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 favorite
A two-story home features a combination of brick and siding, complemented by neatly trimmed shrubs and trees. The attached two-car garage is visible, showcasing a paved driveway. Large windows provide ample natural light, enhancing the inviting appearance of the front entrance.
Home in Westfield
4.99 out of 5 average rating, 107 reviews

Grand Park minutes away Sleep 13, 11 beds

Tournament at Grand Park with the team or plans to enjoy downtown Westfield, Carmel or Indy? This house has you covered with plenty of fun and games for the whole family and easy access to shopping and restaurants. This home is in a quiet neighborhood with nearby access to the Midland Trace Trail and the Monon Trail. The fully fenced in backyard is a great space for the family or enjoy playing the Nintendo switch and a few rounds of foosball. The backyard includes patio, grill, seating and more.

Guest favorite
Home in Lebanon
5.0 out of 5 average rating, 14 reviews

Crossroads: Endless entertainment in Lebanon

Stay in a huge, fully remodeled historic home with something to keep everyone happy- golfing, karaoke, 6 arcade games, a Playstation, board games, TVs with ESPN, a pool table, toys & a bar. Cook to your heart's content in our fully stocked kitchen, inc. a Crockpot, coffee bar, blender, 5 types of grills/smokers (outside of course). This is in walking distance to downtown Lebanon and sleeps 12 across 4 bedrooms (plus 3 full bathrooms). There are multiple seating areas and outdoor areas to enjoy.

Top guest favorite
Farm stay in Avon
5.0 out of 5 average rating, 45 reviews

Avon Farmhouse-Sleeps 14 Game Room, Hot Tub, Pond!

Spacious Family Retreat with Pool, Hot Tub & Game Room – Sleeps 14 | Avon, IN Gather your favorite people and escape to this stunning countryside retreat in Avon, Indiana — where comfort, fun, and relaxation come together on 10 peaceful acres. Designed for families and large groups, this spacious home comfortably sleeps up to 14 guests and offers every amenity you need for a memorable stay — including a private pool, hot tub, game room, and a scenic pond perfect for fishing or quiet reflection.

Guest favorite
The exterior of the A-frame cabin is framed by lush greenery, showcasing a wooden deck with potted plants at the entrance. The black exterior features large windows, allowing natural light to brighten the interior spaces. Gravel pathways lead to the cabin amidst the tranquil wooded surroundings.
Cabin in Rockville
4.99 out of 5 average rating, 103 reviews

Walker Getaway | A-Frame•Hot Tub•Decks•Lake•Hiking

Escape to Walker Getaway, an updated A-frame cabin on 5 private wooded acres w a creek, hot tub, fire pit and multi-level decks. Located across from Walker Boat Ramp and only 5 minutes from Raccoon Lake Beach. Use the provided Indiana State Park pass to explore nearby Turkey Run and Shades. Fully stocked and family-friendly, it’s perfect for couples, friends, or families looking to relax, recharge, and explore Parke County. Walker Getaway is where modern comfort meets Indiana’s natural beauty.

Top guest favorite
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
4.99 out of 5 average rating, 215 reviews

Luxury Custom Built Amish Barn Home at Turkey Run.

Across the street from Turkey Run State Park Campground, this beautiful newer barn home is centrally located to hiking, canoeing, horseback riding, etc. Hike your own trails in the 13 acres of wood and ravines on the property, or relax on the huge covered porch. Turkey Run State Park is less than 1 mile away. Discount given for weekly stays. Best value considering two rooms at the Turkey Run Inn is running about $570 per night. And with our place, you get three rooms plus a ton more amenities!

Superhost
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, 117 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, or find inspiration. With 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 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
5.0 out of 5 average rating, 14 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.

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, 212 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 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, 90 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 favorite
Home in Brownsburg
4.92 out of 5 average rating, 24 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.

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, 268 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.

Superhost
A lakefront house in warm golden tones is depicted among tall, leafy trees. The property features a two-car garage, a gravel driveway, and a prominent walkway leading to the entrance, with scenic views of the lake visible in the background.
Cabin in Rockville
4.99 out of 5 average rating, 101 reviews

Classic Lakefront Retreat on Raccoon Lake

Your dream lakefront retreat on Raccoon Lake awaits! This 3,800 sqft lake house is screaming with character - exposed timber beams and serene views are just the beginning of what this mid-century vacation home has to offer. Enjoy traditional charm combined with modern amenities and conveniences like 1Gb fiber internet. This vacation home is lakefront, with private access to a private dock where guests can dock a boat. Parties not permitted. Registered guests only.

Popular amenities for Jamestown vacation rentals