Luxury Pet-Friendly Vacation Rentals in Highland

Luxury Pet-Friendly Vacation Rentals in Highland

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 1 pet-friendly vacation rentals – enter your dates for availability.

Top-rated pet-friendly vacation rentals in Highland

Private 37 Acre Lake Estate on 164 Acres property photo 1
Iconic

Private 37 Acre Lake Estate on 164 Acres

14 bedrooms•8 baths
9,002 US dollars for 3 nights•
New

~$710 less than other sites

Welcome to pet-friendly Highland

Welcome to pet-friendly Highland

Find space for the whole crew, paws included, in our luxury pet-friendly vacation rentals in Highland, New York. Wander blends the polish of a five-star hotel with the comfort of a private Hudson Valley home, so you can settle into beautiful design, flawless operations, and true privacy.
Expect hotel-grade amenities like ultra fast WiFi, plush linens, and pristine cleaning, paired with generous living areas and easy indoor-outdoor flow. Many homes feature pools or gyms and dedicated work zones for longer stays. With thoughtful pet-friendly details and 24/7 concierge support, every stay is effortless and exactly as pictured, making Highland an ideal base for work, rest, and time together.

Available soon in Highland

Private 37 Acre Lake Estate on 164 Acres property photo 1
Iconic

Private 37 Acre Lake Estate on 164 Acres

14 bedrooms•8 baths
9,002 US dollars for 3 nights•
New

~$710 less than other sites

Featured pet-friendly vacation rentals in Highland

Private 37 Acre Lake Estate on 164 Acres property photo 1
Iconic

Private 37 Acre Lake Estate on 164 Acres

14 bedrooms•8 baths
9,002 US dollars for 3 nights•
New

~$710 less than other sites

Highlights in Highland

Discover scenic Hudson River views, historic rail trails, and fruitful orchards in this charming upstate escape.
Walkway Over the Hudson State Historic Park
Hudson Valley Rail Trail
Franny Reese State Park
DuBois Farms
Illinois Mountain Park
Wilklow Orchards

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Highland

Private 37 Acre Lake Estate on 164 Acres property photo 1
Iconic

Private 37 Acre Lake Estate on 164 Acres

14 bedrooms•8 baths
9,002 US dollars for 3 nights•
New

~$710 less than other sites

View all homes

Most popular amenities for pet-friendly vacation rentals in Highland

Jacuzzi (1)
Hot tub (1)
Pool table (1)
Garden (1)
Bbq area (1)
Dryer (1)
Washer (1)
Oven (1)
Kitchen (1)
Bathtub (1)
Tv (1)
Wifi (1)
Microwave (1)
Dishwasher (1)
Heating (1)
Coffee maker (1)

More popular pet-friendly destinations near Highland

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Other popular amenities & vacation types in Highland

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Discover more pet-friendly spots in Highland

Discover more pet-friendly spots in Highland

Highland rests on the west bank of the Hudson River, where small-town character meets wide open valley views. Walk or cycle the iconic Walkway Over the Hudson for sunrise panoramas, then wander into orchard country for spring blossoms, summer farm stands, and autumn apple picking.
To the west, the Shawangunk Ridge, Minnewaska State Park, and Mohonk Preserve offer lakes, cliffs, and miles of trails. Riverfront parks, rail trails, and a thriving craft beverage scene round out days in every season. This is why Wander’s luxury pet-friendly vacation rentals in Highland, New York are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Highland

Why should I book a Wander in Highland over other pet-friendly vacation rentals?

Wander offers a level of consistency and quality you won’t find with most pet-friendly vacation rentals.
Every home in Highland delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular pet-friendly vacation rentals in Highland?

Some of our most popular pet-friendly vacation rentals in Highland include Private 37 Acre Lake Estate on 164 Acres - 11 BR and Private 37 Acre Lake Estate on 164 Acres - 11 BR. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different pet-friendly vacation rentals does Wander have available in Highland?

Wander offers 1 pet-friendly vacation rentals in Highland, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s pet-friendly vacation rentals in Highland?

You can check-in to Wander pet-friendly vacation rentals in Highland after 4.00pm and check-out before 10.00am.

Do Wander’s pet-friendly vacation rentals in Highland have WiFi access?

Yes. Every Wander home in Highland has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.