Family-friendly holiday rentals in Ellenville

4.99 out of 5 average rating, 105 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 spacesFamilySleep quality

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

Indoor spacesKitchenLaundry

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.)

FamilyKitchenHot tub

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.

KitchenFamilyGetting around

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, 168 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.

FamilyKitchenOutdoor spaces

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.

KitchenFamilyDecor

4.96 out of 5 average rating, 172 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.

FamilyKitchenWalkability

4.89 out of 5 average rating, 299 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.

FamilyKitchenHot tub

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.

Indoor spacesFamilyBathroom

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

FamilyKitchenNearby

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.

KitchenFamilyLocation

4.98 out of 5 average rating, 232 reviews

The modern cabin is set within a forested area, featuring a sloped roof and large windows. A private patio is furnished with a seating area and a hot tub is positioned nearby, surrounded by stone. The natural landscape enhances the serene setting.

Cabin in Ellenville

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

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Popular amenities for Ellenville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5.0 out of 5 average rating, 250 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

Indoor spacesKitchenBathroom

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, 149 reviews

Spacious & Private | HotTub | Hiking | Wood Stove

KitchenFamilySkiing

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, 258 reviews

Modern Woodland Getaway with Hot Tub and Fire Pit

FamilyIndoor spacesSleep quality

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

FamilyIndoor spacesLayout

4.89 out of 5 average rating, 208 reviews

Cabin in Kerhonkson

Hot Tub - Sauna - Arcade- Fireplace - Pool Open

KitchenFamilyWi-Fi

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

Indoor spacesFamilyComfort

4.81 out of 5 average rating, 135 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

FamilyKitchenBarbecue

4.91 out of 5 average rating, 302 reviews

The exterior of a stone cottage is presented, featuring a distinctive sloped roof with wooden shingles. Lush greenery surrounds the home, with vibrant flower beds flanking a stone pathway leading to the entrance. A mix of windows brightens the facade, enhancing the cottage's inviting appearance.

Home in Gardiner

Riverfront Stone Cottage Private/ hot tub/ boats

FamilyIndoor spacesBackyard

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 119 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

FamilyIndoor spacesSleep quality

4.89 out of 5 average rating, 272 reviews

Cottage in Kerhonkson

Beautiful stream side cottage in the woods

KitchenIndoor spacesView

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!

KitchenFamilyPool

4.88 out of 5 average rating, 1092 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

KitchenFamilyValue

A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. A black island is enhanced by a minimalist pendant light above, while natural light floods in through large windows, illuminating a simple green plant centerpiece.

4.96 out of 5 average rating, 189 reviews

ENTER HOME - Minimalistic style warm & inviting

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 186 reviews

Farm stay in Saugerties

Catskills Family Retreat: Pool, Sauna and Animals!

Indoor spacesFamilyQuiet

4.99 out of 5 average rating, 318 reviews

A peaceful landscape featuring a spacious yurt set amidst a grassy field, with the stunning Millbrook Mountain cliffs visible in the background. The clear blue sky complements the scene, accentuating the connection to nature and the serene surroundings.

Yurt in Gardiner

Fern - Kos Retreats @ Frogs Hollow Farm

Indoor spacesKitchenAir conditioning

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

KitchenIndoor spacesWi-Fi

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, 408 reviews

A Very Cozy House With a Very Big Yard

Indoor spacesFamilyAmenities

4.99 out of 5 average rating, 186 reviews

Chalet in Warwick

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Indoor spacesFamilyBackyard

4.98 out of 5 average rating, 121 reviews

Home in High Falls

Comfortable & Spacious Country Home - All Seasons

FamilyKitchenView

4.99 out of 5 average rating, 195 reviews

Chalet in Olivebridge

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

KitchenIndoor spacesAmenities

4.98 out of 5 average rating, 547 reviews

The exterior of a Mid Century Mod house is showcased at night, illuminated by soft outdoor lights. The building features large windows that reveal glimpses of the interior, while the surrounding lawn is landscaped with grass and scattered fallen leaves.

Home in New Paltz

midcentury mod hot tub*walk out trail R2R/Mohonk

Indoor spacesFamilyView

4.95 out of 5 average rating, 114 reviews

A spacious backyard features a heated pool surrounded by a stone patio, overlooking the scenic lake. Vibrant fall foliage adorns the landscape, and the serene water reflects the clear sky. A cozy home is visible, nestled against the lush greenery.

Home in Greenwood Lake

Luxury Villa w Lake View & Private Heated Pool

Indoor spacesKitchenBeach

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.

4.93 out of 5 average rating, 285 reviews

Sweet Fern Cottage With Saltwater Pool

FamilyKitchenCheckout