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

Top guest favourite
A two-story building is positioned amidst a grassy yard, featuring a staircase leading to a spacious second story deck. Lush greenery surrounds the premises, while a few trees stand nearby, contributing to the tranquil rural setting.
Flat in Fairland
4.98 out of 5 average rating, 168 reviews

The Nigh Place, Studio Apartment, King Bed, 55"TV

Welcome! Enjoy the country views from your exclusive second story deck or relax inside of your isolated, spacious, and peaceful studio apartment. Complete with a King size bed, loveseat, recliner, 55” TV, full kitchenette, walk in closet and private bathroom. Updated, clean, and secure. Arriving late? Solar and motion detector lights along with a lighted electronic key pad for ease of access. Please note there are 23 steps with rails on both sides and a landing area half way to the apartment.

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.

Top guest favourite
The front of the Craftsman bungalow is framed by a large tree and a colorful ornamental tree. A stone pathway leads to the entrance, surrounded by well-maintained gardens featuring various plants and shrubs. A grassy area is visible in the foreground.
Bungalow in Richmond
4.99 out of 5 average rating, 340 reviews

Artist's Retreat Guest House

The Artist's Retreat Guest House is a two-bedroom Craftsman bungalow in the Earlham College neighborhood that welcomes adults visiting our community of Richmond, Indiana. It features a living area, a fully equipped kitchen, a library filled with art books, a garden, fine antiques, and works by regional and international artists. Sorry, but no children, pets, or smoking. We keep the house allergen-free and many of the art pieces are too fragile or heavy for the safety of children and animals.

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
A glass vase with delicate yellow branches is centered on a wooden dining table. The background reveals a cozy living area with vintage seating and a television on a brick wall, while a glimpse of a bedroom can be seen through an open door.
Flat in Richmond
4.92 out of 5 average rating, 124 reviews

Industrial & cozy 2 Bedroom atop a Historic Bldg.

Located on the 4th Floor of the Loft Highway Building in the heart of Richmond’s Historic Depot District. The Loft Highway houses such local businesses as Roscoe’s Coffee Bar & Tap Room, Lisa’s Cakes, Oblivion Cinema & Arts, Journey Yoga Studio, and The Art of Hair Salon and Metamorphosis Day Spa. Multiple other local restaurants and shops are just short walks away throughout the area. Each Guest receives 1 Free Drink from Roscoe’s (per night). Salon/Spa Booking info available upon request.

Top guest favourite
Flat 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.

Top guest favourite
The modern treehouse is showcased with a yellow deck extending from the entrance, situated on a gravel driveway. Large windows invite natural light, while the surrounding trees add to the natural setting. The structure appears elevated, resting on concrete stilts.
Treehouse in Rising Sun
4.98 out of 5 average rating, 134 reviews

The Dibble Treehouse

Welcome to The Dibble Treehouse! This cozy haven accommodates 4 guests and boasts all the amenities for an unforgettable stay. Relax in the hot tub or sauna, gently swing in the suspended bed or hanging chairs, and savor meals at the outdoor picnic table. The full kitchen is equipped for your stay and the wrap around porch offers stunning views. Enjoy evenings by the fire pit or take in your favorite shows on the smart TV. Book this stay to fully recharge and reconnect with nature!

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 exterior of a charming farmhouse is displayed, featuring white siding and dark shutters. A welcoming front porch with two red chairs is visible, surrounded by a lush green lawn and trees. The peaceful country setting is highlighted by the clear sky.
Home in Oxford
4.99 out of 5 average rating, 224 reviews

Hagen Homestead, Quiet farmhouse , minutes away.

Quiet country setting, 2 Bedroom, 1 Bath home. Super charming modern farmhouse but still has that " a simpler day and time" feel. From the warm, cozy fireplace for cold nights, to the soft Bamboo sheets and towels for your pleasure. Plush top rated hybrid mattresses. Private fenced in backyard with fire pit, grill and tree swing just waiting to make memories. Feels like you are miles away from everything but you are only 4 miles from Miami University. Miami parents welcome!!

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, 522 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, 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.

Popular amenities for Glenwood holiday rentals

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