Pet-friendly holiday rentals in Greenwood Lake

Cottage in Greenwood Lake

A charming cottage is nestled among lush greenery, providing a serene entrance pathway. The driveway leads to the front door, surrounded by vibrant shrubs and trees that create a natural privacy barrier. The inviting exterior displays a warm welcome through its distinctive front door.

4.93 out of 5 average rating, 208 reviews

Cozy home in the Village of Greenwood Lake

Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603

Apartment in Greenwood Lake

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.

4.95 out of 5 average rating, 100 reviews

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

5 out of 5 average rating, 217 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

4.86 out of 5 average rating, 241 reviews

A cozy living area features a stone fireplace as the focal point, with a flat-screen television mounted above it. Natural light enters through multiple windows, complemented by warm wooden accents and a spacious brown sofa adorned with a plaid throw blanket.

Cabin in Greenwood Lake

Get some R&R at the Rustic Retreat!

Welcome to The Rustic Retreat! This pet-friendly 2BR, 1BA cottage in Greenwood Lake sleeps 7 and features a renovated kitchen, open layout, fire pit, and shed bar. Walk to the lake or explore Warwick for shops, dining, and wineries. Enjoy summer kayaking, fall foliage, and winter skiing nearby. With WiFi, smart TV, and room for 6 cars, it's the perfect year-round escape. Experience the charm of lake life and the beauty of the Hudson Valley! IG @Rusticretreat22 Short Term Rental Permit #21-0422

4.85 out of 5 average rating, 175 reviews

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.

Home in Sterling Forest

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!

4.82 out of 5 average rating, 238 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 Lake House, Hot Tub, Pet, GW Lake!

**Greenwood Lake Retreat: 65 mins from NYC!** 3 BR/2BA This pet-friendly escape is just a 4-minute drive to the lake and village, offering complimentary beach access at a nearby location. Relax and unwind with incredible amenities: * Outdoor:* Private hot tub spacious yard fire pit deck with grill comfy seating *Indoor:* Renovated interior with full kitchen streaming dedicated family room games *Family Fun:* Board games kids' books/toys mini game table(ping-pong, air hockey, billiards).

4.96 out of 5 average rating, 448 reviews

Feet are seen dangling over a gently flowing stream, with a snowy landscape surrounding the banks. The cabin is glimpsed in the background, its vibrant green color contrasting against the natural elements and the soft glow of early sunlight filtering through the trees.

Cabin in Vernon Valley

Serenity Cabin, the historic waterfall cabin!

Escape to a magical paradise where the sound of a babbling stream & chirping birds create a symphony of serenity. Nestled on 18 acres of pristine wilderness, this secluded retreat offers endless opportunities for exploration & adventure. Wander along the streams and discover hidden waterfalls, all while immersing yourself in the breathtaking beauty of nature. Located 5 minutes from Mountain Creek, Warwick drive-in, Appalachian trail, & activities like goat yoga, horse riding, & TreEscape adv.

4.95 out of 5 average rating, 149 reviews

The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.

Cabin in Bethel

Holiday-Decorated Cozy Renovated Cabin w Fireplace

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & a fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places to Travel), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Bethel Woods, Kartrite Waterpark, Holiday Mountain (skiing+tubing), Callicoon & Livingston Manor with dining & shopping.

4.95 out of 5 average rating, 188 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 FALL 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

4.99 out of 5 average rating, 244 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

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

4.98 out of 5 average rating, 190 reviews

A cozy A-frame cabin is illuminated by string lights, set amidst a serene forest. A fire pit is surrounded by three chairs, creating a welcoming outdoor gathering space. The gentle flow of the nearby river can be seen, enhancing the tranquil atmosphere.

Cabin in Yulan

Romantic Fall A-Frame - River, Fire Pit, Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

4.98 out of 5 average rating, 187 reviews

A spacious living room features a large sectional sofa with soft upholstery, arranged around a brick fireplace. Floor-to-ceiling windows provide abundant natural light and offer views of the surrounding landscape. A ceiling fan hangs above, enhancing the open and airy atmosphere.

Home in Sterling Forest

Coldwaters: hike, wineries, lake & mountain views!

Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake & beach access. 5 minute drive to village restaurants & shops, and 15 to nearby Warwick and Tuxedo, this is the perfect setting for a relaxed & fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Book the guest house for an additional 2 bed, 1 bath apartment with kitchen! Permit #: 21-07657 A

Popular amenities for Greenwood Lake pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 139 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

4.92 out of 5 average rating, 131 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

4.94 out of 5 average rating, 363 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

4.96 out of 5 average rating, 388 reviews

A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.

Home in Livingston Manor

Modern creekside cabin in the Catskills

4.98 out of 5 average rating, 161 reviews

Home in Kerhonkson

Fall Special: Relax, BBQ, Save, Farmhouse 2hrs NYC

4.97 out of 5 average rating, 109 reviews

A serene view of a MidCentury bungalow, framed by lush greenery. The house, featuring large windows, is illuminated from within, reflecting a warm glow. A clear evening sky is visible, alongside the presence of the moon.

Home in Monticello

Catskills Lake Magic

4.96 out of 5 average rating, 338 reviews

The image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.

Home in Kerhonkson

Architect's Hudson Valley Home in the Woods

4.9 out of 5 average rating, 158 reviews

The exterior of the carriage house features a well-maintained garden with lush greenery and a stone path leading to the entrance. Tall trees and shrubs provide a sense of privacy, while a covered porch with swings offers a comfortable place to relax.

Home in Warwick

Carriage house in the heart of downtown Warwick

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 391 reviews

Apartment in Union

Union 2BR Resort-Style Apt – Easy NYC Transit

4.96 out of 5 average rating, 286 reviews

Cabin in Hamlin

Mid-century A-frame nestled amongst the trees

4.94 out of 5 average rating, 107 reviews

An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.

Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

4.93 out of 5 average rating, 394 reviews

A cozy living space is highlighted by a light wooden floor and a white shiplap ceiling. A comfortable brown leather couch and an orange accent chair provide seating. A wooden coffee table sits in front of the sofa. Wall art and a floor lamp add warmth to the room.

Cottage in Kingston

Kapitan’s Cottage Private Upstate Catskill Retreat

4.92 out of 5 average rating, 151 reviews

A modern kitchenette is displayed, featuring white cabinetry and stainless-steel appliances. A comfortable brown sofa is positioned near a wooden coffee table. A dining area with a white table and chairs is also visible, alongside large windows allowing natural light into the space.

Apartment in Suffern

Renovated Forest Oasis with Pool & Fire-pit

Cabin in Livingston Manor

An aerial view captures a charming cabin surrounded by lush trees, with a vibrant sunset sky in shades of pink and purple. The spacious yard is highlighted by a hot tub, outdoor seating area, and fire pit, inviting relaxation and gatherings in nature.

4.97 out of 5 average rating, 328 reviews

Experience The Zen House

4.89 out of 5 average rating, 104 reviews

A cozy sleeping area is showcased with a spacious bed adorned with soft bedding and a colorful throw. The deep teal walls create a calming backdrop, while a warm, round pendant light provides soft illumination. A simple wooden table complements the design beneath the bed.

Apartment in Harrison

Bright Northern Light Studio in Amenity Building

4.96 out of 5 average rating, 375 reviews

A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.

Cabin in Red Hook

Modern Upstate Cabin, near Rhinebeck NY

Private, pet-friendly home rentals

Holiday home in Parksville

4.93 out of 5 average rating, 186 reviews

Dreamy Catskills mountain getaway w/ yoga studio

4.94 out of 5 average rating, 202 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

4.93 out of 5 average rating, 382 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

4.95 out of 5 average rating, 193 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

4.88 out of 5 average rating, 407 reviews

A gentle waterfall cascades over rocky terrain, surrounded by autumn foliage in varying shades. The water flows into a clear pool, with smooth stones lining the edges. Tall trees in the background create a lush, green canopy, while fallen leaves blanket the ground.

Cabin in Rhinebeck

Sunset Bungalow-Mt views on 130acre forest & falls

4.86 out of 5 average rating, 145 reviews

The exterior of the A-Frame cabin is highlighted, showcasing a spacious deck with railing and a cozy seating area featuring Adirondack chairs surrounding a fire pit. The structure is surrounded by trees and natural terrain, with gravel pathways leading to the entrance.

Cabin in Sussex

Lake Glenwood A-Frame Pet Friendly

4.98 out of 5 average rating, 236 reviews

A modern A-frame cabin is positioned among vibrant autumn foliage. The exterior features large triangular windows framed by wood, and a spacious deck surrounds the front. A stacked log wall is visible beneath the deck, creating a natural aesthetic against the landscape.

Cabin in Saugerties

Stunning 2-Bedoom A-Frame in the Woods with Sauna