Family-friendly vacation rentals in Damascus Township

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!

Family · Kitchen · TV

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. 🍂

Family · Indoor spaces · Backyard

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.

Indoor spaces · Kitchen · Bathroom

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

Kitchen · Family · Cleanliness

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 spaces · Family · Backyard

Luxury Historic School House Cottage

Step into history inside our freshly renovated 1800s school house home. Relax and take it easy on the expansive front porch, with sweeping views of rural farmland and a historic cemetery next door. Sit by the fire and enjoy a book or beverage with friends and family and cook a nice farmhouse meal. This unique and tranquil getaway won't disappoint. And it's just 4 minutes from Narrowsburg's Main Street. Swimming holes and hiking trails along the Delaware River are just a stone's throw away.

Kitchen · Indoor spaces · Amenities

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit

Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

Kitchen · Family · Nearby

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!

Kitchen · Indoor spaces · River

Woodsy Retreat, Sunny Home with Paths and Stream

This lovely hand-made home in the woods, lined with windows, flooded with light, has 2 bedrooms and 2 full baths, and a large wraparound deck facing a feisty stream. It has 10 hilly acres of woods with its own paths to wander. Work, relax and play in its inspiring kitchen and lofty spaces stocked with albums, movies, books, art supplies, and instruments. Enveloped in nature, yet only a 10 minute drive to local hot spots including Narrowsburg, Callicoon, Skinners' Falls and Bethel Woods.

Kitchen · Indoor spaces · Beach

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.

Family · Indoor spaces · View

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.

Kitchen · Family · Quiet

Catskills Retreat w/ Fire Pit, Forest + Stream

Discover this 3-bedroom, 1.5-bath Catskills farmhouse, just 5 minutes from Narrowsburg and 2 hours from NYC. Set on 9 acres with a fairy-lit deck, picket fenced garden, and fire pit, it’s perfect for families or friends. A stream winds through the property, leading to 8 acres of private forest. With a fully equipped kitchen, cozy living spaces, and year-round attractions—kayaking, skiing, hiking, and fall foliage—this is the ultimate country escape.

Family · Kitchen · View