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, 223 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

Guest favourite
A spacious community room features a pool table at its center, surrounded by bar stools. Shelving units line the walls, displaying decorative items against a backdrop of vintage murals. Soft lighting from recessed fixtures creates a warm atmosphere, inviting relaxation and social interaction.
Place to stay in Connersville
5 out of 5 average rating, 39 reviews

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

Top guest favourite
Farm stay in Milroy
5 out of 5 average rating, 45 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.

Guest favourite
Home in Connersville
5 out of 5 average rating, 16 reviews

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.

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, 113 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
Barn in Shelbyville
4.97 out of 5 average rating, 79 reviews

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.

Top guest favourite
The cottage exterior is shown under a partly cloudy sky, featuring a welcoming porch with hanging plants. A gravel path leads to a landscaped area with a raised garden bed. The structure has a light-colored siding, complemented by well-kept greenery surrounding the property.
Home in Connersville
5 out of 5 average rating, 82 reviews

Copper Dream Cottage near lake

Our beautiful cottage, located 1.5 miles from Quakertown Marina on Brookville Reservoir, is perfect for all your outdoor activities. Step outside and you'll have a breathtaking sunrise view while sitting on the porch. Experience nature without ever leaving the property. Enjoy barbecues and relaxing campfires after a fun day at the lake. You will receive a complimentary park pass, to use during your stay, to visit Brookville Reservoir and Whitewater Memorial State Park. Completely renovated.

Top guest favourite
Serviced apartment in Cambridge City
5 out of 5 average rating, 32 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 700sq ft 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 room is enhanced by green walls and natural light from large windows. Comfortable seating is arranged around a rustic coffee table, with a media console displaying a television. A decorative rug adds warmth to the polished wooden floor.
Cottage in Richmond
4.95 out of 5 average rating, 531 reviews

The Cottage on Abington Pike - Earlham College

Charming private cottage (home) on the West edge of Richmond within walking distance to Earlham College. This updated Three bedroom home has one custom full bath (w/Tub) & one half bath. The kitchen has been updated and is on the lower level. Great location. Wooded private rear yard with covered patio. Cardinal Greenway, Gorge Trail all of Richmond nearby. Fast Wi-Fi. Large Living room & Game room w/Pinball & Multi-cade. Outside quiet 10:00PM. Parties not allowed. 2 Tvs.

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, 112 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, 71 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.

Guest favourite
The front exterior of the house features a welcoming light blue door and large windows that allow natural light. The entry is framed by neatly trimmed bushes and a concrete path, leading to the front steps. The roof is complemented by a gabled design.
Home in Connersville
4.89 out of 5 average rating, 89 reviews

Grand Ave House in Connersville

Enjoy a stylish experience at this centrally-located home in Connersville. Located near shopping and restaurants, Roberts Park is within walking distance. 2 bed, 1-1/2 bath home with a large dining room and living room with workspace. Bathroom has a nice jacuzzi tub. Cheerful kitchen is stocked with major appliances and cooking necessities. Enclosed front porch to exercise or relax.

Popular amenities for Glenwood holiday rentals

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