Holiday rentals in Monroe

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Top-rated holiday rentals in Monroe

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Top guest favourite

A cozy front porch features woven chairs arranged around a small table, inviting relaxation. Lush green ferns are placed in terracotta pots, complementing the rustic wooden beams and the log cabin's natural surroundings.

Cabin in La Grange

The Log Cabin at StoneLedge

Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING

FamilyLocationCondition

4.97 out of 5 average rating, 143 reviews

Top guest favourite

A brick exterior home is shown with a manicured lawn and two trees lining the driveway. A solar panel system is installed on the roof. A single-car garage is visible, along with a sleek electric vehicle parked in the driveway.

Guest suite in Floyds Knobs

Walkout Basement Unit - Private Entrance

Relax with the whole family in this peaceful place to stay in the beautiful Floyds Knobs area. 2 Bedrooms, 1 Bath, full kitchen with brand new appliances, huge living room area, patio with views of the woods, and a campsite down by the stream fed from a fresh water spring. Parking for 3 cars in the driveway, **owners live in the main residence upstairs **, so finding help with any questions about the area or anything you need can be addressed very quickly. No access to/from main home upstairs.

ValueFamilyAir conditioning

4.96 out of 5 average rating, 139 reviews

Top guest favourite

A spacious deck is presented with a stylish gazebo and comfortable seating arrangement, allowing for outdoor relaxation. Surrounding fencing ensures privacy, while wooden railings highlight the deck's design. Sunlight filters through green trees, enhancing the peaceful ambiance of the outdoor space.

Home in Sellersburg

Comfort de Casa

Our cozy home, set in a quiet neighborhood with safe streets for walking/running, is just a 15-minute drive from Louisville. With a full kitchen, dining room, and spacious living room, this three-bedroom home is great for families or couples to stay comfortably! The full house is available for guest use, except for a few locked closets. Enjoy the new four-seasons room and deck!! House rules: —No more than three vehicles —No parking on street! —Quiet hours: 10 pm-8 am —No parties/ extra guests

ValueLocationGetting around

4.9 out of 5 average rating, 51 reviews

Top guest favourite

A modern cabin features a large deck surrounded by lush greenery, showcasing expansive glass windows that provide ample natural light. The structure has a sloped roof and is partially nestled among tall trees, highlighting the serene forest setting.

Cabin in New Pekin

Anjuna House - a Scandi riverfront forest getaway

Welcome to the enchanting retreat of "Anjuna," nestled among a sprawling forest in the heart of southern Indiana. This modern 4-bedroom, 3 bathroom luxury cabin features 14' floor-to-ceiling windows, and 1000+ sqft deck! Outside there are 12 acres of forest to explore, an outdoor shower and a tranquil river which meanders through the property. Anjuna is near Knobstone trail, Marengo Cave, and the bourbon trail in Louisville. Bring family, friends or just yourself to relax or explore at Anjuna!

FamilyLocationTV

4.97 out of 5 average rating, 115 reviews

Top guest favourite

A light-filled dining area features a wooden table surrounded by white chairs. A blue area rug anchors the space, complemented by a chandelier above. A kitchen bar with seating is visible in the background, and large windows provide views of the surrounding trees.

Home in Bedford

Atoka Farms

If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 180 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.

FamilyLocationDecor

4.99 out of 5 average rating, 232 reviews

Top guest favourite

The exterior of the estate features a charming porch adorned with potted plants and a flag. Sunlight filters through the surrounding trees, illuminating the stone and wood structure. A stone pathway leads through the lush green lawn, enhancing the inviting outdoor space.

Cabin in Henryville

Close to Louisville~Hot Tub~Fire Pit~Game Room

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

ValueLocationCondition

4.97 out of 5 average rating, 385 reviews

Guest favourite

An open living area is highlighted by vaulted wood ceilings and large windows that allow natural light to fill the space. A brown leather sofa is complemented by a matching chair, while a textured area rug lays beneath. A sleek kitchen bar is visible in the background.

Guest house in Charlestown

Watson Mansion Carriage House

Second floor of the Watson Mansion carriage house. Within walking distance of Charlestown venues, as well as the town square and Greenway Park. During the holidays, enjoy the lights and train rides. In warmer months, events are held in the square almost every weekend. Minutes to the Charlestown State Park. Conveniently located approximately 20 minutes from Louisville, so enjoy the safety of a small town without sacrificing big city amenities. Sleeps four with a queen sized murphy bed.

LocationFamilyDecor

4.82 out of 5 average rating, 49 reviews

Top guest favourite

A comfortable sleeping area features a spacious bed with white linens and a dark textured throw blanket. A ceiling fan provides ventilation, and a small TV is mounted on the wall. A closet is visible, along with a compact kitchen counter area.

Tiny home in New Pekin

Comfortable Tiny Home In The Country

Reconnect with nature at this Tiny home for an unforgettable escape on our farm property. Sit out on the 350 sq ft covered porch with your coffee and watch the wildlife. Plenty of parking for your car, truck, Rv, semi or trailer. Enjoy the full tub/shower and washer/dryer with lots of storage. The kitchen has a fridge, electric stove, microwave and a dishwasher sink combo. Sit and watch tv with a pull up coffee table and a 55 inch tv. Enjoy the queen bed, tv and closet in the bedroom.

FamilyLocationQuiet

5.0 out of 5 average rating, 31 reviews

Guest favourite

Home in Prospect

Iconic Lighthouse Estate on Scenic Ohio River!

Settle into this spacious 2,200-square-foot Prospect retreat along the Ohio River, accommodating up to 10 guests across a king suite, bunk room, and flexible loft. The home features 2.5 bathrooms, a full galley kitchen with dishwasher and Keurig, a bar family room, and a living room with a smart TV. A private in-home elevator connects the two levels — a rare touch that sets this retreat apart. Five dedicated parking spaces, whole-home Wi-Fi, and in-home laundry complete the package.

LocationQuietRiver

4.8 out of 5 average rating, 5 reviews

Top guest favourite

A welcoming living room features a blue sofa draped with a soft throw and decorative cushions. A round coffee table sits centrally, complemented by two vases. Natural light enhances the space, which includes a light wood floor and an archway leading to the entrance.

Home in New Albany

The Carriage Lane Lodge near Downtown Louisville

Welcome to The Lodge at Carriage Ln, a spacious retreat designed for comfort and convenience. Whether you're visiting family, exploring the Louisville area, attending local events, or traveling for work, you'll enjoy a relaxing stay with the comforts of home. Featuring inviting living spaces, a fully equipped kitchen, fast Wi-Fi, and easy access to shopping, dining, and local attractions, The Lodge at Carriage Ln is the perfect home base for your Southern Indiana getaway.

LocationFamilyAccess

4.93 out of 5 average rating, 114 reviews

Top guest favourite

A comfortable living room is furnished with a mix of seating options, including a sofa and chairs surrounding a central coffee table. A large TV is mounted on the wall, while a lighted lamp and decorative plant add warmth to the space.

Flat in Memphis

Basement apt. Country setting 2 bedrooms 1 bath

Quiet country setting in S. Indiana, only 20 minutes from Louisville Ky. Private entrance, two bedrooms and comfortable living room with a large tv. One bedroom has a queen bed and tv while the other has a queen bed and a bunk bed. Lucy our Aussiedoodle loves company and loves everyone. She’d love to get to know your dog also but 50lbs or less . You will need a leash as we do not have a fenced yard. We live upstairs if you need anything at all

FamilyLocationParks

4.94 out of 5 average rating, 49 reviews

Top guest favourite

The exterior of a renovated farmhouse is surrounded by lush greenery. A spacious porch with seating is visible at the front, while a gravel path leads to the inviting entrance. The structure features a metal roof and warm-colored trim that complements the natural setting.

Farm stay in Goshen

The Coop

This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....

ValueFamilyKitchen

4.97 out of 5 average rating, 383 reviews