
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.

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.

Your West Point Academy Home Away from Home
Make yourselves at home in this lovely, privately-owned residence as you attend West Point Academy events and tour scenic Hudson Valley. Build in 1900 and renovated in 2019, this house combines historic charm (original wood floors) with modern conveniences. The home's location is a twelve-minute drive to West Point's Washington Gate and within walking distance to the restaurants and shops of Cornwall. Enjoy 4th of July fireworks and weekly summer concerts with ease relaxing on the front porch!

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Cabinessence -on Greenwood Lake, NY #34370
"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Cozy Riverfront Victorian in the Hudson Valley
Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.

Secluded mountain top horse property near W. Point
"Green acres is the place to be, farm living is the life for me!" 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 mins from West Pt. situated on a mountain top. This private little space is a nature lovers paradise. Come, watch the horses from the front deck, enjoy fresh eggs in the morning, relax by the outdoor fire pit, star gaze & hike/explore forest trails right out the front door.

Mountain View Retreat
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.

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.

Hudson Valley Mountaintop Riverview
Grand, panoramic views of Hudson river & Valley from this 5,000+ SqFt Mediterranean style house. 50 miles from Manhattan. Abuts Appalachian trail, near West Point, Storm King, Boscobel, Manitoga, DIA Beacon, Fall foliage, etc.

West Point - Mountain Top Suite
Serene Mountain Top Views overlooking Hudson River & Bear Mountain Bridge. Beautifully furnished apartment with spacious 1 bedroom suite about 650 square feet, sleeps 4 adults max on a 10 acre estate. (URL HIDDEN)

Luxury Home Near West Point
Relax with the whole family at this peaceful place to stay minutes away from West Point!
Popular amenities for Highlands pet-friendly home rentals
Pet-friendly house rentals

4 Bd Paradise Gorgeous Design Close to All!

Tranquil Tree-House on the beautiful Hudson River

Lower Hudson Valley Idyllic Retreat

Crystal Wave LakeHouse

Slate Cabin - Stylish Country Escape x Rhinebeck

Mt hikes, city strolls river walks

Entire Home (private pool), Event Friendly

Hilltop Hideaway Forest Villa on 13 acres!
Pet-friendly home rentals with a pool

midcentury mod * POOL * walk out trail 2 mohonk

TheGoshenGetawayPoolHotTubLegoLandArcade.

4Br Mountain Brook House on 130 acres w/ trails

Design Scandi Retreat, Heated Pool, Dogs Welcome

Huge eclectic space w/ private pool. 1.5hr to city

Modern Upstate Cabin, near Rhinebeck NY

Woodstock Mountain Cottage w/ Pool and Mtn Views

New Paltz dog friendly retreat w/ salt water pool
Private, pet-friendly home rentals

Gorgeous Suite w/ Private Entrance

Stylish Private Studio 1 block from Main St Beacon

Dreamy Catskills mountain getaway w/ yoga studio

Hudson Valley Home 50 Min from NYC - dog friendly

Modern 4 bedroom home near West Point & Bear Mt.

Modern creekside cabin in the Catskills

Beacon Modern victorian+garden—steps to mainstreet

World Cup Base ~ Lakefront House w/ Hot Tub & View
Quick stats about vacation rentals that are pet-friendly in Highlands

Total vacation rentals
Explore 80 vacation rentals in Highlands

Nightly prices starting at
Highlands vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 6,220 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Highlands vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Highlands rentals

4.8 Average rating
Highlands stays are highly rated by guests—averaging 4.8 out of 5!
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