Holiday houses in Montgomery

Spread out - Renovated 5BR+Loft, 7 Beds Sleeps 14+

Small group of 1-3 wanting room to relax? Group of 10-16 wanting some space? Newly remodeled 2400 sft 2-story home in quiet neighborhood, 5 bedrooms (inc 1st floor bedroom), Loft, 2 full baths, lots of parking, wifi, 2 65" Roku TVs, 7 Queen Beds! Close to historic downtown Aurora (walk/ride) and enjoy Live Theatre, Casino's and more. Convenient access to public trans and just over 1 mile to catch the Metra to Downtown Chicago. Perfect for groups of various sizes. Disruptive events not allowed.

Large Luxury Home: King Beds, Theater & BBQ

Relax and enjoy this sunny, fully outfitted family haven! ### FUN: Finished basement with a Movie Theater (projector), ping-pong, and PlayStation. We even have a toy-filled dresser for the kids! ### COMFORT: Fully stocked chef’s kitchen (mixer/Air Fryer), King/Queen beds, and a large master suite. ### PERKS: Huge yard with a stone patio, grill, and fire pit. Includes a 2-car garage and in-home laundry. ### SAFE: Professionally cleaned and sanitized before every stay for your peace of mind.

Spacious family friendly home away from home

This spacious suburban home offers 2 bedrooms with 2.5 bathrooms and a loft with a dedicated workspace. Front living room also has a sleeper couch. There is a full kitchen for your daily meals. The property can host up to 8 people, making it a great option for families. Ample parking space with a 2 car garage. Bring the whole family to this great place with lots of room for fun; additionally there is park close by for the kids. Close to shopping options, outlet malls, restaurants and casino.

Evergreen Retreat

Welcome to our spacious and family-friendly retreat! Our home is designed for both kids and adults to relax, play, and make lasting memories. Inside, you’ll find cozy bedrooms for a peaceful night’s sleep, a fully equipped kitchen for cooking, and plenty of comfortable spaces to unwind. Step out the back door to a patio and yard perfect for grilling, gathering around the fire pit, or relaxing in the screened gazebo. A huge playground offers hours of fun for kids within easy view of parents.

5 bdrm 7 bed 2.5 bth Ranch w Fenced Yard Sleeps 10

Escape with your family at this tranquil retreat, nestled in the heart of Montgomery near highways 34 and 25. Situated on a quiet street, this spacious home boasts five bedrooms, ensuring ample space for everyone. The master bedroom features a queen-size bed and en-suite bathroom, other bedrooms offer: queen bed, full-size bed, twin bed with twin bed trundle, and the last bedroom offers a bunk bed. The property also has a fenced yard with a patio, ideal for outdoor entertaining & relaxation.

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Cleanliness · Hospitality · Comfort

Cozy 4-bedroom ranch - minutes from everything

Relax and have fun with the whole family at this peaceful place to stay. It is located within walking distance from US Route 34 in the middle of shopping centers such as Meijer, Jewels, Target, Walmart, great restaurants, bars, entertainment, hair and nail salons, gas stations, etc. There are 5 beds (1 king and 4 queens plus a queen-size air mattress and a twin pull-out bed) and 3 couches waiting for their guests. The house is cleaned and sanitized before every reservation.

Location · Nearby · Sleep quality

Spacious 4 Beds w/ Yard – Near Naperville, Chicago

Enjoy comfort and convenience at this stylish 3-bedroom home with plenty of space to relax both inside and out! 🛋️ 2 Cozy Living Rooms 🌳 Beautifully landscaped and fenced backyard – Great for Kids! 🛏 3 Bedrooms All on the 2nd Floor ✔️ 2.5 Bathrooms ✔️ Less than 5 Mins to Fox Valley, shopping, and entertainment ✔️ 8 Mins to Phillips Park Zoo & Aquatic Center ✔️ 18 Mins to Downtown Naperville, ✔️ 50 Mins to Downtown Chicago ✔️ Free Driveway and Street Parking Available

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay on a comfy king-sized bed. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Kaleidoscope: 4 BR, 2BA

Welcome to Kaleidoscope! Our beautifully updated four-bedroom, two-bathroom Airbnb offers a stylish and comfortable stay for families, groups, and travelers. Designed with an open-concept layout, the home features a spacious living room, dining area, cozy seating area, and a fully updated kitchen—all with brand-new, chic furnishings.

Aurora Apt with garage, fast wi-fi and laundry

This home has everything you need, 4k smart TV, 1 car garage, yard, laundry inside unit, full kitchen, comfortable king size bed and a sofa bed. There is also high speed internet available, you will feel like you're right at home.