Vacation rentals in Jamestown

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Top-rated vacation rentals in Jamestown

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

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Top guest favourite
The entrance is accessed by a set of wooden stairs featuring a metal railing. A door with large windows is flanked by potted plants, providing a welcoming touch. Natural light filters through the greenery surrounding the entrance.
Guest suite in Indianapolis
4.99 out of 5 average rating, 108 reviews

A little secret hideaway

Keep it simple at this peaceful and centrally-located place. It’s close to everything, making it easy to plan your visit. It’s close to the airport, sporting events, and downtown. It’s up on the second level, but separate from the downstairs living. It has its own entrance and living space. 2.3 miles to Indianapolis airport 5.1 miles to Lucas Oil IRP 5.3 miles to Indianapolis Motor Speedway 8.3 miles to Lucas Oil Stadium 8.8 miles to Gainbridge Fieldhouse 8.8 miles to Indianapolis Downtown

Guest favourite
Home in Lebanon
5 out of 5 average rating, 7 reviews

Crossroads: Endless entertainment in Lebanon

In walking distance of downtown Lebanon, this unique 3,000 square foot historic home is fully remodeled for professional travel, family fun and large groups! Sleeps 10 across 4 bedrooms plus 3 full bathrooms. Too many amenities to list: fully stocked kitchen, Crockpot, coffee bar, 5 types of grills/smokers, board games, a popcorn machine, golfing, 5 arcade games, video games, multiple TVs with ESPN, a stunning pool table and a bar. There are multiple seating areas and outdoor areas to enjoy!

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, 115 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 its raw poplar walls, the cabin offers a full-sized bed by a picture window, small TV, writer's desk/library, air conditioning, 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.

Top guest favourite
The open living area features wood beam ceilings and hardwood floors. A comfortable sectional sofa and mustard yellow accent chair invite relaxation. A coffee table holds a decorative bowl of lemons. A large window allows natural light, and a TV is positioned for entertainment.
Home in Danville
4.87 out of 5 average rating, 75 reviews

The Cozy Cottage

Ideally located in historic downtown Danville, this charming 2-bedroom, 1-bathroom cozy cottage offers a comfortable and convenient stay for those seeking a home away from home. THE SPACE Large open concept living area with hardwood floors and wood beam ceilings. Equipped with a full kitchen, separate laundry and 2 separate bedrooms, each with a queen bed. The Cozy Cottages are two separate rental units. They can be rented together to accommodate larger parties. Please message owner directly.

Guest favourite
Home in Brownsburg
4.88 out of 5 average rating, 24 reviews

Mid-Century Magic

Step into timeless style & comfort at this beautiful mid-century modern house. This single-level gem blends iconic 1950s design w/ contemporary touches to create the perfect getaway for couples, families, or remote workers seeking a peaceful escape. * 3 Bedrooms 2 Bathrooms Sleeps 6 * Cozy fireplace * Fully stocked modern kitchen * Large backyard & deck * WiFi smart TV Whether you're here to relax, attend a sporting event, or just soak in the vibes, this home offers a stay you won’t forget.

Top guest favourite
A charming exterior of the home is displayed, featuring a welcoming front porch with hanging planters. Lush green grass and colorful flower beds surround the property, while a paved path leads up to the entrance. A clear blue sky enhances the inviting appearance.
Home in Lizton
4.97 out of 5 average rating, 86 reviews

3 Bed + 2 Bath Family Home w/ Game Room

Welcome to our charming home in Lizton, IN! Just minutes from two stunning wedding venues and a short 30-minute drive to downtown Indianapolis, this recent remodel offers comfort and convenience. Enjoy a spacious, fully stocked kitchen with a coffee bar, a cozy living room with a fireplace and TV, a laundry room, and a lovely backyard seating area. With three bedrooms and two baths, our home comfortably accommodates eight guests. Perfect for wedding guests, families, or anyone visiting Indy!

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, 207 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 kitchen area features a central wooden island with seating and ample natural light coming through multiple windows, showcasing views of the surrounding greenery. A modern refrigerator and stove are present, along with decorative elements that add character to the room.
Bungalow in Plainfield
4.95 out of 5 average rating, 91 reviews

Modern Bungalow-Near Airport/Indianapolis

Relax, escape the kids, step up your business travel, or "work from home" in this modern private bungalow with a luxurious touch. Enjoy a nice evening on the private dock or porch while listening to the crickets and bullfrogs. Have a night out at one of our favorite spots and retreat back to your quiet private oasis while you sleep in comfort on our 1000 count, 100% Egyptian cotton sheets. Conveniently located 10-15 minutes from the airport and 20-25 minutes from downtown Indianapolis.

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, 641 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 favourite
Home in Brownsburg
4.89 out of 5 average rating, 19 reviews

Walkable Downtown Home | 3 King Beds + Cozy Charm

Your family will love this centrally located 1920s home with over 3,100 square feet of space to relax and enjoy! This charming 4-bedroom, 3-bathroom house blends classic character with modern comfort. Step outside and you’re just a short walk from all the new Brownsburg has to offer, including great restaurants, local bars, playgrounds, and walking trails. Whether you’re here to explore or simply kick back, this home has everything you need for a comfortable and memorable stay.

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, 615 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 charming A-frame cabin is surrounded by tall trees, featuring a small front porch with two chairs. A white picket fence encircles a garden area, while the cabin's number is visible in bold against a wooden surface.
Cabin in Bainbridge
5 out of 5 average rating, 18 reviews

Rare Find. An Experience. Treetop Deck. Ravines.

A truly rare gem. Tucked into the trees, three sides surrounded by wooded ravines, this inviting retreat features a breathtaking treetop deck—perfect for relaxing, unwinding, and soaking in the beauty of nature. Secluded A-frame cabin situated on 2 private acres, bordering 2,700 acres of protected forest. Sleeps 6 with 2 bedrooms, sleeper sofa, memory foam beds, full kitchen, high-speed internet.

Popular amenities for Jamestown vacation rentals

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  3. Indiana
  4. Boone County
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