Vacation rentals in Osgood

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Top-rated vacation rentals in Osgood

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Top 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

4.98 out of 5 average rating, 188 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 HBO, Starz, Sports, premium channels.

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, 202 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

Cabin in Owenton

4.85 out of 5 average rating, 451 reviews

Rustic Container Cabin • Farm Stay • Near Ark

Discover the charm of our rustic container cabin on a wooded ridge of our family farm. Freshly painted exterior—same comfy interior. 30 min to Ark Encounter. Unwind on the sunset porch under string lights, enjoy the fire pit & grill, and breathe crisp Kentucky air as you explore 200 acres of hills and trails. Inside: vintage farm touches, comfy memory-foam bed(s), efficient kitchenette, heat/AC, and a one-of-a-kind bath. A peaceful base for the Ark and Boutbon Trail. A true Kentucky farm stay.

Top guest favorite

The exterior of a charming single-story home is displayed, featuring a covered front porch with seating. Lush greenery and flowers are visible in the landscaping. A paved driveway leads to a garage, with additional parking available on the street. A clear blue sky adds to the inviting scene.

Home in Lawrenceburg

4.98 out of 5 average rating, 106 reviews

The Hive

This comfy & cozy home is located in the heart of downtown Lawrenceburg and is within walking distance to everything! We have a large back yard that is great for family to hang out by fire-pit and enjoy their time away from home. There is large outdoor tv with adirondack chairs and picnic tables for relaxing. Living Room has 75' Tv- both bedrooms have 55' tv's. Large Sectional in Living room and large dining table in kitchen. Coffee bar- Washer & Dryer-Front Porch- Fenced in back yard.

Top guest favorite

The exterior of a historic two-story building is presented, featuring a white facade with distinctive architectural details. Warm lighting illuminates the entrance and surrounding area, while a tree with sparse branches is visible in the foreground. The setting reflects a calm evening atmosphere.

Apartment in Lawrenceburg

4.96 out of 5 average rating, 123 reviews

The Dunn Houses on Elm Row

Welcome to the Dunn Houses on Elm Row, we are 15 mins, from CVG Airport and the Cincinnati/N.Kentucky area. We have the quaintness of a small town, but the ability to keep you busy. You can try your hand at slots, enjoy a concert, dine at one of many restaurants/bar, or enjoy nature with the bike/walking trail or the many parks locally. At the Dunn Houses, we will go out of our way to make your stay memorable. We hope when you stay with us, you experience what makes Lawrenceburg so special.

Guest favorite

An exterior view of the reconstructed stone schoolhouse is shown, featuring a peaked roof and a large entry door. Two potted plants flank the entrance. A leafy tree provides shade on a grassy area, with open fields visible in the background under a clear blue sky.

Home in Versailles

4.96 out of 5 average rating, 138 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 favorite

The cozy sleeping area features light wood paneling and a spacious bed adorned with blue and floral bedding. A striking black and white artwork hangs on the wall, complemented by a vintage-inspired hanging light fixture. Natural light enters through the window, enhancing the serene environment.

Tiny home in Florence

4.85 out of 5 average rating, 110 reviews

New Tiny House, Ohio River view, running water,

This small, 1 room, new tiny house called “The Lite House” is decorated shabby chic and located in a beautiful wooded setting facing a cove at a marina with views of the water on the Ohio River. Catch beautiful sunrises here. There are shared places on the property guests can use while staying, a covered shelter with grills, supplies, tables, chairs, fire pit, side walks. You will use the restrooms in the shelter, just 5 steps away from your door. Umbrella provided in tiny house. See photos.

Top 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

4.99 out of 5 average rating, 221 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 single-story house displays a welcoming exterior with beige siding and red shutters. A manicured lawn is complemented by colorful flowers and shrubs in front. A solid pathway leads to the entrance, with a mailbox positioned at the edge of the property.

Home in Osgood

4.94 out of 5 average rating, 118 reviews

Wilmer Crash Pad: Simple home, includes breakfast

It's a simple 2 bed, 1 bath house that is perfect for short or long stays, depending on your needs. It is on a quiet, dead-end street with a relaxing vibe. The home is well-equipped with *everything* you would need for daily life. Family friendly with toys, games, etc. Blow-up mattress and futon for extra sleepers. Keyless entry. Two car detached garage. Perfect for work trips or area visits. One hour from Cincy, 75 minutes to Indy, 90 minutes to Louisville, 20 minutes to Batesville.

Top 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

4.99 out of 5 average rating, 130 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 serene view of Bullock Pen Lake is captured, showcasing calm waters reflecting the fluffy clouds above. The lush greenery lines the shore, creating a peaceful atmosphere ideal for relaxation. Bright blue skies dominate the scene, enhancing the natural beauty of the landscape.

Cottage in Crittenden

5 out of 5 average rating, 121 reviews

Lake Front w/ POOl! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now OPEN! 5/9/25)

Guest favorite

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

4.98 out of 5 average rating, 489 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)