Vacation rentals in Montgomery

Historic Home by Dogwood Lake/Glendale

With only a few minutes drive to Dogwood Lake and Glendale Fish & Wildlife area, this newly renovated historic 1850s home is perfect for your next getaway with friends, or that peaceful vacation. We are located 8 miles from I69 and the town of Washington. We have outfitted our home with all the amenities and comforts to make your stay as pleasant as possible! Our property provides privacy and you will enjoy listening to the sounds of nature while sitting around a campfire with a cup of coffee

Headless Goose Chalet

Reconnect with nature at this quiet 5-acre escape, just 15 minutes from downtown Bloomington and Indiana University. Nestled on a hillside, your chalet overlooks a valley with mature trees and active wildlife. Enjoy the view from the outdoor dining area, hot tub, or while sitting around the fire pit. For a deeper immersion into nature, you can take the short trail to the bottom of the valley and doddle alongside the creek to explore the geology, hunt for crawdads, or play a little disc golf.

Bear Hollow

Traveling for work? Traveling Nurse? Family time? Escape to our country getaway near Crane, Indiana on a beautiful rolling alfalfa field and woods. Enjoy stunning views from the walkout deck with a fire pit, fast internet, and dedicated telework desks throughout the house. Basement features an air hockey, ping pong, pool table, and a retro game room with basketball arcade. Relax with 65 inch TVs or unwind at the coffee bar. Serene surroundings make this the perfect retreat!

Country escape with game room!

Very spacious with lots of space for the whole family to come and spend time together. Enjoy time by the fire in the unique patio grain bin, or in the basement game room playing board games, pool, or darts. Enjoy a meal in the large spacious kitchen with ample seating space for the whole family, 3 separate living areas with smart tvs. 4 full baths, Bedrooms include 2 king beds, 3 queens and possibly 3 or 4 twin beds in the basement game room storage area.

Scenic Escape

Enjoy your morning coffee with a scenic river view from the front deck and listen to the peaceful sounds of nature. Spend time with your loved ones around the fire pit or challenge them to a game of bumper pool in the sunroom. Located only 5 minutes from local restaurants and 25 minutes to French Lick. Additional parking spot behind house (17’x48’) large enough for a small boat. The public ramp in Shoals and West Boggs Lake are only a short drive away.

The Manse: Family Friendly Home

Built as a parsonage next to an early 1900s Methodist church, this recently renovated house is an ideal family getaway. Plenty of space for meals, socializing, and resting. Individual temperature control (heating and cooling) in most of the rooms. • Close to I-69 • 20 minutes from Goose Pond Fish and Wildlife • 20 minutes from Crane Naval Base • 30 minutes from Green Sullivan State Forest • Just a few blocks from the White River Valley Antique Association

Amish Country Cottage

Welcome to your serene retreat in Amish Country! Newly renovated, it offers modern comforts and rustic charm, ideal for relaxation. Enjoy the cozy living area and fully equipped kitchen. Step outside to watch horse-drawn carriages pass by and admire stunning sunset views. We can even help set-up a personal horse-drawn carriage ride for guests! Just let us know how we can help make your stay in Amish Country truly unforgettable!

Peaceful Lake House Cabin 1, Direct Water Access!

This Cozy Cabin Duplex is located directly on West Boggs Lake, with a large, wrap-around, stationary dock to fish from, and multiple floating docks for your boat! Enjoy our kayaks, free with your stay, and explore all West Boggs has to offer! Cabin features 2 bedrooms with 2 Queen beds and a pull out sofa bed in the living room. Fully equipped kitchen, full bathroom, and an amazing deck for watching the sun set.

Izzy’s Treasure, entire cottage, super value!

Open concept living, dining and kitchen stocked with everything you need. Just grab some eggs, and milk on your way in. The upstairs has a spacious king room. The small Bedroom with full size bed has a full mattress that slides out from underneath. The lake picture is my personal dock that is 4 miles from the house. You can access the dock if you’re boating. The house is not on the lake.

Solo or Couple's Hot Tub Retreat

Stillpoint Cabin at Atlas Views Resort offers a private, modern couples retreat near Patoka Lake & Hoosier National Forest. Enjoy a private hot tub, shared sauna, fire pit, and lake access. Perfect for a peaceful reset, it comfortably fits 2 guests, blending luxury with nature, close to French Lick and West Baden. Gated, serene, and ideal for quiet escapes.

Country Acres Retreat

Relax with the whole family at this beautiful, country setting. Located approximately 13 minutes from Loogootee & 14 minutes from West Boggs Lake. This house is nestled on a portion of the farm but has its own driveway and yard. Enjoy the farm activities in the surrounding area. There is NO TV, but rather are some games to enjoy.

The Getaway House

Welcome to our Get Away House. Located on the edge of Loogootee, it is a very peaceful area and yet close to the local stores and restaurants. Relax with the family and spend the evening on the back patio. With two bedrooms and one bathroom, this single level home is perfect for your night away.