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, 219 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
A living area is displayed with a comfortable sofa and patterned armchairs, offering spaces for relaxation. Natural light enters through large windows, illuminating the wood-beamed ceiling and highlighting the rustic wooden accents. A small table and television are positioned for convenience.
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 view from above captures a six-person hot tub with inviting blue water. Nearby, a circle of Adirondack chairs surrounds a fire pit, all nestled in a wooded area illuminated by warm string lights hanging overhead.
Cabin in Eckerty
4.98 out of 5 average rating, 158 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.

Top guest favorite
A panoramic view of the dome's interior highlights the unique wooden ceiling design, featuring triangular shapes. A dining table with blue placemats accommodates six, surrounded by large windows and stained glass accents, allowing natural light to fill the space.
Home in Bloomington
4.96 out of 5 average rating, 103 reviews

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

Guest favorite
A living room features wooden walls and a peaked ceiling. A black fireplace with a TV above is centered in the space, complemented by a wooden coffee table and comfortable seating. A small sailboat décor piece and bookshelves add character to the room.
Home in Linton
4.94 out of 5 average rating, 135 reviews

Lake Harvey Vacation Rentals - The Lake House

Relax in our 3-bedroom Lake House on 15-acre Lake Harvey just south of Linton, Indiana on the edge of Goose Pond Fish & Wildlife area, and minutes from Greene Sullivan State Forest. Perfect for your hunting/fishing/bird watching trip, or for a peaceful family vacation. Our Lake House features 3 bedrooms, with 3 king beds and 1 double bed, living room, dining room, fully equipped kitchen, 2 full bathrooms, laundry room, screened front porch, back patio, and attached garage.

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, 315 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.

Superhost
The property is surrounded by tall trees, providing a natural setting. The cabin features a unique architectural design with circular windows and a sloped roof, partially obscured by foliage. Leaves cover the ground, indicating the changing season.
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
A spacious living area features a large sectional sofa in warm brown tones, complemented by decorative throw pillows. A coffee table with a dark finish occupies the center, while natural light filters through sheer curtains, creating a bright and comfortable environment.
Home in Loogootee
4.86 out of 5 average rating, 118 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 view of the building from above displays a brick façade with distinctive turrets and multiple rooftop areas. The lower level includes the entrance to Legendz sports bar and grill, with outdoor seating and landscaping features such as small trees and stone pathways.
Condo in French Lick
4.93 out of 5 average rating, 176 reviews

French Lick condominium Rooftop

Stylish and spacious condominium located in downtown French Lick, Indiana. Directly across the street from the French Lick Resort & Casino, features a Elevator to your private 4th floor condominium & large rooftop with Beautiful views of downtown (Legendz sports bar & grill)located on lower level of building,show Your key & get 10% off food

Guest favorite
A welcoming wooden sign stands in front of a cabin surrounded by lush greenery. The cabin features a broad porch and a gabled roof, with large windows allowing for natural light. A gravel driveway leads up to the entrance, enhancing the serene forest setting.
Cabin in Birdseye
4.9 out of 5 average rating, 174 reviews

Cozy cabin close to Patoka Lake main entrance!

Inviting, private cabin close to Patoka Lake main entrance, near restaurants, boat rental and so much more! Nestled in the woods this cabin includes screened in porch, full size washer and dryer and fully equipped kitchen. Relax with the whole family at this peaceful place to stay. Including park pass available during your stay.

Top guest favorite
A secluded cabin is set against a backdrop of trees, featuring a metal roof and a covered porch with multiple seating areas. Well-maintained grass surrounds the cabin, and landscaping elements provide a welcoming appearance.
Cabin in French Lick
4.95 out of 5 average rating, 296 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 .

Popular amenities for Montgomery vacation rentals

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  4. Daviess County
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