Vacation rentals in Jamestown

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Top-rated vacation rentals in Jamestown

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Superhost

The living room contains a gray sofa and two striped chairs, creating comfortable seating. Natural light enters through large windows adorned with white blinds. A round area rug is positioned on the floor, while a decorative piece hangs on the wall, contributing to the room's aesthetic.

Home in Lizton

4.89 out of 5 average rating, 18 reviews

Cozy Home w/ Bar Room + Huge Yard + Coffee Station

Welcome to your home away from home in Lizton, Indiana! This charming 2-bedroom, 1-bath house comfortably sleeps 6 guests, making it perfect for families or friends. Relax in the cozy bar room or enjoy the spacious backyard, complete with a fire pit—ideal for roasting marshmallows and making s'mores. Located just 30 minutes from Indianapolis and near two beautiful wedding venues, this retreat offers the perfect blend of comfort and convenience. Experience a memorable stay in a peaceful setting!

Guest favorite

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

4.95 out of 5 average rating, 110 reviews

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

Guest favorite

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, 198 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 favorite

A tranquil fire pit area features six wooden chairs arranged in a circular layout around a stone fire ring. The setting is surrounded by lush greenery, with the soft glow of sunset visible in the background.

Home in Whitestown

4.94 out of 5 average rating, 127 reviews

Florence Cottage~Modern Country

Relax with the whole family at Florence Cottage. Brand new home- quaint, quiet, and a great mix of country charm with stylish design. The house offers 4 bedrooms, 2 full bathrooms. The master suite has its own spacious master bathroom. Bedroom 2 and 3 are furnished with queen beds. Bedroom 4 offers a bunk bed. The home sits on an acre with stately mature trees, a fabulous front porch to take in the sunrise & then a new deck overlooking the large back yard boasting amazing sunsets at night!

Guest favorite

The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.

Cabin in Greenbriar

4.94 out of 5 average rating, 119 reviews

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

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, 623 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.

Guest favorite

The living area features wooden walls and ceilings, complemented by large windows that allow natural light to illuminate the space. Two seating areas include a brown sofa adorned with cushions and a rust-colored recliner, alongside a coffee table. A dining area can be seen in the background.

Cabin in Martinsville

4.91 out of 5 average rating, 506 reviews

Grandpa's Cabin at Heidenreich Hollow

Grandpa’s Cabin at Heidenreich Hollow offers exclusive lodging on our hilly 5 acre wooded property. We offer a peaceful getaway from life while being right in the middle of both Indianapolis and Bloomington! Our quiet rustic cabin has a loft bedroom with stair access that includes a King size bed, 2 twin beds and an air mattress. We have a spacious bathroom and a fully equipped kitchen to help you feel at home. Search YouTube for Grandpas Cabin at Heidenreich Hollow for a video!.

Top 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, 127 reviews

Tree Farm • State Parks • 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 •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 favorite

A spacious hot tub is shown, featuring bubbling water and adjustable jets. The tub is located under a semi-covered area, surrounded by greenery, providing a tranquil and private retreat.

Guest suite in Rosedale

4.96 out of 5 average rating, 247 reviews

Getaway- hot tub, sauna, and more!

Tastefully decorated unit perfect for a relaxing retreat. Great for couples, travelers, or girlfriend getaways! Ground-floor unit (2-story unit with upstairs available for additional charge, otherwise not rented). Queen bed + sleeper sofa. 55" TV w/Showtime. Massage chair. Internet available but spotty due to rural location. Large private hot tub and firepit surrounded by woods and corn! Firewood provided at no charge. Plus a new sauna when outside temps are above 40°F.

Guest favorite

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, 245 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 favorite

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

4.98 out of 5 average rating, 262 reviews

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!

Guest favorite

Home in Jamestown

4.86 out of 5 average rating, 7 reviews

Hilltop Manor | Hideaway Estate w/ Pool & Theater

Welcome to Hilltop Manor, your countryside escape near Jamestown, Indiana. This expansive 5-bedroom, 7-bath, 6,000 sq ft estate was designed for big gatherings and unforgettable getaways. With room for 20 guests, it offers a private pool, movie theater, game room, and multiple living spaces—all crafted to bring people together in comfort and style. Celebrate, relax, and make memories—Hilltop Manor is built for life’s biggest moments.