Holiday rentals with outdoor seating in Montgomery County

*Sugar Creek Cabin w/spa bordering 2 state parks!

Authentic western cedar log cabin surrounded by 6000 acres of old growth forest! The location is spectacular. You can walk off the driveway into Shades State Park and Pine Hills Nature Preserve or take a 10 minute drive to Turkey Run State Park! The area is the covered bridge capital of the US with 33 covered bridges within a 20 minute drive. Included in the rate is a private on site Nordic Spa that allows use of the Saunas, Hot tub, commercial cold plunge, relax pool/swim spa, 3 massage chairs.

Downtown Crawfordsville Peculiar

The whole group will enjoy easy access to everything from this centrally located place. Steps from downtown Crawfordsville, Wabash College, Pike Place, Fusion 54, Arnie's Pizza, Masonic Temple, and Vanity Theater. This home has four bedrooms in which one is occupied by the homeowner. Parking is plentiful in front of forty-seven. Help yourself to a cozy living and dining room shared space. This a great location to access Iron Man Racing, Indy 500, Strawberry Festival, Turkey Run, and Purdue!

Step into History | Stay in Comfort

Grace Haven on Grant Step into History | Stay in Comfort. Located in the heart of Indiana. Minutes from Sugar Creek, 15 min drive to Shades State Park, 25 min to Turkey Run State Park. Welcome to this the corner beauty where timeless character meets modern comfort. Spacious open concept with stone fireplace. Large 2 bedroom open kitchen living room combo featuring 1.5 bath w/ a full laundry room. Secure keyless entry. Wrap around porch. Dual unit with upstairs rental with separate entrance.

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.

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.

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.

Vintage Reflections B&B

Historic Victorian home, situated in a quaint town, is tastefully designed with a perfect mixture of nostalgic antiques and functional furnishings. Built c1880 featuring open porches, beautiful ornate woodwork, stain glass windows, & an inground pool. Rent by the room, or the entire house. Great for couples, girls weekend, solo adventures, guys getaway, business travelers, families, or anyone visiting Wabash College, DePauw, Covered Bridge Festival or Ironman Raceway.

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.

Cozy Farmhouse on 10 acres across from State Park

Gorgeous location and with picturesque scenery! The property is surrounded by Shades State park and there is the area is known as the covered bridge capital of the US with 33 covered bridges within a 20 minute drive. This home has been fully remodeled with two new baths, a master suite, a large screened porch and new kitchen all on 10 acres. You have the option to visit the Nordic spa at our Log Cabin next door for a discounted daily rate.

Yurt inspired Cabin at The Queen & I Homestead

Yurt meets cabin. Private unique cabin on our homestead set in between native prairie grass and woods, this is the perfect oasis to get away. Inspired by turn-of-the-century charm of our 1873 Italianate Farmhouse, this will be like a vintage treasure rediscovered. Quality craftsmanship with artisan designs to lend character and authenticity, the luxury bathroom with walk-in shower and kitchen will make this stay an unforgettable trip.

Lake Treehouse

Unwind in this serene, stylish retreat with breathtaking lake views and surrounding natural beauty. This brand new studio apartment, completed in 2025, offers the perfect escape. 5 miles from Ironman Motocross racing, 14 miles from Turkey Run, 6 miles from Shades State Park, 20 miles from Covered Bridge Festival, 5 miles from Wabash College & 30 miles from Purdue University.

Grand's House

One block from Wabash College! One minute walk to Wabash College and two minute drive from downtown Crawfordsville! Located 45 minutes from Purdue University Campus. Charming mid-19th century home with spacious backyard perfect for outdoor hosting. Filled with eclectic charm and chic character, this home is perfect for individuals who treasure vintage beauty.