Vacation rentals in Montgomery

4.9 out of 5 average rating, 105 reviews

Guesthouse in Oswego

The Loft-Rustic Retreat and Sauna

TaraRating, 5 stars1 month ago

Sara’s place was exactly as described! It was clean and comfortable- very private. The sauna was such a nice luxury! We appreciated all of the little niceties - like coffee , candles, and beach towels for the sauna. It was near everything, but still on a quiet street. Sara was very responsive and friendly. She had great suggestions for breakfast and really made us feel at home. We’d definitely go back!

5 out of 5 average rating, 12 reviews

Home in Avondale

Alluring Avondale Abode

MichaelRating, 5 stars3 weeks 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.

4.85 out of 5 average rating, 34 reviews

Guesthouse in Evanston

Tiny house in West Village Arts District

JoelRating, 5 stars4 months ago

Lisa was a great host and this is a great place. It's a small house, but worked great for what we needed it for and was close to our family that live in Evanston. It was also a great price. Additionally, there were games which was nice because we had our child with us. I would definitely recommend this place and I will be staying here again when we're in Evanston, hopefully Lisa's schedule will be open!

Guest suite in Naperville

4.95 out of 5 average rating, 415 reviews

Cozy Lakeview Studio with Private Access

JunikaiRating, 5 starstoday

Sanjay and Aparna were amazing and so was the room. You can tell just from the unpacking-phase of your visit that this location was well thought out and planned. They provide as much as they can in the unit accordingly before you arrive to make sure you are comfortable and set. You feel very safe in the unit itself and in the area you will be residing in temporarily. Not to mention the beautiful lake right outside your door! 10/10, 100% would visit again

4.95 out of 5 average rating, 104 reviews

Guesthouse in Oak Park

O'Malley Oasis!

AndreaRating, 5 stars4 months ago

Clean, beautiful space. Has everything needed and the most comfortable seating space to relax. Clear instructions, easy parking. Be aware that there are several stairs to enter as seen in the pictures. They are well maintained with a handrail. This was not an issue at all for us but could be for someone with mobility limitations. Otherwise one of the best places I have stayed in Oak Park. Hope it is available when I come back.

4.96 out of 5 average rating, 281 reviews

Apartment in Irving Park

Spacious 1BR apartment in a central location

GilRating, 5 stars1 month ago

I have stayed in a number of AirBnB‘s throughout the years, this may have been my favorite stay. There is absolutely everything you would need for a comfortable stay. Everything is clean. Alex is a five-star communicator. It is a busy little neighborhood, but the bedroom is toward the back of the apartment. I heard nothing but dead silence at night.

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Popular amenities for Montgomery vacation rentals

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Other great vacation rentals in Montgomery

4.93 out of 5 average rating, 40 reviews

Home in West Lawn

Family Friendly Duplex/9 min from MDW/Free Parking

JoannaRating, 5 stars3 weeks ago

Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗

Guest suite in Plainfield

4.86 out of 5 average rating, 78 reviews

Relaxing Suite with Independent Entrance

CindyRating, 5 stars2 weeks ago

Maria’s place was great! Easy access to the Airbnb & the yard was a bonus for our two dogs. Lots of little touches that made the stay pleasant; coffee, water, snacks were all appreciated. The bed was very comfortable too! I would definitely stay again when in the area.

4.86 out of 5 average rating, 42 reviews

Apartment in Albany Park

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago

Wonderful stay as always, thank you so much!

Apartment in Jefferson Park

4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars1 month ago

Peaceful, felt like home, very spacious and comfortable

5 out of 5 average rating, 22 reviews

Home in Elgin

Little Blue House

BriannaRating, 5 stars4 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.

5 out of 5 average rating, 24 reviews

Home in Aurora

Evergreen Retreat

AlyssaRating, 5 stars3 days ago

The location was great for a family reunion. So many small details were thought of to make the stay so smooth. Will definitely stay again.

5 out of 5 average rating, 28 reviews

Apartment in Wilmington

Engler’s Escape River Retreat - Studio B-2nd fl

KevinRating, 5 stars3 days ago

Dawn's place was exactly as described and pictured. I booked last-minute and Dawn was very responsive and provided all the needed instructions in a timely manner. It was perfect for one person. The place was pristine when I arrived. I had everything I needed for cooking a meal. It was quiet and comfortable. I wasn't able to take advantage of the location on the river this time but hope to return when I have a bit more time to enjoy the surroundings. Highly recommend.