Family-friendly holiday rentals in Ellenville

4.99 out of 5 average rating, 107 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.

Indoor spacesKitchenAmenities

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, 106 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

Indoor spacesKitchenTV

4.88 out of 5 average rating, 996 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.

KitchenIndoor spacesBathroom

Superhost

4.81 out of 5 average rating, 122 reviews

Mid-Century Hudson Valley Retreat with Fire pit

Beautiful Mid-Century home on 2.5 acres of former farmland in Kerhonkson with 3 bedrooms and 1 bath. The interior is stylishly furnished, a well-stocked kitchen, unique wood cabinetry, and comfortable accommodations for relaxing after a day outdoors. Hiking at Minnewaska, Sundown Wild Forest, and rock climbing at The Gunks are all easy to access. Visit the villages of Stone Ridge, High Falls, or New Paltz. Enjoy great restaurants and sip wine, bourbon, or cider at a local vineyard or distillery

FamilyKitchenBathroom

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

The Farmhouse is part of the Grateful Woods family! It sits on 7 acres at the top of the hill & offers a beautiful view of our farm just across the road. In addition to its own amenities like a hot tub, firepit, and game room, guests enjoy full access to everything Grateful Woods has to offer—scenic trails, peaceful walks through the pastures, and time with our friendly animals, including goats, Highland cows, chickens, & horses. (Search Grateful Woods to view our full listing of all units.)

FamilyKitchenBackyard

4.82 out of 5 average rating, 105 reviews

Cottage in Napanoch

100 Private Acres in a Mid-century home

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.

Indoor spacesFamilyHiking

4.97 out of 5 average rating, 170 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.

Indoor spacesKitchenParks

4.94 out of 5 average rating, 180 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.

Indoor spacesFamilyValue

4.96 out of 5 average rating, 174 reviews

Cottage in Kerhonkson

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.

Indoor spacesKitchenCleanliness

Superhost

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.

Indoor spacesFamilyDecor

4.89 out of 5 average rating, 301 reviews

5.0 out of 5 average rating, 119 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.

KitchenFamilyLayout

4.93 out of 5 average rating, 148 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.

Indoor spacesFamilyCheckout

Popular amenities for Ellenville family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5.0 out of 5 average rating, 255 reviews

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.

Cottage in Kerhonkson

Ye Little Wood | Cozy Forest Cottage with Hot Tub

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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, 151 reviews

Spacious & Private | HotTub | Hiking | Wood Stove

Indoor spacesKitchenLayout

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

Indoor spacesKitchenParking

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, 266 reviews

Modern Woodland Getaway with Hot Tub and Fire Pit

Indoor spacesKitchenAccess

4.97 out of 5 average rating, 218 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!

KitchenFamilyAccuracy

4.97 out of 5 average rating, 120 reviews

Luxe modern A Frame, Hot tub and new heated pool

Indoor spacesKitchenBiking

4.89 out of 5 average rating, 213 reviews

A sheltered outdoor area showcases a large hot tub beneath a wooden gazebo, surrounded by lush greenery. Comfortable seating options, including a hanging chair and two armchairs, offer a space to relax and enjoy the serene landscape.

Cabin in Kerhonkson

Hot Tub - Sauna - Arcade- Fireplace - Pool Open

FamilyKitchenDecor

4.89 out of 5 average rating, 235 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

KitchenFamilyAccuracy

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 141 reviews

Home in Accord

Cozy cottage with firepit and walking trails

Indoor spacesFamilyView

4.88 out of 5 average rating, 275 reviews

Cottage in Kerhonkson

Beautiful stream side cottage in the woods

FamilyIndoor spacesGetting around

4.97 out of 5 average rating, 333 reviews

A charming two-story house features warm wooden siding and multiple red window accents. A welcoming front porch is adorned with lights, complemented by a gently sloped pathway leading up to the entrance, surrounded by lush greenery and seasonal foliage.

Home in New Paltz

Eclectic one-bedroom house

Indoor spacesFamilyView

4.96 out of 5 average rating, 220 reviews

A modern wooden home is nestled among the trees, featuring a sloping roof and large windows that create an open view. The structure blends seamlessly with the grassy surroundings and is accompanied by a small stone patio area.

Cabin in Napanoch

Lidar West

Indoor spacesKitchenComfort

4.93 out of 5 average rating, 251 reviews

Home in Napanoch

Stunning Passive Solar Cabin on 135 acres & pond

FamilyIndoor spacesPets

4.88 out of 5 average rating, 1099 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

Indoor spacesKitchenAccess

4.98 out of 5 average rating, 201 reviews

A charming cabin exterior is framed by a well-maintained lawn and lush trees. A stone pathway leads to the front door, flanked by modest garden beds with various plants. Natural wood siding and a dark roof create a warm, inviting appearance.

Cabin in Accord

Hidden cabin on 2 wooded acres

Indoor spacesFamilySleep quality

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.

4.94 out of 5 average rating, 414 reviews

A Very Cozy House With a Very Big Yard

Indoor spacesFamilyComfort

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 124 reviews

Home in High Falls

Comfortable & Spacious Country Home - All Seasons

FamilyKitchenParking

4.91 out of 5 average rating, 127 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!

Indoor spacesFamilyRiver

4.98 out of 5 average rating, 177 reviews

A spacious outdoor area features a modern pool surrounded by wooden decking. Lounge chairs are positioned under large umbrellas, providing shade. The two-story home is visible in the background, showcasing large windows that enhance natural light.

Home in Putnam Valley

Heated Pool, Ultra Modern Home 5B, hot tub, sauna

Indoor spacesKitchenGetting around

Superhost

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

KitchenIndoor spacesSleep quality

4.89 out of 5 average rating, 183 reviews

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

Indoor spacesKitchenView

4.93 out of 5 average rating, 288 reviews

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

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 279 reviews

An aerial view captures the red dairy barn, featuring a colorful roof with decorative elements. Surrounding greenery and open fields create a serene backdrop, while a winding path leads to the barn entrance, inviting exploration of the surrounding landscape.

Home in Woodstock

The Woodstock Barn House - Sauna, Gym, Jacuzzi

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