Holiday rentals in Henderson

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Top-rated holiday rentals in Henderson

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Farm stay in Cannelton

4.98 out of 5 average rating, 46 reviews

Beech Hall Corner

This 1930s farmhouse sits on 2 acres just minutes from the Ohio River. It is the perfect place for those looking to slow down and enjoy the much simpler life in a rural area. The farmhouse has two bedrooms, one bath, full kitchen and a laundry room. Sit on the front porch and enjoy your morning coffee watching cars, jeeps, and motorcycles as they make their way along the Ohio River Scenic Byway. It also has a large rear deck, perfect for relaxing with a drink in hand overlooking the grounds.

Guest favourite

Home in Newburgh

4.96 out of 5 average rating, 140 reviews

The Cottage on W Main

Family friendly 2 bed 2 bath! Charming and convenient space in downtown historic Newburgh. Easy walk to the scenic riverfront and downtown area which includes ice cream shops, restaurants, shopping and hair salon. Short walk to beautiful Rivertown Trail! Come explore downtown Newburgh and with easy access to multiple sites in Evansville the location is fantastic! So many family amenities with no stairs inside house, stroller, pack-n-play, outlet covers, kids books, and highchair provided!

Guest favourite

Cottage in Owensboro

4.98 out of 5 average rating, 124 reviews

The Woodford Retreat Cottage

Take it easy at this unique getaway.. Completely renovated 2,000 sq ft home with a beautiful river view, 3 bedrooms, 2 family rooms, 2 full bathrooms, fully stocked kitchen. The back yard is fenced with a deck, patio table and glider. This property is located a few blocks from the Owensboro Convention Center, Bluegrass museum, and multiple downtown restaurants. This property adjoins English park. Excellent rental for a weekend of downtown adventures or just enjoying the river view.

Guest favourite

Townhouse in Newburgh

4.94 out of 5 average rating, 31 reviews

Quiet home on the water downstairs duplex A

Gorgeous setting with incredible water views from this lower level one bedroom/one bath duplex unit with full bed and queen Murphy bed as well as equipped kitchen. Country living that feels like a resort with a shared deck and gazebo, water access, fire pit, fishing, hiking and wild life. Unit includes private entrance, refrigerator, range/oven, microwave, flatscreen tv, WiFi, coffee maker, dishes/utensils, pots/pans. Pets: require non-refundable pet deposit of $250.

Guest favourite

Home in Owensboro

4.96 out of 5 average rating, 112 reviews

The Cozy Cottage

Join us for a relaxing stay at the Cozy Cottage! Inside you will find everything you need to make for a cozy stay whether you’re with us for short weekend or a month. Outside you will find plenty of spaces to sit and enjoy the view of the Ohio River just 2 blocks away. The Cozy Cottage is conveniently located less than 5 minutes from downtown Owensboro and popular attractions such as the Convention Center, Bluegrass Museum, Botanical Gardens, and Jack C. Fisher Park.

Guest favourite

Cottage in Huntingburg

4.86 out of 5 average rating, 212 reviews

Lakeside Cottage Getaway Fishing, Hiking, Relaxing

Enjoy the lovely setting of this romantic spot in nature. This quiet getaway comes with a full kitchen, two bedrooms, access to a lovely lake, and an outdoor deck for enjoying the view. The master bedroom has a queen size bed and a crib. The second bedroom has a twin bed and a bunk bed [twin over full]. This space is perfect for singles, couples, or even large families. Close to Patoka Lake and Holiday World. No smoking/not handicap accessible

Guest favourite

Home in Madisonville

4.92 out of 5 average rating, 26 reviews

Lake View, rm for 6, weekly & monthly discounts!

Forget your worries in this spacious and serene space. A home away from home. 3 bedrooms, each with Tv. Spacious kitchen and living room. Washer and dryer in basement. Beautiful view of lake and wildlife. Basement gives added space to stretch out. Ping pong, Ms. Pac-man, foosball, corn hole and kids toys. Advance notice for use of hammock, bicycles or kayak. Need more space, second home available next door for booking.

Guest favourite

Home in Owensboro

4.94 out of 5 average rating, 139 reviews

Cottage by the River & Convention Center

Great little cottage located in the bustling newly renovated Riverfront. 3 Blocks from Convention Center & very near Bluegrass Music Hall of Fame & Museum, RiverPark Center Performing Arts, Owensboro Historical Museum, Owensboro Art Museum, Smother's Park, restaurants, shopping, churches & the Antique Mall. All in walking distance or get on the free trolley 2 blocks over. Free WIFI, Smart TVs, Free Street Parking.

Superhost

Cabin in Falls of Rough

4.86 out of 5 average rating, 105 reviews

Waterfront Cabin with Hot Tub

Relax with the whole family in this adorable riverfront cabin. Gather around a campfire, cookout, fish, kayak, or go for a dip in the hot tub all from the backyard. And if that's not enough, take a stroll around the resort and immerse yourself in the beautiful scenery, historic falls and Green Farm, golf course clubhouse, and more! Oh and don't forget Rough River Lake and the State Park are just minutes away!

Guest favourite

Cottage in Newburgh

4.97 out of 5 average rating, 323 reviews

Boho Burgh Cottage with full kitchen/clawfoot tub

The Original Cozy Cottage is located in the heart of downtown Newburgh, this wonderfully decorated cottage offers a full kitchen, claw foot tub, walk in closet, deck, and partial river views. Shops and restaurants within steps and only 15 minutes from downtown Evansville. *Please read all info before booking*

Guest favourite

Home in Santa Claus

5 out of 5 average rating, 12 reviews

X Marks the Spot (Green)

Your family will be close to everything in Santa Claus, IN when you stay with X Marks the Spot. Located across the road from Lake Rudolph and Holiday World. You will be able to walk/bike to any local attraction or store. Settle down after a long day at the park and enjoy the firepit and quiet atmosphere.

Guest favourite

Home in Mount Vernon

4.89 out of 5 average rating, 108 reviews

Home in the woods

Relax at our cozy little house tucked quietly in a wooded setting. Enjoy some time away, located conveniently 10 minutes from the Westside of Evansville and 15 minutes from Mt. Vernon. Take advantage of the nearly secluded space with nature all around you, in the very sought after St. Philips area!