Holiday rentals in Milroy

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Top-rated holiday rentals in Milroy

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Top guest favourite
A cozy living area is highlighted by a three-bulb brass chandelier above a tan sofa, complemented by a wooden table. The wall features an arrangement of framed mirrors in gold and silver tones, while a doorway leads to other areas of the carriage house.
Guest house in Meridian Kessler
4.99 out of 5 average rating, 255 reviews

Charming Meridian Kessler Carriage House

Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

Guest favourite
An inviting recreational space features a classic arcade setup alongside a popcorn movie bar. A cozy seating area is arranged with a smart TV and electric fireplace. A claw soaking tub is visible, complemented by a private hot tub, promoting relaxation and fun for guests.
Home in Greensboro
4.87 out of 5 average rating, 122 reviews

Hot Tub Arcadia - Relax and Play

Designed with couples in mind, where relaxation and entertainment await! You'll enjoy the serenity of a small-town country getaway. Features: •Hot Tub •Arcade •Popcorn Movie Bar •Board Games •Claw Tub •King bed •Workspace with vanity. •Twin bunk bed •Murphy Bed for 5th guest •Fully equipped kitchen •Outdoor patio with seating for two and completely private hot tub. •Wi-Fi and smart TV •Washer/dryer Ideal for: • Couples seeking a romantic getaway • Small families looking for a relaxing vacation

Top guest favourite
Cabin in Unionville
4.99 out of 5 average rating, 194 reviews

Spring Blooms & Birding: 40-Acre Luxe Forest Spa

Experience the April Awakening. Trade the city for a curated 40-acre forest reset near Nashville, IN. Perfect for mature couples or singles, seeking a nature-themed reset as the forest buds and the morels begin to pop. Hike private paths, watch the nesting bluebirds, and unwind in the forest-view hot tub. ​Includes a complimentary Brown County State Park pass. Note: As a working ridgetop, occasional host sightings or nearby construction may occur. High-speed fiber while "working from the woods".

Top guest favourite
A cozy sleeping area features a queen-sized bed dressed in a decorative quilt with accent pillows. A floral painting adorns the wall above the bed, while a bedside lamp provides soft lighting. Drapes frame the window, allowing natural light to filter in.
Guest suite in Greenfield
4.94 out of 5 average rating, 266 reviews

Greenfield German Cottage-minutes to downtown Indy

The perfect place for you to stay when visiting Greenfield or nearby Indianapolis. Located within 1/2 mile of I-70. Restaurants and shopping within 1 mile. Downtown Indy is an easy 20-mile drive. We offer a comfy queen size bed, comfy roll away twin bed, kitchenette, full bathroom, walk-in closet, sitting area with couch and tv, private entrance with a private drive and parking area. You can also enjoy many extra features on the property, which include beautiful flower gardens and fountains.

Top guest favourite
A spacious great room features a modern sectional sofa positioned around a circular coffee table atop a vibrant area rug. Large windows allow ample natural light, illuminating the vaulted ceiling with exposed beams. Complementary artworks and plants enhance the inviting ambiance.
Home in Madison
4.99 out of 5 average rating, 565 reviews

The Artist’s A-Frame

Get away and enjoy the comfort and convenience of this unique, newly remodeled A-Frame home nestled in a quiet, safe, upscale neighborhood, minutes from Clifty Falls State Park (10 min. drive), Historic Downtown (5 min. drive), hilltop shopping (5 min. drive): Hanover College (15 min. drive) •Fast Wi-Fi •Electric Fireplace .Two 55” Roku TVs, Complimentary YouTube TV for local and cable stations •Keurig & Drip Coffee, K-cups, local coffee, tea, bottled water .Paved driveway parking .Gas BBQ grill

Guest favourite
A charming historic home with a two-story structure displays a combination of deep purple and mustard yellow siding. An American flag hangs from the porch, which features decorative woodwork and inviting entry steps surrounded by landscaped gardens.
Home in Greenfield
4.94 out of 5 average rating, 123 reviews

Updated Historic Home, in the Heart of Greenfield

A one-of-a-kind historic gem located three blocks from Downtown Greenfield on Main Street and only a 35-minute drive to downtown Indianapolis. Enjoy the entire downstairs of this completely upgraded late 1800's wooden frame home featuring all original wood flooring and beautiful antique furniture pieces. Filled with modern luxuries; including 3 flat screen tv's with streaming services included, an upgraded 8 burner gas stove, dishwasher, full-size washer and dryer, and outdoor barbecue grill.

Top guest favourite
The image shows a well-kept lawn leading to a tranquil, reflective pond. A simple single-story house is positioned to the left, with a driveway visible. Lush green trees surround the area, creating a serene atmosphere.
Cottage in Brookville
4.98 out of 5 average rating, 104 reviews

Secluded Wooded Getaway w/ 2BR 2BA + Private Lake

Enjoy a weekend getaway at this cozy homestead nestled on 40 acres of wooded land with biking, hiking, walking trails and its very own stocked private lake & pedal boat. Take a break and relax on the dock or by the fire pit as you & your family & friends go off the grid... take a short drive to the quaint downtown Brookville, go experience the beautiful Brookville Lake & golf course, even check out the Wolf Habitat & Canoe Rental location right down the road. This is just the escape you need!

Top guest favourite
An open living area is presented with high ceilings and exposed beams. A comfortable gray sofa faces a wall-mounted television, while a dining table is positioned beside a fully equipped kitchen. Large windows allow natural light to illuminate the space, enhancing the inviting atmosphere.
Apartment in New Castle
4.96 out of 5 average rating, 211 reviews

Maxwell-Commons #105, New Castle IN, 2bd2bth dwntn

#105 Maxwell-Commons: downtown LOFT for business, family, pleasure - HAVEN for peace. Wild party? PLEASE go elsewhere. Nea: HC Saddle Club; Go-Karts; NC High School; Hall of Fame. Indianapolis 50min; Richmond 30min; Muncie, Anderson 20min. Bring toiletries. Coffee available. THERE ARE STAIRS. 3 or 100s of guest voiced complaint re overnight trains. I am powerless over the midwest rail-schedules. It is fair to let would-be guests know. There are 2 assigned outdoor parking-spaces.

Top guest favourite
A spacious living area features muted gray walls and a large picture window dressed in patterned curtains. A recliner couch, accented with decorative pillows, is paired with a Moon Pod therapeutic bean bag chair. A wooden coffee table is centered on a patterned area rug.
Flat in Indianapolis
4.94 out of 5 average rating, 176 reviews

Your Comfy Indy Suite

Safe, peaceful suburban neighborhood. Only 15 minutes from downtown Indy. Easy drive to IUPUI, Convention Center, Lucas Oil Stadium. Free parking at your door. Great for long term stays. Fully stocked kitchen. Free laundry facilities. Padded office chair and fast Wi-fi at your laptop workstation. 55" Vizio 4K HDR Smart TV. Moon Pod Zero Gravity Chair for therapeutic relaxation. Queen-size Sealy Plush Pillowtop hybrid mattress, with 2 standard foam pillows and 2 MyPillows.

Top guest favourite
An open loft space showcases a king-sized bed beside a jetted spa tub. Large windows frame a lush green view, while a cozy armchair and a gas fireplace add warmth to the room. A soft area rug lies beneath, enhancing the serene ambiance.
Loft in Nashville
4.97 out of 5 average rating, 173 reviews

Treetop Honeymoon Suite at Treetop Retreat

Recently featured in Midwest Living’s “Best Romantic Getaways in Indiana,” The Treetop Suite sits atop one of the highest hills in Brown County and offers sweeping views. This airy loft includes a jetted spa tub, seasonal gas fireplace, full kitchen, and a king bed, an inviting place to relax, recharge, and “nest.” Floor-to-ceiling windows blur the line between indoors and nature, filling the space with light and beautiful hilltop scenery. A truly special, memorable retreat.

Top guest favourite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
5 out of 5 average rating, 510 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus - a modern home nestled in the woods of Brown County. Plāhaus is a space of solitude and relaxation for anyone wanting to enjoy the beauty of Brown County, without the typical log cabin decor. Enjoy the gorgeous view from the balcony, spend some time around the firepit, and venture into Nashville to check out the unique shops and restaurants. Come for a family getaway, a romantic retreat or simply to clear your mind from the everyday stresses.

Top guest favourite
Dome in Vevay
4.97 out of 5 average rating, 204 reviews

Hilltop Dome, 42 secluded acres in nature

Our Geodome is tucked away on 42 private acres exclusively for you and your guest Enjoy the stars at night, fire pit, hot tub, high speed internet, washer dryer, and smart TV . The Dome is equipped with a 2 ton mini split that will keep you warm in the winter and cool in the summer We are conveniently located within 15 miles of Madison, IN, Vevay, IN, Clifty Falls, Belterra Casino, also within 62 miles of Cincinnati and Louisville.

Popular amenities for Milroy holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Rush County
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