Family-friendly holiday rentals in West Milford

4.95 out of 5 average rating, 105 reviews

A charming house is nestled under a large, vibrant tree with red foliage. The exterior features white siding and a front porch with several seating options. A well-maintained lawn surrounds the home, providing a serene outdoor space.

Flat in Greenwood Lake

Apartment in Lovely Lake House,Pets welcome!

Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping

An open living area features a stone fireplace surrounded by natural light from large windows. A comfortable seating arrangement includes a light-colored couch and a wooden coffee table on a decorative rug. High vaulted ceilings enhance the spaciousness, with the kitchen visible in the background.

4.82 out of 5 average rating, 188 reviews

Aster Place

A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

4.95 out of 5 average rating, 206 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 SPRING 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

The living area features a modern design with light-colored walls and a cozy sectional sofa. A stone fireplace is surrounded by stylish furnishings, including a wooden coffee table. Natural light enters through large windows, creating a warm and inviting atmosphere.

4.96 out of 5 average rating, 206 reviews

Tranquil Lake Escape! Amazing views, Fireplace!

Winter is the most quiet & peaceful time to visit! Enjoy the beautiful snowy views of the frozen lake & mountains across the way at this 3BR home in Greenwood Lake!! You'll love the cozy interior & the warm wood burning stove! This tranquil hideaway on a quiet dead-end street is minutes from several winter activities. Book your retreat now! Nearby downtown Warwick, mount peter, winter hiking on the Appalachian, wineries, breweries, Mountain Creek resort and Spa, and more! ~ 1 hour from NYC

4.96 out of 5 average rating, 466 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 Greenwood Lake

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 Greenwood Lake

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, 377 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

4.93 out of 5 average rating, 317 reviews

A bright living area features large windows showcasing views of the outdoors. Comfortable seating options, including two sofas and a wooden chair, surround a modern coffee table. Potted plants add a touch of greenery to the warm wood-paneled room.

Cabin in Greenwood Lake

Lakeview Cabin at Greenwood Lake

A cozy cabin with modern amenities including new furnishings, appliances, internet, wifi, and television. Enjoy open plan living and dining room with connected full kitchen; queen bedroom; office, and a bath with walk-in shower. A large wrap-around deck with gas grill and lots of seating overlooks the lake. Parking for two vehicles. Five minutes from the Village of Greenwood Lake, 15 minutes from the Village of Warwick, and surrounded by recreation, food, shops, and more. Permit # 34312

4.88 out of 5 average rating, 241 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 Greenwood Lake

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 #P25-0226

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.

5 out of 5 average rating, 208 reviews

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.

Bungalow in Greenwood Lake

Two brown Adirondack chairs are positioned on sandy shore near a fire pit made of stones. A boat is docked on the water, surrounded by green mountains under a clear blue sky. The setting invites relaxation by Greenwood Lake.

4.88 out of 5 average rating, 272 reviews

The Woodland Lakehouse under an hour from NYC !

This 600 Sq ft modern and cozy bungalow with semi-private dock access is perfect for families or couples looking to get away and relax on beautiful Greenwood Lake, right in the heart of the Hudson Valley. The house is just steps away from the lake. (About a 45 second walk, 4th house back on the street.) The decor is elegant yet comfortable and casual with plenty of spaces indoor and outdoor to make yourself right at home. Town of Warwick short term permit #p25-0572

4.84 out of 5 average rating, 104 reviews

The living area features a high ceiling with skylights, enhancing the rustic charm of the log cabin. A large stone fireplace is centered against the wall, with a spacious seating arrangement that consists of light-colored sofas. A round coffee table sits on a patterned rug, providing a cozy gathering 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.

4.91 out of 5 average rating, 154 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. 2025-007

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

Cabin in East Stroudsburg

The inviting living area features wooden beams and a stone fireplace, surrounded by comfortable seating arrangements. Large windows illuminate the space, showcasing rustic decor and a cozy sheepskin rug on warm-toned wooden floors. A dining table is visible in the background, enhancing the communal atmosphere.

4.93 out of 5 average rating, 415 reviews

Coziest Creek Cabin- Idyllic, Authentic, Poconos

4.95 out of 5 average rating, 402 reviews

Cabin in Wurtsboro

The Water House - Spring Spa on a Cascading Brook

4.93 out of 5 average rating, 394 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, by camp caitlin

4.78 out of 5 average rating, 286 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

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.

4.83 out of 5 average rating, 258 reviews

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

4.91 out of 5 average rating, 182 reviews

A red cabin with stone accents is surrounded by greenery, featuring a wooden porch with large windows. A gravel path leads to a patio area with a red umbrella, seating, and a grill in the fenced backyard, providing a welcoming outdoor space.

Cabin in Milford

Riverfront Cabin on the Delaware

Castle in East Stroudsburg

A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.

4.99 out of 5 average rating, 435 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

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, 922 reviews

Appalachian Lodge Top Floor w/views

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 261 reviews

A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.

Cabin in Millrift

Remote Waterfall Cabin at Swiftwater Acres

4.98 out of 5 average rating, 213 reviews

Two waterfalls cascade over rocky terrain into a flowing body of water. Surrounding greenery includes trees and vegetation that enhance the natural setting. Sunlight illuminates the scene, reflecting off the water's surface, creating a serene environment.

Home in Verbank

The Waterfall House

4.96 out of 5 average rating, 505 reviews

A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.

Flat in Ossining

Hudson River Peaceful Getaway, Explore from here

5 out of 5 average rating, 193 reviews

A charming 1930's cottage is set against a backdrop of vibrant autumn foliage. The structure is surrounded by a spacious lawn, leading to glimpses of the river nearby. Brightly colored leaves adorn the trees, contributing to the serene and natural atmosphere.

Cottage in Narrowsburg

Upper Delaware River cottage

5 out of 5 average rating, 203 reviews

A rustic wooden lodge is nestled among lush greenery, featuring a spacious deck with multiple levels leading to the entrance. Flower pots adorn the deck's railing, enhancing the inviting outdoor space. Gravel pathways and a firewood holder are visible in the foreground.

Cabin in Barryville

Fern Hill Lodge: Quiet Spring Escape on 20 Acres

4.98 out of 5 average rating, 106 reviews

A lakeside retreat is showcased, featuring a rustic exterior with dark wood accents. Adirondack chairs are arranged near the water's edge, alongside colorful kayaks resting on the peaceful lake. Lush greenery surrounds the property, reflecting in the calm water.

Home in Putnam Valley

Waterfront Lake House

A spacious living area is shown, featuring a contemporary design with a large gray sofa and a plush purple chair. An elegant dining table sits beside the window, while a flat-screen television is mounted on the wall, complemented by a stylish mirrored console below.

4.95 out of 5 average rating, 126 reviews

The Oasis of Vernon

4.98 out of 5 average rating, 185 reviews

A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.

Cottage in Monroe

Cozy Winter Lake Cabin

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 103 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

Mtn. Creek Waterpark, Hike, Pool HotTub Fireplace

4.98 out of 5 average rating, 524 reviews

Home in New Paltz

midcentury mod * POOL * walk out trail 2 mohonk

4.92 out of 5 average rating, 129 reviews

An aerial view of a house is surrounded by dense green trees, with a clear pool visible in the backyard. The lawn is lush and includes a pathway leading to the pool area, blending harmoniously with the natural landscape.

Home in Warwick

Private Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

4.98 out of 5 average rating, 146 reviews

A spacious main room is featured with high ceilings and a skylight. The kitchenette is visible alongside a dining table and chairs. A wooden coffee table sits in the living space, adorned with decorative items. Natural light flows through large windows framed by greenery.

Flat in Chester

Private Country Getaway

Townhouse in Vernon Township

A spacious bed is centered against a soft green wall, adorned with pillows and a decorative fur throw. Two tall lamps with silver bases provide gentle lighting, while a floral artwork piece hangs above the headboard, adding a subtle touch of elegance.

4.92 out of 5 average rating, 278 reviews

Country Chic Getaway at Black Creek Sanctuary

A serene bedroom space features a spacious bed adorned with cozy linens and decorative throw pillows. Geometric wall carvings in dark tones create an artistic backdrop, complemented by bedside lamps providing soft lighting. Natural light fills the room through a nearby window.

4.93 out of 5 average rating, 182 reviews

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

A tranquil outdoor pool is surrounded by colorful autumn trees, showcasing shades of yellow and orange. The three-story building, featuring a mix of warm colors, stands in the background with several balconies visible. Lounge chairs are arranged neatly around the pool area.

4.92 out of 5 average rating, 174 reviews

Lodge style getaway 50 miles from NYC patio 207