Holiday rentals in Cynthiana

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Top-rated holiday rentals in Cynthiana

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

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Guest favourite
A charming two-story house is nestled among trees, featuring a white exterior with multiple windows. A gravel driveway winds around the property, which is surrounded by lush greenery, creating a serene and inviting setting.
Home in Evansville
4.91 out of 5 average rating, 90 reviews

Comfy house on outskirts of town.

Fully stocked house for 4 clean linens, blankets, dishes, shampoo, conditioner, soap, vacuum, iron/board Has 2 electic bikes with a places to ride, eat, and drink within minutes. Has comfy recliner couch and 2 chairs, 50" smart tv, and a dvd player in Living room. Outdoor table and chairs 2 bedrooms, 1 queen bed main level, 1 full size, upstairs, a extra air up matress and blankets in closet if needed. Parking for 2 vechicles. Ask to see if we can accommodate trailers and bigger vechicles.

Top guest favourite
A dining area is showcased with a wooden table surrounded by six chairs. A buffet table is positioned against the wall, displaying items for coffee. Natural light filters through a window adorned with light curtains, illuminating the tile floor.
Home in Evansville
4.96 out of 5 average rating, 50 reviews

Rolling Meadows Place

This well maintained, newly decorated home is in a quiet subdivision yet close to restaurants/attractions. Its generous sized well-equipped kitchen will help make mealtimes special. Three cozy bedrooms all with smart TV’s, a washer/dryer and large living room with a 65” smart TV will make you feel at home. Self check-in and a two-car garage with the driveway make getting settled a snap. The business person has a dedicated, well stocked spacious desk, comfy chair, high-speed Wi-Fi and printer.

Top guest favourite
Aerial view of a spacious home surrounded by lush greenery and a serene lake. The property features a well-maintained lawn, a circular driveway, and a wooden fence. Nearby homes are visible along the waterfront, enhancing the sense of a peaceful community.
Home in Evansville
4.98 out of 5 average rating, 49 reviews

Lakeview Home by the Ball Fields

Spacious 3,394 sqft, 4 bed, 2.5 bath home with stunning lake views. Perfect for tournaments at the nearby ball fields or a peaceful getaway for the whole family, while still being close to shopping and dining in a desirable, safe neighborhood. Features include an open floor plan, gourmet kitchen (quartz, stainless), huge master suite with custom bath, bonus room, and available parking in the 2.5-car garage and driveway. Enjoy serene lake views from almost every room. Book your luxurious stay!

Top guest favourite
A charming carriage house features textured red siding and a spacious driveway. Lush flower gardens with colorful blooms line the front, complemented by well-maintained landscaping. A single-car garage is visible, showcasing a clean and inviting exterior that blends harmoniously with the surroundings.
Home in New Harmony
5.0 out of 5 average rating, 181 reviews

The Angel Carriage House in New Harmony

Cozy and elegant, located in the heart of historic New Harmony, this 1920's carriage house was reimagined, expanded, and tastefully furnished as a stand-alone guest house in 2016. It includes a fully equipped kitchen, roomy bedroom plus queen-sized sofa bed in the living room, two full baths, hi-speed WIFI, three HD TVs, a private back porch with one of the best views in New Harmony, and heated & A/Ced garage. Relax and recharge, just one or two blocks from the town's key attractions.

Top guest favourite
A cozy living area features a brown sofa and two armchairs, arranged around a low coffee table on a large area rug. Large windows are draped with dark curtains, allowing natural light to brighten the space, complemented by a standing lamp and decorative artwork.
Home in Evansville
4.99 out of 5 average rating, 83 reviews

Northside newly updated, 2 beds!

Welcome to The Fredstead, a mid-century home on the northside of Evansville that has been completely and stylishly remodeled. The Fredstead is in a safe and convenient neighborhood, close to restaurants, groceries, drugstores, Starbucks, and Target. Both king and queen beds have luxury bedding to lull you into a relaxing sleep. The Fredstead has not one, but two FULL bathrooms! Front and back patios, game room, office, fully stocked kitchen, off street parking, high speed internet.

Top guest favourite
A welcoming living area features a combination of comfortable seating, including a sofa and an armchair. Natural light enters through a window, illuminating the wooden furniture and decorative elements. A coffee table is centered, accompanied by a tall cabinet and a warm area rug.
Home in New Harmony
4.99 out of 5 average rating, 76 reviews

Harmony Hideout: Your perfect New Harmony Stay

The perfect place for families or multiple couples in charming New Harmony. Situated in a quiet corner of town, it is just a few blocks from the Visitor's Center and historic district. Four Bedrooms and sleeps 12 with the pull-out sofa couch in the basement with its own TV, air hockey, and treadmill. Perfect for teenagers or entertainment for adults! It is tastefully decorated with art and antiques. Ample street parking. The perfect place for your family/friends in Utopia!

Guest favourite
An open living area is highlighted by wooden walls and a loft above. A spacious sofa with a soft throw blanket is present in the foreground, while a dining table and chairs are positioned nearby. Natural light enhances the warm tones of the wood.
Flat in Fort Branch
4.97 out of 5 average rating, 69 reviews

The Bullpen Suite

Welcome to The Bullpen Suite, a newly remodeled apartment perfect for families and ball players. It features a kid-friendly loft, a cozy bedroom, a full kitchen, bathroom, and a theater-style living room. Enjoy exclusive access to Britton’s Bullpen Fort Branch, just 25 minutes from Deaconess Sports Park. Nearby, you’ll find KANT Brewery, R'z Cafe, Iron Horse Saloon, and Zac's Diner all within walking distance. The Bullpen Suite blends comfort, convenience, and local charm.

Top guest favourite
The front exterior of the vibrant yellow cottage is framed by a white picket fence. A welcoming red door is centered beneath the front porch, which is supported by white columns. Lush green grass lays in the yard, with two hanging planters on either side of the door.
Cottage in New Harmony
4.99 out of 5 average rating, 124 reviews

Honeycomb Hideaway

Welcome to Honeycomb Hideaway, a vibrant yellow cottage nestled in the heart of historic New Harmony, Indiana. Our cozy one-bedroom retreat offers a peaceful and exciting escape, just steps away from Murphy Park, fantastic restaurants, and captivating tourist activities. Immerse yourself in New Harmony's rich heritage, exploring charming streets, unique shops, and art galleries. Indulge in local cuisine or embark on outdoor adventures in parks and walking trails.

Top guest favourite
Home in Evansville
4.96 out of 5 average rating, 279 reviews

Rooftop Deck + 100" Theater | Downtown Evansville

Step into history at the Dr. J.R. Mitchell House (1909) — Evansville's first animal clinic, now a modern industrial retreat in the heart of downtown. Exposed brick, a private rooftop deck with city views, a 100-inch projector theater with surround sound, and a jetted tub for two. Walk to the riverfront, Ford Center, and Main Street dining. Fast WiFi and a dedicated workspace make it an easy home base for business and medical travelers.

Top guest favourite
Cabin in West Salem
4.99 out of 5 average rating, 169 reviews

Lake Cabin in the Woods

🌲Escape to peace and nature at Lake Cabin in the Woods! Unwind in your private hot tub, enjoy the shared pool, and soak up year-round tranquility surrounded by trees and wildlife. Located between I-70 and I-64, about 60 miles from Effingham, IL and Evansville, IN, our cozy cabin offers the perfect blend of seclusion and convenience—ideal for relaxing, recharging, and reconnecting with nature.

Guest favourite
The exterior of a renovated log cabin features a rustic design with a combination of wooden logs and modern elements. A pathway lined with gravel leads to the entrance, complemented by tasteful landscaping that includes small shrubs and trees. A shaded porch area provides seating options.
Cabin in Wadesville
5.0 out of 5 average rating, 9 reviews

DA Cabin

FRESHLY RENOVATED May of 2025!!!!! Take it easy at this unique and tranquil getaway. A complete and totally renovated 1800’s log cabin that has had a complete restoration. This is a very private cabin located in a 2.5 acre woods. Our place is equipped for both long or short stays to make your holiday one to remember especially with a BRAND NEW 5 person hot tub!

Superhost
An indoor pool area features a long, narrow pool, surrounded by large windows that allow natural light to fill the space. The tiled floor is complemented by potted plants, and wicker chairs with cushions are arranged nearby for seating.
Holiday home in Evansville
4.93 out of 5 average rating, 215 reviews

Nugent House

It's rare to find a place that's both historic and one-of-a-kind. Whole house to enjoy in downtown Evansville Indiana. Walking distance to arts district , bars , restaurants, casino , ford center , Evansville museum, Evansville riverfront and much more.,, Home was built in 1915 as a mansion by the Nugent family. No lifeguard on duty, swim at your own risk

Popular amenities for Cynthiana holiday rentals