Pet-friendly vacation rentals in Highlands

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Highlands

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

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Guest favorite

Rental unit in Philipstown

4.9 out of 5 average rating, 216 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Superhost

Rental unit in Peekskill

4.81 out of 5 average rating, 153 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Guest favorite

Chalet in Cold Spring

4.9 out of 5 average rating, 409 reviews

Mountain View Retreat

$175 cleaning fee - couples only (1 bed), adjusted after booking if you ask for it. 15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.

Guest favorite

Rental unit in Newburgh

4.85 out of 5 average rating, 162 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Superhost

Home in Cornwall-on-Hudson

4.91 out of 5 average rating, 195 reviews

Waterfall @ 1850 Cottage near West Point/StormKing

Check us out on IG @upstategetaways Nestled in the Hudson Highlands, The Storm King Mountain House sits on a secluded 4 acres with a huge patio deck and a path into the Storm King Mountain Trailhead. The house is right next to West Point, Cornwall-on-Hudson, the Hudson River, and centered between the Hudson Highlands and Black Rock Forest. Our house is perfect for any weekend getaway or a vacation with family and friends. We are a quick 1-hour drive from New York City.

Guest favorite

Guest suite in Newburgh

4.93 out of 5 average rating, 520 reviews

Glenbrook Country Villa

1856 high gothic revival brick country villa designed by architect Frederick C. Withers (Jefferson Market Library) in the hamlet of Balmville. Within the house is a cozy one bedroom second floor suite through a private side entrance and up a flight of stairs. Freshly updated with a mix of antique and contemporary furnishings against a backdrop of safe but stylish Farrow & Ball paint colors. Relax, enjoy complementary coffee and tea -- just make yourself at home.

Guest favorite

Cottage in Putnam Valley

4.95 out of 5 average rating, 136 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 728 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Guest favorite

Camper/RV in Cold Spring

4.95 out of 5 average rating, 511 reviews

Hudson Highlands Base Camp

This vintage beauty is tucked away in the woods, near trail heads for spectacular hikes in the Hudson Highlands. Bull Hill, Breakneck and Mount Beacon are all accessible from here. Yet only a 20 minute walk (uphill) from Cold Spring Metro North station and 10 minutes from all shops. No car needed for this adventure. This 34 ft. land yacht is the perfect retreat. Full kitchen, bath/shower, heat, hot water and WiFi

Guest favorite

Rental unit in Newburgh

4.8 out of 5 average rating, 168 reviews

Beautifully Renovated Victorian Studio

Victorian house built in 1900 renovated with original details and decorated with luxurious, modern day charm. This studio apt has a private entrance and easy access to the wraparound porch with unrivaled views of the Hudson River. Newburgh is a very beautiful and charming historic town in the midst of overcoming years of economic hardship. Please scroll down to read more about our neighborhood.

Guest favorite

Farm stay in Fort Montgomery

4.98 out of 5 average rating, 182 reviews

Secluded overlook cottage near West Point

This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 minutes from West Pt. Situated on a mountain top, this private little space is a nature lovers paradise. Come, recline on the new outdoor deck, relax by the fire pit and hike/explore the forest trails right out the front door.

Guest favorite

Cottage in Philipstown

4.99 out of 5 average rating, 194 reviews

Modern Country Cottage by Bear Mountain

Wake up feeling rejuvenated in a lofted bedroom beneath a wood-paneled ceiling with skylight windows. Descend a spiral staircase into a warm kitchenette for a cup of coffee, then have a seat in an airy living room beside a brass-plated decorative fireplace. Enjoy a picnic or grill on the front lawn and explore the 4 acres of most authentic Hudson Valley landscape.