Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

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Top guest favorite
A gravel parking area is surrounded by lush trees, with a cabin visible in the background. Adirondack chairs are arranged around a fire pit in the foreground, creating a space for gathering. Bright blue skies with scattered clouds enhance the serene atmosphere.
Cabin in French Lick Township
4.99 out of 5 average rating, 220 reviews

Serenity Acres

Over 5 acres of pure serenity, just the sound of nature all around you! Beautiful Tucker Lake with hiking trail all around it just a mile away. This park like atmosphere has room for tents, RVs , boats, 4 wheelers and more. Just under 5 miles from the Fabulous French Lick and West Baden Resort town, but totally secluded.Cabin has two porches with rocker gliders and heavenly views. Cedar swing ,picnic table, fire pit with adirondack chairs for late night BBQs. Water park and boat rental, nearby

Guest favorite
Bungalow in Bloomington
4.98 out of 5 average rating, 122 reviews

Cheerful two bedroom Farmhouse with free parking

Your family will be located in a lovely Bloomington rural setting that is less than 10 miles from Indiana University and less than 5 miles from beautiful 10,750 acre Lake Monroe. You will be able to unwind on the front porch swing, relax on the spacious back deck or warm your hands and feet by the fire pit provided. If you are a foody you are within 10 to 15 minutes from the many Bloomington restaurants or if you prefer the cooking option there is a full kitchen for your culinary creativity.

Top guest favorite
A private hot tub is positioned on a wooden deck surrounded by trees, providing a serene outdoor space. Twinkling string lights are draped overhead, adding a soft glow to the area. Adirondack chairs are arranged nearby, creating an inviting spot for relaxation.
Cabin in Eckerty
4.98 out of 5 average rating, 159 reviews

Whitetail Woods cabin w/ HOT TUB and Patoka pass

Relax with the whole family at this peaceful cabin minutes from Patoka Lake entrance, winery, distillery, brewery, and dining! Perfect for family adventures, romantic getaways, ladies' weekends, and hunting trips. The cabin is located in peaceful Grant Woods surrounded by gorgeous Southern Indiana nature. You'll love relaxing in the 6-person hot tub, rocking on the covered front porch, and roasting marshmallows around the backyard fire pit. Cabin is a short drive to French Lick/West Baden.

Guest favorite
A fire pit surrounded by gravel is lit, featuring logs crackling in the center. Two colorful Adirondack chairs in red and teal are positioned invitingly nearby, with trees and greenery visible in the background, creating a serene outdoor atmosphere.
Home in French Lick
4.96 out of 5 average rating, 317 reviews

Caddy Corner has a hot tub just outside of town

Caddy Corner is a 1920s schoolhouse converted into a modern farmhouse. Enjoy a country feel while being just over a mile from everything that French Lick and West Baden have to offer. Escape to our hot tub after a day in town, and let your cares drift away. Relax on our American-made upholstered furniture, dine at our table made by a local artisan, and find slumber on our plush euro top mattresses. If you are into cooking, our kitchen is well stocked, just like home.

Guest favorite
Home in Montgomery
4.95 out of 5 average rating, 22 reviews

Home near Dogwood lake/Glendale

Gorgeous newly-renovated property built In 1850. Legend has it, Abraham Lincoln once stayed in the home when he visited this area! With only a few minutes drive to Dogwood Lake and Glendale Fish & Wildlife area, this home is perfect for your next getaway with friends, or that peaceful vacation. You are able to utilize the entire property, there is plenty of space to park vehicles or boats. We are located 8 miles from I69 and the town of Washington.

Guest favorite
The exterior view showcases a newly renovated cottage with a modern facade. A set of steps leads to the entrance, framed by landscaped gravel and low-lying plants. A decorative wheel design is mounted on the wall, adding a rustic touch.
Guest suite in Montgomery
4.94 out of 5 average rating, 36 reviews

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!

Superhost
A circular stone fire pit is surrounded by grass, with a crackling fire at the center. Lush trees frame the background, and the serene lake is visible beyond the fire pit, reflecting soft light from the sky.
Cabin in Loogootee
4.82 out of 5 average rating, 119 reviews

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.

Guest favorite
A recreational area features a green indoor putting green, complemented by an American flag mounted on the wall. Nearby, a billiard table provides additional entertainment options. Natural light enters through windows, illuminating the spacious room with neutral-colored walls and a ceiling with visible metal panels.
Barn in Montgomery
5 out of 5 average rating, 6 reviews

Country Escape 2

3 bedroom, 2 bathroom pole barn home with indoor parking for your vehicle or boat. Spacious living area, bar seating and table for dining with full kitchen. Large game room with pool table, ping pong, putting green, weights, and large tv with couch. Would make a great rental for contractors or a small family. This unit could be rented separately or in addition to the other large family home on the property.

Guest favorite
Home in Loogootee
4.86 out of 5 average rating, 119 reviews

Covel’s Cottage 3br easy checkin great location

Your family will be close to everything when you stay at this centrally-located place. Less than 1 mile from restaurants, gas stations, and grocery. The kitchen is fully stocked with condiments, Spices, coffee and cookware plates etc. there are two queen rooms and a room with two singles. The back yard has a charcoal grill, a large deck with table and a fun treehouse for the kids.

Top guest favorite
A spacious porch features wooden rocking chairs positioned along the railing, which displays intricate metal designs. Sunlight filters through the open space, illuminating the surrounding greenery of the expansive property.
Cabin in French Lick
4.95 out of 5 average rating, 298 reviews

Wildcat Cove Lodge

Secluded on 10 acres with plenty of room for boats and turn around . Three bedroom with open living room and kitchen with Island seating . 4 TVs with satellite . Gas fireplace , Whirlpool tub in Master . Two porches with additional Shelter House . Large Laundry Room . Close to French Lick and Patoka Lake .

Top guest favorite
A single-story house with a metallic roof is shown, featuring a two-car garage with two white doors. A small entryway is highlighted by a white door and a bench against the side, surrounded by green grass and trees in the background.
Home in Loogootee
4.86 out of 5 average rating, 205 reviews

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.

Guest favorite
A spacious living area is framed by a wooden archway, featuring a large, brown sectional couch facing a coffee table on a patterned area rug. A modern kitchen is visible in the background, with light-colored cabinetry and stainless-steel appliances. Natural light enters through the windows.
Home in Washington
4.93 out of 5 average rating, 109 reviews

3 bdrm, 2.5 bath, new rmdl, 7 recliners, 8 guests,

Nice 3 bedroom / full basement 2.5 bath completely remodeled home close to downtown and all area restaurants. well lit exterior and street area. Nice neighbors. Easily accessible from highway. Code lock on back door for easyheckin and entry.

Popular amenities for Montgomery vacation rentals

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