Vacation rentals in Montgomery County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Montgomery County

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

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Guest favorite

Guest suite in Rosedale

4.96 out of 5 average rating, 168 reviews

Getaway in the Country. Large Hot Tub and more!

Beautiful, large area-perfect for the relaxing getaway. Ground floor unit (2 story unit-upstairs available for additional charge, otherwise not rented except for the month of Oct. both units will be rented separately) Queen sz bed + queen sleeper sofa. 55 in TV w/Showtime. Tastefully decorated. Massage chair. We do have internet, but we are rural and it's spotty.. Large private hot tub. Several State Parks nearby. If needing another room, check out The Getaway 2 on AirBNB (the upstairs unit).

Jun 9 – 16

G$28,234 GYD per night

Guest favorite

Home in Lebanon

4.97 out of 5 average rating, 127 reviews

House 3 mins off 65N/Dog Friendly/Fence! Very cln!

Very convenient location, a half mile from interstate 65. Walking distance to a great bakery; diner with outdoor (dog-friendly) seating; restaurants and a couple of bar and grills. This cute, 1 bdrm home has a carport & covered porch that works great as a doggie mudroom. Always professionally cleaned. There is a smart lock and security system, with cameras on the outside of house. This Airbnb was set up to help raise money eventually, for my new small animal rescue, chickennuggetandgang.com.

Jul 6 – 13

G$23,814 GYD per night

Guest favorite

Farm stay in Thorntown

4.97 out of 5 average rating, 136 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.

Sep 1 – 8

G$24,425 GYD per night

Guest favorite

Home in Lafayette

4.86 out of 5 average rating, 135 reviews

The Little Yellow House

The Little Yellow House is a home away from home! Located in central Lafayette, 5-10 min. drive from Purdue Campus. 10 min. drive in any direction to grocery stores, restaurants, parks, and walking trails. The Little Yellow House is set in a traditional long standing neighborhood and surrounded by single family homes. Driveway and street parking available. 1 bed/1 bath home equip with modern design, cedar closet, vintage bathroom, and spacious laundry room. No pets or smoking on property.

Aug 3 – 10

G$24,891 GYD per night

Guest favorite

Loft in Waynetown

4.96 out of 5 average rating, 206 reviews

Residences at Knights Hall, Unit A

Newly renovated 1 bedroom loft in a historic building in Waynetown. Large open living space with plenty of space to relax, hardwood floors and original woodwork. This property too unique to describe properly. Waynetown is 1 mile from Interstate 74 for easy overnight access. No traffic, no light - 2 minutes and you can get gas before you get back on the highway. There is a gas station, grocery store, post office and bank all within walking distance of the unit. No smoking or pets.

Aug 14 – 21

G$14,700 GYD per night

Guest favorite

Guesthouse in Rockville

4.96 out of 5 average rating, 181 reviews

Hideaway Hollow

This is a fully furnished picturesque Amish-built cabin in beautiful and secluded Parke County, Indiana. The cabin comes complete with all amenities including full bath with shower, queen bed, A/C, dish TV, wifi internet and full kitchen. There is a large deck attached with a beautiful view of the swinging bridge and the woods. Cook out on the deck's gas grill and enjoy cool evenings by the fire pit (wood provided). Enjoy a nap in the shade in the hammock.

Jun 22 – 29

G$19,798 GYD per night

Guest favorite

Guesthouse in Crawfordsville

4.96 out of 5 average rating, 497 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Close to Shades and Turkey Run State Parks. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College and 25 minutes to DePauw University. We live on site. We clean the cottage in accordance with the CDC guidelines to ensure your stay is safe. Pets are allowed on a case by case basis. Please contact us to work out any details.

Feb 27 – Mar 6

G$22,058 GYD per night

Guest favorite

Cabin in Carbon

4.98 out of 5 average rating, 108 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!

Oct 1 – 8

G$25,889 GYD per night

Guest favorite

Cabin in Marshall

4.97 out of 5 average rating, 172 reviews

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.

Nov 17 – 24

G$57,140 GYD per night

Guest favorite

Apartment in Frankfort

4.88 out of 5 average rating, 108 reviews

1-Bed/1-Bath in Downtown Frankfort (NPF-118)

Nickel Plate Flats: The premier luxury apartment community in downtown Frankfort, Indiana. Equipped with stainless steel appliances, in unit washer and dryer, free parking, secured entry access, roof top terrace, and much more! Your next stay is conveniently located steps from downtown shopping and dining. We look forward to having you stay with us on your next trip!

Feb 7 – 14

G$18,158 GYD per night

Guest favorite

Cabin in Veedersburg

4.98 out of 5 average rating, 206 reviews

Rustic Cabin Getaway

Rustic Cabin Get Away - Partially secluded small 2 bedroom cabin with a loft. Perfect for a weekend or week get away right here in Indiana. Enjoy beautiful views and wildlife from the rocking chairs or porch swing on the covered front porch. Located short driving distance from 3 wedding barns, 2 State Parks , The Covered Bridge Festival, The Badlands, Purdue & Wabash.

Sep 12 – 19

G$30,898 GYD per night

Guest favorite

Home in Marshall

4.98 out of 5 average rating, 148 reviews

Luxury Custom Built Amish Barn Home at Turkey Run.

Directly across the street from the 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 one mile away. Discount given for weekly stays.

Oct 21 – 28

G$66,400 GYD per night