Vacation rentals in Osgood

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Top-rated vacation rentals in Osgood

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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 out of 5 average rating, 219 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
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, 182 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.

Guest favorite
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 favorite
The exterior of a charming home showcases a grey facade with white trim. A vibrant red front door stands out, complemented by a covered porch and steps leading to a walkway. Lush green grass surrounds the property, creating a welcoming entrance.
Home in Greensburg
4.95 out of 5 average rating, 106 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!

Guest favorite
The living area features wooden walls and a stone fireplace, complemented by soft-glow electronic candles. A cozy armchair is positioned near a window, while a round, textured coffee table sits at the center, adorned with a vase of dried flowers.
Guesthouse in Hamilton
4.98 out of 5 average rating, 254 reviews

Waterfront Cabin | Peaceful Pondside Escape

Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Top guest favorite
A cozy great room features wooden walls and vaulted ceilings. A stone fireplace sits invitingly in one corner, while a comfortable sectional and two armchairs are arranged around a round coffee table. Tall windows allow natural light to fill the space, enhancing the warm ambiance.
Cabin in Madison
4.98 out of 5 average rating, 773 reviews

Cabin on the Ridge

Welcome to Cabin on the Ridge, your tranquil retreat nestled in the scenic hills of Madison, Indiana. Just 25 minutes from downtown Madison, our cabin offers a perfect blend of rustic charm and modern comfort. Madison, awarded the ā€œBest Small Town in the Midwestā€ by USA Today and the Great American Main Street Award, is a must-visit. Enjoy the historic architecture, boutique shops, and delightful eats, or explore Clifty Falls State Park. •Fast wifi •Roku TV/Streaming services •Keurig

Top guest favorite
The modern treehouse is showcased with a yellow deck extending from the entrance, situated on a gravel driveway. Large windows invite natural light, while the surrounding trees add to the natural setting. The structure appears elevated, resting on concrete stilts.
Treehouse in Rising Sun
4.98 out of 5 average rating, 130 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!

Top guest favorite
Dome in Vevay
4.97 out of 5 average rating, 219 reviews

Hilltop Dome, 42 secluded acres in nature

Our Geodome is tucked away on 42 private acres exclusively for you and your guest Enjoy the stars at night, fire pit, hot tub, high speed internet, washer dryer, and smart TV . The Dome is equipped with a 2 ton mini split that will keep you warm in the winter and cool in the summer We are conveniently located within 15 miles of Madison, IN, Vevay, IN, Clifty Falls, Belterra Casino, also within 62 miles of Cincinnati and Louisville.

Top guest favorite
A spacious two-story home with a distinctive red metal roof sits on a well-maintained grassy area. Surrounding trees and shrubs complement the landscape, while a gravel driveway leads to a nearby garage. A peaceful setting is showcased, with open fields visible in the background.
Home in Madison
5 out of 5 average rating, 122 reviews

Vineyard Château - peaceful country setting!

Forget your worries in this spacious and serene space. A beautiful three bedroom home, located between two historic towns of Vevay and Madison, Indiana. Perfect location for some rest & relaxation. Private country setting, just a short drive away from antiques, restaurants, state parks, and Splinter Ridge Hunting Reserve. Please note: The home is located 13 miles east of downtown Madison, approximately a 20 minute drive.

Top guest favorite
A hot tub is situated under a wooden pergola adorned with decorative lattice. Clear water is visible, reflecting soft light. Surrounding greenery enhances the outdoor setting, providing a serene area for relaxation. Adjacent, a visible fire pit is framed by the warm tones of the wooden deck.
Cabin in Versailles
4.98 out of 5 average rating, 162 reviews

Mamaws Cabin Hot tub, Creation Museum/ARK, Hiking

Spacious cabin (1100 sq feet) was once Mamaw's home. Sleeps 2 private and 4 more semi-private, 6 people total. Built in a primitive country style, it features a Loft bedroom that sleeps 3, an additional small bedroom that sleeps 1 and a Master Bedroom with Queen- size Sleep Number Bed. Fully functional kitchen and bath including washer/dryer. Outdoor fire-pit and hot tub. ROKU TV/ DVDs, No cable. WiFi available.

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 out of 5 average rating, 109 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.

Top guest favorite
Cabin in Madison
4.99 out of 5 average rating, 233 reviews

Stoney Creek Cabin - Sit back and unwind

Welcome to Stoney Creek Cabin. This charming 2 bedroom cabin is nestled in the hills of Madison, IN. Situated far enough away to offer all the privacy you want, yet only 8 miles from historic downtown, where there are so many gems nearby to explore. Enjoy the HOT TUB, wrap around porch, and patio! There could not be a more relaxing place to unwind.

Popular amenities for Osgood vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Ripley County
  5. Osgood