Luxury Vacation Rentals in Henryville

Luxury Vacation Rentals in Henryville

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 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Henryville

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden property photo 1

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden

5 bedrooms•3 baths
878 US dollars for 1 night•
New

~$65 less than other sites

Welcome to Henryville

Welcome to Henryville

Settle into a Wander in Henryville, where boutique hotel polish meets the privacy of a modern home. Our luxury vacation rentals in Henryville deliver beautiful design, meticulous operations, and the confidence that what you see is what you get.
Every stay includes pristine cleaning, inspiring views, and 24/7 concierge. With ultra fast WiFi, dedicated work zones, and smart-home touches, it is easy to blend work and leisure. Select homes add pools, hot tubs, or fitness spaces. Surrounded by the quiet landscapes of southern Indiana, these retreats give you room to breathe without sacrificing a single modern comfort.

Destinations near Henryville

Indianapolis
Jasonville
Whitestown

Available soon in Henryville

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden property photo 1

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden

5 bedrooms•3 baths
878 US dollars for 1 night•
New

~$65 less than other sites

Featured vacation rentals in Henryville

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden property photo 1

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden

5 bedrooms•3 baths
878 US dollars for 1 night•
New

~$65 less than other sites

Highlights in Henryville

Discover the natural beauty and rustic charm of southern Indiana, from historic state forests to family-owned vineyards and scenic parks.
Clark State Forest
Huber's Orchard, Winery & Vineyards
Deam Lake State Recreation Area
Charlestown State Park
Falls of the Ohio State Park

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 Henryville

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden property photo 1

Secluded 51-Acre Retreat, 2 Cabins, Pond & Garden

5 bedrooms•3 baths
878 US dollars for 1 night•
New

~$65 less than other sites

View all homes

Most popular amenities for vacation rentals in Henryville

Lake view (1)
Washer (1)
Bathtub (1)
Oven (1)
Kitchen (1)
Tv (1)
Microwave (1)
Dishwasher (1)
Wifi (1)
Heating (1)
Coffee maker (1)
Dedicated workspace (1)
Air conditioning (1)
Free parking (1)
Board games (1)
Hair dryer (1)
Discover more of Henryville

Discover more of Henryville

Southern Indiana’s rolling hardwood forests frame Henryville with calm and character. Morning mist settles over the ridgelines of Clark State Forest, afternoons drift by on the shores of Deam Lake, and nights shine with wide open stars. Spring blooms, sunlit summers, and vibrant autumns make every season feel distinct.
You are within effortless reach of Louisville’s culture and riverfront energy while enjoying a tranquil base that feels worlds away. Trails, lakes, and scenic drives invite unhurried days, and the relaxed pace makes reconnecting feel natural. This is why Wander’s luxury vacation rentals in Henryville are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Henryville

Why should I book a Wander in Henryville over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.
Every home in Henryville 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 vacation rentals in Henryville?

Some of our most popular vacation rentals in Henryville include Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden and Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden. 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 vacation rentals does Wander have available in Henryville?

Wander offers 1 vacation rentals in Henryville, 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 vacation rentals in Henryville?

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

Do Wander’s vacation rentals in Henryville have WiFi access?

Yes. Every Wander home in Henryville 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.