
Vacation rentals in Glenwood
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Top-rated vacation rentals in Glenwood
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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

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.

The Hidden Gem
It's rare to find a place that's both historic and one-of-a-kind. This 2nd story downtown spacious 4 bedroom, 4 bath offers more than just a place to rest your head. With off street parking and private stairway entrance,enjoy the community/living room where you can sit at the personal bar while playing pool, foosball or a game of chess with your guest. Every room is equipped with large smart TVs with access to all of your favorite streaming services. Multiple food options within walking distance

The Lucky One; Cozy 3 bed 2 bath in Connersville
Relax in comfort at this newly updated and thoughtfully designed cozy home, located in the heart of Connersville. Perfect for families, couples, business travelers, and anyone looking for a peaceful stay near local attractions such as Arbor Crossing Golf Club, Brookville lake, scenic state parks, and charming small-town vibes. Step inside and experience a bright, clean, and modern space filled with amenities for everyone. Your stay will including a private drive, garage, yard games, and more.

Backyard Barndominium
This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

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.

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.

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.

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!

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.

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.

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.
Popular amenities for Glenwood vacation rentals
Other great vacation rentals in Glenwood

Grand Ave House in Connersville

NEW - Conner's Villa, Indoor Pool, Fire-pit, Golf

Newhouse Family Inn

The Cabin

Copper Dream Cottage near lake

Whitewater River House (one side)

Briar Ridge Cabin

Tapaahsia Farm Entire House
Destinations to explore
- Nashville Vacation rentals
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- Lucas Oil Stadium
- Creation Museum
- Perfect North Slopes
- Gainbridge Fieldhouse
- Indianapolis Zoo
- Childrens Museum
- Indiana Convention Center
- Broad Ripple Park
- University of Indianapolis
- Butler University
- Jungle Jim's International Market
- IUPUI Campus Center
- Indiana Convention Center
- Holliday Park
- Indianapolis Canal Walk
- Garfield Park
- Fort Harrison State Park
- Indiana State Museum
- Indiana World War Memorial
- Victory Field
- Eiteljorg Museum
- Soldiers and Sailors Monument
- White River State Park
- Garfield Park Conservatory





