Holiday rentals in Greencastle

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Top-rated holiday rentals in Greencastle

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Cabin in Rockville

4.76 out of 5 average rating, 45 reviews

Relaxi CABin

Come enjoy our cabin in the woods. It is set up for the perfect combination of rest, relaxation, and recreation. Step away from your busy life to spend some time enjoying nature. Melt away stress in any of the 12 available sleeping spots in the AC, layout in any of the 3 hammocks, sit by the fire pits, or soak in the 5 person Hot tub. When you're ready for some fun the cabin is located at the lake and next to the park. Take your family out in the 4 Kayaks, do some fishing, and so much more.

Top guest favourite

Bungalow in Clinton

4.91 out of 5 average rating, 248 reviews

Small Town Bungalow

Welcome to peaceful small town life. Two-bedroom bungalow on quiet street, close to everything. Newly renovated. Fully furnished. Original hardwood floors, new tile bath, king master, daybed/trundle second, queen sofa bed in living room. Large country kitchen stocked with fresh non-GMO eggs. Desk with printer. Roku TV in living room. Wi-fi internet. Garage parking. Spacious well groomed yard with tire swing. Sun porch. Pets welcome. Clean, comfortable, ready to be your home away from home.

Guest favourite

Cabin in Martinsville

4.9 out of 5 average rating, 90 reviews

Hilltop Getaway

Take it easy at this very centralized, unique cabin in the woods. If you are looking for a place to get away from the noise of the city but close to everything, you will find it here at this cabin. You can observe different species of wildlife off the back deck. This cabin is fully equipped with all the necessities from W/D to coffee maker. As listed in the arrival details, please note the cabin does have a long, steep blacktop drive. It's recommended to have 4 wheel drive during winter months.

Guest favourite

Cabin in Bloomingdale

4.96 out of 5 average rating, 74 reviews

Treetops Cabin in the Woods!

Experience Treetops cabin in the woods for your relaxing retreat! A unique cabin overlooking a huge ravine, surrounded by old growth forest. Enjoy views of the woods and ravine from the large windows, huge deck and screened in porch. Tons to do for the nature lover within minutes from the cabin, including Turkey Run, Shades, 31 Covered Bridges and many other attractions in Parke County. Walk to Jackson Bridge from the cabin. Plenty of space, privacy and activities for the whole family!

Guest favourite

Cottage in Crawfordsville

4.84 out of 5 average rating, 68 reviews

Cheerful lakeside cottage with 3 bedrooms, 2 baths

Beautifully remodeled cottage located close to Crawfordsville, Indiana. Minutes to Wabash College. Less than an hour to Indianapolis. Close to both Shades and Turkey Run State parks. Relaxing lake front setting provides opportunities to sit on the dock, swim in the lake, or grill on the back deck. King bedroom, and two queen bedrooms share two full baths, one with a beautiful walk in shower. Newly remodeled kitchen is fully stocked. Washer and dryer available.

Guest favourite

Home in Brazil

4.92 out of 5 average rating, 311 reviews

Swans Nest

If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

Top guest favourite

Cabin in Carbon

4.98 out of 5 average rating, 187 reviews

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!

Top guest favourite

Home in Terre Haute

4.97 out of 5 average rating, 110 reviews

Luxury Lake House: Stay French Lake

This bright and airy 4 bedroom home is a destination getaway perfect for your family, friends, or business retreat. With new furniture, appliances, and décor this retreat is the perfect getaway or staycation for your leisure or business needs. Nearby Attractions: Queen of Terre Haute Casino, Griffin Bike Park, Fowler Park, Laverne Gibson Cross Country Course, Rose Hulman, Indiana State University, and The Mill Concert Venue

Guest favourite

Flat in Perry Township

4.89 out of 5 average rating, 38 reviews

Refined Comforts: Luxe Stay in Whitestown Indiana

Indulge in luxury at our newly built 2023 apartment – a unique, tranquil 1-bedroom haven offering generous space for your comfort, accommodating up to 3 guests. Immerse yourself in the serenity of this quiet oasis, surrounded by a wealth of amenities. Conveniently located just 20 minutes away from downtown and 26 minutes from Indianapolis International Airport, modern design meets unparalleled relaxation in your ideal getaway!

Guest favourite

Home in Terre Haute

4.98 out of 5 average rating, 60 reviews

Lakefront Paradise *Indoor Pool* *Arcade*

Have you been looking for the perfect family vacation?? Look no further as this one of a kind lake house has it all. From a heated indoor pool for year round fun to a free play arcade overlooking the lake. This one has something for those of all ages! Come enjoy this serene landscape as you overlook your own piece of paradise while you stay with us. We strive to provide an unparalleled location and experience. See you soon

Top guest favourite

Home in Greencastle

5 out of 5 average rating, 38 reviews

1860’s Art House

This adorable historic Greencastle home was built in the 1860’s and still has many original features. This listing is for the first floor of the duplex, and it’s been updated with art from Indiana artists and local antique stores. Location is ideal- two blocks from DePauw’s campus and one block from the downtown square. Walking distance to bars, restaurants, and local shops.