Luxury Pet-Friendly Vacation Rentals in Montgomery

Luxury Pet-Friendly Vacation Rentals in Montgomery

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.
Welcome to pet-friendly Montgomery

Welcome to pet-friendly Montgomery

Plan a Hudson Valley escape with Wander’s luxury pet-friendly vacation rentals in Montgomery, New York. Our private homes give you room to unwind with the whole crew, pups included, in settings that feel both secluded and connected to the region’s rolling countryside. Thoughtful layouts, chef-ready kitchens, and private outdoor areas make it easy to settle in.
Every stay looks and lives like the photos, with inspiring views, pristine cleaning, and hotel-grade comfort. Expect ultra fast WiFi for work sessions, plush bedding for deep sleep, and a 24/7 concierge to handle the details. Choose Wander for a best-of-both-worlds stay that makes traveling with pets effortless.

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Home in Montgomery property photo 1

Home in Montgomery

6 bedrooms4 baths
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Highlights in Montgomery

Discover historic charm, scenic county parks, and craft cider tastings in the heart of the picturesque Hudson Valley.
Angry Orchard Innovation Cider House
Winding Hills Park
Historic Village of Montgomery
Orange County Firefighters Museum
Hill-Hold Museum

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.

Other popular amenities & vacation types in Montgomery

Discover more pet-friendly spots in Montgomery

Discover more pet-friendly spots in Montgomery

Montgomery sits at the quiet center of the Hudson Valley, where the Wallkill River flows past historic brick facades and wide-open fields. Views reach toward the Shawangunk Ridge, and the seasons paint the landscape with wildflowers, blazing maples, and fresh snow. Many trails and riverfront paths welcome leashed dogs, so fresh-air time is built in.
Plan relaxed afternoons at City Winery Hudson Valley in the restored Montgomery Mill, sample local cider houses in nearby Walden, and day trip to Storm King Art Center, Minnewaska State Park, or the Mohonk Preserve. With Stewart International Airport close by, arrivals are easy. This is why Wander’s luxury pet-friendly vacation rentals in Montgomery, New York are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Montgomery

Why should I book a Wander in Montgomery 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 Montgomery 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 Montgomery?

Some of our most popular pet-friendly vacation rentals in Montgomery include New Farmhouse-Hot Tub, King Beds, Golf Sim, Game Room & View and New Farmhouse-Hot Tub, King Beds, Golf Sim, Game Room & View. 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 Montgomery?

Wander offers 1 pet-friendly vacation rentals in Montgomery, 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 Montgomery?

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

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

Yes. Every Wander home in Montgomery 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.