Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

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Guest favorite

Cottage in Rome City

4.97 out of 5 average rating, 211 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, washer and dryer, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill.Wedding, family, golfing or weekend away? Lakeside Sylvan!

Guest favorite

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.

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 favorite

Cottage in Fremont

4.96 out of 5 average rating, 137 reviews

The Cottage at The Mill District

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). Sip a coffee and shop in our on-site boutique store (by appointment). Peaceful location located next to clear lake.

Guest favorite

Cottage in Pleasant Lake

4.98 out of 5 average rating, 123 reviews

Long Lake Cottage

Long Lake Cottage is on a 10 mph lake that is a pretty peaceful spot to relax. Enjoy bonfires, kayaking, fishing, and grilling at our place. Long Lake is a part of the Pigeon River chain that you can kayak along through multiple lakes. Less than 10 minutes from Angola (Trine University, Pokagon State Park, groceries, etc.). We hope you enjoy your stay! We have a strict cancellation policy, but we will refund you 100% of your stay if you do need to cancel 14 days before your arrival.

Guest favorite

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 favorite

Loft in Shipshewana

4.98 out of 5 average rating, 188 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space. Enjoy some of the most picturesque landscape Northern Indiana has to offer. We are just a 10 min walk from Stone Lake and have kayak rentals available upon request. We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Guest favorite

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 favorite

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 favorite

Home in Hillsdale

4.89 out of 5 average rating, 263 reviews

Comfy home in recreational town

We renovated the house with a modern kitchen, laundry room, new bathroom with spacious shower, new bedrooms with plenty of closet space, secure parking and new sidewalks. Close to historic weekly country market, Hillsdale College, bike trail, lakes in historic town. The North Country Trail and the Baw Beese Trail are closeby, as is Baw Beese Lake, Lost Nation State Game Area and the St. Joe River.

Guest favorite

Home in Parma

4.95 out of 5 average rating, 374 reviews

Stay In An Old Train Depot - Gidley Station!

Be adventurous and stay in rustic old Gidley Station. It was moved to "Trail Acres" in the 1920's and was converted to a house. It has a unique but spacious floor plan, and is on a property that we have been working hard to restore for the last few years. PLEASE READ FULL DESCRIPTION BEFORE BOOKING!

Guest favorite

Loft in Bryan

4.98 out of 5 average rating, 174 reviews

Room 108 - Trendy Loft Apartment Downtown Bryan

This stylish place to stay is perfect for anyone traveling to the quaint town of Bryan. Located in the welcoming downtown square, there is room for two to sleep and live comfortably. Room 108 is surrounded by local coffee shops and restaurants, all within walking distance.