Holiday rentals in Montgomery

AT YOUR SERVICE! Downtown Aurora River Facing Gem

Welcome to your cozy retreat in the heart of Downtown Aurora! This charming 1-bedroom apartment is perfect for up to 2 guests and offers a peaceful river view. The unit is complete with a full kitchen & is pet-friendly. Located steps from Hollywood Casino, Paramount Theatre, RiverEdge Park, and the scenic Riverwalk, you'll have easy access to local attractions. Stroll to restaurants, shops, and entertainment, making this the perfect base for exploring all that Downtown Aurora has to offer.

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.

Riverfront Townhome in Downtown Yorkville

➢ Everything is sanitized/washed/cleaned after every guest ➢ Right on Fox river ➢ Raging Waves Waterpark - 4.1mi ➢ Yak Shack (Canoe & kayak rental) - 0.8mi ➢ Saw Wee Kee Park - 6mi ➢ Fast, Dedicated Wifi ➢ Free parking in attached garage for 2 compact-size cars + additional free parking onsite. ➢ 3 Smart TVs (Living Room, Bedrooms) ➢ Fully equipped + stocked kitchen / bathroom / laundry ➢ Located Downtown Yorkville ➢ Pack 'n Play ➢ High chair ➢ Kurig coffee maker ➢ King size beds

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.

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

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

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. 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!

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

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.

Luxury Riverfront Retreat w/ Game Room + Fire Pit

Welcome to Dovehill, a luxury riverfront escape where comfort, connection, and adventure meet. Perfect for families, friends, and group getaways, this elegant 3-bedroom, 3-bath home offers direct access to the Fox River, resort-style amenities, and expansive outdoor living — all set against the peaceful backdrop of nature.

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.