Family-friendly vacation rentals in Ellenville

4.99 out of 5 average rating, 106 reviews

A contemporary house is displayed, featuring a sleek exterior of wood and metal. Expansive windows offer a view of the surrounding trees. A spacious deck extends from the structure, providing a seamless transition to the outdoor environment.

Home in Accord

Accord River House

Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

4.88 out of 5 average rating, 988 reviews

Forest Retreat in the Gunks | Cozy Mountain Escape

Set on the side of the Gunks and surrounded by quiet forest, this warm, cozy home is designed for guests who love nature and simple comfort. Just minutes from Minnewaska and Stony Kill Falls. Enjoy wood-burning stove, a handmade L-couch, premium queen mattresses, a forest-view kitchen stocked with high quality coffee, tea, and essentials. Thoughtful touches include incense, essential oils, Puracy toiletries, and a meaningful library. Two porches facing the woods create a warm, peaceful escape.

A charming two-story house with a red front door is surrounded by a lush green lawn and natural landscaping. The home features multiple windows, allowing warm light to pour out during the evening. A tranquil sky reflects soft hues of pink and purple at dusk.

5.0 out of 5 average rating, 104 reviews

Fall Farmhouse | Pets Ok | Mtn View | Fire Pit

Welcome to the Minnewaska Mountain House! A 2.7k sq ft getaway to hike, unwind, and disconnect. Named for its proximity to Minnewaska State Park, the house is a 3-min drive to the most popular trailheads, rock climbing, swimming & breathtaking scenic overlooks. Highlights: -360 views of mountains -Walking distance to local brewery -10-15 mins to restaurants/bars/breweries/distilleries/farms/stores -Fire pit & gas grill -Fully stocked kitchen -Game room & home gym -Dog Friendly-W/ PRE-APPROVAL

4.82 out of 5 average rating, 103 reviews

Cottage in Napanoch

Mid century house on 100+ acres…

Discover serenity in our newly renovated mid-century ranch house nestled on 100+ acres of forever wild land, where modern comfort meets 1950s charm. Whether savoring wine, engaging in board games, or relishing classic vinyl records, every moment is enveloped in tranquility. Wake up to breathtaking views of the Shawangunk and surrounding forest from the expansive back deck. Perfect for morning coffee. Get lost exploring the secluded beauty that surrounds this picturesque retreat.

A modern house with a dark exterior is situated on a grassy lawn. The structure features large glass doors, providing views of the surrounding forest. A spacious deck with lounge chairs is visible, inviting relaxation in a serene woodland setting.

4.97 out of 5 average rating, 259 reviews

Modern Woodland Getaway with Hot Tub and Fire Pit

Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

A spacious wooden deck is displayed with a large table at the center, surrounded by several white chairs. Two lounge chairs are positioned to one side, offering views of the surrounding greenery and trees. The deck's railing features a wire design, enhancing the open feel.

4.97 out of 5 average rating, 169 reviews

Spacious and quiet - a dream Catskills getaway

Welcome! Just two hours from Manhattan, our home is the perfect Catskills getaway. Tucked into the woods at the base of Minnewaska state park, our home is quiet, clean and full of light. The house is surrounded by green and nature, but close to cute towns for shopping and dining and of course all the area has to offer with hikes and outdoor activities. Or stay in and lounge on the deck, listen to some records, watch a movie, and relax. It's everything you need for a dream vacation.

4.94 out of 5 average rating, 177 reviews

The cottage is set on a spacious lawn, surrounded by trees, showcasing a well-maintained exterior with a gray facade and a gravel walkway leading to the entrance. A chimney indicates the presence of a cozy fireplace inside.

Cottage in Ellenville

Shingle Gully Cottage

Shingle Gully Cottage is located on over 40 acres of privately-owned land bordering Sam’s Point Preserve. The cottage is located on the outskirts of Ellenville, situated at the base of the rolling Catskills within the Shawangunk valley. There is a pellet stove that will be lit on chilly nights, upon request. During the summer months, there is air conditioning available making a cool and cozy retreat from the heat of the summer. There are two additional cottages on the property.

4.96 out of 5 average rating, 172 reviews

Catskills Country Cottage

Come relax at this adorable cottage in upstate NY, at the foot of the Catskills, with large fenced in yard! Sweet 2 bdrm, 2 bath home centrally located in Kerhonkson, close to Mohonk and Minnewaska. Enjoy our private deck with spacious views towards the Rondout Valley and the Catskills! Dogs welcome with no pet fee. If you are looking for a peaceful escape still convenient to all the great activities in the Hudson Valley has to offer, this is it. We are 2 hrs by car from NYC.

4.89 out of 5 average rating, 300 reviews

Cabin in Ellenville

Dreamy A-Frame Cabin Hot-Tub | Games Room | Firept

Welcome to our 3 bedroom, 1.5 bathroom A-frame mountain escape with room to spread out and unwind. • Hot tub, fire pit, overhanging deck, and outdoor dining patio • Cinema-style movie room, pool table, darts, board games, and record player • Fully kitted gym with water rower, free weights, kettlebells, and more • Catskills foothills base, with short access to lakes, waterfalls and breathtaking hikes Book your stay and enjoy the cabin’s mix of play, rest, and forest views.

5.0 out of 5 average rating, 117 reviews

The exterior of a blue farmhouse cottage is shown, featuring a metal roof and a welcoming front porch with two white chairs. Lush green grass surrounds the house, complemented by blooming hydrangeas and decorative potted plants. Trees and open land are visible in the background.

Cottage in Grahamsville

“Green Meadow Cottage”, updated 1850’s farmhouse.

Relax with friends or family in this cozy updated 19th century farmhouse cottage set on 5 acres surrounded by pasture and forest. This is truly a rural setting to enjoy the serenity of nature. Centrally located, a leisurely country drive will take you to quaint towns, spectacular hiking, fine dining and more. Visit our many breweries and distilleries or just take a drive and explore. Bring your bikes and ride the gently rolling wooded roads… or not. It’s your vacation.

4.97 out of 5 average rating, 215 reviews

A spacious outdoor area is shown, featuring a fire pit surrounded by several outdoor chairs. Lush greenery and rocky elements create a natural landscape, while the backdrop includes a prominent mountain ridge under a partly cloudy sky.

Home in Gardiner

4 BR Stunning Mountain Retreat w Hot Tub!

Experience the mountains in elevated style. This 4-bedroom retreat offers refined comfort, generous space, and serene mountain views—perfect for group gatherings or families seeking a high-end escape surrounded by nature. ⛰️ Private hot tub, sauna + fire pit 🐶 Pet friendly with pet fee 💪 Home gym ☕ Coffee/tea bar 🍽️ Fully functional kitchen 🛁 Plush linens + towels 🎲 Family amenities—pack & play, games, kid-friendly items 🎹 Finely tuned piano for music lovers

4.93 out of 5 average rating, 142 reviews

Tiny home in Ellenville

Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Escape to a romantic rustic tiny home nestled on 18 private acres in the Catskills, just 90 miles from NYC. This charming one-bedroom cottage is perfect for couples seeking quiet mornings, forest views, and cozy evenings under the stars. Sip coffee surrounded by nature, explore nearby trails, then return to your peaceful retreat to unwind and reconnect. A secluded hideaway with warm, five-star hospitality and true Hudson Valley charm.

Popular amenities for Ellenville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The inviting exterior of a cozy cabin is surrounded by lush greenery, with warm lights illuminating the covered porch. A fire pit is featured at the forefront, surrounded by four Adirondack chairs, creating a welcoming space for evening gatherings.

5.0 out of 5 average rating, 250 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

4.9 out of 5 average rating, 163 reviews

Private Countryside Retreat with Pool & Hot Tub

5.0 out of 5 average rating, 132 reviews

A red wooden cottage is surrounded by lush greenery, featuring green window shutters and a covered porch. A wooden rocking chair is visible on the porch, inviting relaxation. The upper level includes a balcony that overlooks the picturesque landscape.

Cottage in Pine Bush

Catskills Cottage (w/ Hot Tub) on Top of the World

A spacious game room is displayed with a large pool table and a green sectional sofa. Soft, round bean bags provide additional seating. Large garage doors open to a scenic view featuring blooming trees and a well-maintained outdoor space.

4.98 out of 5 average rating, 101 reviews

Grateful Woods Farmhouse w/ Hot Tub & Firepit

4.89 out of 5 average rating, 208 reviews

Cabin in Kerhonkson

Hot Tub - Sauna - Arcade- Fireplace - Pool Open

A spacious two-story house with a brown exterior is surrounded by trees adorned with autumn foliage. The front entrance features large windows and a distinctive peak, while a driveway leads to a garage. A vibrant red bush adds color to the landscape.

4.95 out of 5 average rating, 150 reviews

Spacious & Private | HotTub | Hiking | Wood Stove

4.89 out of 5 average rating, 233 reviews

A spacious log cabin features a welcoming wraparound porch with wooden railings. The two-story structure boasts a combination of gabled roofs and large front windows, surrounded by lush green landscaping. A paved driveway leads up to the entrance, enhancing the environment's rustic charm.

Cabin in Pine Bush

NEW! Foley's Riverfront w/ Hot Tub-LEGO LAND CLOSE

4.81 out of 5 average rating, 136 reviews

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

Entire Home, Private Indoor Pool

Family- and pet-friendly home rentals

An aerial view captures a stylish retreat surrounded by lush greenery. A wooden deck outlines a rectangular saltwater pool, accompanied by lounge chairs and large umbrellas. A shaded seating area is positioned nearby, promoting outdoor relaxation.

4.92 out of 5 average rating, 156 reviews

Mid Century Mod 5-Bed, Pool OPEN!, Dogs Welcome

4.93 out of 5 average rating, 133 reviews

A modern dining area features a wooden table surrounded by stylish chairs. Five pendant lights hang above the table, providing soft illumination. A plant stands nearby, contributing to the fresh ambiance, while a sliding door offers access to outdoor space.

Cottage in Pine Bush

Modern 3BR BoHo Retreat/Nearby Hiking, Wineries

4.95 out of 5 average rating, 120 reviews

The A-frame cabin is surrounded by lush greenery, featuring a sloped black exterior and large windows. A wooden deck is visible, equipped with two Adirondack chairs. Soft landscape lighting enhances the entrance, while the tranquil wooded setting provides a serene atmosphere.

Cabin in Kerhonkson

Black A-Frame: Catskills Cabin

4.88 out of 5 average rating, 274 reviews

Beautiful stream side cottage in the woods

4.88 out of 5 average rating, 1093 reviews

An exterior view of an old milk barn, featuring a wooden door and overgrown greenery surrounding the structure. The rustic charm is highlighted by exposed brick and an angled roof. A few outdoor furniture pieces are positioned nearby, complementing the natural setting.

Farm stay in High Falls

Dave's Milk Barn

4.91 out of 5 average rating, 125 reviews

An aerial view showcases a charming farmhouse surrounded by lush greenery and the Catskill Mountains. A rectangular in-ground pool is visible in the backyard, bordered by a grassy area. A quiet country road runs alongside the property, contributing to the tranquil setting.

Home in Grahamsville

Spacious Catskills Farmhouse on over 5 acres!

4.86 out of 5 average rating, 222 reviews

Cozy MCM Cottage | Pets Stay Free

4.97 out of 5 average rating, 207 reviews

A spacious living area features high wooden ceilings and large windows allowing natural light to fill the room. Comfortable seating is arranged around a circular coffee table, with a dining area visible in the background. Double doors lead to an outdoor deck surrounded by greenery.

Cabin in Kerhonkson

Scenic View Chalet, Firepit, BBQ, & 2hrs to NYC

Family-friendly home rentals with a pool

A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.

4.95 out of 5 average rating, 409 reviews

A Very Cozy House With a Very Big Yard

4.98 out of 5 average rating, 121 reviews

Home in High Falls

Comfortable & Spacious Country Home - All Seasons

Guesthouse in Olivebridge

A charming red cottage is set against a backdrop of lush greenery and blue skies. The landscaped yard features well-maintained grass and a variety of trees, providing a serene outdoor environment. Nearby, an additional outbuilding is visible, enhancing the rustic atmosphere.

Sweet Fern Cottage With Saltwater Pool

4.93 out of 5 average rating, 286 reviews

4.88 out of 5 average rating, 237 reviews

An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.

Home in New Paltz

Scenic River View Escape | New Paltz

4.99 out of 5 average rating, 195 reviews

Chalet in Olivebridge

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

4.94 out of 5 average rating, 398 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

4.99 out of 5 average rating, 145 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