Pet-friendly holiday rentals in Cold Spring

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.

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

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.

*spring-ready* Pet-friendly private cabin!

Welcome to the Cherrytown Cottage. This cozy mid-century modern bungalow in the woods is the perfect home for a solo traveler, a couple friends, a couple, or a small family looking for a comfortable stay that’s conveniently located to some of the region's best hikes AND some of the most popular restaurants, orchards, and breweries in the area! (Or simply stay cozied up at home and play board games by the fireplace!)

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.

Upstate Betty: Pet Friendly, EV charger, mtn house

Betty is a mid-century ranch-style mountain house fit for all seasons. Easily accessed, recently updated, and perfectly suited for small groups and families. Vintage charm with contemporary amenities. Mountain views. Two working fireplaces. Level 2 EV charging. Pet friendly! 14 min to Belleayre Mtn, 29 min to Hunter Mtn, 34 to Windham Mtn, 40 min to I-87.

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.