Vacation rentals in Peppertown

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Top-rated vacation rentals in Peppertown

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Top guest favorite
The exterior of a brick cottage is displayed, featuring a welcoming front door under a decorative awning. Flower boxes with vibrant blooms are mounted beneath shuttered windows, adding a touch of color. The landscaped area is well-kept, enhancing the home's charming appeal.
Home in Oldenburg
5.0 out of 5 average rating, 230 reviews

Historic Drees Haus, Oldenburg

Drees Haus is a charming 1870s home on the historic district walking tour of Oldenburg. Located on a quiet street, across the street from the convent wall, and next to the well-maintained village park, this brick cottage home is an example of the town's late 19th century architectural style. It reflects the German heritage of the village, with much of the artwork and furniture original to the town and surrounding area. Easy walking distance to restaurants, shops, and the Catholic church

Guest favorite
Home in Brookville
4.9 out of 5 average rating, 72 reviews

Whitewater River House- Your Waterfront Retreat!

Experience the Whitewater River House! Wake up to the sound of the river flowing just steps from your door. Spend the day fishing, boating, or swimming before grilling your catch at the picnic pavillion. Convene at the firepit in the evening for s'mores and conversation. There are so many ways to relax here! You will have two private riverfront suites — each with its own kitchen, living room, and bedrooms — giving your group the rare luxury of togetherness without sacrificing personal space.

Guest favorite
A spacious community room features a pool table at its center, surrounded by bar stools. Shelving units line the walls, displaying decorative items against a backdrop of vintage murals. Soft lighting from recessed fixtures creates a warm atmosphere, inviting relaxation and social interaction.
Place to stay in Connersville
5.0 out of 5 average rating, 42 reviews

The Hidden Gem

It's rare to find a place that's both historic and one-of-a-kind. This 2nd story downtown spacious 4 bedroom, 4 bath offers more than just a place to rest your head. With off street parking and private stairway entrance,enjoy the community/living room where you can sit at the personal bar while playing pool, foosball or a game of chess with your guest. Every room is equipped with large smart TVs with access to all of your favorite streaming services. Multiple food options within walking distance

Top guest favorite
The image shows a well-kept lawn leading to a tranquil, reflective pond. A simple single-story house is positioned to the left, with a driveway visible. Lush green trees surround the area, creating a serene atmosphere.
Cottage in Brookville
4.97 out of 5 average rating, 118 reviews

Secluded Wooded Getaway w/ 2BR 2BA + Private Lake

Enjoy a weekend getaway at this cozy homestead nestled on 40 acres of wooded land with biking, hiking, walking trails and its very own stocked private lake & pedal boat. Take a break and relax on the dock or by the fire pit as you & your family & friends go off the grid... take a short drive to the quaint downtown Brookville, go experience the beautiful Brookville Lake & golf course, even check out the Wolf Habitat & Canoe Rental location right down the road. This is just the escape you need!

Guest favorite
A living room area is presented with a dark sofa and two patterned armchairs, all featuring warm, floral designs. A small side table with a lamp is positioned next to the sofa. Natural light enters through a window adorned with a simple curtain.
Apartment in Laurel
4.77 out of 5 average rating, 31 reviews

The Next Door Suite

If you ever wanted to book an overnight stay in downtown Laurel, Indiana...we got you covered! Our fully furnished 700 sq. ft. rental is literally steps from the historic Long Branch Tavern, a quarter mile from Haspin Acres and 6 miles from Metamora, Indiana. It features a full kitchen, living room, dining area, private bedroom with full size bed, 2nd private sleeping area with fold out bed, a common area with a futon, 2 twin beds, bathroom, shower, and can comfortably sleep up to 6 people.

Guest favorite
A welcoming living area is centered around a wooden coffee table adorned with decorative items. Two comfortable sofas, equipped with cushions, invite relaxation. Natural light filters through windows, and a rustic ladder leans against the wall. A glimpse of the kitchen area can be seen in the background.
Cottage in Sunman
4.97 out of 5 average rating, 156 reviews

Phil’s Place, a comfy country cottage with hot-tub

You have found your secluded getaway from it all! Enjoy all the comforts of home in a quaint country setting. Extra amenities include a hot tub and a bottle of local wine to enjoy! Centrally located, visitors can easily explore all the Tri-state area has to offer, like Perfect North Slopes, Creation museum, antique markets, casinos, and festivals like Friendship muzzleloader shoot, Freudenfest, and Happy Valley Bluegrass. There are 3 wineries and 2 breweries all within 30 minutes!

Top guest favorite
A modern kitchen features a central island with two wooden stools and a granite countertop. Open shelving displays various dishware, while a sleek stainless steel hood hangs above the stove. A white refrigerator stands adjacent, complemented by a light tile backsplash.
Apartment in Brookville
4.98 out of 5 average rating, 62 reviews

Courthouse View Sanctuary

This hidden gem is usually booked by one or two guests but has been booked a few times by families of three. Reviewers have appreciated that it is restful, clean, comfortable and has all the needed amenities for a home away from home. The kitchen is fully stocked so plan to cook here or walk to one of many restaurants nearby for terrific meals. Completely renovated in 2024, the exterior is still reminiscent of 1850. Location: On Main Street of vibrant Brookville!

Top guest favorite
Cabin in Versailles
5.0 out of 5 average rating, 29 reviews

Cabin on Versailles State Park Lake

Tucked along the lake at Versailles State Park, this cozy rustic cabin is perfect for individuals, couples, families and friends. It features 2 bedrooms, 2 bathrooms, a full kitchen, and a comfortable living area with lake views. Enjoy a private deck for relaxing, plus easy nearby access to hiking, fishing, and kayaking. A peaceful, secluded, nature-filled getaway with all the comforts of home and yet within walking distance of town. This is a brand new listing!

Guest favorite
Apartment in Greensburg
5.0 out of 5 average rating, 12 reviews

Tree City Getaway

Our space is an upscale property blending modern luxury with small-town charm. Located in the heart of Greensburg, IN you're just minutes from local shops, dining and community attractions-while still enjoying a peaceful, private retreat. STAY-RELAX-RECHARGE Smart TV's in bedrooms & living room, washer & dryer, WiFi and clean, modern features with upscale touches. 2 bedrooms plus queen size sofa bed, 1.5 bath, full kitchen and dedicated workspace.

Top guest favorite
The entrance of a modern cottage is depicted, featuring a dark exterior with wooden accents. A welcoming doormat is placed at the door, while gravel paths and a grassy area are visible. Nearby trees provide a natural border to the property.
Home in Oxford
5.0 out of 5 average rating, 120 reviews

The Camp in Oxford (OH)

The Camp in Oxford includes3 private acres nestled right alongside the Indian Creek River and surrounded by sprawling farmland. Located just 5 miles from Miami University, 13 miles from Brookville Lake and short drives to Hamilton, Cincinnati or Dayton, this beautiful 2 bedroom modern cottage is waiting for your next visit. Fully furnished and equipped with every amenity you'd expect from a 5 star property.

Guest favorite
Home in Greensburg
4.88 out of 5 average rating, 16 reviews

5BR Retreat w/ Private Indoor Pool In Greensburg

Welcome to your perfect getaway in Greensburg, Indiana — a spacious and beautifully designed 5-bedroom 2 1/2-bath home featuring a private indoor pool for year-round relaxation and fun. Whether you're visiting for a family trip, weekend escape, or extended stay, this home offers the ideal blend of comfort, entertainment, and convenience — all just about an hour from Indianapolis and Cincinnati.

Guest favorite
A spacious living area features two brown sofas accented with decorative pillows, arranged around a white coffee table. Light wood beams are visible on the ceiling, and an open kitchen area with wood cabinetry and modern appliances can be seen in the background. A dining table with white chairs is positioned to one side.
Cabin in Liberty
4.75 out of 5 average rating, 141 reviews

Cottage on the Bloom/Brookville Lake

Cabin on Brookville lake within a quiet neighborhood. Within a two minute walk of Brookville Lake and boat launch, find yourself inside this cabin with friends and family. This property offers a quiet and relaxed setting with many local attractions and activities. Four bedrooms, two bathrooms, a sun room with games, and large open area to take a break from the race of life.

Popular amenities for Peppertown vacation rentals