Vacation rentals with outdoor seating in Montgomery County

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Top-rated outdoor seating rentals in Montgomery County

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A dining area is highlighted by a large wooden table surrounded by transparent chairs. Natural light is filtered through two bright windows adorned with light-colored curtains. A floor lamp provides additional illumination, and warm wood flooring enhances the inviting space.

Private room in Crawfordsville

4.75 out of 5 average rating, 4 reviews

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!

Guest favorite

The exterior of the primary house is visible, featuring a wooden facade and large windows. A spacious deck area is seen with lounge chairs and a view of the surrounding trees. The detached bunkhouse is located in the background, offering additional accommodation.

Home in Crawfordsville

5 out of 5 average rating, 5 reviews

Cottage on Lake Holiday

This well appointed, nicely finished, heated & cooled, home on Lake Holiday is a great place to get away. Only 15 minutes to Shades State Park & 20 minutes to Turkey Run. In the primary house is a queen bed, air mattress, & 2 full bathrooms. The bunkhouse has 2 queen beds. Please note bunkhouse is detached from the primary house. Guests will have to briefly walk outside to access a bathroom. The outdoor shower is not operable October through April. Lake access is not available for guests.

Top guest favorite

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, 606 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.

The exterior of the cedar log cabin displays a sloped roof with large windows framed by natural wood. A wraparound porch with planters is visible, surrounded by lush greenery and mature trees. The rustic architecture harmonizes with the forested setting.

Cabin in Waveland

4.8 out of 5 average rating, 80 reviews

*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. There is a Nordic Spa on site that includes unlimited use of the Saunas, Hot tub, commercial cold plunge, relax pool/swim spa and 3 massage chairs.

Top guest favorite

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

5 out of 5 average rating, 145 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.

Guest favorite

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

5 out of 5 average rating, 122 reviews

Tree Farm • State Parks • Cozy Glamping • Fire pit

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 •Canoeing (public launch - 2 min ; Sugar Creek Canoe rental - 4 min) •Hiking (Turkey Run - 30 min; Shades State Park - 20 min), •Wabash College (5 min) and Purdue University (35 min). Groceries and dining are just 5 minutes away. Just under an hour to Indy.

A newly constructed two-story home with a light-colored exterior sits on a lush, green lawn. The front features a welcoming porch with steps leading to the entrance. Large windows are visible, providing ample natural light, while a spacious driveway accommodates parking.

Home in Crawfordsville

4.8 out of 5 average rating, 5 reviews

(Popular) 5 bed, 3.5 bath - Country Oasis

HUGE, brand new 5 bedroom, 3.5 bath home perfectly situated across the street from the IRONMAN/MXON USA raceway. The Crawfordsville Country Oasis is in an ideal location for you to bring family & friends to stay in style on a 1-acre lot with ample amenities. Our home rests in a peaceful, new neighborhood with ample space for parking and outdoor activities. Enjoy stunning country sunsets while remaining within a 5-10 min drive to plenty of retail and dining options.

The entrance features a charming porch with vibrant colors and ornate woodwork. Flower pots are arranged along the walkway, which is lined with blooming marigolds. A decorative door and windows add character to the facade of the historic Victorian home.

Private room in Ladoga

4.89 out of 5 average rating, 19 reviews

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.

Guest favorite

A spacious living area features comfortable seating with a dark leather couch and armchair, complemented by an area rug. A coffee table sits at the center, while a dining area can be seen in the background, complete with a wooden table and chairs. A fireplace and artwork add character to the space.

Cottage in Crawfordsville

4.86 out of 5 average rating, 78 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.

A spacious lawn is surrounded by trees displaying autumn foliage. The clear blue sky contrasts with the warm colors of the leaves. A rustic cabin is visible in the distance, providing a serene backdrop to the natural landscape.

Home in Waveland

4.87 out of 5 average rating, 77 reviews

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.

A cozy interior space features a brick fireplace with a black stove, surrounded by green plants. A wooden dining table with black chairs is positioned on a patterned rug. Sunlight filters through windows, illuminating the warm wooden floors.

Home in Crawfordsville

4.8 out of 5 average rating, 10 reviews

Eclectic Creekside Cottage

Cozy up in our eclectic creekside cottage located just outside of the Darlington and Crawfordsville area. Far enough away from the hustle and bustle of downtown life, but close enough for a dinner date if home cooking isn’t on the agenda. Step right outside onto our back patio that includes sitting areas with a full creek view. Experience the creek with our provided kayaks and water tubes. End your night with a relaxing dip in the hot tub.

Guest favorite

The exterior of a yurt-style cabin features natural wood siding and a corrugated metal base. Two sets of wooden steps lead to the entrance, framed by large windows. A small outdoor sitting area is visible on a gravel patch, surrounded by lush greenery.

Cabin in Crawfordsville

4.97 out of 5 average rating, 188 reviews

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.