Pet-friendly vacation rentals in Philipstown

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Philipstown

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Cottage in Roscoe

4.98 out of 5 average rating, 103 reviews

Roscoe Cottage Pet Friendly

Welcome to Roscoe, Trout Town USA! Escape 2 the mountains with your family & pets 4 a rustic getaway. At Roscoe Cabin Pet Friendly, we provide a complimentary bottle of wine with your booking. Enjoy strong WiFi, big fire pit, bbq & a stocked kitchen. Our property is nestled in the woods at the top of the mountain very peaceful offering access hundreds of trails, lakes, and brooks for endless adventures. Only 14 miles to Bethel Woods Concert Venue. We look forward 2 hosting you & your 🐶soon!

Guest favorite

Home in Saugerties

4.87 out of 5 average rating, 126 reviews

Le Petit Cottage - French Country in Saugerties

Le Petit Cottage is a cozy renovated farmhouse retreat in the heart of the scenic Hudson Valley, located 2 hours from NYC, Saugerties, NY Set on a spacious corner lot across from a waterfall, the house has gorgeous mountain views, with 3 bedrooms and 2 baths, and comfortably sleeps 6 people. The house features a high-end kitchen, a wood-burning stove, and luxurious amenities. This property is extremely dog-friendly! Centrally located to Woodstock, Kingston, and under 25 minutes to Hunter Mtn.

Top guest favorite

Apartment in Pine Plains

4.98 out of 5 average rating, 167 reviews

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.

Superhost

Cottage in Shohola

4.83 out of 5 average rating, 153 reviews

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.

Guest favorite

Cottage in Cornwall

4.93 out of 5 average rating, 147 reviews

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.

Top guest favorite

Apartment in Cornwall-on-Hudson

4.98 out of 5 average rating, 213 reviews

Charming Efficiency

Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

Guest favorite

Home in Palenville

4.96 out of 5 average rating, 162 reviews

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.

Guest favorite

Home in High Falls

4.94 out of 5 average rating, 126 reviews

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.

Superhost

Cottage in Kerhonkson

4.91 out of 5 average rating, 182 reviews

*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!)

Guest favorite

Home in Napanoch

4.92 out of 5 average rating, 103 reviews

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

Top guest favorite

Home in Saugerties

4.99 out of 5 average rating, 142 reviews

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.

Superhost

Cottage in Shandaken

4.86 out of 5 average rating, 131 reviews

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.

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What guests are saying

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

4.99 out of 5 average rating, 144 reviews1 month ago

It’s was close to all but private and peaceful… picture were accurate however seeing the sunrise peek through the windows were just breathtaking! Love it my family/friends enjoy it too! And as the sunset, beautiful lights came on on the porch and Christmas tree lights. It was just lovely. It was a nice touch and a nice surprise.

Cottage in Livingston Manor

What guests are saying

Cozy 3 bedroom house on quiet private road

4.93 out of 5 average rating, 128 reviews1 month ago

Having a current child / Cadet at West Point and also another child / graduate of West Point , we always make it a point to stay at different Airbnbs in small towns around the USMA on both sides of the Hudson River . Melanie ‘s place was wonderful. Plenty of rooms/ beds for our Parent Weekend visit. Peaceful and safe location , yet a short 20 minute drive to the Academy . We felt right at home and look forward to staying at Melanie’s place again . The house was very clean and we had no issues at all !! Thank you

Home in Philipstown

What guests are saying

Yellow Door House

4.92 out of 5 average rating, 60 reviews6 months ago

Yellow Door House was a fantastic stay, paired with an even more incredible host. The house itself was well-furnished and clean, with plenty of extra house supplies for us to use. Kathleen was also impeccable as a host, going above and beyond to make sure we had a great experience; one of our party left behind a water bottle, and she was so accommodating as to ship it back to us. I could not recommend this place more!

Home in Copake

What guests are saying

Perfect Country Cabin getaway. Large Fenced yard.

4.9 out of 5 average rating, 269 reviews2 months ago

This was our second time staying here for a family getaway and it was better than we remembered. The hosts were so great, very responsive and helpful. It snowed a bunch while we were here and they made sure we had what we needed and a plow came to help us get out of the driveway. The fireplaces are such a cozy touch and our dog loves the big fenced yard. We will be returning again!

Home in Kerhonkson

What guests are saying

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

5 out of 5 average rating, 133 reviews6 days ago

Just under an hour from the Catskills, this comfortable and cozy listing was just right for a short weekend trip for local hiking. My partner and I would argue that this is the nicest Airbnb we’ve stayed at. There is a wonderful bagel breakfast place to the south. We’ll definitely be back in the future!

Bungalow in Hurleyville

What guests are saying

Camp Catskills - enjoy your time away!

4.99 out of 5 average rating, 109 reviews1 week ago

The home had everything we needed and more with a wonderful layout for family/friends to gather/cook/hang out. Every room was well stocked from kitchen to bathrooms and even games, activities and accessories in the bedrooms for kids and adults. We only wished the weather was better for us to have enjoyed the outdoors more, but that gives us a good reason to come back!

Cabin in Tannersville

What guests are saying

Private space, with yard

4.87 out of 5 average rating, 296 reviews4 days ago

My partner and I were very familiar with the area as we were traveling to go to a memorial and celebrate Easter with the family. We wanted to pick a place that was private and quiet. This fit the bill in spades. We would stay there again. For those who are traveling for hiking and exploration this is an ideal location as there are many state parks nearby. They have everything mapped out and lots of information at your fingertips.

Apartment in Carmel-by-the-Sea