
Holiday houses in Fillmore
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Top-rated holiday rentals in Fillmore
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Elevated Wilderness | Mindful Retreat | 2 Kings
Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

A little secret hideaway
Keep it simple at this peaceful and centrally-located place. It’s close to everything, making it easy to plan your visit. It’s close to the airport, sporting events, and downtown. It’s up on the second level, but separate from the downstairs living. It has its own entrance and living space. 2.3 miles to Indianapolis airport 5.1 miles to Lucas Oil IRP 5.3 miles to Indianapolis Motor Speedway 8.3 miles to Lucas Oil Stadium 8.8 miles to Gainbridge Fieldhouse 8.8 miles to Indianapolis Downtown

Come Live The Barn Life In Town!
1 bed 1 bath unique red barn w/ sleeper couch + air mattress to accommodate up to 5 people! Experience the slow pace of the country life 3.6 miles from Depauw University. Imagine the peace & quiet from this location while roasting smore's in the chimenea from the front porch, but a quick 2.2 mile drive to all the restaurants and shopping! Features -Wifi -Washer/Dryer -Kitchenette -Coffee Bar -Walk In Shower (handicap accessible) -Air Mattress -Pull Out Sofa Bed -Walk In Closet -Keyless Entry

Walker Getaway | A-Frame•Hot Tub•Decks•Lake•Hiking
Escape to Walker Getaway, an updated A-frame cabin on 5 private wooded acres w a creek, hot tub, fire pit and multi-level decks. Located across from Walker Boat Ramp and only 5 minutes from Raccoon Lake Beach. Use the provided Indiana State Park pass to explore nearby Turkey Run and Shades. Fully stocked and family-friendly, it’s perfect for couples, friends, or families looking to relax, recharge, and explore Parke County. Walker Getaway is where modern comfort meets Indiana’s natural beauty.

Covered Bridge Cabin (on Big Walnut Creek)
Retreat and renew in this charming one-room cabin right by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, or find inspiration. With raw poplar walls, the cabin offers a full-sized bed by a picture window, small TV, writer's desk/library, air conditioning, fans, baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin!) Simple and beautiful.

Cozy Lofted Cabin (#3) at Cataract Lake Getaway
This new cabin on a private road is a serene setting perfectly blending rustic charm and modern comfort. Only a half-mile from Cataract Lake, quick and easy access to boating, fishing, kayaking, etc. awaits! Numerous nearby attractions are sure to provide great experiences (Cataract Falls, C Bar C Event Center, Exotic Feline Rescue Center, state parks, brewery/winery, local shops/eateries, etc.) And of course, simply enjoying time in and around the cabin itself is a fulfilling getaway!

Parke County Dream Cabin
Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!

Captain Bill’s Lake House Heated Salt Water Pool
Captain Bill’s Lake House. This majestic A-frame is at the entrance to the Cataract Lake boat ramp. The house will accommodate up to 7 guests, with three bedrooms and two full baths. All guests have full access to Captain Bill’s shared heated salt water pool and surrounding gardens. Boat parking is available on the property, inquire for details. Heated Salt Water Pool is seasonal beginning May 1, through September 30th.

The Monon Belle
Welcome to The Monon Belle, located at 522 East Washington Street in Greencastle, Indiana, the home of DePauw University. This neo-classical home was built in 1920 just blocks from Greencastle's historic Courthouse District. Its location is within easy walking distance to all points on the DePauw campus. This is the ideal home to gather with friends and family members while visiting DePauw and Greencastle.

Rare Find. An Experience. Treetop Deck. Ravines.
A truly rare gem. Tucked into the trees, three sides surrounded by wooded ravines, this inviting retreat features a breathtaking treetop deck—perfect for relaxing, unwinding, and soaking in the beauty of nature. Secluded A-frame cabin situated on 2 private acres, bordering 2,700 acres of protected forest. Sleeps 6 with 2 bedrooms, sleeper sofa, memory foam beds, full kitchen, high-speed internet.

Haven on Hanna
Welcome to Haven on Hanna — your home base for campus visits, alumni weekends, or quiet getaways in the heart of Greencastle. Just steps from DePauw University and downtown, this spacious 3-bedroom, 4-bath home blends historic character with sleek, modern finishes. Sip coffee on the back patio, stroll to events at DePauw, and experience the best of small-town comfort with big hospitality.

Relaxation Station | Pond + Hot Tub + Pet-Friendly
Escape to a private 13-acre forest retreat in Brown County! This pet-friendly woodland bungalow features a private hot tub, two stocked fishing ponds with walking trails, and a cozy fireplace. Tucked away in the secluded hills yet located just minutes from downtown Nashville and Brown County State Park, it is the perfect nature getaway for couples, outdoor lovers, and furry friends.
Popular amenities for Fillmore holiday rentals
Other great holiday rentals in Fillmore

The Pond House at Deer Creek Farms/ Greencastle

Woodlands at Countryside Estates

Overnight on Main

The Historic Boulders Circa 1910

Peaceful, Stunning A-Frame Home near hiking trails

Clean, functional and charming home

The Cozy Canary

Depauw Dream Escape
Destinations to explore
- Nashville Holiday rentals
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Cleveland Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Knoxville Holiday rentals
- Lexington Holiday rentals
- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Brown County State Park
- Indiana Convention Center
- Gainbridge Fieldhouse
- The Golf Club at Eagle Pointe
- Indianapolis Zoo
- Childrens Museum
- Eagle Creek Park
- Broad Ripple Park
- Monroe Lake
- Indiana State Fairgrounds & Event Center
- McCormick's Creek State Park
- Butler University
- University of Indianapolis
- Grand Park Sports Campus
- IUPUI Campus Center
- Oliver Winery
- Holliday Park
- Circle Centre Mall Shopping Center
- Indianapolis Canal Walk
- Garfield Park
- Fort Harrison State Park
- Indiana State Museum





