Holiday houses in Montgomery

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Top-rated holiday rentals in Montgomery

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Guest favourite

Cabin in Shipshewana

4.97 out of 5 average rating, 367 reviews

Log Cabin

Are you looking for a quiet, relaxing and peaceful place to stay? Look no further, this little cabin is all that and more! These pictures do not do the cabin justice, we have heard this from so many guests that have stayed at our cabin! You will not be disappointed with your stay at our cabin. The kitchen is equipped with a stove, microwave, refrigerator and dishwasher. A front and back porch with beautiful views to drink a cup of coffee, read a book or relax! We hope you will come stay soon!

Guest favourite

Cottage in Sherwood

4.93 out of 5 average rating, 189 reviews

Lakefront cottage☀️Amazing views🌅Kayaks🛶relax❤️

Welcome to Reel-Axe-Inn cottage on 525 acre all sports Union Lake. Our cottage is small but functional! We are about 10 min. from Union City & Athens, 25 min from Coldwater. During summer season you can bring a boat or jet ski's to put in at the public dock and enjoy our floating raft. Our dock/seawall area is a great fishing location (bring your own fishing gear), we have 2 kayaks for you to enjoy, fire pit, lots of outdoor seating in both sun and shade. Follow us on Insta at @reelaxeinn.

Guest favourite

Farm stay in Vandalia

5 out of 5 average rating, 133 reviews

Grain Bin, HotTub, LUXE, Private, Wildlife, Firepi

This grain bin will take your breath away! Designed in a way for you to find pause, to connect with nature and connect with one’s self & loved ones. Every moment here is an invitation to slow down. Nestled on our 70 acre farm, this place sits beside a picturesque creek surrounded by towering trees. Enjoy the hot tub, rest by the fire, soak in the freestanding tub, birdwatch, grill out, cook a meal together, or hike the property. Create lasting memories with loved ones during your stay.

Guest favourite

Tiny home in Fort Wayne

4.97 out of 5 average rating, 623 reviews

The Tiny Shed Glamping-Beautiful Country Escape

Welcome to the prettiest little tiny home in Fort Wayne! Nestled next to the woods, our guests enjoy a quiet, country getaway to escape all the busy of the city life! The stunning 9-foot windows in the bedroom give you the feel of sleeping in the woods, yet you have total privacy! We have recently renovated this sweet little shed, adding on a beautiful bedroom and a private bath just out side the door. SPECIAL NOTE: We were listed as the most unique Airbnb in Indiana by House Beautiful-2022!

Superhost

Cottage in Coldwater

4.79 out of 5 average rating, 158 reviews

Lake Escape Cottage(waterfront, jacuzzi, parking)

Discover the perfect family escape at this cozy lakefront cottage. Start your mornings on the back deck with a cup of coffee, overlooking the tranquil waters. End your days by the firepit, creating cherished memories by the lake. Inside, you'll find a stocked kitchen, two bedrooms, and a luxurious jacuzzi bathtub. Feel at home with the convenience of a washer and dryer. Restaurants and grocery stores are mere minutes away, making this the ideal home away from home for your lake getaway.

Guest favourite

Home in Galesburg

5 out of 5 average rating, 132 reviews

Frank Lloyd Wright's The Meyer House

Seize this rare opportunity to stay in a Frank Lloyd Wright Kalamazoo area treasure! This two-story Usonian Solar Hemicycle is admired by architects and Wright lovers around the globe. The Mahogany accents have been meticulously restored and the gardens are in full bloom throughout the spring and summer. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a Frank Lloyd Wright House and the 2021 Wright Spirit Award in the private category.

Guest favourite

Farm stay in Hillsdale

4.99 out of 5 average rating, 314 reviews

Bluebird Trails Bed and Breakfast

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

Guest favourite

Home in Angola

4.94 out of 5 average rating, 142 reviews

Home away from home

Relax with the whole family at this peaceful place to stay. This two bedroom home is very clean and peaceful with a nice outdoor patio and spacious living area. This has been completely remodeled with brand new furnishing. We are equipped for any quick last minute stays, but it’s also prepared for any long term stay needs as well. This is less than one mile from the city mound. It’s located on and bike trail that leads you to the beautiful Pokagon State Park.

Guest favourite

Cottage in Fremont

4.96 out of 5 average rating, 137 reviews

The Christmas Cottage at The Mill District

Decorated for the holidays! Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Guest favourite

Cabin in Middlebury

4.99 out of 5 average rating, 265 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Guest favourite

Home in Bronson

4.97 out of 5 average rating, 154 reviews

Water’s Edge-hot tub, pet friendly, fee free!

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Guest favourite

Tiny home in Shipshewana

4.93 out of 5 average rating, 212 reviews

Tiny House on the river

Our little house is on the river. You can kayak or canoe or fish, or swim! There is a small kitchen/grill outside and lots of room for kids to play or adults to relax and view the river! There are near by trails to walk on. If you get bored here Shipshewana is very near by and plenty of places to eat , shop or go to evening shows. Also the family’s flea market is tue and wed.