Holiday rentals in Oldenburg

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Top-rated holiday rentals in Oldenburg

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Top guest favourite
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 out of 5 average rating, 222 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

Top guest favourite
Farm stay in Milroy
5 out of 5 average rating, 37 reviews

New-Honeymoon Suite-Hot Tub-Sauna-Romantic Getaway

Escape to Liv’s Treehouse- a magical honeymoon suite in the heart of Indiana's rolling hills! Although a treehouse, only 4 steps to it! Enjoy a private hot tub, sauna/steam room, stunning scenic views,patio and flat-top grill. The fully-equipped kitchen, double-ended tub, and a king-sized bed with beautiful views, offer both comfort and luxury. Guests are invited to mingle with friendly farm animals for a unique experience. Enjoy the convenience of self check-in in this serene woodland hideaway.

Top guest favourite
A covered porch is depicted with two white rocking chairs facing a tranquil pond surrounded by lush greenery. The serene view includes trees reflecting on the water's surface, creating a calm outdoor setting. Flower beds are visible in the foreground.
Cottage in Brookville
4.98 out of 5 average rating, 111 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 favourite
A full kitchen features a large marble island with seating for four and stainless steel appliances. Exposed stone walls and wooden beams add character, while open shelving displays decorative items. Drawers and cabinets are located in the background, providing ample storage.
Home in Versailles
4.94 out of 5 average rating, 185 reviews

School Days

Sharpen your pencils and reminisce about your childhood school days in this beautifully reconstructed schoolhouse. Built in 1879, this gorgeous property is situated just minutes from local coffee shops, locally owned restaurants, antique shops and the second largest State Park in Indiana. Be entertained with live music, museums, and other attractions by visiting three conveniently located cities. Come enjoy the modern amenities as well as the historical features this schoolhouse has to offer.

Top guest favourite
A serene lake is bordered by lush greenery and trees, reflecting the surrounding nature on its calm surface. The grassy area near the water invites relaxation, with a few logs placed along the shoreline, enhancing the tranquil setting.
Guest house in Osgood
5 out of 5 average rating, 15 reviews

Aloha Acres Homestead

Escape to Aloha Acres Homestead, a cozy Hawaiian-themed retreat next to a peaceful lake hidden in the woods. Surrounded by nature, towering oaks, and some farm animals, this one-of-a-kind getaway blends island vibes with rustic charm. Relax while fishing and hiking on site or venture out to explore local offerings like State Parks, Creation Museum, antiques, wineries and festivals. Whether you're sipping coffee by the water or enjoying a backyard luau under the stars, aloha spirit lives here.

Guest favourite
The exterior view showcases a charming entry with a covered porch and a well-maintained lawn. A seated area with chairs is present, complemented by vibrant flower pots. The siding features a neutral color, and large windows provide an inviting appearance.
Guest suite in Batesville
4.97 out of 5 average rating, 199 reviews

Modern Private Entrance Studio Apt extended/nitely

New fully furnished 2-nd floor studio apartment in quiet up-scale neighborhood. Keyed private entry to indoor stairwell. Approx 800 sq-ft. Hardwood floors, great room, very large windows, lots of light. Floor plan with full kitchen & seating area, living area w/ sofa, chairs, ottomans. Sleeping section includes queen bed adjacent to 3/4 bath. Wi-Fi, USB charg-ports at bedside and desk lamp. Wall mounted 164 channel fiber-optic 32-inch HD flat screen TV with ROKU, Sports, premium channels.

Guest favourite
A fenced backyard is softly illuminated by string lights above, creating a tranquil ambiance. A fire pit is in the foreground, with flames capturing attention. A dog lounges peacefully nearby, contributing to the inviting outdoor space.
Home in Greensburg
4.95 out of 5 average rating, 108 reviews

Super Cute + Cozy Home Downtown!

🌺5 min off I-74 🌺20 min to Batesville 🌺45 min to Indianapolis 🌺Just over an hour to Cincinnati One of the only homes of its kind in Greensburg, this 900+ sq ft home was built in 1900 and taken down to the studs in 2021. Enjoy a bath in the "soaker" tub, snuggle up with a book in the front room, or have a fire in the private backyard. The paintings through the home are done by the homeowner's grandmother. Feel like baking? Fire up the double ovens in the stunning kitchen. You're home!

Top guest favourite
A spacious living area features a large sectional couch facing windows that bring in natural light and offer views of the surrounding nature. A dining table is positioned nearby, and a cozy sleeping space is visible in the background, adorned with soft bedding.
Treehouse in Rising Sun
4.98 out of 5 average rating, 132 reviews

The Dibble Treehouse

Welcome to The Dibble Treehouse! This cozy haven accommodates 4 guests and boasts all the amenities for an unforgettable stay. Relax in the hot tub or sauna, gently swing in the suspended bed or hanging chairs, and savor meals at the outdoor picnic table. The full kitchen is equipped for your stay and the wrap around porch offers stunning views. Enjoy evenings by the fire pit or take in your favorite shows on the smart TV. Book this stay to fully recharge and reconnect with nature!

Guest favourite
An outdoor deck features a hot tub with clear water, accompanied by two reclining chairs and a picnic table. A white railing surrounds the space, with a summary view of a shed and lush greenery in the background.
Cottage in Sunman
4.98 out of 5 average rating, 148 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!

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, 543 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)

Top guest favourite
Flat in Brookville
4.98 out of 5 average rating, 58 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!

Guest favourite
The spacious kitchen features modern dark cabinetry and stainless steel appliances, including a refrigerator, stove, and microwave. Ample counter space is available, and natural light illuminates the area. A doorway leads to the adjacent dining area, enhancing the open-concept design.
Townhouse in Batesville
4.96 out of 5 average rating, 49 reviews

Pearl of a new construction home Batesville, IN

Whether it is work or play that brings you to Batesville, Indiana; this brand-new home has everything you need. It's quiet, comfortable, and central to the city of Batesville. Our home provides all the amenities you need to call home for as long as you need. Modern farmhouse design and TV's in every room. We provide everything you need. This home is meticulously decorated and we know you will love it! Come see us!

Popular amenities for Oldenburg holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Franklin County
  5. Oldenburg