Holiday rentals in Glenwood

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Top-rated holiday rentals in Glenwood

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

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Guest favourite
A cozy sleeping area is defined by a soft white bed adorned with decorative pillows. Warm light is provided by unique hanging fixtures. A wooden table displays an arrangement of fruits and snacks alongside elegant candle holders, creating a welcoming and intimate setting.
Tower in Pleasant Hill
4.9 out of 5 average rating, 232 reviews

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

Top guest favourite
Farm stay in Milroy
4.98 out of 5 average rating, 56 reviews

New-Honeymoon Suite-Hot Tub-Sauna-Romantic Getaway

Escape to Liv’s Treehouse- a magical honeymoon suite in the heart of Indiana's rolling hills! Although a treehouse, only 4 steps to it! Enjoy a private hot tub, sauna/steam room, stunning scenic views,patio and flat-top grill. The fully-equipped kitchen, double-ended tub, and a king-sized bed with beautiful views, offer both comfort and luxury. Guests are invited to mingle with friendly farm animals for a unique experience. Enjoy the convenience of self check-in in this serene woodland hideaway.

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
4.97 out of 5 average rating, 118 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!

Guest favourite
A comfortable living area is highlighted by a caramel-colored sofa and two armchairs with decorative cushions. A wooden coffee table sits in the center, complemented by a woven basket and plants. Art prints hang on the wall, and a large TV is mounted nearby.
Home in New Castle
4.99 out of 5 average rating, 226 reviews

Entire Home with Modern Conveniences - New Castle

This home has been equipped with everything you need for a relaxing stay. Unwind in the evening while watching your 65” TV. The updated kitchen offers plenty of space for cooking dinner.The first bedroom features a King size bed and room darkening window treatments. The second bedroom offers a designated office space w/ high speed internet and a trundle bed. To start your day well, the bonus room offers a coffee bar with Nespresso and wellness area complete with treadmill and yoga space.

Top guest favourite
Serviced apartment in Cambridge City
5 out of 5 average rating, 41 reviews

Monét Water Lily Suite • Breakfast • Antique Alley

Experience our restored historic 1888 bank in your private Water Lily Suite, inspired by Monet's series. This boutique retreat blends art, music, and mid-century modern right on Main Street, in the heart of Indiana's Antique Alley. Sleeping up to 5 guests, the spacious suite offers a full kitchen, living room, dining room, and bath. Wake to complimentary artisan pastries, house-made granola, and Nespresso, fresh flowers in the summer months, and a vinyl record collection.

Guest favourite
A spacious living area is highlighted by high, open beam ceilings and exposed brick walls. Natural light fills the room through large windows adorned with soft drapes. A chandelier hangs above, while a comfortable sofa and a round coffee table create a welcoming gathering space.
Loft in Richmond
4.85 out of 5 average rating, 488 reviews

THE STARR LOFT Earlham, IUE, Reid, Relaxing Swing!

Second floor of an 1865 Tin shop, industrial building. High, open beam ceilings & exposed brick walls. Bathroom features a soaker tub plus a lux walk in shower. The kitchen features quartz counters, a large farmhouse sink, really nice appliances and thoughtful touches everywhere. The wifi is excellent. Have issues with stairs? This is not a good choice for you. If you're up for stairs and want a unique slice of history in a hip package then you will not be disappointed.

Top guest favourite
Cabin in Versailles
5 out of 5 average rating, 25 reviews

Cabin on Versailles State Park Lake

Tucked along the lake at Versailles State Park, this cozy rustic cabin is perfect for individuals, couples, families and friends. It features 2 bedrooms, 2 bathrooms, a full kitchen, and a comfortable living area with lake views. Enjoy a private deck for relaxing, plus easy nearby access to hiking, fishing, and kayaking. A peaceful, secluded, nature-filled getaway with all the comforts of home and yet within walking distance of town. This is a brand new listing!

Top guest favourite
The exterior of the cabin showcases a rustic log structure with a green metal roof, surrounded by lush greenery. Two wooden rocking chairs with colorful cushions are positioned on the porch, inviting relaxation. Large windows provide a glimpse of the peaceful woodland setting.
Cabin in Nashville
4.96 out of 5 average rating, 139 reviews

Red Cedar Log Cabin | Hot Tub! + Pet-Friendly!

Cozy, secluded, and full of charm, Red Cedar Log Cabin is the perfect Brown County getaway for couples. Soak in the private hot tub, unwind by the wood-burning fireplace, and enjoy the peaceful wooded setting. With rustic character, modern comforts, and easy access to Nashville, trails, shops, and local dining, this cabin is made for quiet mornings, cozy nights, and unforgettable weekend escapes. Book your stay and experience Brown County at its coziest.

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
4.99 out of 5 average rating, 532 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Top guest favourite
The entrance of a modern cottage is depicted, featuring a dark exterior with wooden accents. A welcoming doormat is placed at the door, while gravel paths and a grassy area are visible. Nearby trees provide a natural border to the property.
Home in Oxford
5 out of 5 average rating, 117 reviews

The Camp in Oxford (OH)

The Camp in Oxford includes3 private acres nestled right alongside the Indian Creek River and surrounded by sprawling farmland. Located just 5 miles from Miami University, 13 miles from Brookville Lake and short drives to Hamilton, Cincinnati or Dayton, this beautiful 2 bedroom modern cottage is waiting for your next visit. Fully furnished and equipped with every amenity you'd expect from a 5 star property.

Guest favourite
A private deck is adorned with vibrant flower pots filled with various blooms. A barbecue grill is positioned conveniently for outdoor cooking, while expansive green fields and a rustic barn are visible in the distance under a partly cloudy sky.
Guest suite in Rushville
4.9 out of 5 average rating, 73 reviews

Private Suite Sleeps 4 - Weathered Fence Post

Enjoy your stay in a private suite on spacious property at our farmhouse nestled amidst picturesque covered bridges, vintage round barns, and Amish charm. Relax on the deck and soak in the peaceful surroundings, take a stroll around the flower gardens, or unwind in the hot tub. It's beautiful, it's peaceful, it's safe, it's private! Book your stay today and experience the tranquility of rural America.

Superhost
A living area features a dark, upholstered couch adorned with several decorative pillows. The room is surrounded by natural stone walls and wooden beams. A wood floor adds warmth, and a cozy armchair is positioned nearby. A ceiling fan provides a comfortable ambiance.
Home in Laurel
4.72 out of 5 average rating, 95 reviews

Country Cottage

Take a break and unwind at this peaceful oasis in the countryside. A way to escape technology and spend time with family. Close to Haspin (5mins), Metamora (10mins), and Brookville Lake (25mins). We do have WiFi now for you to enjoy. Enjoy ways to spend family time together!

Popular amenities for Glenwood holiday rentals