Holiday houses in Crawfordsville

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Top-rated holiday rentals in Crawfordsville

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

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Top Guest favourite
Cabin in Unionville
5 out of 5 average rating, 206 reviews

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.

Top Guest favourite
A spacious backyard patio is illuminated by string lights, creating a warm ambiance against the evening sky. The area features a round table with chairs, a large umbrella for shade, and a grill, enhancing outdoor dining and relaxation options.
Home in Veedersburg
5 out of 5 average rating, 101 reviews

Outdoor Retreat with a creek: Gather & Relax

Welcome to our 2 acre woodland retreat near Turkey Run & Shades State Park! Our 3-bedroom, 2-bath home offers a serene escape for nature lovers. Spacious living room, fully equipped kitchen, beautiful backyard patio for relaxing, entertaining or grilling. Fire pit & small creek with sand area running through the woods. Ideal for gatherings, calming escape or wedding guests for 3 nearby wedding venues. Wifi, 2 car garage & large circle drive parking for trailers. Come enjoy a peaceful getaway!

Superhost
The exterior of the home presents a spacious design with large windows, surrounded by lush greenery and vibrant autumn foliage. A deck extends from the main structure, providing an outdoor area for relaxation. The property features a well-maintained lawn and a tranquil atmosphere.
Home in Hillsboro
4.96 out of 5 average rating, 142 reviews

Huge 3-level home surrounded by woods and a creek

This 4,256-square foot, 3-level home boasts 3 bedrooms with queen beds upstairs, a recreation area with 2 daybeds downstairs, a sleeper sofa, 2 full kitchens, a deck off the sunroom, and a deck off the master bedroom. The home is secluded at the edge of a small town and is bordered by a creek. Hillsboro has a dinner theater and cafe. Turkey Run and Shades State Parks are nearby as are Wabash College and Purdue University. Easy access to Interstate 74. Firepit, wood and charcoal grill on site.

Guest favourite
A charming cottage exterior is framed by a blossoming tree in the foreground. The wooden deck features a railing and is accessible through a glass-paneled door. Nearby, lush green grass extends toward an open field in the background, suggesting a serene rural setting.
Farm stay in Thorntown
4.97 out of 5 average rating, 205 reviews

Heavenly Acres Farm and Learning Center

Experience a relaxing stay, spending time watching chickens happily foraging or barn animals as they graze in the pasture. Take a walk by the creek, taking in the country sunset.Enhance your experience by interacting with the animals during a farm tour or helping with daily chores. We also offer a variety of learning opportunities as we share how we process fiber, health care for animals or maybe a simple hay ride. Here at Heavenly Acres we want to provide you with a unique farm experience.

Top Guest favourite
The living area is furnished with a comfortable brown pull-out sofa and two chairs. A wooden coffee table sits in front, accompanied by a decorative area rug. Natural light enters through a window, with light curtains enhancing the cozy feel of the space.
Guesthouse in Crawfordsville
4.96 out of 5 average rating, 638 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Ten minutes to Shades State Park and twenty minutes to Turkey Run State Park. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College, 25 minutes to DePauw University, 45 minutes to Purdue. We live on site and our back door is approximately 600 ft. from from the Airbnb. At this time we do not allow pets. We clean the cottage in accordance with CDC guidelines.

Top Guest favourite
The tiny home, set among lush greenery, features a green exterior with a welcoming porch. Seating areas are provided outside, surrounded by trees, offering a serene retreat. Soft sunlight filters through the leaves, illuminating the space.
Tiny home in Crawfordsville
4.99 out of 5 average rating, 145 reviews

Secluded farm tiny home near state parks

Welcome to your private setting on 60 acres with Christmas trees, woods, and excellent view of Sugar Creek from the back of the property! Connect with nature and solitude. Quiet setting in the trees; conveniently located near •Hiking (Turkey Run - 30 min; Shades State Park - 20 min), •Wabash College (5 min) and Purdue University (35 min), •Canoeing (public launch - 2 min ; Sugar Creek Canoe rental - 4 min). Groceries and dining are just 5 minutes away. Just under an hour to Indy.

Top Guest favourite
An open concept living space featuring a kitchen island with seating and a cozy seating area. Large windows provide ample natural light, with views of the surrounding woods. Warm wood flooring enhances the inviting atmosphere, while a door leads to a private area.
Guesthouse in Crawfordsville
4.99 out of 5 average rating, 159 reviews

Red House Guesthouse

Relaxing guesthouse in peaceful country setting with local deer herd visiting frequently. Close to Shades and Turkey Run State Park and Wabash College. Great location for Covered Bridge Festival, and wedding venues. We live on site with our 2 chocolate Labradors. The guesthouse has a private entrance and private outdoor deck facing the woods. Entire living space is handicapped accessible including large bathroom with walk in shower. Cleaning is in accordance with CDC guidelines.

Top Guest favourite
A charming one-room cabin features a wooden exterior with a green metal roof. Two blue chairs are placed on the small porch beside a door, which invites guests to enjoy the surrounding greenery in a tranquil setting.
Cabin in Bainbridge
4.94 out of 5 average rating, 111 reviews

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, find inspiration. With sweet-smelling poplar walls, the cabin offers a full bed by a picture window, small TV, writer's desk/library, AC, 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.

Guest favourite
An open living space features hardwood floors and original woodwork, highlighted by soft lighting from overhead fixtures. A comfortable gray sofa is adorned with cushions, while a dining area with a wooden table and chairs is visible. Bar stools are arranged near the kitchen counter.
Loft in Waynetown
4.93 out of 5 average rating, 266 reviews

Residences at Knights Hall, Unit A

Newly renovated 1 bedroom loft in a historic building in Waynetown. Large open living space with plenty of space to relax, hardwood floors and original woodwork. This property too unique to describe properly. Waynetown is 1 mile from Interstate 74 for easy overnight access. No traffic, no light - 2 minutes and you can get gas before you get back on the highway. There is a gas station, grocery store, post office and bank all within walking distance of the unit. No smoking or pets.

Guest favourite
A charming exterior of the lodge is featured, showcasing a wooden porch supported by exposed beams. A wedding dress is displayed on a hanger, highlighted against the rustic backdrop. Lush green plants and a decorative bench add to the inviting atmosphere.
Cabin in Crawfordsville
4.94 out of 5 average rating, 256 reviews

Townsend Lodge at Hidden Hollow Farm

The lodge is a very private/secluded setting located on 62 wooded acres. Everything nature has to offer is just outside the door. Enjoy the trails, garden ponds, or just relax on the porch and listen to the birds sing all day long. Inside you will find all the comforts of home along with fireplace, cabin decor, and walk-in shower with unlimited hot water. Perfect place for a couples romantic getaway or gatherings for holidays, bachelorette/bachelor party, and more.

Top Guest favourite
The exterior of a two-story guest house is surrounded by autumn foliage, showcasing wooden decking with a railing. The entrance features large windows, allowing natural light to brighten the space. A pathway leads from the front, bordered by seasonal plants.
Guesthouse in Brownsburg
4.86 out of 5 average rating, 611 reviews

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

Top Guest favourite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
5 out of 5 average rating, 521 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Popular amenities for Crawfordsville holiday rentals

When is the best time to visit Crawfordsville?

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Avg. price$338 AUD$337 AUD$217 AUD$335 AUD$338 AUD$335 AUD$351 AUD$388 AUD$272 AUD$382 AUD$355 AUD$435 AUD
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Crawfordsville?

    Experience the best of Crawfordsville with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Crawfordsville?

    Yes! Work meets play with ease at over 10 vacation rentals in Crawfordsville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Crawfordsville?

    Crawfordsville has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Crawfordsville have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Crawfordsville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Crawfordsville

  • Total holiday rentals

    Explore 20 holiday rentals in Crawfordsville

  • Nightly prices starting at

    Crawfordsville holiday rentals start at $100 AUD per night before taxes and fees

  • Verified guest reviews

    Over 510 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Crawfordsville holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Crawfordsville rentals

  • 4.7 Average rating

    Crawfordsville stays receive an average rating of 4.7 out of 5 from guests