Family-friendly vacation rentals in Damascus Township

4.96 out of 5 average rating, 112 reviews

Home in Callicoon

Swimming Hole, OMG Game Barn! Hot Tub

10% discount on 3 night stays! Swimming hole in Callicoon Creek + 3,500 sq ft OMG Barn with 3 floors of fun: games, lounge, playground, billiards...! Stunning water views year-round. Excellent trout fishing. Two creeks on the property! Cross one creek into a 7 acre forest oasis. FAST WiFi, Hot Tub, Firepit, grill, Deck. Callicoon has shops, restaurants and Delaware River access. Seminary Hill 5 min. Villa Roma 9 min (skiing, tubing). We're renovated, clean and stocked with a barn like no other!

Indoor spacesFamilyHot tub

4.89 out of 5 average rating, 183 reviews

An indoor heated pool area features large windows allowing natural light to fill the space. Surrounding the pool are loungers, a colorful floating swan, and a bright orange inflatable, creating a cheerful atmosphere. Wood paneling and a beamed ceiling complete the inviting setting.

Home in North Branch

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

KitchenIndoor spacesCheckout

4.88 out of 5 average rating, 128 reviews

Home in Honesdale

Old Country Farmhouse 150 Acre View With Hot Tub

Escape to our charming Old Country Farmhouse with a view of 150 acres —Located on a working farm with cows grazing and stunning views, this peaceful getaway offers a true taste of the countryside. Unwind in the private hot tub, take in the wide-open views from the balcony, or enjoy your morning coffee while breathing in the fresh country air. Fall is here, and the leaves will soon be changing! Come experience the beautiful autumn colors across the countryside—you won’t want to miss the view. 🍂

KitchenIndoor spacesParking

4.99 out of 5 average rating, 217 reviews

A charming cottage is set against a backdrop of trees and shrubs, featuring a welcoming yellow door. The front yard is landscaped with manicured grass and flowering bushes, leading to a concrete walkway that guides guests to the entrance.

Cottage in Narrowsburg

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

FamilyKitchenAir conditioning

5.0 out of 5 average rating, 291 reviews

Cabin in Damascus

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Indoor spacesKitchenWalkability

Cabin in Town of Cochecton

The exterior of a modern cabin showcases a deck with two red chairs, inviting relaxation. Large windows create a bright atmosphere, framed by lush greenery. A well-kept lawn enhances the cabin's charming appearance, while the architectural design thoughtfully blends style and comfort.

Chez Cochecton, a modern cabin in the Catskills

Completely renovated inside and out. This unique cabin style home is built for style and comfort. You'll love the thoughtful design and finishing touches. Enjoy some music and wine while relaxing in the private backyard. Cochecton and neighboring towns of Callicoon and Narrowsburg are full of amazing restaurants, shops and hangouts. Situated just off the Delaware River, this home is very close to swimming, hiking, and kayaking. Enjoy all the beautiful Catskills have to offer all year long!

Indoor spacesFamilyHot tub

4.96 out of 5 average rating, 154 reviews

4.93 out of 5 average rating, 247 reviews

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods

Perched on a hill with fantastic views, this modern 3BR/2BA Catskills retreat is perfect for couples or small groups. Unwind in the hot tub, cozy up by the indoor fireplace, make s'mores by the outdoor fire-pit, or enjoy your evening cocktail by the additional gas fire-pit on the patio. Watch deer wander through the meadow, enjoy a game of ping-pong or darts. House offers stylish interiors and premium bedding. Check out our guide-book for activities in the area.

FamilyKitchenSleep quality

4.94 out of 5 average rating, 208 reviews

Home in Damascus

Delaware River retreat

Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

FamilyIndoor spacesHiking

4.98 out of 5 average rating, 151 reviews

Two alpacas are seen in the foreground, highlighting the rural setting. In the background, the barn's upper structure features dual cupolas and a spacious deck. Soft morning light enhances the natural landscape, while a satellite dish is visible on the barn's side.

Barn in Roscoe

Sleep Above the Alpacas Scenic Farm Getaway

Slumber comfortably atop our 100+ alpacas, Angora rabbits, chickens and potbelly pig named Daisy. BuckBrook Alpacas offers a 3-bedroom loft apartment rental above our barn. You will sleep surrounded by the mountains and the animals on one of the highest peaks of the county. Wake up for a complimentary farm tour and enjoy a 10% off shopping pass in our farm store on our entire selection of alpaca gifts for the whole family.

KitchenFamilyAccess

4.86 out of 5 average rating, 109 reviews

A charming house is presented with a grey exterior and a sloping roof. The front steps lead to a welcoming entrance featuring a porch with a screen door. Flanking the symmetrical windows, low shrubs and landscaping create a neat appearance, with lush greenery in the background.

Home in Damascus

The River Queen

The River Queen is a beautiful, light and airy house adjacent to the Damascus access to the Delaware River. With 3 bedrooms it can accommodate your whole family or a group of friends who enjoy rafting or boating on this pristine waterway in a bald eagle habitat. Enjoy the natural beauty around you and have all the conveniences of home as well as a deck with a hot tub. True relaxation!

KitchenFamilyPets

4.99 out of 5 average rating, 138 reviews

Home in Liberty

Creekside Retreat•Fire Pit•Game Room•Dog Friendly

A creekside Catskills retreat for families, friends, and dogs. Spend your days exploring the private creek and swimming hole, and your evenings around the fire pit while the kids enjoy ping pong and shuffleboard. • Private creek & swimming hole • Sleeps 8 • Game room • Fire pit & deck • 10 min to Livingston Manor • Dog friendly

KitchenFamilyAmenities

4.99 out of 5 average rating, 147 reviews

A spacious golf simulator room features a large projection screen displaying a scenic golf course. A putting green is positioned in front, and golf clubs are displayed in the corner. Soft lighting enhances the ambiance, providing a comfortable setting for practice or entertainment.

Home in Lackawaxen

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

A stay here is an experience! The perfect place for a group or multiple families. *Hot Tub *Game Rm: Poker Table, Ping Pong, Air Hockey, Basketball, Arcade, Skee Ball & Large Screen TV. *Cinema Room *2 King Bedrooms 1 Queen & 2 Bunk rooms Amenity Passes available - $10/ person/day for pools, beach & Fitness Center.

Indoor spacesFamilyBeach

Popular amenities for Damascus Township family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern home features a sleek design with dark wood siding and red accents. Large windows provide ample natural light, while a spacious deck extends outwards, furnished with lounge chairs. The surrounding landscape consists of lush grass and trees, creating a serene atmosphere.

5.0 out of 5 average rating, 133 reviews

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit

KitchenFamilyLayout

4.93 out of 5 average rating, 149 reviews

Hot Tub * Game / Media Level * Quiet Lakefront

FamilyIndoor spacesAccess

4.99 out of 5 average rating, 235 reviews

A serene waterfall cascades over layered rocks into a tranquil pool surrounded by lush greenery. Sunlight filters through the trees, highlighting the natural beauty of the area. The sound of flowing water creates a peaceful atmosphere, ideal for relaxation and reflection.

Cabin in Honesdale

Modern Rustic Cabin with Waterfalls and 30 acres

KitchenFamilyWalkability

4.97 out of 5 average rating, 450 reviews

A quaint cabin sits nestled among tall trees, showcasing a sloped roof and red front door. Adjacent to the cabin is a wooden deck featuring a Finnish sauna and a long table, surrounded by a lush green landscape.

Cabin in Callicoon

Chic Cabin on Callicoon Creek

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 217 reviews

A wooden deck is positioned by the water's edge, featuring two red lounge chairs facing the serene lake. Lush greenery surrounds the area, enhancing the natural setting. In the background, trees line the shore, creating a peaceful atmosphere.

Cabin in Narrowsburg

Lakefront • Hot tub • Kayak • Firepit • Fish • Ski

KitchenFamilyHot tub

4.96 out of 5 average rating, 231 reviews

Cabin in Narrowsburg

Private Riverfront Catskills Retreat w/ Hot Tub

FamilyIndoor spacesCondition

4.97 out of 5 average rating, 102 reviews

An aerial view showcases the serene Delaware River winding through a wooded landscape. The property includes a house surrounded by trees and a pathway leading to the river. Rolling hills and bare trees are visible, creating a tranquil and natural setting.

Home in Equinunk

The River House with Hot Tub

KitchenFamilyNearby

4.86 out of 5 average rating, 118 reviews

Home in Swan Lake

9BR Log Cabin Home w/ Hot Tub & Swimmable Pond

Indoor spacesKitchenBathroom

Family- and pet-friendly home rentals

Home in Town of Cochecton

Woodsy Retreat, Sunny Home with Paths and Stream

KitchenIndoor spacesComfort

4.91 out of 5 average rating, 630 reviews

4.97 out of 5 average rating, 286 reviews

The exterior of a freshly renovated schoolhouse features a welcoming porch with wooden railings and a gabled roof. A central front door is flanked by decorative lanterns and small green shrubs. Two dark, framed windows provide a touch of elegance on either side.

Cottage in Narrowsburg

Luxury Historic School House Cottage

KitchenIndoor spacesGetting around

5.0 out of 5 average rating, 191 reviews

A group of goats is seen in a grassy area, with a black goat standing atop a wooden platform. The yellow cabin is visible in the background, surrounded by trees displaying autumn foliage.

Farm stay in Greentown

Farm Sanctuary Cabin with a Sunset View! (Cabin B)

FamilyKitchenTV

4.99 out of 5 average rating, 151 reviews

An inviting living area features a stone fireplace, flanked by large windows that provide scenic views. A combination of leather and fabric seating enhances comfort, while a rustic wooden coffee table sits at the center. Natural light fills the space, creating a warm atmosphere.

Chalet in North Branch

Catskills Mountain Chalet l 5 Star experience !

FamilyIndoor spacesBackyard

A two-story colonial home is shown with soft blue siding, white shutters, and a purple front door. The well-maintained lawn features mature trees and a clear blue sky above. A two-car garage is visible on the right side of the house.

4.92 out of 5 average rating, 129 reviews

Catskills Delaware River Colonial Getaway

KitchenIndoor spacesWifi

4.95 out of 5 average rating, 177 reviews

Cottage in Kenoza Lake

The Schoolhouse at Kenoza Lake

Indoor spacesFamilyWalkability

4.89 out of 5 average rating, 119 reviews

Catskills Retreat w/ Fire Pit, Forest + Stream

FamilyIndoor spacesView

4.98 out of 5 average rating, 243 reviews

Cabin in Yulan

Enchanting River A-Frame|Fire Pit| Magical Forest

KitchenIndoor spacesAccuracy

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 110 reviews

Home in Lake Ariel

Pocono fun, hiking, hot tub, sauna, games, playgr

FamilyIndoor spacesView

Cabin in Livingston Manor

An inviting hot tub is positioned on a wooden deck, overlooking a spacious backyard and the tastefully designed home. Soft lighting enhances the outdoor setting as sunset hues paint the sky, creating a serene atmosphere perfect for relaxation.

Experience The Zen House

Indoor spacesKitchenSkiing

4.97 out of 5 average rating, 365 reviews

4.97 out of 5 average rating, 111 reviews

Home in Gouldsboro

Lakeside Luxe: Lake Views, Theatre, Guest Favorite

FamilyIndoor spacesQuiet

4.88 out of 5 average rating, 130 reviews

A spacious family room features plush leather recliners arranged around a central coffee table. An 85-inch Smart TV is mounted on the wall, providing ample entertainment options. Natural light streams through multiple windows, illuminating a comfortable seating area with a sofa and armchairs.

Home in The Hideout

HillTop Manor-Spacious 6BR+PS5+FirePit+Pool Table

KitchenIndoor spacesAmenities

4.92 out of 5 average rating, 409 reviews

A chalet is nestled among tall trees, with a quaint exterior featuring dark and light wood accents. Two red Adirondack chairs are positioned around a stone fire pit, providing a cozy gathering spot. A spacious deck extends from the home, blending into the natural surroundings.

Chalet in Lackawaxen

Secret Getaway Nestled in a Woodland Setting

FamilyKitchenView

4.96 out of 5 average rating, 100 reviews

An inviting chalet illuminated by warm outdoor lights, showcasing a spacious deck with patio furniture and a built-in firepit. The lush wooded surroundings and clear evening sky enhance the cozy ambiance, promoting relaxation in a natural setting.

Cabin in Big Bass Lake

Luxe Chalet w/Dome~Hot Tub~Theater~Game Room~Lake

FamilyKitchenSleep quality

4.99 out of 5 average rating, 112 reviews

A cozy outdoor fire pit area is surrounded by six red Adirondack chairs, providing a welcoming setting for gatherings. Soft string lights illuminate the space, while the cabin's wooden structure stands in the background, nestled among trees in a tranquil environment.

Cabin in The Hideout

Poconos Cabin | Game Room, Firepit & Lake Access

FamilyKitchenBackyard