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
Home in New Harmony

The Yellow House

The Yellow House is a perfect place to spend your next getaway. This beautiful home is under a half of block away from the roofless church and granary. The Yellow House is in the center of the historic district and right next to the key attractions that make New Harmony so special. Sit back and relax on the front porch with a view of the New Harmony Inn and Red Geranium on Main Street. This includes a fully equipped kitchen, living room, dining room, 2 bedrooms, 2 full bathrooms, and back patio.

5.0 out of 5 average rating, 14 reviews
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

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.

4.96 out of 5 average rating, 51 reviews
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

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.

5.0 out of 5 average rating, 182 reviews
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

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.

4.99 out of 5 average rating, 83 reviews
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

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.

4.97 out of 5 average rating, 73 reviews
Top guest favourite
Cottage in Evansville

fenced yard, cottage, prime location, rain shower

Welcome to our charming stone cottage, just a stone's throw away from the airport! ✈️ Enjoy the thrill of watching airplanes take off from the nearby hilltop while indulging in the tranquility of our vintage 1953-built retreat. Only 10-15 minutes away from the bustling east side for shopping and dining adventures. Free coffee, updated home, free parking, washer and dryer, dishwasher 4th bedroom has no door** converted washer room Potty trained dogs ONLY** no smoking

4.99 out of 5 average rating, 76 reviews
Guest favourite
Home in Evansville

Country Homeplace Pool/By Toyota/Sleep 14/Pets Ok

I run this property for my mom who has moved to Hawaii . We have the house listed for sale and therefore looking for month to month guests starting October 18th. Future guest would need to be agreeable to being out during showing & open houses . We will compensate for the inconvenience . Our housekeeper & son live in the attached mother in law suite and may need to use the laundry on occasion we will always ask permission.

4.87 out of 5 average rating, 23 reviews
Guest favourite
A modern bathroom is presented with dual vanities featuring granite countertops. Two circular mirrors are mounted above the sinks, reflecting the space. Dark towels hang neatly beside the toilet, while a walk-in shower with a glass enclosure is visible on the left.
Home in Mount Carmel

Cunningham Cottage

The Cunningham Cottage is a 2 bedroom, 1 bathroom, home nestled in the heart of Mt. Carmel, IL. This newly-updated cottage features a spacious walk-in shower and double vanity, two queen-size beds, a covered garage, screened in patio and so much classic charm. Enjoy the convenience of a washer and dryer, local coffee shops, boutiques, restaurants and other small businesses within walking distance.

4.97 out of 5 average rating, 61 reviews
Top guest favourite
Cabin in West Salem

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.

4.99 out of 5 average rating, 171 reviews
Superhost
A comfortable living area features a spacious brown sectional sofa adorned with decorative cushions. A light-colored coffee table sits in the center on a woven rug, accompanied by a side table holding a lamp. Soft natural light filters through sheer curtains at the window.
Home in Evansville

The Chic Shack | QUEEN 2BD/1BA Home near UE

Enjoy this stylish and clean two bedroom, one bath home located in central Evansville near University of Evansville. - Sparkling Clean - Recently Renovated - 65” Smart TV - Fast WiFi - Stocked Kitchen - Spacious Dining Area - Premium Bedding - Dedicated Workspace - Off-Street Parking - Outdoor Dining Area - Centrally Located - Washer and Dryer (available upon request)

4.93 out of 5 average rating, 127 reviews
Top guest favourite
A welcoming porch is framed by yellow siding and features a small table with two chairs. A lush garden with various green plants and bright flowers surrounds the brick pathway leading to the entrance. Natural light filters through the nearby window.
Home in New Harmony

Cozy Garden Home in New Harmony for 6

Welcome to our charming retreat in New Harmony, Indiana! This cozy home comfortably sleeps 6 and is bursting with warm vibes and inviting spaces. Enjoy lazy afternoons in our beautiful garden, sip coffee on the sunny porch, and explore the town's rich artsy culture. Perfect for family getaways or fun trips with friends, you'll love the relaxed charm of this hidden gem!

4.97 out of 5 average rating, 39 reviews
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

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!

5.0 out of 5 average rating, 10 reviews

Popular amenities for Cynthiana holiday rentals