Search Vacation Homes 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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 710 Vacation Homes in Jessup with updated reviews, rates, and availability.

Tranquil Shores | Waterfront | Fire Pit | Hammock
Fridge, microwave, oven, stovetop

Tranquil Shores | Waterfront | Fire Pit | Hammock

9.4 out of 10, Exceptional, (16)
"nature and lake were the best part"
The price is AED 514
AED 1,738 total
includes taxes & fees
2 Jun - 3 Jun
Tranquil Shores | Waterfront | Fire Pit | Hammock
Fantastic 3-bedroom house in Tobyhanna close to all major attractions.
Exterior

Fantastic 3-bedroom house in Tobyhanna close to all major attractions.

8.8 out of 10, Excellent, (12)
"Mostly kids really enjoyed and beatiful places"
The price is AED 459
AED 1,349 total
includes taxes & fees
12 Jun - 13 Jun
Fantastic 3-bedroom house in Tobyhanna close to all major attractions.
Lake & Pool Access: Home Near Tobyhanna State Park
Outdoor dining

Lake & Pool Access: Home Near Tobyhanna State Park

10.0 out of 10, Exceptional, (22)
"We enjoyed our stay, clean and in a great location to skiing and pocono area.Thank you. "
Lake & Pool Access: Home Near Tobyhanna State Park
Luxury Lakefront: Hot Tub, Fireplace, Pet Friendly, Arcade, Watercraft, + more!
Property grounds

Luxury Lakefront: Hot Tub, Fireplace, Pet Friendly, Arcade, Watercraft, + more!

10.0 out of 10, Exceptional, (140)
"Only stayed for one night. Place was clean and cozy. Love the view of the lake. "
The price is AED 1,194
AED 2,374 total
includes taxes & fees
1 Jun - 2 Jun
Luxury Lakefront: Hot Tub, Fireplace, Pet Friendly, Arcade, Watercraft, + more!
Water Front Dream | Hot Tub | Fire Pit | King Bed | Community Pool | Basketball
TV, fireplace, offices

Water Front Dream | Hot Tub | Fire Pit | King Bed | Community Pool | Basketball

7.4 out of 10, Good, (9)
"This house was just what we wanted for our getaway…only 2 hours from Philly, located close to good food and shopping. The house is older so has its lumps and bumps, but the cleaning crew is top notch, communication and response time from the host for essentials was best-in-class (rock salt delivered in 30 mins at 10pm!)A great value for the money!"
The price is AED 606
AED 2,310 total
includes taxes & fees
1 Jun - 2 Jun
Water Front Dream | Hot Tub | Fire Pit | King Bed | Community Pool | Basketball
Hot Tub, Game Room: Greentown Home Near State Park
Fridge, microwave, stovetop, dishwasher

Hot Tub, Game Room: Greentown Home Near State Park

10.0 out of 10, Exceptional, (34)
"It was nice to stay in this house. We spent a wonderful time with my family"
Hot Tub, Game Room: Greentown Home Near State Park
Mountain Chalet Retreat 4 bedrooms,3 baths,hot tub, sauna, game room, firepit
Aerial view

Mountain Chalet Retreat 4 bedrooms,3 baths,hot tub, sauna, game room, firepit

9.8 out of 10, Exceptional, (57)
"relaxing comfortablewell equipped kitchencomfortable beds near restaurants and minimart for essentialsgreat memories made. would stay again. "
Mountain Chalet Retreat 4 bedrooms,3 baths,hot tub, sauna, game room, firepit
Big Bass Lake 4BR Poconos Home - GAME ROOM - POOL
Aerial view

Big Bass Lake 4BR Poconos Home - GAME ROOM - POOL

9.8 out of 10, Exceptional, (11)
"Had a great stay at Scott’s property, the house was clean, accurately described, and also had an easy check in. Scott was a great host and very accommodating, highly recommend."
Big Bass Lake 4BR Poconos Home - GAME ROOM - POOL
Boardwalk Chalet | Lakefront | Fire Pit | Pet Frie
Aerial view

Boardwalk Chalet | Lakefront | Fire Pit | Pet Frie

9.4 out of 10, Exceptional, (6)
"Thank you for a great stay. Great location, clean, great amenities, responsive host."
The price is AED 514
AED 1,750 total
includes taxes & fees
1 Jun - 2 Jun
Boardwalk Chalet | Lakefront | Fire Pit | Pet Frie
Lakefront, Pets OK, Decks, Canoe, Kayaks, Firepit, Cable, WIFI, Poconos
Terrace/patio

Lakefront, Pets OK, Decks, Canoe, Kayaks, Firepit, Cable, WIFI, Poconos

8.8 out of 10, Excellent, (46)
"t the gatehouse is like Checkpoint Charlie, an"
Lakefront, Pets OK, Decks, Canoe, Kayaks, Firepit, Cable, WIFI, Poconos
Spacious Hawley Villa Near Lake Wallenpaupack.
Interior

Spacious Hawley Villa Near Lake Wallenpaupack.

10.0 out of 10, Exceptional, (5)
"simple process, nice place, really liked it"
Spacious Hawley Villa Near Lake Wallenpaupack.
Private LakeFront ranch on Lake Wallenpaupack, PA. Secluded. Sunset view!
Miscellaneous

Private LakeFront ranch on Lake Wallenpaupack, PA. Secluded. Sunset view!

10.0 out of 10, Exceptional, (6)
"My family and I had a great time at the Paupack lake house! Excellent location, very cute home, and all the lake accessories you might need! Would definitely come back! "
Private LakeFront ranch on Lake Wallenpaupack, PA. Secluded. Sunset view!
Bear Haven Cabin - Game Room/Lake/Pool/Fire Pit
Fridge, microwave, oven, stovetop

Bear Haven Cabin - Game Room/Lake/Pool/Fire Pit

Bear Haven Cabin - Game Room/Lake/Pool/Fire Pit
Windy Break Lake Front House
Exterior

Windy Break Lake Front House

10.0 out of 10, Exceptional, (122)
"My friends and our families had a blast over Presidents’ Day weekend. We skied, played games together in the evening and really enjoyed our time. Thank you!"
Windy Break Lake Front House
1 Mi to Beach: Pocono Lake Chalet w/ Decks
Pool

1 Mi to Beach: Pocono Lake Chalet w/ Decks

10.0 out of 10, Exceptional, (4)
"The home was absolutely beautiful, it was clean. I think my favorite was the pool table. Love how the dining room table converts into a pool table. Overall, we had an amazing time. Would love to go back in the summer and enjoy their beaches and amenities"
1 Mi to Beach: Pocono Lake Chalet w/ Decks
4BR Poconos Escape w/ Hot Tub, Game Room & PS5
A heated pool

4BR Poconos Escape w/ Hot Tub, Game Room & PS5

10.0 out of 10, Exceptional, (6)
"Comfortable and roomy house with all the amenities you need. Owners very accommodating and communicative. "
4BR Poconos Escape w/ Hot Tub, Game Room & PS5
Tranquilla Villa. Bi Level Deck, HOT TUB, fire pit, grill, Movie & Game Rooms!
Exterior

Tranquilla Villa. Bi Level Deck, HOT TUB, fire pit, grill, Movie & Game Rooms!

9.6 out of 10, Exceptional, (91)
"The house is clean. The host is responsive. The area is quiet and nice."
The price is AED 1,837
AED 3,887 total
includes taxes & fees
1 Jun - 2 Jun
Tranquilla Villa. Bi Level Deck, HOT TUB, fire pit, grill, Movie & Game Rooms!
Poconos Home w/Hot Tub, Fireplace, & Pool Table
Outdoor pool

Poconos Home w/Hot Tub, Fireplace, & Pool Table

9.4 out of 10, Exceptional, (19)
"We stayed during Thanksgiving week and celebrated Thanksgiving there. It was a great time. Cozy and plenty of space."
Poconos Home w/Hot Tub, Fireplace, & Pool Table
Las Hideaway in Arrowhead Lake Community-Pet friendly/GOLF CART/AC/No extra fees
Terrace/patio

Las Hideaway in Arrowhead Lake Community-Pet friendly/GOLF CART/AC/No extra fees

10.0 out of 10, Exceptional, (90)
"the house is very nice, clean and inviting, we had a blasted time "
Las Hideaway in Arrowhead Lake Community-Pet friendly/GOLF CART/AC/No extra fees
Spacious Newly Renovated in 2025! 7BD/4BA Home in the Heart of Poconos sleeps 29
Fridge, microwave, oven, stovetop

Spacious Newly Renovated in 2025! 7BD/4BA Home in the Heart of Poconos sleeps 29

8.8 out of 10, Excellent, (25)
"Very spacious. Great host. Very responsive. Would definitely try to book again. "
Spacious Newly Renovated in 2025! 7BD/4BA Home in the Heart of Poconos sleeps 29
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
Sign in
Sign up, it's free