Holiday houses in Boggstown

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Top-rated holiday rentals in Boggstown

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Guest favourite
The kitchen features a large wooden island with a white base, surrounded by black stools. Wood ceiling beams complement the light wood cabinetry and black appliances. Natural light streams through the windows, highlighting the modern sink and contemporary fixtures.
Home in Greenwood
4.95 out of 5 average rating, 128 reviews

Cheerful & cozy farmhouse 2 bedroom home

Kick back and relax in this stylish space that is right down the street from Old Greenwood & less than 20 mins to Downtown Indianapolis. This tastefully updated home exudes "peaceful and cozy" w/ 2 bedrooms w/ brand new luxury king sized mattresses, 1.5 baths w/ walk-in tile shower, charming living room w/55" TV, Fiber internet, front load washer and dryer, dining table for 4+ bar seating, and a tranquil backyard space that is fully fenced, (dog friendly for an extra $75 cleaning fee, NO CATS).

Top Guest favourite
A two-story building is positioned amidst a grassy yard, featuring a staircase leading to a spacious second story deck. Lush greenery surrounds the premises, while a few trees stand nearby, contributing to the tranquil rural setting.
Apartment in Fairland
4.98 out of 5 average rating, 169 reviews

The Nigh Place, Studio Apartment, King Bed, 55"TV

Welcome! Enjoy the country views from your exclusive second story deck or relax inside of your isolated, spacious, and peaceful studio apartment. Complete with a King size bed, loveseat, recliner, 55” TV, full kitchenette, walk in closet and private bathroom. Updated, clean, and secure. Arriving late? Solar and motion detector lights along with a lighted electronic key pad for ease of access. Please note there are 23 steps with rails on both sides and a landing area half way to the apartment.

Top Guest favourite
Cabin in Unionville
5 out of 5 average rating, 208 reviews

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

Top Guest favourite
Barn in Shelbyville
4.98 out of 5 average rating, 82 reviews

Backyard Barndominium

This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

Top Guest favourite
The dining area features a round wooden table surrounded by six chairs, providing space for group meals. A chandelier hangs above, and a stone fireplace adds character. A cozy living room is visible in the background with comfortable seating and large windows allowing natural light.
Home in Bargersville
4.98 out of 5 average rating, 188 reviews

Cozy Cottage 14 mi. S of Indy In Bargersville, IN

Relax and unwind in this spacious three bedroom, one bath ranch home situated on one acre. The house is on about 1/2 the acre. The house is situated in Bargersville, Indiana in Johnson County, IN on the southern edge of Greenwood located in Center Grove Area. The garage area is not accessible. Vivint Home Security system with doorbell camera. I will email your unique code once you complete reservation. Central a/c & heat. Bedroom off kitchen has window a/c. We live about 1/4 mile away.

Top Guest favourite
The entrance to the cabin features a covered porch with rustic wooden supports and decorative string lights. A welcoming outdoor seating area is visible in the background, surrounded by lush greenery and shaded by nearby trees. The path is lined with stones and small plants.
Cabin in Unionville
5 out of 5 average rating, 504 reviews

Cozy Cabin Close to University 1

The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

Guest favourite
The cabin exterior is softly illuminated by string lights, creating a warm ambiance. Wood siding complements the design, while tall windows enhance the visual appeal. A small patio area with chairs invites relaxation in the tranquil wooded setting.
Cabin in Madison
4.97 out of 5 average rating, 546 reviews

Cabin on the Ridge: The Sequel

Welcome to the area's first new construction short term rental tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (25 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

Guest favourite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
5 out of 5 average rating, 522 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Guest favourite
A small green house stands among trees, featuring a wooden deck at the entrance. Two white chairs are situated on the patio, and the structure has multiple windows that allow natural light to fill the interior.
Tiny home in Indianapolis
4.84 out of 5 average rating, 173 reviews

Cozy Tiny House Nestled in the Trees

Take it easy at this unique and tranquil getaway. In a charming tiny house surrounded by trees and birdsong, you can unplug and relax without going too far off the beaten path. Only a 15 minute drive from downtown, we’re conveniently located between Fountain Square, Irvington, Beech Grove, and Wanamaker. Curl up with a cup of tea and a good book, sit on the patio and watch for deer, or take a walk around our fledgling 9-acre permaculture farm.

Superhost
Farm stay in Boggstown
5 out of 5 average rating, 4 reviews

Cute Tiny House on 15-Acre Farm

Cute butterfly-inspired tiny house on a 15-acre farm in Boggstown, IN. Enjoy cozy 400-sq-ft with Murphy bed, full kitchen, bathroom, washer/dryer, and workspace. Meet miniature donkeys, alpacas, goats, chickens, and more! Just 20 minutes to downtown Greenwood, 30 minutes to Indianapolis, and 10 mins to Horseshoe Casino & racetrack, approx. 5 minutes to Marc Adams Woodworking School. Perfect mix of countryside charm & city convenience!

Top Guest favourite
A modern living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A pair of armchairs and a wooden coffee table create a cozy seating arrangement. Natural light filters in through the window, complemented by a stylish lamp and wall art.
Home in Indianapolis
4.96 out of 5 average rating, 207 reviews

Private, one car garage, hot coffee

Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

Top Guest favourite
The mid-century modern house is surrounded by lush greenery, featuring large windows that invite natural light. A spacious back deck with bright orange chairs is visible, providing a cozy spot to enjoy the outdoors.
Home in Nashville
4.97 out of 5 average rating, 233 reviews

Nashville Treasure

This mid-century modern one bedroom house is located just 15 minutes from historic Nashville. Beautifully decorated and adjacent to Yellowwood State Forest. This house has an open floor plan. The large kitchen is open to a large family room. You can lounge in comfort or sit on the back deck and watch the wildlife. Newly remodeled in 2019 it is a sight to see. You will be making plans for your next visit.

Popular amenities for Boggstown holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Shelby County
  5. Boggstown