Holiday rentals with outdoor seating in Greencastle

4.93 out of 5 average rating, 105 reviews

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

Covered Bridge Cabin (on Big Walnut Creek)

Retreat and renew in this charming one-room cabin 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 picture window, inflatable single mattress, small TV, writer's desk, AC, fans and baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin.) Simple and beautiful.

4.95 out of 5 average rating, 106 reviews

A serene view of two small lakes is framed by tall trees and gentle slopes. Sunlight reflects off the water's surface, highlighting the tranquil setting. A rustic wooden fence borders the foreground, complementing the natural landscape.

Cabin in Monrovia

Waterfront getaway *cozy & peaceful*fishing*swings

Welcome to your peaceful lakeside getaway! This renovated boho-style cottage offers a quiet and laidback retreat. Featuring an open loft layout, a covered porch, and a large deck overlooking two small serene lakes, this home is designed for relaxation. Enjoy evenings under the Pergola with swings or gather around the hillside firepit for unforgettable nights. Its location also makes it easy for you to get around. You're just: 10 min to I-70 hwy 20 mins to the airport 30 mins to Indy Downtown

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, 124 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.

Guest house in Crawfordsville

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.

4.96 out of 5 average rating, 619 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.

4.97 out of 5 average rating, 149 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.

4.78 out of 5 average rating, 134 reviews

The rustic barn is set against a vibrant sunrise sky, showcasing a mix of pink and orange hues. Lush green grass surrounds the barn, with farm equipment visible nearby. Trees and open fields fill the background, reflecting the charm of the rural landscape.

Barn in Rockville

The 1938 Barn

The 1938 Barn is located in the ❤ of Covered Bridge Country in Parke County. You will love the rustic charm of this converted hay barn built in 1938. Come relax by the camp fire or explore our many Covered Bridges and local State Parks. The farm also hosts Henry's Market, a market garden providing fresh meat and vegetables which makes summertime an excellent time to visit! Please note: There is NO WI-FI, NO CABLE. We have a selection of DVDs. Limited cell service, AT&T works best.

Guest house in Crawfordsville

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.

4.99 out of 5 average rating, 153 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.

4.94 out of 5 average rating, 224 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.

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.

4.93 out of 5 average rating, 363 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.

4.98 out of 5 average rating, 251 reviews

A single-story cabin is framed by lush greenery, showcasing natural wood siding and a welcoming front porch. The porch features seating arrangements and decorative elements, while the pathway leads to a gravel driveway, enhancing the serene ambiance of the surrounding woods.

Cabin in Carbon

Parke County Dream Cabin

Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!

4.97 out of 5 average rating, 212 reviews

A rustic cabin with a green roof is surrounded by lush trees and vibrant flowers. A spacious deck with a red umbrella overlooks a stone patio. The natural landscaping enhances the secluded atmosphere, inviting relaxation in the beauty of the outdoors.

Cabin in Marshall

Eagles Rise Cabin on Sugar Creek with hot tub

If you are looking for time off the grid and need a quiet place to rest and refresh in the beauty of nature, this quaint cabin in the woods is the place for you. Located on Sugar Creek in Parke County, the cabin is only minutes away from two of Indiana's largest state parks--Turkey Run and Shades. In the heart of Amish country, Parke County is home to the Covered Bridge Festival. Beautiful in any season, with activities for every season.

Popular amenities for outdoor seating rentals in Greencastle

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.99 out of 5 average rating, 201 reviews

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

Luxury Custom Built Amish Barn Home at Turkey Run.

A charming two-story house is depicted, featuring light grey siding and a welcoming front porch. The well-maintained garden displays vibrant flowers and lush green grass. Concrete steps lead to the entrance, framed by soft greenery. The cloudy sky adds a serene backdrop to the scene.

5 out of 5 average rating, 9 reviews

Haven on Hanna

The living area features a cozy seating arrangement with upholstered chairs and a plush couch. A large painting of an elephant adorns the wall above a wooden fireplace. Natural light fills the room through double windows that are framed by patterned curtains.

5 out of 5 average rating, 47 reviews

1860’s Art House

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, 49 reviews

Quiet Country Retreat Near DePauw University

4.87 out of 5 average rating, 45 reviews

The exterior of a yellow cottage is visible, framed by greenery. A welcoming porch features hanging plants and a hammock. A pathway leads to a landscaped area with a fire pit and flower beds, while a garage is positioned in the background.

Home in Rockville

The Cozy Canary

A cozy entrance to the property is framed by potted white flowers. A wide stone path leads to a porch featuring a chair and hot tub, with a backdrop of trees adding to the serene country setting.

4.79 out of 5 average rating, 52 reviews

Kozy Kove

A cozy bedroom features a spacious bed covered with a warm-toned quilt. Two simple lamps provide soft lighting. Natural light enters through a window that frames a view of the surrounding woods. Rustic artwork adorns the wall behind the bed, enhancing the calming environment.

4.91 out of 5 average rating, 55 reviews

Morton Barn with Trails & Pond, 3 Bedrooms

A single-story home is displayed, featuring a light brown brick exterior and a sloped roof. A driveway leads to a two-car garage. Lush green grass surrounds the property, and carefully trimmed bushes line the front. A lamp post stands beside the mailbox near the street.

4.97 out of 5 average rating, 65 reviews

The Castle

Apartment rentals with outdoor seating

A spacious living area is presented with two comfortable armchairs facing a low coffee table. A light area rug covers the floor, and a large television is mounted on the wall. Soft lighting is provided by lamps near the seating, creating a welcoming environment.

Flat in Pittsboro

Beautiful 1+bd, 1ba private apt (4-6 guests)

4.99 out of 5 average rating, 355 reviews

A compact kitchenette is visible, featuring a stainless-steel refrigerator and microwave positioned above a counter with a coffee maker. Soft lighting from a lamp illuminates the nearby bedroom area, where a bed is dressed in neutral linens, enhancing the calming ambiance.

Flat in Greencastle

Charming apartment on the edge of DePauw campus.

4.94 out of 5 average rating, 17 reviews

Flat in Rosedale

The Getaway2/ Sleeps 6/ hot tub & sauna! & more!

4.93 out of 5 average rating, 86 reviews

A modern country home is shown, featuring a light blue exterior and a metal roof. Snow covers the ground and is lightly dusting the surrounding trees. Large windows fill the front, allowing natural light to enter the space. A welcoming front door is framed by minimalist decor.

Flat in Ellettsville

Secluded space with private deck

Other holiday rentals with outdoor seating

4.89 out of 5 average rating, 37 reviews

A rustic log cabin with a red metal roof is nestled among tall trees, showcasing a blend of original character and modern updates. Surrounding the cabin is natural terrain, with a spacious deck featuring outdoor seating against a backdrop of greenery.

Cabin in Poland

Pioneer Log Cabin on the Lake

4.94 out of 5 average rating, 54 reviews

The property is set in a wooded area, showcasing a modern cottage with large windows and a screened-in porch. A gravel path leads to the entrance, surrounded by greenery and mature trees. Outdoor seating is positioned on the deck for relaxing views.

Home in Rockville

Peaceful Wooded Lake Cottage Retreat

4.88 out of 5 average rating, 85 reviews

A log home is nestled among lush green trees, showcasing natural wood siding and stone accents. The expansive front porch is visible, providing a welcoming entryway. Gravel paths lead through the surrounding wooded area, enhancing the cabin's serene and secluded setting.

Cabin in Rockville

Raccoon Lake – Huge Vacation Home – Lakefront

5 out of 5 average rating, 10 reviews

A rustic log home is showcased with a stone chimney and a welcoming porch. The property features large windows, wood siding, and a spacious outdoor area, surrounded by lush greenery and landscaping, creating a serene and inviting environment.

Cabin in Greencastle

Cabin retreat

4.97 out of 5 average rating, 94 reviews

The exterior of the Treetops cabin is surrounded by lush greenery, with tall trees framing the structure. The cabin features a green metal roof and multiple levels, blending harmoniously with its natural setting. A covered area is visible beside the cabin, ideal for outdoor activities.

Cabin in Bloomingdale

Treetops Cabin in the Woods!

A historic farmhouse with a large wrap-around screened-in porch is set against a backdrop of autumn leaves. A gravel pathway leads to the main entrance, and several white Adirondack chairs are positioned on the lawn, inviting guests to relax and enjoy the surroundings.

5 out of 5 average rating, 32 reviews

Authentic Country Farmhouse on Pond / Greencastle

A winding gravel driveway leads through a wooded area, flanked by trees with autumn foliage. The charming cottage is positioned to the right, while a storage shed stands to the left, adding to the rustic appeal of the serene setting.

4.94 out of 5 average rating, 82 reviews

Creekside Cottage