House holiday rentals in Greencastle

A spacious modern structure is set against a clear blue sky, featuring a hip roof and large windows that allow natural light to fill the interior. The exterior is accented by stone pillars and a wide porch, surrounded by a grassy field.

5 out of 5 average rating, 51 reviews

Quiet Country Retreat Near DePauw University

Discover the charm of Throttle Back Ranch, a brand-new (2023) home just minutes from Greencastle, DePauw University, Cataract Falls State Park, Putnam Park Road Course, and Cowpokes Arena. Racing enthusiasts will love our unique touch - a full-size race car mounted on the wall! Enjoy country living at its best, with a fully equipped kitchen, entertainment options, and an expansive covered porch for breathtaking sunset views. Feel free to reach out with questions. We can't wait to host you!

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.

4.98 out of 5 average rating, 93 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

The front view of the house showcases a classic white exterior with a welcoming entrance. Lush green shrubs frame the entrance, and a driveway leads to a detached garage seen in the distance. A clear blue sky complements the home's inviting appearance.

4.84 out of 5 average rating, 121 reviews

Cozy and Comfortable, great Fall destination!

This house is an old model, but it is a cozy comfortable house and will everything you need for your stay. In Brownsburg it's only minutes from the Indianapolis Raceway Park and the Lucas Oil Raceway. There is plenty of entertainment and food options within driving distance and a couple you can walk to. I have wifi and streaming with a Fire Stick available on the TV. I do not have cable. I have Netflix, Disney, HBO. Feel free to bring your own Streaming Devices to access your own shows.

The exterior of a charming house is depicted, featuring light-colored siding and multiple gabled roofs. A landscaped path lined with flower pots leads to the entrance, surrounded by lush green grass and vibrant shrubs, creating a welcoming appearance in the daylight.

4.96 out of 5 average rating, 51 reviews

Major Dunbar Home

Located directly off the DePauw campus, in the highly-coveted Eastern Enlargement Historic District, the attention to detail and premium amenities at Major Dunbar House will knock your socks off!! Enjoy our gourmet kitchen, 1st floor Master Suite, 3-spacious upstairs bedrooms, and 2.5 bathrooms. Our house can comfortably sleep 9 guests (with 5 individual beds, total). We are proud to serve the Greencastle and DePauw communities and we frequently welcome wedding-party guests from nearby venues.

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.

4.98 out of 5 average rating, 127 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.

4.97 out of 5 average rating, 155 reviews

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

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. ☺️

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.

4.93 out of 5 average rating, 106 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.

5 out of 5 average rating, 38 reviews

Home in Coatesville

Peaceful, Stunning A-Frame Home near hiking trails

Welcome to our beautiful family-friendly home, located 35 min west of Indianapolis, 20 min from Depauw University, and 40 min from Turkey Run. Nestled in a safe and quiet neighborhood, our property offers the perfect blend of relaxation and accessibility to the some of the best hiking Indiana has to offer. As you come into this peaceful setting, enjoy the time on our front deck while watching the sunrise. We love hosting families with kids or groups of friends looking to disconnect.

4.94 out of 5 average rating, 226 reviews

A well-appointed kitchen features modern appliances, including a black refrigerator, with wooden cabinetry providing ample storage. A large island with bar stools invites casual dining. Natural light fills the space through multi-paned windows, enhancing the warm wood tones of the decor.

Home in Poland

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.

4.93 out of 5 average rating, 363 reviews

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

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.

4.95 out of 5 average rating, 133 reviews

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

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

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.

4.99 out of 5 average rating, 200 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 Greencastle house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 34 reviews

A large in-ground heated saltwater pool is surrounded by a spacious deck. A floating pool toy adds color to the shimmering water. Several loungers with a large umbrella provide shaded seating options near the pool's edge.

Home in Avon

Private Home in Avon w/ Heated Saltwater Pool

4.98 out of 5 average rating, 91 reviews

A spacious hot tub is illuminated with colorful lights against a backdrop of dark woods, creating an inviting atmosphere. The cover is partially lifted, revealing clean, clear water ready for enjoyment.

Home in Rosedale

The Getaway House with Hot Tub and Pool

The living area features light-colored sofas arranged around a modern coffee table with under-lighting. A large flat-screen TV is mounted on the wall, and neutral curtains frame the windows. Accent lighting highlights decorative shelves, creating a bright and welcoming space.

Home in Avon

4.29 out of 5 average rating, 14 reviews

16 Mi to Indianapolis: Group Getaway w/ Pool Table

5 out of 5 average rating, 14 reviews

A two-story home with a welcoming facade is set on a manicured lawn. The exterior features a mix of light and dark siding, a covered front porch, and decorative landscaping. A two-car garage is visible, and the driveway provides ample parking space.

Home in Danville

Beautiful home in a quiet Danville neighborhood

A spacious white two-story home is set among lush greenery, showcasing a large front yard with well-maintained grass. A wrap-around porch with white railings invites relaxation, while the driveway leads to a garage on the right. Trees and shrubs add to the natural surroundings.

4.95 out of 5 average rating, 75 reviews

Peaceful country home & pool near DePauw

Home in Brazil

“The Grotto” in the Country

Weekly house rentals

4.92 out of 5 average rating, 51 reviews

A serene lakeside view captures still waters reflecting colorful autumn trees and neighboring homes. A grassy area with a wooden dock borders the lake, inviting moments of relaxation and connection with nature.

Home in Terre Haute

Healing Waters Lakehouse

4.96 out of 5 average rating, 74 reviews

A charming exterior of the home is displayed, featuring a welcoming front porch with hanging planters. Lush green grass and colorful flower beds surround the property, while a paved path leads up to the entrance. A clear blue sky enhances the inviting appearance.

Home in Lizton

3 Bed + 2 Bath Family Home w/ Game Room

4.92 out of 5 average rating, 38 reviews

The Forest House is characterized by its charming exterior, featuring a light-colored façade and a welcoming front porch. Lush green grass and well-maintained bushes surround the house, complemented by mature trees offering shade. The peaceful setting highlights the home's inviting nature.

Home in Brazil

Forest House: Your Cozy Retreat in Brazil, Indiana

An open living area features a spacious sofa facing a coffee table, with a kitchen visible in the background. Light streams in through the windows, illuminating the wood floors. A dining table is positioned near the kitchen, creating a welcoming space.

4.95 out of 5 average rating, 20 reviews

Charming Retreat Near DePauw & Indy Hotspots

4.96 out of 5 average rating, 25 reviews

An outdoor view of the guesthouse at night is illuminated by warm string lights. Wooden stairs lead up to a spacious deck area, surrounded by a gravel pathway and natural stone borders. The inviting entrance is visible through the open door, reflecting a welcoming ambiance.

Home in Marshall

The Lodge at The Narrows Cabins

4.8 out of 5 average rating, 35 reviews

The front porch features a set of wicker chairs and a black chair, inviting relaxation. Steps lead to a well-maintained pathway, bordered by greenery, while the house's white exterior is complemented by a gray roof. A large yard is visible beyond the porch.

Home in Bridgeton

Grandma Mitchell’s House

5 out of 5 average rating, 11 reviews

Home in Rosedale

Little Raccoon Hideaway

4.97 out of 5 average rating, 31 reviews

A spacious home is depicted with a brick exterior and a welcoming front porch. The property is surrounded by well-maintained grass, with mature trees in the background and a clear blue sky. Large windows accent the upper and lower levels, providing natural light.

Home in Mooresville

Spacious & Quiet, near airport/I-70, sleeps 11

Private house rentals

A cozy living area features a large sectional sofa and a comfortable gray couch, accompanied by a round coffee table. A flat-screen TV displays a beach scene, while two lamps provide soft lighting. Natural light streams through the window, enhancing the space.

4.65 out of 5 average rating, 40 reviews

Newly Renovated Retreat 30mins to Downtown Indy

5 out of 5 average rating, 91 reviews

Home in Plainfield

Indianapolis - Modern, Spacious & Close to Airport

Home in Danville

New place to stay

Cozy House in Danville - Sleeps 7 - Large Yard

4.99 out of 5 average rating, 73 reviews

The exterior of a meticulously maintained home is featured, with a welcoming entrance and a paved driveway. Flower pots and plants are placed by the steps, enhancing the natural surroundings of trees in the background. A covered porch leads to the front door, inviting guests inside.

Home in Rockville

Cozy, relaxing hideaway!

4.84 out of 5 average rating, 19 reviews

A two-story house features a welcoming front porch with black railings and a spacious entrance. The exterior showcases a combination of light and dark siding, surrounded by greenery and a manicured lawn. A concrete pathway leads to the front door, with a garage visible on one side.

Home in Plainfield

Airport Cottage sleeps alot

A spacious living area features a gray sectional sofa and a matching armchair, complemented by a coffee table on a striped area rug. Natural light streams through multiple windows, enhancing the room's bright ambiance. An open view leads to a dining area and kitchen.

4.97 out of 5 average rating, 29 reviews

The Cozy Charcoal Cottage with Garage

The bungalow features a welcoming entrance with a wooden porch and railings. A light-colored exterior is complemented by several windows, allowing natural light. The surrounding grassy area adds to the home's pleasant curb appeal, while nearby structures can be partially seen in the background.

4.71 out of 5 average rating, 21 reviews

Cozy 2 BR Bungalow!