House holiday rentals in Greencastle

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Top-rated house rentals in Greencastle

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

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Top guest favourite
A dining area features a round wooden table surrounded by transparent chairs, complemented by plush white seat covers. A modern chandelier hangs from the ceiling, illuminating the space. The room showcases a combination of hardwood flooring and black accent walls, with large sliding glass doors leading outdoors.
Home in Greencastle
4.98 out of 5 average rating, 102 reviews

Modern 4 Bed Home On Golf Course Close To Campus +

4 bedroom, 2 bath-master w/shower guest ba w/tub & shower ranch home w/ 5th hole of the golf course as your view & literally steps from patio! Minutes from campus, restaurants & shopping. Quiet established neighborhood. (1) King bdrm, (2) bdrms w/full bed and (1) office/bedroom w/fold down couch. -Blackout curtains -Wifi -Spacious family room w/smart 75 in TV -Close to everything Outdoor patio w/furniture to enjoy the golf course views. Depauw themed basement w/ sauna, pool & poker tables

Top guest favourite
The barn-style home is surrounded by lush greenery, showcasing a large, covered porch with multiple outdoor chairs. A well-maintained lawn extends in front of the home, and trees provide a natural backdrop, highlighting the tranquil setting.
Home in Marshall
4.99 out of 5 average rating, 208 reviews

Luxury Custom Built Amish Barn Home at Turkey Run.

Across the street from Turkey Run State Park Campground, this beautiful newer barn home is centrally located to hiking, canoeing, horseback riding, etc. Hike your own trails in the 13 acres of wood and ravines on the property, or relax on the huge covered porch. Turkey Run State Park is less than 1 mile away. Discount given for weekly stays. Best value considering two rooms at the Turkey Run Inn is running about $570 per night. And with our place, you get three rooms plus a ton more amenities!

Top guest favourite
A cozy bedroom features a dark wood bed with clean linens and two pillows. A lamp sits on a nightstand beside the bed. A window with dark curtains allows natural light to filter in, and framed art is displayed on the wall.
Home in Greencastle
4.98 out of 5 average rating, 134 reviews

Castle 853 - We aim to be the cleanest!

Very Clean, stylish and up-to-date, Bedford Stone, single level home. Fully furnished, all linens, towels, cookware included. Coffee and snacks are there for your stay. We are a 3 minute drive to DePauw University, Crown Industrial Park, and the Historic Downtown full of Fine Dining, Craft Beer & Wine, Music. 300 feet from People's Pathway. Located in the heart of Covered Bridge country. 40 minutes from Indianapolis including the International Airport and the Indianapolis 500 raceway.

Top guest favourite
An exterior view of the home is captured, featuring a light gray facade and metal roof. Colorful flowers and pumpkins decorate the landscaped garden, complemented by a bench positioned under a tree. Neatly arranged windows provide an inviting look to the property.
Home in Gosport
4.98 out of 5 average rating, 166 reviews

Maria’s Haven

Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Top guest favourite
A panoramic view of the dome's interior highlights the unique wooden ceiling design, featuring triangular shapes. A dining table with blue placemats accommodates six, surrounded by large windows and stained glass accents, allowing natural light to fill the space.
Home in Bloomington
4.96 out of 5 average rating, 105 reviews

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

Superhost
A dining area is featured with a dark wooden table surrounded by six chairs. Natural light enters through two windows, illuminating the space. The kitchen is visible in the background, fitted with white cabinetry and modern appliances.
Home in Greencastle
4.89 out of 5 average rating, 113 reviews

Peaceful Ctry Home 1 ac. Wlk to 3FatLabs. 3BR 2BA

Peaceful country home near 3 Fat Labs and Depauw University. Situated on beautiful and quiet 1 acre lot with fire pit. Relax on the back deck and enjoy view, visit Oakalla covered bridge or hike at nearby Depauw nature trails. Home has en suite master with King bed and open floor plan. Kids room with bunk, toys and pack n play. Bathtub in 2nd bathroom. Enjoy large selection of DVDs and games for kids and adults. Satellite TV and internet. Washer/dryer. Only 3.5 miles to Depauw.

Guest favourite
An open living area features warm, brown leather seating arranged around a dark coffee table. A large TV is mounted on the wall, while a dining table with black chairs sits in the background, under a modern light fixture. Light wood flooring completes the space.
Home in Bloomington
4.95 out of 5 average rating, 174 reviews

Kingsley House Near IU/Stadium

Have fun with the whole family at this stylish open concept place. 3 bedroom 1300sqft house with one KING BED, 1 queen, and 1 full. TVs in ALL bedrooms. Enjoy access to laundry, fast wifi, and fully fenced in back yard! Located in one of the best locations close to the stadium, golf courses, shopping, great trails/parks, and much more. Dog friendly (NO CATS) We do offer early/late check in/out for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

Top guest favourite
The exterior of a charming yellow house is visible, complemented by vibrant blooming flowers from a nearby tree. A wooden porch with a railing is featured, inviting relaxation. The lush green lawn enhances the home's welcoming appearance under a partly cloudy sky.
Home in Brazil
4.95 out of 5 average rating, 101 reviews

Home in Brazil

This location is a place to stay for work or visiting family&etc. You will be near local attractions, Festivals & Events, Unique Shops and Great Restaurants. This Airbnb is a older home that is not perfect but is comfortable & clean. The neighborhood is in working progress and is safe & quite. Brazil is a small town & the homes in the area are owned by hard working families trying to live without being judged on a Airbnb platform. Please keep that in mind when choosing this Airbnb.

Guest favourite
A serene pool area is framed by lush greenery, highlighted by a sparkling pool with colorful floats. Cozy lounge chairs provide inviting seating around the pool, complemented by shaded gazebo spaces, ideal for relaxation. The scene reflects a tranquil outdoor retreat.
Home in Poland
4.94 out of 5 average rating, 234 reviews

Captain Bill's Guest House/seasonal swimming pool

Welcome to Captain Bill's Guest Lodge at Cagels Mill Lake! This gorgeous home offers modern amenities in a countryside setting. Perfect for bikers, boaters, fisherman, and anyone looking to enjoy lake life. Our guests are welcome to join us poolside at the main house. Our private pool is open only to us and our listed guests at our two Airbnb units. We're located seconds from the boat ramp and a short drive to Cataract Falls and Lieber State Park. Pool is seasonal.

Top guest favourite
A single-story home is displayed, featuring a light-colored exterior with a red metal roof. A spacious porch, equipped with seating, is visible at the front. Surrounding grass is neatly maintained, and trees provide natural shade nearby.
Home in Brazil
4.93 out of 5 average rating, 377 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.

Guest favourite
An open concept living area features high ceilings with large windows overlooking the lake. Sofas are positioned around a round coffee table on a textured rug. A dining table for eight is visible in the background, complemented by a modern kitchen equipped with new appliances.
Home in Terre Haute
4.95 out of 5 average rating, 147 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

Top guest favourite
The home features a charming facade with a gabled roof and symmetrical design. Two American flags are displayed on the front. A well-maintained lawn surrounds the house, complemented by neatly trimmed shrubs. A inviting walkway leads to the entrance, flanked by wooden chairs.
Home in Greencastle
4.99 out of 5 average rating, 205 reviews

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.

Popular amenities for house rentals in Greencastle

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Avg. price$255 SGD$259 SGD$255 SGD$257 SGD$309 SGD$257 SGD$239 SGD$255 SGD$285 SGD$263 SGD$255 SGD$244 SGD
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Quick stats about house rentals in Greencastle

  • Total holiday rentals

    Explore 20 holiday rentals in Greencastle

  • Nightly prices starting at

    Greencastle holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Greencastle holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greencastle rentals

  • 4.9 Average rating

    Greencastle stays are highly rated by guests – averaging 4.9 out of 5!

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