Luxury Vacation Rentals for Large Groups 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 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Montgomery

Home in Montgomery

6 bedrooms•4 baths

Welcome to your large group retreat in Montgomery

Gather with ease at Wander’s luxury vacation rentals in Montgomery, where striking design and plush finishes set the tone for large groups.

Expect expansive great rooms, chef kitchens with dual ranges and double dishwashers, and dining tables for 12 or more. Multiple king suites pair with chic bunk rooms, giving everyone a private retreat.

Pools and hot tubs, gyms, game lounges, and screening rooms keep the crew together. Ultra fast WiFi, spotless housekeeping, and 24/7 concierge bring hotel-grade ease to every stay.

Featured large group vacation rentals in Montgomery

Home in Montgomery

6 bedrooms•4 baths

All homes in Montgomery

Home in Montgomery

6 bedrooms•4 baths

View all homes

Highlights in Montgomery

Gather your group to explore historic charm, sprawling outdoor parks, and famous craft cider in the scenic Hudson Valley.

Angry Orchard Innovation Cider House

Thomas Bull Memorial Park

Storm King Art Center

Winding Hills Park

Orange County Firefighters Museum

Stewart State Forest

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.

Most popular amenities for large group vacation rentals in Montgomery

More popular large group destinations near Montgomery

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Other popular amenities & vacation types in Montgomery

Pet-friendly vacation rentals in Montgomery

Discover more large groups activities in Montgomery

Anchored in Orange County on the Wallkill River, Montgomery blends small-town charm with sweeping Hudson Valley views. Autumn colors blaze across the ridgelines, and summer evenings feel made for long conversations under clear skies.

Sample the region at Angry Orchard in nearby Walden and at Brotherhood in Washingtonville, then browse Storm King Art Center or hike the Shawangunk Ridge and Minnewaska.

I-87 and Stewart International Airport make group travel simple. This is why Wander’s luxury vacation rentals in Montgomery 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 large group vacation rentals?

Wander offers a level of consistency and quality you won’t find with most large group 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 large group vacation rentals in Montgomery?

Some of our most popular large group 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 large group vacation rentals does Wander have available in Montgomery?

Wander offers 1 large group 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 large group vacation rentals in Montgomery?

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

Do Wander’s large group 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.