Pet-friendly holiday rentals in New Windsor

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Modern Forest Retreat on a Tranquil HilltopSAUNA

Tucked away on the hilltop, overlooking tall pine trees and beautiful forest - Shohola Cottage welcomes you. And you will want to stay. For a while :-) Enjoy exceptional comfort of this house. Every detail of interior was created with thoughts of You, our guests, our friends and our family. To give you unforgettable experience. Exceptional Interior Design , Comfortable Couches, Inviting Dining Table ,Wrap around Terrace , Fireplace and Fire Pit. Lots of Sunlight and Air. Crispy Clean Air.

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Luxurious Serene Rustic Cabin*Hot-Tub* Catskills

The Luxury Rustic Cabin is more than just a place to stay; it’s a destination where you can reconnect with nature, find peace and tranquility. Enjoy the finer things in life. It’s a sanctuary where you can let go of the stresses of everyday life and immerse yourself in a world of comfort and beauty. Whether you’re seeking a romantic retreat, a solitary sanctuary, or a cozy haven for you and your loved one, The Rustic Cabin in the Catskill Mountains promises an unforgettable escape.

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a family-and-pet-friendly yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

Mossybrook Hideout: Private Creek Oasis w Hot Tub

Welcome to your High Falls getaway: a dog-friendly 3bd/3bath home complete with a hot tub, outdoor shower, chef's kitchen, wood stove, fire pit, and propane grill for entertaining your friends and family. Sonos Bluetooth speakers are provided throughout the house, a Smart TV with all of your favorite streaming apps, a large collection of board games, and laundry facilities are all available for you to use during your stay.

400Mbp | Firepit | Fireplace | Power Backup

Relax with the whole family at this peaceful place to stay. Super private, pet-friendly farmhouse, 2 hours from NYC in Catskills. ✔ Backyard w/ firepit ✔ Dogs allowed** ✔ 400Mbps Wifi ✔ 50” Smart TV ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Back deck w/ BBQ grill ✔ Indoor fireplace ✔ Baseboard heating + Window Acs ✔ Onsite parking 20 mins → Minnewaska State Park 30 mins → Mohonk Preserve

Saugerties Village Retreat

Charming Village home located 5 minutes from Hits. Walking distance to village restaurants & shopping. Front porch, Private backyard with deck and patio. Large eat in kitchen with separate dining room. Spacious Living room with 2 couches and daybed. Cable TV & Wifi Driveway & street parking for up to 3 cars. washer, dryer, dishwasher . Fully fenced in yard for up to 2 dogs with pre approval from host.

A Cozy’s Woodstock Getaway Home

1,100 sq. ft. 2 Story Cottage, 1 Bedroom with additional sleeping space ( daybed) Sleeps 2 adults and 2 kids, 2 full Baths,with 50 gallon soaking tub with hard wood floor+ propane fireplace. Full kitchen. Outdoor hot tub. On five acres of wooded land and private. Pets are welcome. Please let us know if you are bringing your pet to stay at the cottage.