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Top Holiday Rentals in Montgomery

Rest, Relax and Reboot...pet friendly

9.6 out of 10, Exceptional, (129)
"Thank you so much — we truly enjoyed our stay! The property was peaceful and had everything we needed for a relaxing getaway. And a special thank you for Rhonda and Al for rescuing us from the middle of the lake — that was definitely an unexpected adventure! It was pretty scary being out there in the dark, but we really appreciated your quick response and help. Thanks again "
Rest, Relax and Reboot...pet friendly

Summer or fall. Life on the lake is good.

9.6 out of 10, Exceptional, (156)
"We throughly enjoyed our stay. One of our family members was getting married at the Hermitage Hills Estate and it was a perfect location for this since there are no hotels close. "
Summer or fall. Life on the lake is good.

Newly renovated kitchen 2024. Dead end Street, Large Yard, not on a hilltop.

9.2 out of 10, Wonderful, (72)
"Our family enjoyed our week!"
Newly renovated kitchen 2024. Dead end Street, Large Yard, not on a hilltop.

NEW Lake James, Indiana Waterfront Rental

10.0 out of 10, Exceptional, (73)
"Great place for a family gathering."
NEW Lake James, Indiana Waterfront Rental

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10.0 out of 10, Exceptional, (6)
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Charming 3-bedroom house with AC, WiFi in enjoyable Angola

10.0 out of 10, Exceptional, (6)
Charming 3-bedroom house with AC, WiFi in enjoyable Angola

Rose Lake, Cottage with Pontoon, Coldwater, Michigan (aka Lake of the Woods)

10.0 out of 10, Exceptional, (44)
"Thank you for a nice place. Great to be with my family."
Rose Lake, Cottage with Pontoon, Coldwater, Michigan (aka Lake of the Woods)

2 miles from the Indiana Rails train station, 12 miles from Pokagon State Park

10.0 out of 10, Exceptional, (4)
"Cute, quaint and comfortable, and fit the four of us. Loved the kayaks on the quiet lake. Great stop in Angola (hit the arts fest and farmers market). Friendly neighbors too with the cutest dogs. And Fort Wayne definitely worth a visit - especially Promenade Park!"
2 miles from the Indiana Rails train station, 12 miles from Pokagon State Park

Lake George cottage with large lakefront lawn

9.6 out of 10, Exceptional, (58)
"This was a great place to stay! We enjoyed the lakes and State Park that was nearby with our family!"
Lake George cottage with large lakefront lawn

Snow Lake (Lake James Chain) 60 ft Lakefront, Sunset View - Easy access from 69

10.0 out of 10, Exceptional, (26)
"Very clean!"
Snow Lake (Lake James Chain) 60 ft Lakefront, Sunset View - Easy access from 69

Lake side country home

9.8 out of 10, Exceptional, (16)
"Is a really nice house, quiet neighbors and beautiful view of the lake "
The price is £222
includes taxes & fees
25 Aug - 26 Aug
Lake side country home

Paradise - Coldwater/North Lake Rental - Monthly/Weekly /4 day off season

10.0 out of 10, Exceptional, (103)
"Very well equipped home with lots of space for our family and friends. Nice to come back to enjoy the view of the lake and relax. Looking forward to another visit to this location. "
Paradise - Coldwater/North Lake Rental - Monthly/Weekly /4 day off season

Full House on the Lake with Free kayaks, paddleboats and a fishing boat.

9.4 out of 10, Exceptional, (83)
"Charming lakeside cottage. Looks like it would be fun in the summer. "
The price is £266
includes taxes & fees
4 Sept - 5 Sept
Full House on the Lake with Free kayaks, paddleboats and a fishing boat.

Life Lake Vacations on James!

Life Lake Vacations on James!

Luxury Lakefront Home on Lake James

10.0 out of 10, Exceptional, (56)
"We had a great time! House was perfect for our large group. Owner was very responsive. Would recommend! "
Luxury Lakefront Home on Lake James

Beautiful Lake View IYopawa Island Home. Backs up to Golf Course

9.8 out of 10, Exceptional, (60)
"The house was cozy and welcoming. It met all of our needs for a weekend stay as a family. We appreciated the efforts made to meet the needs of all types of guests, since we had two small children (3 and under) with us. We all enjoyed waking up with a beautiful view of Coldwater Lake."
Beautiful Lake View IYopawa Island Home. Backs up to Golf Course

Charming 2-bedroom cottage with lake and beach access and large yard.

10.0 out of 10, Exceptional, (1)
"The cottage provided us everything we needed. It was easy to get in and out and the owner was very responsive to requests. I have not had a gas stove since I was a kid living at home and I found that cooking on it was like riding a bike. It gave me a bit of nostalgia as well.The location was great for us. Close to town, and to our own cottage that is currently gutted. Also easy drive into the Lake James/Jimmerson area - which of course you need to arrive to Tom's Donuts early if you don't...
Charming 2-bedroom cottage with lake and beach access and large yard.

HUGE 5 Bedroom Lake House Retreat On Crooked Lake

9.6 out of 10, Exceptional, (76)
"Loved our week in Crooked Lake. Suits our family."
HUGE 5 Bedroom Lake House Retreat On Crooked Lake

Coldwater Lake - Perfect for Large Gatherings - 🎉🎁🎂🍷👙💍🌞🔥🌈⛄️🥂⛵️🏖🛍

10.0 out of 10, Exceptional, (29)
"Great stay. Nice place, great service"
Coldwater Lake - Perfect for Large Gatherings - 🎉🎁🎂🍷👙💍🌞🔥🌈⛄️🥂⛵️🏖🛍

Lakefront Gem w/ Watercrafts & Dock in Coldwater!

10.0 out of 10, Exceptional, (4)
"We had a great stay! The house is in great shape and served our needs. The lake front is perfect for lounging or playing in the water. Would definitely rent again. "
Lakefront Gem w/ Watercrafts & Dock in Coldwater!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montgomery Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Montgomery?

Yes, there are holiday rentals close to the most popular sights in Montgomery, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montgomery has to offer?

Rest, Relax and Reboot...pet friendly: This holiday home rental outside of Montgomery is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Montgomery?

While exploring the area, visit family-friendly sights like Adventure Zone, or get outside and enjoy nature at Lake James. Coldwater Lake State Park and Angola Motor Speedway are a couple of places you'll find in the wider area.

What’s a holiday rental in Montgomery like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montgomery. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family getaway.