Otherwise, we had no issues using the basement/ ground floor walkout. There were two dehumidifiers...
Spacious & Fun Family Oasis ~ Game Room ~ Pets OK! Kids Friendly
⛱⛷⛰Mt. Maplewood Chalet❤️ ArrowheadLake☆HotTub☆Fireplace☆Games☆Dogs+☆
9.8 out of 10, Exceptional, (77)
"We were a party of nine (five adults, four kids aged 7 to 11) and the house worked great for us with six places to sleep. The house was big enough so that we could spread out and the eating area was large enough so that we could all eat and play card games together. The weather didn't cooperate so much (only hit 70 one day despite being August) so we didn't really spend much time at the lake, but the amenities seemed very nice. We did avail ourselves of the playgrounds, heated pools, and...
⛱⛷⛰Mt. Maplewood Chalet❤️ ArrowheadLake☆HotTub☆Fireplace☆Games☆Dogs+☆
Lakefront Winter Retreat - Hot Tub, Fire pits, Theater
10.0 out of 10, Exceptional, (4)
"My family and I went out to Doc’s Lake Oasis over the 4th of July. This house has everything you could ask for and more. When the weather was beautiful, we were out on the lake enjoying the beautiful scenery and peaceful water, the few storms we unfortunately got did not put a damper on our vacation whatsoever. The house was clearly just refinished to perfection, it gave us inspiration for our own home! We cooked every meal and did not go to one restaurant while we were there, it was like being...
Lakefront Winter Retreat - Hot Tub, Fire pits, Theater
Pet Friendly, Pocono Chalet, Lake Community
3.0 star property
10.0 out of 10, Exceptional, (4)
"Cute little cabin the in woods with great views of wildlife in the backyard. The check-in process was super easy, the house was clean and well stocked with kitchenware and supplies, and the neighborhood was quiet. We were able to sit in the backyard and relax and watch all the deer go by. "
Pet Friendly, Pocono Chalet, Lake Community
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!!
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
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
The All Season Retreat!
9.0 out of 10, Wonderful, (4)
"Good"
The All Season Retreat!
Raised A Frame Chalet | Big Bass Lake | Hot Tub
10.0 out of 10, Exceptional, (1)
"I was there with my daughter, her husband and two teenagers. We thoroughly enjoyed our visit. One day we went to visit an animal sanctuary and another day we went to the lake. We wished that we spent other days at the lake as it was beautiful. The lake is within the gated community and there was only one other family at the lake which was very serene. The house was very clean and welcoming. The house had five bedrooms which was more than enough for our family."
Raised A Frame Chalet | Big Bass Lake | Hot Tub
Pocono Chalet w/Custom Bar, Game Room & Firepit
10.0 out of 10, Exceptional, (1)
"My whole family was impressed with this property. We had so much fun. The house was fully stocked with everything we needed. The backyard is awesome and backs up to the game lands. Private and quite. We will definitely consider booking again."
Pocono Chalet w/Custom Bar, Game Room & Firepit
Three Pines Chalet- Pocono Lakes
9.4 out of 10, Exceptional, (3)
"Three Pines Chalet was exactly as pictured. Beautiful, bright rooms. There was plenty of space for our family of ten and our dogs! Everything was super clean, the bath towels and linens were nice and soft. We were there in August so the patio was gorgeous, surrounded by lush woods complete with a babbling brook. Even better than in the pictures! There are houses close by but it didn’t feel populated. The community is very quiet. There are a lot of things to do here. Multiple pools,...
The price is AED 661
AED 1,573 total
includes taxes & fees
30 Nov - 1 Dec
Three Pines Chalet- Pocono Lakes
Tranquil chalet in Big Bass Lake resort. Lake w/ beach, pool, clubhouse!
3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful house, great communication with the owner, kids had a blast and it was a great overall stay and weekend."
The price is AED 514
AED 1,602 total
includes taxes & fees
6 Nov - 7 Nov
Tranquil chalet in Big Bass Lake resort. Lake w/ beach, pool, clubhouse!
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
🍁🍁 Celebrate the changing colors of Fall at Willow’s Place! 🍃🍁🍂🍁
10.0 out of 10, Exceptional, (24)
"The property was perfect for our two families. The children loved all the games and mini golf. We enjoyed every aspect of the house. From fire pit nights, relaxing on the front porch, and family dinners in the sunroom. Wish we could have stayed longer. "
🍁🍁 Celebrate the changing colors of Fall at Willow’s Place! 🍃🍁🍂🍁
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
Contemporary Escape ⭐️ Hot Tub ⭐️ Karaoke ⭐️ Gaming ⭐️ Fire Pit ⭐️ Lake Access
9.0 out of 10, Wonderful, (19)
"My family and I had a wonderful time. The description of the property was extremely accurate. I have stayed in several VRBO houses and this was definitely one of the cleanest houses I have rented. "
The price is AED 459
AED 1,465 total
includes taxes & fees
11 Nov - 12 Nov
Contemporary Escape ⭐️ Hot Tub ⭐️ Karaoke ⭐️ Gaming ⭐️ Fire Pit ⭐️ Lake Access
Little Beaver LodgeII,BBQ,Lake,Swim,enjoy&relax,8kayaks,SUP,paddlboat,firepit,PA
10.0 out of 10, Exceptional, (58)
"5 of us stayed in the house for a girls getaway. The owner was great at communication with check in and check out process. The area was beuatiful and conveniently located "
Little Beaver LodgeII,BBQ,Lake,Swim,enjoy&relax,8kayaks,SUP,paddlboat,firepit,PA
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
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

Tanglwood Resort by VRI Americas
3.5 star property
8.6 out of 10, Excellent, (341)
"We have rented at Tanglewood a few times. Our stays has been very enjoyable. Very comfortable and well equipped for a great stay. Will be going back"
Tanglwood Resort by VRI Americas
★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
9.8 out of 10, Exceptional, (280)
"This property is beautiful very quiet and relaxing. Close to alot of attractions we wanted to do. Excellent host very easy to communicate when i had questions. "
The price is AED 973
AED 1,971 total
includes taxes & fees
17 Nov - 18 Nov
★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
Cozy Lake View Cabin on Lake Wallenpaupack with beach area access!!!
9.8 out of 10, Exceptional, (60)
"This cabin was perfect for our family of four plus our dog! The neighborhood is calm and the lake and changing leaves were beautiful! Great communication from the host and checking in was super easy. Thanks for a great stay!"
Cozy Lake View Cabin on Lake Wallenpaupack with beach area access!!!
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.