Family-friendly vacation rentals in Sullivan County

4.94 out of 5 average rating, 102 reviews

A newly renovated home with a large front deck is surrounded by green grass and trees. A wheelbarrow filled with colorful flowers is positioned on the patio, with a small picnic table visible on one side. A gas BBQ grill is discreetly located nearby.

Home in Bloomingburg

Country Quiet

Our beautiful, rustic horse farm offers a newly renovated 3 bedroom, 1 bath home that sits at the end of a 700-foot private driveway across from the main house & horse barn. Lots to do in this area; minutes away from LEGOLAND, hiking/biking at Sam's Point & Winding Hills Park & Lake, Bethel Woods, Stony Ford & Wallkill Golf, Holiday Mountain Ski & Fun Park, Oakland Valley Race Park, Monticello Raceway, Resorts World Casino, Goshen Historic Track, Angry Orchard Winery as well as JW New World HQ.

Townhouse in Lake Huntington

A charming cabin exterior showcases a spacious deck with two umbrellas and steps leading down to the lush green yard. A grill is positioned near the entrance, while nearby trees provide shade and enhance the natural surroundings.

4.88 out of 5 average rating, 205 reviews

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV

Just Steps to the Sparkling Lake, from this Brand new 100 year old Cabin, set up like a Hotel Room Featuring Private entrance, 2 Queen size beds a deck, BBQ, fire pit, Guest controlled Heat and Air Conditioning, Cable TV, WIFI and Phone. .Row Boats, Kayaks and Canoes available for Guests use on the lake free of charge .120 Acres of Nature trails for Hiking ( Trails closed During Hunting Season, Oct1 to Jan 1 ) .Located Approx. 5 Miles from Bethel woods Concert Center (Woodstock 1969)

4.83 out of 5 average rating, 201 reviews

A bright living area features expansive floor-to-ceiling windows offering views of the autumn foliage outside. Comfortable seating includes a green sofa and modern chairs. A textured area rug and a decorative coffee table complete the space, enhancing a warm and inviting atmosphere.

Cabin in Swan Lake

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

4.96 out of 5 average rating, 229 reviews

An open-plan dining area features a long wooden table surrounded by turquoise chairs, with a patterned rug underneath. A wood-burning stove is visible in the corner, and natural light flows in through large windows. A kitchen bar area is seen on the right side.

Home in Livingston Manor

Wooded Livingston Manor Oasis With Stream & Deck

Enjoy a private getaway in Livingston Manor! Our light-filled Catskills house is designed with local character for entertaining, with an open plan and fully-stocked kitchen. The rocky creek behind the huge yard is great for wading. In winter a woodstove keeps you cozy while you look through oversize picture windows at the snow. In summer you'll spend evenings on a large deck with grill and dining area, and gather around the Solo Stove fire pit before you fall asleep to the sound of the stream.

4.96 out of 5 average rating, 315 reviews

A sunlit cabin is nestled among lush greenery, featuring a wooden deck accessible by a set of stairs. A path leads toward the entrance, surrounded by trees and shrubs, creating a serene outdoor setting.

Apartment in Pond Eddy

Delaware Riverfront

This isn’t a cold, clinical, ultra-modern, cooperate-owned product masquerading as a home. Come here for a taste of humanity, surprise, old-fashioned American décor, and an intriguing setting of items not seen over and over again in clone rental units around the area. Rather than trying to transplant an urban style/faux glamour to the Upstate experience, we endeavor to give the comforts and intriguing whatnots, knickknacks, curiosities and lost charms perhaps seen in your grandparents’ home.

4.91 out of 5 average rating, 572 reviews

An open-concept living space features warm orange walls and wooden beams, allowing natural light to fill the room. A well-equipped kitchen is visible, with a dining table and chairs. Soft furnishings in varied patterns enhance the inviting atmosphere.

Home in Cochecton

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.

4.93 out of 5 average rating, 222 reviews

Cabin in Roscoe

Roscoe Retreat

Located in Trout Town USA ! Secluded, 1600 sq ft log home, 3 bedrooms, 2.5 baths on 5 private acres. Magnificent year round Catskill Mountain views. Beaver kill River is 5 minutes away! Stunning indoor fireplace, relaxing front porch and large back deck with gas BBQ. Internet and satellite T.V. in bedrooms, with Netflix and HBO. Spacious outdoor, w/ gazebo, hammock , picnic table & hot tub! Less than 2hrs from 2hrs from the GWB this is a great year round getaway!

Guesthouse in Mongaup Valley

A spacious studio is highlighted by large windows allowing natural light to flow in. A cozy sleeping area features a queen bed adorned with a colorful blanket. A foosball table adds a playful element, while rustic wooden paneling and artistic wall decor create an inviting atmosphere.

4.99 out of 5 average rating, 405 reviews

Good Vibes Studio in the Woods

Hi! We're Jen, Jacob, and Jude. Welcome to our peaceful studio apartment with good vibes. One memory foam queen bed and one futon. Whether you want to just get away and enjoy the woods or need a place to crash that is super close to Bethel Woods, Resorts World Casino, Kartrite Waterpark and all of the delicious White Lake restaurants, our studio is the place for you! And we are right next door if you need anything at all. Come experience Mother Nature with us!

4.85 out of 5 average rating, 179 reviews

The spacious dining area features a high, wood-beamed ceiling and large windows that invite natural light. A modern dining table with seating for six is positioned centrally, complemented by a cozy bench against the wall. Decorative elements add warmth to the inviting space.

Cabin in Smallwood

Lake Front Catskills Lodge

Beautiful Lake Front Lodge! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all the action with the feeling of a nature preserve! Enjoy the lake views from the deck while cozying up by the gas fire pit or from the dock on the lake!

4.94 out of 5 average rating, 265 reviews

A rustic log cabin is nestled among tall trees, showcasing a sloped roof and a prominent chimney. Autumn leaves cover the ground, contributing to a natural and serene setting. Soft light glows from a distant area, hinting at additional outdoor spaces.

Cabin in Huguenot

Tranquil Lakefront Cabin!

This Warm LAKEFRONT Home Grabs Your Soul and Forces you to Decompress Instantly. Enjoy the Large Well Appointed Screened Porch with Glass of Wine/Cup of Coffee as you Gaze over the Rustic Lake thru Stately Oak Trees and Cranberry Bogs. Boats Included!!! $50 Per Pet Per Stay After Host Approval.. Firewood Stored In The Rear Of The Tool Shed..

4.94 out of 5 average rating, 133 reviews

The open-plan living space features large windows offering expansive views of the rolling farmland. A comfortable gray sofa faces a wooden coffee table, while a modern TV stand holds a flat-screen television. The adjacent kitchen includes barstools at a countertop with navy cabinetry.

Cottage in North Branch

Renovated Country Cottage w/ Hot Tub & View

Relax and recharge in the secluded garden hot tub at this charming 1900s farm cottage and take in charming country views. Soak up the contemporary, Scandinavian-style interiors, then toast marshmallows around the fire pit under the stars. This cozy 1100 SF home is a perfect getaway to unwind, located just two hours from Manhattan.