
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.

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.
FamilyLocationHospitality
4.96 out of 5 average rating, 50 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.
FamilyLocationBack garden
5.0 out of 5 average rating, 182 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.
FamilyLocationLayout
4.99 out of 5 average rating, 83 reviews
New Harmony Cottage
Open concept cottage w lots of space for one or two located in the Historic District of New Harmony. Free street parking, a sitting area and comfortable queen bed. Washer/Dryer and a small kitchenette (no stove or cooktop.) WiFi and and a Smart TV for your convenience. Bring your Netflix or Hulu passwords. Be our guest in your own space. Easy no contact checkin & checkout. Coffee/Tea bar or Black Lodge Coffee! *FYI check hours for shops & restaurants that you plan on visiting.
ValueLocationRiver
4.98 out of 5 average rating, 465 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!
FamilyValueTV
4.99 out of 5 average rating, 76 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.
ValueLocationComfort
4.97 out of 5 average rating, 71 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.
FamilyValueWalkability
4.99 out of 5 average rating, 124 reviews
Brick Street Inn
Welcome to Brick Street Inn, a cozy home located in the center of Albion, Illinois. Brick Street Inn features 2 bedrooms, 2 bathrooms, a full kitchen stocked with all you could need, a fireplace, a covered back porch with seating, outdoor TV, a fire-pit, and MUCH more! Brick Street Inn can sleep 6-7 guests. We are located close to Albion's coffee house, and restaurants and shopping on the Main Street.
ValueFamilyHospitality
5.0 out of 5 average rating, 107 reviews
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!
FamilyValueKitchen
4.97 out of 5 average rating, 39 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!
FamilyLocationView
5.0 out of 5 average rating, 10 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
LocationValueGrill
4.93 out of 5 average rating, 217 reviews
Nama-Stay ~ A Zen Cabin Retreat
Rustic and cozy cabin nestled in the middle of 3 wooded acres. It provides the perfect escape for travelers looking for a peaceful, quiet getaway, with modern amenities. Conveniently located ten minutes from downtown. House Rules • No Pets • No Smoking • No Parties • No Weddings, Events or Commercial Use • Must be 21 to book
FamilyLocationLayout
4.98 out of 5 average rating, 403 reviewsPopular amenities for Cynthiana holiday rentals
Other great holiday rentals in Cynthiana

Large 5BR + Game Room + Firepit, Prime Location
LocationFamilyCheck-in
4.95 out of 5 average rating, 21 reviews
The Yellow House
LocationFamilyParking
5.0 out of 5 average rating, 14 reviews
Lakeview Home by the Ball Fields
FamilyLocationParking
4.98 out of 5 average rating, 50 reviews
Cunningham Cottage
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4.97 out of 5 average rating, 60 reviews
Luxury Ranch in Darmstadt
FamilyLocationTV
4.85 out of 5 average rating, 13 reviews
Comforts Of Home
FamilyLocationCheckout
4.96 out of 5 average rating, 50 reviews
Clean, Modern Space Near Hospitals & Campus
LocationValueAir conditioning
4.97 out of 5 average rating, 35 reviews
House Near USI & Ford Center
FamilyLocationAmenities
4.94 out of 5 average rating, 36 reviewsDestinations to explore
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