Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Sherwood

4.94 out of 5 average rating, 157 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.

Jan 5 – 12

$106 per night
Guest favorite

Tiny home in Fort Wayne

4.97 out of 5 average rating, 554 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!

Mar 20 – 27

$88 per night
Guest favorite

Guest suite in Shipshewana

4.98 out of 5 average rating, 342 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

May 3 – 10

$63 per night

Popular amenities for Montgomery vacation rentals

Other great vacation rentals in Montgomery

Superhost

Cabin in Columbia City

4.92 out of 5 average rating, 118 reviews

Lake Cabin Escape with fireplace

Feb 5 – 12

$115 per night
Guest favorite

Cabin in Goshen

4.93 out of 5 average rating, 139 reviews

Tiny home log cabin at the pines

Jul 17 – 24

$94 per night
Guest favorite

Cottage in Fremont

5.0 out of 5 average rating, 125 reviews

Totally renovated Boutique cottage on the beach

Nov 19 – 26

$300 per night
Guest favorite

Guest suite in Sturgis

4.97 out of 5 average rating, 188 reviews

"Hawthorne Place - beautiful inside and out"

Apr 12 – 19

$61 per night
Guest favorite

Cabin in Shipshewana

4.97 out of 5 average rating, 315 reviews

Log Cabin

Nov 1 – 8

$112 per night
Guest favorite

Apartment in Napoleon

4.96 out of 5 average rating, 295 reviews

Beautiful full suite located in historic Armory

Aug 23 – 30

$57 per night
Guest favorite

Cottage in Rome City

4.98 out of 5 average rating, 181 reviews

Lakeside Sylvan-Lake Rome City Cottage

Sep 26 – Oct 3

$80 per night
Guest favorite

Home in Reading

5.0 out of 5 average rating, 11 reviews

Lake Berry hideaway

Jun 9 – 16

$169 per night
Guest favorite

Home in Coldwater

4.94 out of 5 average rating, 34 reviews

Baughman's Cove

Nov 15 – 22

$132 per night
Guest favorite

Home in Coldwater

4.89 out of 5 average rating, 66 reviews

Cozy Lakefront Cottage on Huyck Lake

Sep 25 – Oct 2

$158 per night
Guest favorite

Cottage in Quincy

4.96 out of 5 average rating, 71 reviews

Birdsong Cottage-a short drive from lake access

May 12 – 19

$111 per night
Guest favorite

Cabin in Angola

4.96 out of 5 average rating, 78 reviews

Bear Cabin

Jun 17 – 24

$120 per night

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