Vacation rentals in Montgomery

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Montgomery

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

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Guest favorite

Villa in Ottawa

4.92 out of 5 average rating, 13 reviews

22min to Starved Rock: Ultimate Vacay Villa - 3891

TerumiRating, 5 stars3 weeks ago

Beautiful, spacious home. Had the amenities that were listed. Will need to bring shampoo, conditioner, shower gel, and extra rolls of toilet paper, and this is listed in the details. The home was spotless and welcoming for our executive team retreat. How to instructions were provided and worked perfectly. Grateful for this opportunity to share dedicated time with my team in a space that allowed everyone to have personal space even when sharing a room. The bedrooms are enormous and lovely.

Guest favorite

Townhouse in North Utica

4.97 out of 5 average rating, 237 reviews

Quaint Cozy Villa just for you, book today!

HelenRating, 5 stars1 week ago

Loved this stay!! The place was easy to find, everything was clean, spacious, cozy and welcoming yet free of clutter. We had everything we needed. I’ll definitely book again for my future starved rock stays. Thank you!💜

Top guest favorite

Cabin in North Utica

4.96 out of 5 average rating, 26 reviews

The Happy Traveler

RoopRating, 5 stars3 days ago

We stayed at Nicole's place for a weekend getaway from the city and had a fantastic time. Everything was spotless, and the kitchen was well-stocked with everything we needed to make a great steak dinner. We loved the location and definitely plan on returning in the future!

Top guest favorite

Home in Avondale

5 out of 5 average rating, 11 reviews

Alluring Avondale Abode

MichaelRating, 5 stars1 week ago

Beth’s home was perfect for our group trip, which centered around cooking together for a Passover Seder! The kitchen had great appliances and equipment, with the space for many of us to cook at once. The house had everything we needed and we were all comfortable.

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What guests are saying

A Comfortable Stay While You are Away in Oak Park

4.85 out of 5 average rating, 68 reviews1 week ago

The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

Home in Austin

What guests are saying

Sanctuary on the Ravine

5 out of 5 average rating, 28 reviews8 months ago

The Woodland house is truly incredible, with every detail thoughtfully designed for comfort, from the cozy bedrooms and soft linens to the inviting beds. The kitchen nook with a couch overlooking the ravine offers stunning views of nature, making it a picturesque spot to relax. The home exudes warmth and is perfect for unwinding in the spacious sunken living room or one of the multiple outdoor seating areas. Debra was an excellent host, providing all the amenities you could need. This home is a 10+, and you won't want to leave!

Home in Highland Park

What guests are saying

Skip the hotel! Relax here!

4.8 out of 5 average rating, 35 reviews3 days ago

Great location for our family in Aurora and Oswego that we were visiting. The neighborhood was nice and quiet. I enjoyed walking down to the Fox River Trail in the mornings and we loved siting out on the patio in the evenings. The kitchen was fully equipped with everything you could possibly need to cook any meal! The beds were a little too soft for us, but overall it was a great stay.

Home in Montgomery

What guests are saying

Blue Door Cottage, Hot Tub & updated 3 BDR ranch

4.97 out of 5 average rating, 32 reviews4 weeks ago

Yes, the place was a bit on the pricier end but I was booking last minute, as I needed to find a place that would house myself, my siblings and their families as we dealt with the death of our Father and getting things together for it. Eric's house was very peaceful and he was an absolute treasure. He was quick to reply whether cell or on the app. He gave me some recommendations on places to take the kids as well. The kitchen had plenty of silverware, dishes and cooking items. There was even tea, coffee and a large assortment of seasonings - I've never seen more than salt and pepper at an airbnb. lol We were all travelling from out of state so the arrival times differed a bit and he was flexible and allowed us to check-in earlier than listed; which was amazing. I personally enjoyed the hot tub, even with the cool weather. It was one of the main things that helped me decide to book this house vs another; as I have low back issues. I would definitely stay there again if able.

Home in Elgin

What guests are saying

The Falls Cottage - 3 min to Starved Rock

5 out of 5 average rating, 3 reviews8 months ago

A wonderful cottage just a few minutes away from Starved Rock State Park. The cottage is very modern, private, and comfortable. Also, Amy is very friendly and extremely responsive to messages. Would highly recommend to anyone looking for a comfortable and private stay with plenty of room.

Apartment in North Utica

What guests are saying

Crestwood Gem

4.85 out of 5 average rating, 13 reviews1 month ago

Great space! We had family coming in from 3 different states and the house was able to accommodate all of us. The kitchen provided all the cookware we needed and was large enough for us to cook as a family. I will say the only real complaint we had was the smell that happened anytime we ran the water. Betty was very responsive and extremely accommodating. We would stay here again! Thank you Betty for sharing your home

Home in Crestwood

What guests are saying

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!

4.96 out of 5 average rating, 50 reviews2 weeks ago

Beautiful home. We lived the sound system in the living room and the games (pool table, pinball, and arcade machine) in the basement. Property was conveniently connected to a beautiful walking path which also linked up with an awesome park. Last but not least, Ramon was readily available at a moment’s notice. He was a great host.

Home in Plainfield

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Popular amenities for Montgomery vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Montgomery's top sights

Meijer5 locals recommend

GQT Kendall 11 GDX4 locals recommend

Fox Bend Golf Course3 locals recommend

Other great vacation rentals in Montgomery

Superhost

Home in West Lawn

4.92 out of 5 average rating, 38 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

AshleyRating, 5 stars1 month ago

Johanna made us feel warm and welcome. All amenities are included and work well. Excellent shower. She was very responsive and attentive.

Top guest favorite

Home in Schaumburg

5 out of 5 average rating, 50 reviews

Great location-King beds-Kids playroom

AdamRating, 5 stars2 weeks ago

Ninna's place was fantastic! It was exactly as described, and the process was proactive. Ninna communicated very well and anticipated questions we may have. We had friends from the area join us for dinner, and Ninna was accommodating of that request. Her place was perfect, with everything we may need during our stay. The kitchen was stocked with all the things we needed, and the coffee nook was a nice touch! The kids enjoyed the little playroom upstairs, and the mattresses were very comfortable.

Superhost

Guest suite in Plainfield

4.86 out of 5 average rating, 77 reviews

Relaxing Suite with Independent Entrance

ErikRating, 5 stars3 weeks ago

Very nice and clean place to stay at, it was definitely worth the money, I would definitely recommend to anyone👍🏽

Superhost

Home in Maywood

4.8 out of 5 average rating, 114 reviews

Maywood Relaxation

JadeRating, 5 stars1 month ago

Robert was very attentive to questions and concerns. He responded very quickly! Very accommodating to our needs and made us feel comfortable! Definitely will be booking again in the future!

Guest favorite

Apartment in Albany Park

4.86 out of 5 average rating, 42 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago

Wonderful stay as always, thank you so much!

Superhost

Apartment in Jefferson Park

4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars3 weeks ago

Peaceful, felt like home, very spacious and comfortable

Top guest favorite

Home in Elgin

5 out of 5 average rating, 22 reviews

Little Blue House

BriannaRating, 5 stars3 months ago

Alex is a great host! Dog friendly places are hard to find and his place made my dog feel super comfortable. Love this place and definitely will be back.

Superhost