Family-friendly holiday rentals in West Milford

4.99 out of 5 average rating, 110 reviews

Home in Highland Lake

Highland Lakes View, Big Home - Family Fun, Vernon

Lakefront VIEWS!— NO lake access at house. Large, family-friendly home in quiet Highland Lakes. Community club access (summer): 5 lakes, beaches, clubhouse & boat launches — $2 pp/day. Walk to club dock only two houses away! ⭐ 100+ five-star reviews ☕ Coffee & breakfast snacks 🎲 Board games & arcade 🗽 1 HR from NYC 5 min Wawayanda State Park 10 min Mountain Creek, App Trail, Great Gorge, Minerals, Vernon 15 min Warwick, wineries, Crystal Springs 25 min Mt Pete 35 min LEGOLAND NY & JH/WF HQ

4.95 out of 5 average rating, 222 reviews

A modern living space features an artificial green wall, providing a natural feel. A sleek stone fireplace sits below a mounted flat-screen TV, which displays a serene sky. Soft seating options create a comfortable area for relaxation.

Home in West Milford

The Wine & Wilderness Hideaway [Cal King •1hr NYC]

*COZY UP IN OUR SUMMER OASIS NOW! Nature’s haven, indulge in seamless spacious single-level living! Minutes away from Mountain Creek Spa & Water park, Warwick wineries, breweries, creameries & apple picking, scenic hiking trails, serene lakes, enchanting parks, & indulgent restaurants. Open concept, Chef's kitchen, Dishwasher, Washer & Dryer, 2 BR, 2 Bath, Cal King bed w primary BR attached to private Bath w soaking tub a retreat to relaxation. Huge patio & fireplace create everlasting memories

Cottage in Sterling Forest

A spacious outdoor deck is seen, featuring pink lounge chairs and a small black table with a decorative item. A shaded area with a red umbrella provides relief from the sun. Lush greenery and the tranquil lake are visible in the background under a clear blue sky.

4.98 out of 5 average rating, 142 reviews

Secluded Lakeview Escape with Hot Tub

Escape the city to Chateau Renee, a designer hilltop retreat offering panoramic Greenwood Lake views, total serenity, and luxury amenities just 50 minutes from NYC. Whether you are seeking a peaceful lakefront getaway, a romantic weekend, or a premium basecamp for regional events, this top-rated, chic cottage delivers an unforgettable Upstate experience. Unwind in your private hot tub overlooking the water, or enjoy exclusive access to the local Waterfront Park beach. No pets; allergen-free

4.96 out of 5 average rating, 477 reviews

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

Cabin in Sterling Forest

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Cottage in Sterling Forest

An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.

4.98 out of 5 average rating, 381 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

4.94 out of 5 average rating, 212 reviews

A cozy bedroom features a spacious bed adorned with decorative pillows. Wood paneling and a macramé wall hanging create a warm ambiance. Soft curtains frame the entrance, while two bedside lamps provide gentle lighting. A comfortable chair sits nearby on wood flooring.

Cottage in Highland Lake

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

4.88 out of 5 average rating, 251 reviews

An A-frame cottage with a striking black exterior is surrounded by lush greenery. Large glass windows offer a view of the tree-dotted landscape, while a stone foundation blends naturally with the rocky terrain below. The calm water reflects the charming structure.

Cabin in Sterling Forest

The Greenwood Lake A-Frame: Perfect Lakefront View

Escape to a hip and cozy A-Frame cottage nestled right on Greenwood Lake, NY. Just over an hour drive from New York City, soak in the serene lake view, the quiet, and this unique retro modern A-Frame space. Perfect for a romantic couple’s getaway! Kick back and relax, listen to some tunes, read a great book, write your novel, sip your coffee, get creative, do some yoga stretches and enjoy time away from your day-to-day. Easy access to nearby beach, hikes, skiing. STR Permit #P26-0203

5 out of 5 average rating, 216 reviews

A view of the exterior of the property is framed by lush greenery, featuring a stone wall with a potted plant. Beyond, expansive views of the lake and surrounding mountains are visible beneath a clear sky.

Home in Sterling Forest

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

4.99 out of 5 average rating, 117 reviews

Three red Adirondack chairs are positioned along the waterfront, facing a serene lake. The landscape features lush green hills under a blue sky with scattered clouds, creating a tranquil setting. Ripples on the water surface reflect the surrounding autumn colors.

Home in West Milford

Lakefront, Indoor Hot Tub, Hiking, 1 hour from NYC

Escape to a truly unique private lake getaway located just 1 hour from New York City, and just minutes from dozens of attractions, activities, and restaurants. Zen Xcape is a recently renovated lakehouse retreat located atop a mountain in Northern New Jersey that has the rustic charm of a contemporary American lake house, the simple elegance of an Asian inspired spa, and the stylish flair of a New York City loft. Township of West Milford STR Permit LIC. NO. 2023-035

4.97 out of 5 average rating, 100 reviews

The lakeside property features a well-manicured lawn leading to the water's edge, complemented by a dock and a single kayak. Lounge chairs are arranged near a shaded gazebo, with a stone pathway guiding guests towards the house, which is framed by lush greenery.

Home in Sterling Forest

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225

4.79 out of 5 average rating, 108 reviews

A renovated log cabin is showcased amidst a grassy yard, surrounded by trees. The cabin features a spacious deck with steps leading to the entrance. A mailbox is positioned nearby, and a playground is visible in the background, adding to the inviting outdoor space.

Cabin in West Milford

Timber Lodge: Hot Tub, Fireplace & Fun for All !

Discover our renovated log cabin, nestled in a serene location just an hour from NYC. It features two bedrooms, a cozy loft with games and books for kids, a gas fireplace, and an outdoor patio with a hot tub, BBQ, fire pit, playground. Experience year-round activities like hiking, skiing, and scenic sightseeing. Escape the city and embrace relaxation and adventure in this all-encompassing retreat.

4.9 out of 5 average rating, 160 reviews

A lakehouse is shown amidst trees and natural surroundings, featuring three stories with balconies and a stone foundation. A red kayak is visible on the shore, and steps lead up to the main entrance. The space offers a blend of outdoor and architectural elements.

Home in West Milford

Large family house on the lake

Beautiful lakefront home on a road-accessible island in Upper Greenwood Lake, just 1 hour from NYC. With stunning lake and mountain views, it’s perfect for large families or a cozy getaway for two. Enjoy the BBQ patio, hot tub, fire pit, and modern electric fireplaces year-round. A peaceful retreat to connect with nature, friends, and family. West Milford Lic. No. 2026-003

Popular amenities for West Milford family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 425 reviews

Cabin in Wurtsboro

Forest Spa Retreat on Cascading Brook • 90 Min NYC

4.93 out of 5 average rating, 401 reviews

A unique octagonal structure features a raised deck surrounded by a wooden railing. Large windows provide views of the surrounding trees and landscape. A staircase leads to the entrance, emphasizing the elevated position of the house in a serene woodland setting.

Cabin in Beach Lake

the tree house, Wood Fired Hot Tub/Barrel Sauna

4.78 out of 5 average rating, 290 reviews

A spacious lounge area features a large corner couch with a mix of textures and colors. A round wooden coffee table sits centrally, surrounded by a cozy pouf and an armchair. Large windows provide natural light and views of the surrounding greenery.

Cabin in Vernon Township

Luxe 10 guest Ski Cabin Pools/Golf/Tennis/Gym/Hike

4.97 out of 5 average rating, 373 reviews

The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.

Cottage in Highland Lake

The Mountaintop Lakehouse that Time Forgot.

4.93 out of 5 average rating, 100 reviews

An inviting backyard features an inground pool surrounded by a spacious patio area. Loungers are positioned alongside the pool, and a diving board extends over the water. A fenced perimeter provides privacy, with lush greenery adding a natural backdrop.

Home in Sussex

Mountain Creek retreat PH w/pool & hot tub

4.96 out of 5 average rating, 189 reviews

A serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.

Cabin in Mountain Dale

Private lake cabin w/hot tub, views and fruit

4.98 out of 5 average rating, 125 reviews

A set of four colorful Adirondack chairs surrounds a fire pit on a grassy area by the water's edge. A gentle willow tree stands nearby, and the scene features a tranquil view of the lake and surrounding landscape under a clear blue sky.

Home in Greenwood Lake

*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi

4.94 out of 5 average rating, 103 reviews

The exterior of the home is portrayed at dusk, surrounded by trees. A spacious deck with outdoor seating is visible, along with an oversized hot tub lit by soft lights. Large windows reveal an inviting interior, contributing to the serene ambiance.

Villa in Tuxedo Park

Tuxedo Hilltop Retreat with a Large Hot Tub

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 172 reviews

A panoramic view of rolling hills is presented under a cloudy sky, with the sun casting a warm glow over the landscape. Leafless trees stand in the foreground, and a winding creek can be seen nestled among patches of green foliage in the valley below.

Home in East Stroudsburg

The Aurora Mountain View Inn

4.98 out of 5 average rating, 108 reviews

Cabin in Cuddebackville

Riverfront Retreat | Hot Tub, Firepit & Pool Table

4.83 out of 5 average rating, 271 reviews

A bright living area features a comfortable sectional sofa and a cozy armchair arranged around a central coffee table. Large windows allow natural light to fill the space, complemented by soft furnishings and a neutral color palette. A ceiling fan provides a gentle breeze.

Home in Greenwood Lake

Hudson Valley GW Lake House | Hot Tub | Pets | Ski

Guest house in Frenchtown

A cozy seating area features a richly colored sofa adorned with patterned cushions, paired with a small circular table. A comfortable armchair complements the space, surrounded by floral wallpaper and natural light filtering through nearby windows.

4.98 out of 5 average rating, 139 reviews

River Witch Cottage Frenchtown

4.99 out of 5 average rating, 360 reviews

A tiny house with large windows is nestled among the trees, offering a secluded retreat. A wooden deck with stairs leads to the entrance. An outdoor dining space with an umbrella and a propane grill is visible alongside a gravel area, complemented by a playful dog on the lawn.

Tiny home in Wallkill

Get Away to "Hygge" Tiny House on 75 Private Acres

4.9 out of 5 average rating, 105 reviews

A two-story house stands along the water's edge, featuring a stone exterior and large glass doors that open onto a deck. A dock extends into the lake, and a kayak rests nearby, surrounded by lush trees and greenery.

Home in Sterling Forest

Greenwood Lake House

4.99 out of 5 average rating, 102 reviews

Luxurious Cozy Mountain Retreat 2BR/2BA – Ski/Spa

4.99 out of 5 average rating, 103 reviews

A serene landscape features a large farmhouse set against a clear blue sky, with lush green grass surrounding a tranquil pond. Reflections of trees and the farmhouse are visible on the water's surface, complemented by a rustic barn in the background.

Home in Far Hills

Pickle Farm

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 106 reviews

The exterior of The Appalachian Hotel showcases a charming combination of red and yellow hues. The building features a pitched roof and multiple balconies. In the foreground, a clear blue pool reflects the evening sky, while landscaped greenery surrounds the area.

Flat in Vernon Township

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

An illuminated salt-water pool reflects soft light at night, surrounded by a well-maintained patio. The backdrop features a multi-story building with balconies and warm lights glowing from the windows, creating a serene atmosphere.

4.88 out of 5 average rating, 141 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

4.81 out of 5 average rating, 165 reviews

An expansive outdoor area features a private pool surrounded by lush greenery. Shade is provided by colorful umbrellas over seating arrangements. A custom-built outdoor kitchen is visible, along with a bar seating space. The paved patio offers ample room for relaxation and entertainment.

Home in Goshen

TheGoshenGetawayPoolHotTubLegoLandArcade.

4.98 out of 5 average rating, 155 reviews

A serene pool area features a deep blue unheated swimming pool with steps leading in. A gazebo, softly illuminated by string lights, is nestled among lush greenery in the background. The natural landscape creates a tranquil retreat.

Flat in Chester

Private Country Getaway

A spacious living area features a cozy sofa adorned with a throw blanket, set against a stone fireplace. A flat-screen TV is mounted above the fireplace. Nearby, a small dining table with two chairs sits near large windows that offer views of the outdoors.

4.94 out of 5 average rating, 930 reviews

Appalachian Lodge Top Floor w/views

4.98 out of 5 average rating, 130 reviews

The image features a clear, inviting pool in the foreground, with the country home visible in the background. Surrounded by lush greenery, the house has a deck and large windows, blending harmoniously with the serene wooded landscape.

Cottage in Eldred

Bella Cottage w/Pool, BBQ - Catskill Getaway

The living area is highlighted by a large picture window, offering panoramic views of the slopes. A cozy couch is positioned near a modern fireplace, while a wooden dining table and chairs complete the open concept space. A wall-mounted television enhances the inviting atmosphere.

4.92 out of 5 average rating, 406 reviews

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!